TTD_Target_ID Target_Name TTD_Drug_ID Drug_Name Drug_Highest_Status Drug_PubchemID Molecular_Formula Molecular_Weight Canonical_SMILES Activity Binder_Type T31391 Dipeptidyl peptidase 4 D0N5HJ Enalaprilat Approved 5462501 C18H24N2O5 348.4 C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCC2=CC=CC=C2)C(=O)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D0R9YR BETULINIC ACID Phase 1 64971 C30H48O3 456.7 CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C(=O)O IC50 = 55820 nM Poor binder T31391 Dipeptidyl peptidase 4 D05FMP BDBM50382283 Patented 66561557 C18H15F2N3O2 343.3 C1[C@H](N(CC1(F)F)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D07JHU BDBM50434165 Patented 71667377 C18H18N4O3 338.4 COC1=CC2=C(C=CN=C2C=C1)C(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D0C6NX BDBM50434164 Patented 73356493 C17H15ClN4O2 342.8 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC(=CC3=NC=C2)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D0QX2U CRWCYVOHVXAEMF-LBPRGKRZSA-N Patented 71667229 C17H15FN4O2 326.32 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=C(C=CC3=NC=C2)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D0Y3DN Flavonoid derivative 4 Patented 5280343 C15H10O7 302.23 C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O IC50 = 130000 nM Poor binder T31391 Dipeptidyl peptidase 4 D01XGX JTP-4819 Discontinued in Phase 2 178060 C19H25N3O4 359.4 C1C[C@H](N(C1)C(=O)[C@@H]2CCCN2C(=O)NCC3=CC=CC=C3)C(=O)CO IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B02XQA (S)-2,6-Diamino-1-(piperidin-1-yl)hexan-1-one Investigative 10443207 C11H23N3O 213.32 C1CCN(CC1)C(=O)[C@H](CCCCN)N IC50 = 134900 nM Poor binder T31391 Dipeptidyl peptidase 4 B04DNO N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]isoquinoline-8-carboxamide Investigative 71655627 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC3=C2C=NC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B05HAY CID 53312239 Investigative 53312239 C21H24N6O2 392.5 CN1C2=NC(=CC(=C2N(C1=O)CC3=CC=CC=C3C#N)N4CCC[C@H](C4)N)CO IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B07AOI Isoindolin-2-yl((2S,4S)-4-(naphthalen-2-ylamino)pyrrolidin-2-yl)methanone Investigative 44560701 C23H23N3O 357.4 C1[C@@H](CN[C@@H]1C(=O)N2CC3=CC=CC=C3C2)NC4=CC5=CC=CC=C5C=C4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B09MZG (2S)-2,6-Diamino-1-(2-diphenoxyphosphorylpyrrolidin-1-yl)hexan-1-one Investigative 10320529 C22H30N3O4P 431.5 C1CC(N(C1)C(=O)[C@H](CCCCN)N)P(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3 IC50 = 117000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0CQ9W 2-[(5-Cyanopyridin-2-yl)amino]-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]acetamide Investigative 73356495 C15H16N6O2 312.33 C1C[C@H](N(C1)C(=O)CNC(=O)CNC2=NC=C(C=C2)C#N)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0EF5R N-(1-Napthalenecarbonyl)-Gly-boroPro Investigative 15951636 C17H19BN2O4 326.2 B([C@@H]1CCCN1C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)(O)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0HWB9 2-[[3-Methyl-2-oxo-7-(piperidin-4-ylamino)imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 118712516 C20H22N6O 362.4 CN1C2=NC=CC(=C2N(C1=O)CC3=CC=CC=C3C#N)NC4CCNCC4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0I9XT 3-Amino-6-chloro-2-methyl-4-phenylisoquinolin-1-one Investigative 56666264 C16H13ClN2O 284.74 CN1C(=C(C2=C(C1=O)C=CC(=C2)Cl)C3=CC=CC=C3)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0IT9D N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-8-carboxamide Investigative 71667227 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC3=C2N=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0KFM1 US9346814, Ref. Cmpd No 5 Investigative 78140030 C16H16N4O2 296.32 C1CC(N(C1)C(=O)CNC(=O)C2=CNC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0KM5Z (2S)-2-Amino-4-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]-1-(5-fluoro-1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 53474873 C31H31ClF4N4O4 635 C1CN(CCN1C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl)C(=O)C[C@@H](C(=O)N4CC5=C(C4)C=C(C=C5)F)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0PVK1 (5-(Aminomethyl)-4-(4-methoxyphenyl)-6-methylpyridin-2-yl)(4-aminopiperidin-1-yl)methanone Investigative 53326841 C20H26N4O2 354.4 CC1=C(C(=CC(=N1)C(=O)N2CCC(CC2)N)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B0TKF3 (R)-(5-(Aminomethyl)-4-(4-methoxyphenyl)-6-methylpyridin-2-yl)(3-aminopyrrolidin-1-yl)methanone Investigative 53317343 C19H24N4O2 340.4 CC1=C(C(=CC(=N1)C(=O)N2CC[C@H](C2)N)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B12YCL (2S)-2-Amino-1-piperidin-1-yl-4-(pyridin-4-ylmethylamino)butan-1-one Investigative 11346439 C15H24N4O 276.38 C1CCN(CC1)C(=O)[C@H](CCNCC2=CC=NC=C2)N IC50 = 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 B16FIV (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-4-[4-(9H-fluorene-9-carbonyl)piperazin-1-yl]butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56675277 C32H31F3N4O5 608.6 C1CN(CCN1C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(=O)C4C5=CC=CC=C5C6=CC=CC=C46.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B17TSX (2S)-2-Amino-4-[(1R,4R)-5-[bis(4-fluorophenyl)methyl]-2,5-diazabicyclo[2.2.1]heptan-2-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;dihydrochloride Investigative 90664438 C30H32Cl2F2N4O2 589.5 C1[C@@H]2CN([C@H]1CN2C(=O)C[C@@H](C(=O)N3CC4=CC=CC=C4C3)N)C(C5=CC=C(C=C5)F)C6=CC=C(C=C6)F.Cl.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B19EMK 6-Amino-5-propan-2-yl-2-sulfanylidene-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-4-one Investigative 13478499 C17H23N3O4S 365.4 CC(C)C1(C(=NC(=S)NC1=O)N)CC2=CC(=C(C(=C2)OC)OC)OC Ki = 160000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1AS7D (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-4-(4-piperidin-1-ylpiperidin-1-yl)butane-1,4-dione;hydrochloride Investigative 56671898 C22H33ClN4O2 421 C1CCN(CC1)C2CCN(CC2)C(=O)C[C@@H](C(=O)N3CC4=CC=CC=C4C3)N.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1B6OU (S)-1-((2S,4R)-4-(2-(Isoindolin-2-yl)-2-oxoethyl)-5-oxopyrrolidine-2-carbonyl)pyrrolidine-2-carbonitrile Investigative 46916388 C20H22N4O3 366.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1BC8W N-[2-[(2S,4R)-2-Cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 90655560 C17H15FN4O2 326.32 C1[C@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1BN9D N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-5-carboxamide Investigative 71655625 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC=NC3=CC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1FN5T 1-Pentanone, 2-amino-3-methyl-1-(1-piperidinyl)-, (2S,3S)- Investigative 10821833 C11H22N2O 198.31 CC[C@H](C)[C@@H](C(=O)N1CCCCC1)N IC50 = 67000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1HQL8 (2S)-2-Amino-4-[(2S)-2-[4-[bis(4-fluorophenyl)methyl]piperazine-1-carbonyl]pyrrolidin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;hydrochloride Investigative 56658023 C34H38ClF2N5O3 638.1 C1C[C@H](N(C1)C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(=O)N4CCN(CC4)C(C5=CC=C(C=C5)F)C6=CC=C(C=C6)F.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1QB0E N-[2-[(2S,4S)-4-Azido-2-cyanopyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 70693954 C18H16N6O2 348.4 C1[C@@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)N=[N+]=[N-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1T8CU N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-(4-fluorophenyl)-1H-imidazo[4,5-b]pyridine-7-carboxamide Investigative 90655558 C20H17FN6O2 392.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C(=NC=C2)N=C(N3)C4=CC=C(C=C4)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1TV8H 5-(Aminomethyl)-4-(4-methoxyphenyl)-6-methyl-N-(5-methylisoxazol-3-yl)picolinamide Investigative 53325195 C19H20N4O3 352.4 CC1=CC(=NO1)NC(=O)C2=NC(=C(C(=C2)C3=CC=C(C=C3)OC)CN)C IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1U8EA (2R,3R,11Br)-9,10-dimethoxy-3-(4-methylpyridin-2-yl)-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine Investigative 46230652 C21H27N3O2 353.5 CC1=CC(=NC=C1)[C@@H]2CN3CCC4=CC(=C(C=C4[C@H]3C[C@H]2N)OC)OC IC50 = 53000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1V6ZI N-[2-[(2S,4S)-2-Cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 90655559 C17H15FN4O2 326.32 C1[C@@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1W3SJ 6-Chloro-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 71667230 C17H15ClN4O2 342.8 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=C(C=CC3=NC=C2)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1W7KO (2S)-1-(2-Benzamidoacetyl)-N-tert-butylpyrrolidine-2-carboxamide Investigative 70689751 C18H25N3O3 331.4 CC(C)(C)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)C2=CC=CC=C2 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1WXH8 1-[(2S,4S)-4-(4-Cyclopropyltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71451939 C24H31N5O2 421.5 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5CC5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B1WY8G Benzamide, N-(2-oxo-2-(1-pyrrolidinyl)ethyl)- Investigative 56877 C13H16N2O2 232.28 C1CCN(C1)C(=O)CNC(=O)C2=CC=CC=C2 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B23QVT N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-pyridin-4-ylacetamide Investigative 89705045 C14H16N4O2 272.3 C1C[C@H](N(C1)C(=O)CNC(=O)CC2=CC=NC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B28IXO 2,2-Bis(4-chlorophenyl)-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]acetamide Investigative 70693949 C21H19Cl2N3O2 416.3 C1C[C@H](N(C1)C(=O)CNC(=O)C(C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B28JTM (2S,4S)-1-{(2S,4S)-4-[2-(5-Chloro-1,3-dihydroisoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl}-4-fluoropyrrolidine-2-carbonitrile Investigative 46916435 C20H20ClFN4O3 418.8 C1[C@@H](CN([C@@H]1C#N)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=C(C3)C=C(C=C4)Cl)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2ETL9 Chembl4205100 Investigative 145978529 C19H21N5O3 367.4 C1C[C@H](CN(C1)C2=CC(=O)N3C(=CC=N3)N2CC4=CC=C(C=C4)C(=O)O)N IC50 = 59900 nM Poor binder T31391 Dipeptidyl peptidase 4 B2GN3Q N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-N-(3-methylbutyl)quinoline-4-carboxamide Investigative 90655544 C22H26N4O2 378.5 CC(C)CCN(CC(=O)N1CCC[C@H]1C#N)C(=O)C2=CC=NC3=CC=CC=C23 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2H4MR (S)-3-Amino-4-oxo-4-(pyrrolidin-1-yl)butanoic acid Investigative 11206225 C8H14N2O3 186.21 C1CCN(C1)C(=O)[C@H](CC(=O)O)N IC50 = 122000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2I5KY (2S,4R)-4-(4-Chlorobenzylamino)-2-amino-5-phenyl-1-(piperidin-1-yl)pentan-1-one Investigative 44415944 C23H30ClN3O 400 C1CCN(CC1)C(=O)[C@H](C[C@@H](CC2=CC=CC=C2)NCC3=CC=C(C=C3)Cl)N IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2J9LD (R)-3-Amino-4-pyridin-4-yl-1-thiazolidin-3-yl-butan-1-one Investigative 44393727 C12H17N3OS 251.35 C1CSCN1C(=O)C[C@@H](CC2=CC=NC=C2)N IC50 = 51000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2L4WQ Daphnoretin Investigative 5281406 C19H12O7 352.3 COC1=C(C=C2C(=C1)C=C(C(=O)O2)OC3=CC4=C(C=C3)C=CC(=O)O4)O IC50 = 87100 nM Poor binder T31391 Dipeptidyl peptidase 4 B2LBR3 (2S,3R)-2-Amino-1-(4,6-dihydro-1H-pyrrolo[3,4-c]pyrazol-5-yl)-3-methylpentan-1-one;2,2,2-trifluoroacetic acid Investigative 127045827 C13H19F3N4O3 336.31 CC[C@@H](C)[C@@H](C(=O)N1CC2=C(C1)NN=C2)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2M8CF (2s)-1-({(2s,4s)-4-[2-[4-(4-Chlorophenyl)-3,6-dihydropyridin-1(2h)-yl]-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46916345 C23H25ClN4O3 440.9 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCC(=CC3)C4=CC=C(C=C4)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2SV1U (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(2-methyl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 127046626 C29H30F5N5O4S 639.6 CC1=NC2=C(S1)CN(C2)C(=O)[C@H](CC(=O)N3CCN(CC3)C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2UKR4 US9346814, Cmpd No 29 Example 34 Investigative 89712285 C15H15N5O2 297.31 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=NC3=NC=CC23)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2VIJ5 N-[2-[(2S)-2-Cyano-4-ethylpyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 70691905 C20H21N3O2 335.4 CCC1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2W8VT (2s)-1-[1-(4-Phenylbutanoyl)-L-Prolyl]pyrrolidine-2-Carbonitrile Investigative 11198569 C20H25N3O2 339.4 C1C[C@H](N(C1)C(=O)[C@@H]2CCCN2C(=O)CCCC3=CC=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2XOS3 8-Bromo-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 71667376 C17H15BrN4O2 387.2 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC=C(C3=NC=C2)Br)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2Y3TD (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-4-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56658022 C25H28F4N4O4 524.5 C1CN(CCN1CC2=CC=C(C=C2)F)C(=O)C[C@@H](C(=O)N3CC4=CC=CC=C4C3)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B2Y4HT (5-(Aminomethyl)-4-(4-methoxyphenyl)-6-methylpyridin-2-yl)(pyrrolidin-1-yl)methanone Investigative 53321253 C19H23N3O2 325.4 CC1=C(C(=CC(=N1)C(=O)N2CCCC2)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B31VEK (3S)-3-Amino-N-[bis(4-fluorophenyl)methyl]-4-(1,3-dihydroisoindol-2-yl)-4-oxobutanamide;2,2,2-trifluoroacetic acid Investigative 56664961 C27H24F5N3O4 549.5 C1C2=CC=CC=C2CN1C(=O)[C@H](CC(=O)NC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B34XWR 3-[[7-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-2-oxoimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 53311142 C20H22N6O 362.4 CN1C2=NC=CC(=C2N(C1=O)CC3=CC(=CC=C3)C#N)N4CCC[C@H](C4)N IC50 = 88000 nM Poor binder T31391 Dipeptidyl peptidase 4 B34ZJO N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-phenylbenzamide Investigative 70681357 C20H19N3O2 333.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC(=C2)C3=CC=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B36EKS (3-(Aminomethyl)-6-(2,4-dichlorophenyl)-2-methylpyridin-4-yl)(morpholino)methanone Investigative 53321254 C18H19Cl2N3O2 380.3 CC1=C(C(=CC(=N1)C2=C(C=C(C=C2)Cl)Cl)C(=O)N3CCOCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B37HXI N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]isoquinoline-4-carboxamide Investigative 71655624 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CN=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3A9QS (S)-2-Amino-4-(3-nitro-pyridin-2-ylamino)-1-piperidin-1-yl-butan-1-one Investigative 11243728 C14H21N5O3 307.35 C1CCN(CC1)C(=O)[C@H](CCNC2=C(C=CC=N2)[N+](=O)[O-])N IC50 = 56000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3CG1Q (2S)-1-[2-(4-Naphthalen-1-yltriazol-1-yl)acetyl]pyrrolidine-2-carbonitrile Investigative 90655551 C19H17N5O 331.4 C1C[C@H](N(C1)C(=O)CN2C=C(N=N2)C3=CC=CC4=CC=CC=C43)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3DI8L N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-4-methyl-1,3-oxazole-5-carboxamide Investigative 71667510 C12H14N4O3 262.26 CC1=C(OC=N1)C(=O)NCC(=O)N2CCC[C@H]2C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3ERG1 Tert-butyl N-[[1-[(3R,5S)-1-(4-phenylbutanoyl)-5-(pyrrolidine-1-carbonyl)pyrrolidin-3-yl]triazol-4-yl]methyl]carbamate Investigative 71460901 C27H38N6O4 510.6 CC(C)(C)OC(=O)NCC1=CN(N=N1)[C@@H]2C[C@H](N(C2)C(=O)CCCC3=CC=CC=C3)C(=O)N4CCCC4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3F5EW Benzyl (2S,4S)-4-(4-phenyltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate Investigative 71450087 C25H27N5O3 445.5 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)OCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=CC=C5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3FTC1 Diphenyl 1-((2S,3S)-2-amino-3-methylpentanoyl)pyrrolidin-2-ylphosphonate Investigative 10341846 C22H29N2O4P 416.4 CC[C@H](C)[C@@H](C(=O)N1CCCC1P(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3)N IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3M1PO N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-(4-methoxyphenyl)quinoline-4-carboxamide Investigative 71655557 C24H22N4O3 414.5 COC1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=C2)C(=O)NCC(=O)N4CCC[C@H]4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3OLR0 1,3-Dihydroisoindol-2-yl-[(2S,4S)-4-[(2-methoxynaphthalen-1-yl)methylamino]pyrrolidin-2-yl]methanone;dihydrochloride Investigative 90664578 C25H29Cl2N3O2 474.4 COC1=C(C2=CC=CC=C2C=C1)CN[C@H]3C[C@H](NC3)C(=O)N4CC5=CC=CC=C5C4.Cl.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3PU9A (3-(Aminomethyl)-6-(4-methoxyphenyl)-2-methylpyridin-4-yl)(morpholino)methanone Investigative 53323917 C19H23N3O3 341.4 CC1=C(C(=CC(=N1)C2=CC=C(C=C2)OC)C(=O)N3CCOCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B3TG9P (2S,3R)-2-Amino-3-methyl-1-(2-methyl-4,6-dihydropyrrolo[3,4-d][1,3]thiazol-5-yl)pentan-1-one;2,2,2-trifluoroacetic acid Investigative 127046628 C14H20F3N3O3S 367.39 CC[C@@H](C)[C@@H](C(=O)N1CC2=C(C1)SC(=N2)C)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B40LAN (2S)-2-Amino-5-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)pentane-1,5-dione;2,2,2-trifluoroacetic acid Investigative 56672016 C32H33F5N4O4 632.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)CC[C@@H](C(=O)N4CC5=CC=CC=C5C4)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B43PNH 5-Cyano-4-(2,4-dichlorophenyl)-N,6-dimethylpicolinamide Investigative 53322529 C15H11Cl2N3O 320.2 CC1=C(C(=CC(=N1)C(=O)NC)C2=C(C=C(C=C2)Cl)Cl)C#N IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B46LRO (2S)-1-({(2S,4S)-4-[2-[4-(4-Fluorophenyl)piperazin-1-yl]-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46916343 C22H26FN5O3 427.5 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCN(CC3)C4=CC=C(C=C4)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B46ZFN (2S)-2-Amino-4-[4-[(2-chloro-6-fluorophenyl)methyl]piperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56658021 C25H27ClF4N4O4 559 C1CN(CCN1CC2=C(C=CC=C2Cl)F)C(=O)C[C@@H](C(=O)N3CC4=CC=CC=C4C3)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B49NGB (2S)-2-Amino-4-[4-[2,2-bis(4-chlorophenyl)acetyl]piperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56671895 C32H31Cl2F3N4O5 679.5 C1CN(CCN1C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(=O)C(C4=CC=C(C=C4)Cl)C5=CC=C(C=C5)Cl.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4C1PD (3R,4R)-3-Butyl-1-(6-methoxy-biphenyl-3-yl)-piperidin-4-ylamine Investigative 44431757 C22H30N2O 338.5 CCCC[C@@H]1CN(CC[C@H]1N)C2=CC(=C(C=C2)OC)C3=CC=CC=C3 IC50 = 142000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4C7UW 4-Phenyl-1-[(2S,4S)-4-[4-(piperazin-1-ylmethyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]butan-1-one Investigative 71453723 C26H37N7O2 479.6 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)CN5CCNCC5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4KFM2 (5-(Aminomethyl)-4-(4-methoxyphenyl)-6-methylpyridin-2-yl)(morpholino)methanone Investigative 53323916 C19H23N3O3 341.4 CC1=C(C(=CC(=N1)C(=O)N2CCOCC2)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4LN3G N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-oxo-1H-quinoline-4-carboxamide Investigative 73354936 C17H16N4O3 324.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC(=O)NC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4M9AQ N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-6-(trifluoromethoxy)quinoline-4-carboxamide Investigative 71667231 C18H15F3N4O3 392.3 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=C(C=CC3=NC=C2)OC(F)(F)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4SQ3V N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-phenylpyridine-4-carboxamide Investigative 89705195 C19H18N4O2 334.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC(=NC=C2)C3=CC=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4T6IR (S)-N-(2-(2-Cyanopyrrolidine-1-yl)-2-oxoethyl)-3-hydroxyquinoline-4-carboxamide Investigative 73347360 C17H16N4O3 324.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C(C=NC3=CC=CC=C32)O)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4UD2V N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-naphthalen-1-yloxyacetamide Investigative 73350450 C19H19N3O3 337.4 C1C[C@H](N(C1)C(=O)CNC(=O)COC2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4WF7G (2S,3S)-2-Amino-1-(5-azidoisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560554 C14H19N5O 273.33 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)N=[N+]=[N-])N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B4XFV9 (2S)-2-Amino-4-[(4-phenylmethoxyphenyl)methylamino]-1-piperidin-1-ylbutan-1-one Investigative 11372458 C23H31N3O2 381.5 C1CCN(CC1)C(=O)[C@H](CCNCC2=CC=C(C=C2)OCC3=CC=CC=C3)N IC50 = 192000 nM Poor binder T31391 Dipeptidyl peptidase 4 B54CZS N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-(1H-imidazol-5-yl)acetamide Investigative 89705179 C12H15N5O2 261.279 C1C[C@H](N(C1)C(=O)CNC(=O)CC2=CN=CN2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B56FIL (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(4,6-dihydropyrrolo[3,4-c][1,2]oxazol-5-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 127046622 C28H28F5N5O5 609.5 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=CON=C5C4)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5C9FK 1-[(2S,4S)-4-[4-(2-Chlorophenyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71459090 C27H30ClN5O2 492 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=CC=C5Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5CSO3 1-(Aminomethyl)-6,7-dimethoxy-N-propylisoquinoline-4-carboxamide;hydrochloride Investigative 45264231 C16H22ClN3O3 339.82 CCCNC(=O)C1=CN=C(C2=CC(=C(C=C21)OC)OC)CN.Cl IC50 = 51400 nM Poor binder T31391 Dipeptidyl peptidase 4 B5HV8B 2-Amino-1-(2,3-dihydro-1H-isoindol-2-yl)-4-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)butane-1,4-dione Investigative 23646033 C23H27N3O4 409.5 COC1=C(C=C2CN(CCC2=C1)C(=O)CC(C(=O)N3CC4=CC=CC=C4C3)N)OC IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5I7BM N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-methoxybenzenesulfonamide Investigative 70693950 C14H17N3O4S 323.37 COC1=CC(=CC=C1)S(=O)(=O)NCC(=O)N2CCC[C@H]2C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5JCR1 (S)-2,5-Diamino-1-(pyrrolidin-1-yl)pentan-1-one Investigative 15036410 C9H19N3O 185.27 C1CCN(C1)C(=O)[C@H](CCCN)N IC50 = 118000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5JE4R N-[2-[(2S)-2-Cyano-4-methylpyrrolidin-1-yl]-2-oxoethyl]benzamide Investigative 70693955 C15H17N3O2 271.31 CC1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5L4QG (S)-1-((S)-2,4-Diamino-butyryl)-piperidine-2-carbonitrile Investigative 11229576 C10H18N4O 210.28 C1CCN([C@@H](C1)C#N)C(=O)[C@H](CCN)N IC50 = 151000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5LK8Q 2-Amino-1-(3-azido-pyrrolidin-1-yl)-3-methyl-pentan-1-one Investigative 44364457 C10H19N5O 225.29 CCC(C)C(C(=O)N1CCC(C1)N=[N+]=[N-])N IC50 = 107000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5NI9P (2S,3R)-2-Amino-1-(3-ethylpyrrolidin-1-yl)-3-methylpentan-1-one;2,2,2-trifluoroacetic acid Investigative 127047985 C14H25F3N2O3 326.35 CCC1CCN(C1)C(=O)[C@H]([C@H](C)CC)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5NO1K (2S)-1-[2-[Methyl(quinolin-4-ylmethyl)amino]acetyl]pyrrolidine-2-carbonitrile Investigative 90655546 C18H20N4O 308.4 CN(CC1=CC=NC2=CC=CC=C12)CC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5QG4O Ethyl 3-[1-(aminomethyl)-6,7-dimethoxyisoquinolin-4-yl]propanoate;2,2,2-trifluoroacetic acid Investigative 44286290 C19H23F3N2O6 432.4 CCOC(=O)CCC1=CN=C(C2=CC(=C(C=C21)OC)OC)CN.C(=O)(C(F)(F)F)O IC50 = 52600 nM Poor binder T31391 Dipeptidyl peptidase 4 B5T9DR 3-Imino-1,2-diphenylpropan-1-one Investigative 2750782 C15H13NO 223.27 C1=CC=C(C=C1)C(C=N)C(=O)C2=CC=CC=C2 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5TE3A 6-(Aminomethyl)-4-(4-chlorophenyl)-2-methylnicotinamide Investigative 53319950 C14H14ClN3O 275.73 CC1=NC(=CC(=C1C(=O)N)C2=CC=C(C=C2)Cl)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5TMR7 (S)-2-Amino-4-(4-chloro-benzylamino)-1-(3,6-dihydro-2H-pyridin-1-yl)-butan-1-one Investigative 11289792 C16H22ClN3O 307.82 C1CN(CC=C1)C(=O)[C@H](CCNCC2=CC=C(C=C2)Cl)N IC50 = 148000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5TYP2 (2S,3R)-2-Amino-1-(4-fluoroisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560595 C14H19FN2O 250.31 CC[C@@H](C)[C@@H](C(=O)N1CC2=C(C1)C(=CC=C2)F)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5US6T (2S)-1-[(2S)-4-[2-(1,3-Dihydroisoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 52946866 C20H22N4O3 366.4 C1C[C@H](N(C1)C(=O)[C@@H]2CC(C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5X6QY Benzyl (2S,4S)-4-[4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate Investigative 71455494 C25H34N6O5 498.6 CC(C)(C)OC(=O)NCC1=CN(N=N1)[C@H]2C[C@H](N(C2)C(=O)OCC3=CC=CC=C3)C(=O)N4CCCC4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5XOQ9 N-[(2R)-1-[(2S)-2-Cyanopyrrolidin-1-yl]-3-hydroxy-1-oxopropan-2-yl]quinoline-4-carboxamide Investigative 89705076 C18H18N4O3 338.4 C1C[C@H](N(C1)C(=O)[C@@H](CO)NC(=O)C2=CC=NC3=CC=CC=C23)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B5YM8H US9346814, Cmpd No 27 Example 32 Investigative 129010652 C18H18N4O2 322.4 CC1=CC2=NC=CC(=C2C=C1)C(=O)NCC(=O)N3CCC[C@H]3[N+]#[C-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B60QKI 4-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]-4-oxobutanamide Investigative 70685559 C28H31F2N5O3 523.6 C1C[C@H](N(C1)C(=O)CNC(=O)CCC(=O)N2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B62DJY 1-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-4-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56668673 C31H30F5N3O4 603.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)CCC(=O)N4CC5=CC=CC=C5C4.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B62MNH N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-thiophen-2-ylacetamide Investigative 70685557 C13H15N3O2S 277.34 C1C[C@H](N(C1)C(=O)CNC(=O)CC2=CC=CS2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B62XNL (2S)-1-[(2S,4S)-4-[2-(5,7-Dihydro-4H-thieno[2,3-c]pyridin-6-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 46938706 C19H22N4O3S 386.5 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCC4=C(C3)SC=C4)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B63GSY (2S,3S)-2-Amino-3-methyl-1-(4-methylisoindolin-2-yl)pentan-1-one Investigative 44560397 C15H22N2O 246.35 CC[C@H](C)[C@@H](C(=O)N1CC2=CC=CC(=C2C1)C)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B67CVZ N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-4-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]-4-oxobutanamide Investigative 70693952 C22H28FN5O3 429.5 C1C[C@H](N(C1)C(=O)CNC(=O)CCC(=O)N2CCN(CC2)CC3=CC=C(C=C3)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B6C4EI 1-[(2S,4S)-4-[4-(Aminomethyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one;hydrochloride Investigative 71450088 C22H31ClN6O2 447 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)CN.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B6EPR5 (2S)-1-[(2S,4S)-5-Oxo-4-[2-oxo-2-[2-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,2-a]pyrazin-7-yl]ethyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 46916384 C19H21F3N6O3 438.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCN4C=C(N=C4C3)C(F)(F)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B6G9CK 4-Amino-2-(2,6-dimethylphenyl)isoindole-1,3-dione Investigative 10333136 C16H14N2O2 266.29 CC1=C(C(=CC=C1)C)N2C(=O)C3=C(C2=O)C(=CC=C3)N IC50 = 60100 nM Poor binder T31391 Dipeptidyl peptidase 4 B6GZM1 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-naphthalen-2-yloxyacetamide Investigative 73350449 C19H19N3O3 337.4 C1C[C@H](N(C1)C(=O)CNC(=O)COC2=CC3=CC=CC=C3C=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B6HGC1 (2s)-1-({(2s,4s)-4-[2-(1,3-Dihydro-2h-isoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)-4,4-difluoropyrrolidine-2-carbonitrile Investigative 46917048 C20H20F2N4O3 402.4 C1[C@H](C(=O)N[C@@H]1C(=O)N2CC(C[C@H]2C#N)(F)F)CC(=O)N3CC4=CC=CC=C4C3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B6TEO4 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-sulfonamide Investigative 73353425 C17H17N3O3S 343.4 C1C[C@H](N(C1)C(=O)CNS(=O)(=O)C2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B70OPQ 3-Methyl-1-oxo-1-piperidin-1-ylpentan-2-aminium Investigative 24692381 C11H22N2O 198.31 CCC(C)C(C(=O)N1CCCCC1)N IC50 = 67000 nM Poor binder T31391 Dipeptidyl peptidase 4 B71MKZ (S)-N-(2-(2-Cyanopyrrolidin-1-yl)-2-oxoethyl)quinoline-4-carboxamide Investigative 71655554 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B75SFI (S)-2-Amino-1-(isoindolin-2-yl)-6-(naphthalen-2-ylamino)hexan-1-one Investigative 44560650 C24H27N3O 373.5 C1C2=CC=CC=C2CN1C(=O)[C@H](CCCCNC3=CC4=CC=CC=C4C=C3)N IC50 = 178000 nM Poor binder T31391 Dipeptidyl peptidase 4 B76RDZ N-[2-[(2S)-2-(2-Chloroacetyl)pyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 90655562 C18H18ClN3O3 359.8 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)C(=O)CCl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B79LVS 7-[(3R)-3-Aminopiperidin-1-yl]-1-[(2-cyanophenyl)methyl]-3-methyl-2-oxoimidazo[4,5-b]pyridine-5-carboxamide Investigative 118712520 C21H23N7O2 405.5 CN1C2=C(C(=CC(=N2)C(=O)N)N3CCC[C@H](C3)N)N(C1=O)CC4=CC=CC=C4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7CBH5 (2S,3S)-2-Amino-1-(5-fluoroisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560398 C14H19FN2O 250.31 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)F)N IC50 = 80100 nM Poor binder T31391 Dipeptidyl peptidase 4 B7FYL9 (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[(4E,6E)-1-hydroxytetradeca-4,6-dien-8,10,12-triyn-3-yl]oxyoxane-3,4,5-triol Investigative 118717415 C20H24O7 376.4 CC#CC#CC#C/C=C/C=C/C(CCO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7H4VB 2-[[7-[(3S)-3-Aminopiperidin-1-yl]-3-methyl-2-oxoimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 118712518 C20H22N6O 362.4 CN1C2=NC=CC(=C2N(C1=O)CC3=CC=CC=C3C#N)N4CCC[C@@H](C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7J9AL (2S)-1-Piperidino-2-amino-4-[methyl(4-chlorobenzyl)amino]-1-butanone Investigative 10019118 C17H26ClN3O 323.9 CN(CC[C@@H](C(=O)N1CCCCC1)N)CC2=CC=C(C=C2)Cl IC50 = 196000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7JV8T 2-(3,4-Difluorophenyl)-1,2,3,4-tetrahydroisoquinoline Investigative 23646029 C15H13F2N 245.27 C1CN(CC2=CC=CC=C21)C3=CC(=C(C=C3)F)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7O6VW 7-But-2-ynyl-8-ethoxy-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]purine-2,6-dione Investigative 122189865 C22H22N6O3 418.4 CCOC1=NC2=C(N1CC#CC)C(=O)N(C(=O)N2C)CC3=NC4=CC=CC=C4C(=N3)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7R3FX N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-5-methylquinoline-4-carboxamide Investigative 89705096 C18H18N4O2 322.4 CC1=C2C(=CC=NC2=CC=C1)C(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7R6DT 4-Phenyl-1-[(2S,4S)-4-(4-phenyltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]butan-1-one Investigative 71451900 C27H31N5O2 457.6 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=CC=C5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7T2DY [(2-Cyclopentylamino-acetylamino)-phenyl-methyl]-phosphonic acid diphenyl ester Investigative 11730284 C26H29N2O4P 464.5 C1CCC(C1)NCC(=O)NC(C2=CC=CC=C2)P(=O)(OC3=CC=CC=C3)OC4=CC=CC=C4 IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7T5LY 3-(Aminomethyl)-N-cyclopropyl-6-(2,4-dichlorophenyl)-2-methylisonicotinamide Investigative 53326876 C17H17Cl2N3O 350.2 CC1=C(C(=CC(=N1)C2=C(C=C(C=C2)Cl)Cl)C(=O)NC3CC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7VEZ3 1-[(2S,4S)-4-[4-[(Dimethylamino)methyl]triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71462597 C24H34N6O2 438.6 CN(C)CC1=CN(N=N1)[C@H]2C[C@H](N(C2)C(=O)CCCC3=CC=CC=C3)C(=O)N4CCCC4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7XHO5 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-N-(2-methoxyethyl)quinoline-4-carboxamide Investigative 90655543 C20H22N4O3 366.4 COCCN(CC(=O)N1CCC[C@H]1C#N)C(=O)C2=CC=NC3=CC=CC=C23 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B7ZO4N N-[2-[(2S,4S)-4-Azido-2-cyanopyrrolidin-1-yl]-2-oxoethyl]benzamide Investigative 70691903 C14H14N6O2 298.3 C1[C@@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=CC=C2)N=[N+]=[N-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B82GIO (2S)-1-[(3S)-3-Amino-4-(1,3-dihydroisoindol-2-yl)-4-oxobutanoyl]-N-[bis(4-fluorophenyl)methyl]pyrrolidine-2-carboxamide;hydrochloride Investigative 56658025 C30H31ClF2N4O3 569 C1C[C@H](N(C1)C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(=O)NC(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B82JGB (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]-1,4-diazepan-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56671892 C32H33F5N4O4 632.6 C1CN(CCN(C1)C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B83VCM N-(N-(Phenyl)butyryl-L-prolyl)pyrrolidine Investigative 3081017 C19H26N2O2 314.4 C1CCN(C1)C(=O)[C@@H]2CCCN2C(=O)CCCC3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B83YZH (R)-1-(2-(Quinoline-4-carboxamido)acetyl)pyrrolidin-2-ylboronic acid Investigative 89705109 C16H18BN3O4 327.1 B([C@@H]1CCCN1C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)(O)O IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B84UYE (S)-N-(2-(2-Cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)quinoline-4-carboxamide Investigative 71621488 C17H14F2N4O2 344.31 C1[C@H](N(CC1(F)F)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B85INZ CID 89705098 Investigative 89705098 C13H13N7O2 299.29 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=NC3=NC=NN23)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B89OCN (2s)-1-({(2s,4s)-4-[2-(5-Trifluoromethyl-1,3-dihydro-2h-isoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46916433 C21H21F3N4O3 434.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=C(C3)C=C(C=C4)C(F)(F)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B89WGF (S)-3-Amino-3-phenyl-1-thiazolidin-3-yl-propan-1-one Investigative 44393585 C12H16N2OS 236.34 C1CSCN1C(=O)C[C@@H](C2=CC=CC=C2)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8ADP0 2-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]acetamide Investigative 70693951 C26H29F2N5O2 481.5 C1C[C@H](N(C1)C(=O)CNC(=O)CN2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8C1NG (3S)-3-Amino-N-benzhydryl-4-(1,3-dihydroisoindol-2-yl)-4-oxobutanamide;2,2,2-trifluoroacetic acid Investigative 56658027 C27H26F3N3O4 513.5 C1C2=CC=CC=C2CN1C(=O)[C@H](CC(=O)NC(C3=CC=CC=C3)C4=CC=CC=C4)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8CG5R (2S,4S)-1-[(2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-4-oxobutanoyl]-4-azidopyrrolidine-2-carbonitrile;2,2,2-trifluoroacetic acid Investigative 127047839 C30H30F8N8O6 750.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4C[C@H](C[C@H]4C#N)N=[N+]=[N-])N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8DXA4 (3-(Aminomethyl)-6-(4-fluorophenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone Investigative 53317345 C18H20FN3O 313.4 CC1=C(C(=CC(=N1)C2=CC=C(C=C2)F)C(=O)N3CCCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8EB0N 1-[(2S,4S)-4-[4-(2,4-Difluorophenyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71451901 C27H29F2N5O2 493.5 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=C(C=C(C=C5)F)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8H0MY 5-Cyano-4-(2,4-dichlorophenyl)-6-methylpicolinamide Investigative 53322742 C14H9Cl2N3O 306.1 CC1=C(C(=CC(=N1)C(=O)N)C2=C(C=C(C=C2)Cl)Cl)C#N IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8H4KX (S)-2-Amino-4-[bis-(4-chloro-benzyl)-amino]-1-piperidin-1-yl-butan-1-one Investigative 11166406 C23H29Cl2N3O 434.4 C1CCN(CC1)C(=O)[C@H](CCN(CC2=CC=C(C=C2)Cl)CC3=CC=C(C=C3)Cl)N IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8I2XR (S)-2-Amino-6-(dibenzylamino)-1-(isoindolin-2-yl)hexan-1-one Investigative 44560649 C28H33N3O 427.6 C1C2=CC=CC=C2CN1C(=O)[C@H](CCCCN(CC3=CC=CC=C3)CC4=CC=CC=C4)N IC50 ~ 62500 nM Poor binder T31391 Dipeptidyl peptidase 4 B8JN1W 2-Amino-1-(3-hydroxy-pyrrolidin-1-yl)-3-methyl-pentan-1-one Investigative 44364210 C10H20N2O2 200.28 CCC(C)C(C(=O)N1CCC(C1)O)N IC50 = 93000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8JXR1 [5-Amino-1-(piperidine-1-carbonyl)-pentyl]-carbamic acid benzyl ester Investigative 18398587 C19H29N3O3 347.5 C1CCN(CC1)C(=O)C(CCCCN)NC(=O)OCC2=CC=CC=C2 IC50 = 134900 nM Poor binder T31391 Dipeptidyl peptidase 4 B8K4WN Dihydrochelerythrine Investigative 485077 C21H19NO4 349.4 CN1CC2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5 IC50 = 56230 nM Poor binder T31391 Dipeptidyl peptidase 4 B8L0CX 1-[[(S)-2-Pyrrolidinyl]carbonyl]-2-pyrrolidinylphosphonic acid diphenyl ester Investigative 10340933 C21H25N2O4P 400.4 C1C[C@H](NC1)C(=O)N2CCCC2P(=O)(OC3=CC=CC=C3)OC4=CC=CC=C4 IC50 = 55000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8L1UF (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-4-[4-(3-phenylbenzoyl)piperazin-1-yl]butane-1,4-dione;hydrochloride Investigative 56671897 C29H31ClN4O3 519 C1CN(CCN1C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(=O)C4=CC=CC(=C4)C5=CC=CC=C5.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8NRQ4 1-[(2S,4S)-4-(4-Cyclohexyltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71453762 C27H37N5O2 463.6 C1CCC(CC1)C2=CN(N=N2)[C@H]3C[C@H](N(C3)C(=O)CCCC4=CC=CC=C4)C(=O)N5CCCC5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8RXS7 5-Cyano-N-[2-[(2S)-2-cyano-4,4-difluoropyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 90655563 C18H13F2N5O2 369.3 C1[C@H](N(CC1(F)F)C(=O)CNC(=O)C2=CC=NC3=CC=CC(=C23)C#N)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B8YJT3 (R)-1-(3,5-Difluorophenoxy)-3-(1H-indol-2-yl)propan-2-amine Investigative 44580498 C17H16F2N2O 302.32 C1=CC=C2C(=C1)C=C(N2)C[C@H](COC3=CC(=CC(=C3)F)F)N IC50 = 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B91XGN 7-But-2-ynyl-3-methyl-8-(3-oxopiperazin-1-yl)purine-2,6-dione Investigative 122189875 C14H16N6O3 316.32 CC#CCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)NC2=O)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B93QUX Tert-butyl N-[[1-[(3S,5S)-5-[(2S)-2-cyanopyrrolidine-1-carbonyl]-1-(4-phenylbutanoyl)pyrrolidin-3-yl]triazol-4-yl]methyl]carbamate Investigative 71457236 C28H37N7O4 535.6 CC(C)(C)OC(=O)NCC1=CN(N=N1)[C@H]2C[C@H](N(C2)C(=O)CCCC3=CC=CC=C3)C(=O)N4CCC[C@H]4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B94GZF 6-Chloro-3-[(dimethylamino)methyl]-2-(2-methylpropyl)-4-phenylisoquinolin-1-one Investigative 56679836 C22H25ClN2O 368.9 CC(C)CN1C(=C(C2=C(C1=O)C=CC(=C2)Cl)C3=CC=CC=C3)CN(C)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B94LTU (2S)-1-[2-[2-Methoxyethyl(quinolin-4-ylmethyl)amino]acetyl]pyrrolidine-2-carbonitrile Investigative 90655545 C20H24N4O2 352.4 COCCN(CC1=CC=NC2=CC=CC=C12)CC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B95THZ (2S)-2-Amino-4-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56664958 C31H32ClF3N4O4 617.1 C1CN(CCN1C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl)C(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N.C(=O)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B97LIZ (S)-1-((S)-2,6-Diaminohexanoyl)piperidine-2-carbonitrile Investigative 44560928 C12H22N4O 238.33 C1CCN([C@@H](C1)C#N)C(=O)[C@H](CCCCN)N IC50 = 51000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9B6PJ CID 53312243 Investigative 53312243 C22H26N6O 390.5 CCC1=CC(=C2C(=N1)N(C(=O)N2CC3=CC=CC=C3C#N)C)N4CCC[C@H](C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9FUR8 2-[(3S,5S)-5-[(2S)-2-Cyanopyrrolidine-1-carbonyl]-2-oxopyrrolidin-3-yl]-N-phenylacetamide Investigative 46916346 C18H20N4O3 340.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)NC3=CC=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9GM1U (S)-2,6-Diamino-1-(isoindolin-2-yl)hexan-1-one Investigative 44593408 C14H21N3O 247.34 C1C2=CC=CC=C2CN1C(=O)[C@H](CCCCN)N IC50 = 161000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9HI5Y Benzyl (2S,4S)-4-(4-pyridin-2-yltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate Investigative 71460903 C24H26N6O3 446.5 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)OCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=CC=N5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9HU0F 2-[[7-[(3R)-3-Aminopiperidin-1-yl]-5-methoxy-3-methyl-2-oxoimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 118712519 C21H24N6O2 392.5 CN1C2=C(C(=CC(=N2)OC)N3CCC[C@H](C3)N)N(C1=O)CC4=CC=CC=C4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9I4LK (2S,3R)-2-Amino-3-methyl-1-(3-methylidenepyrrolidin-1-yl)pentan-1-one;2,2,2-trifluoroacetic acid Investigative 127046590 C13H21F3N2O3 310.31 CC[C@@H](C)[C@@H](C(=O)N1CCC(=C)C1)N.C(=O)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9KAW6 US9346814, Ref. Cmpd No 4 Investigative 129010653 C16H16N4O2 296.32 C1CC(N(C1)C(=O)CNC(=O)C2=CC3=CC=CC=C3N2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9NAD3 (2S,4R)-4-(4-Chlorobenzylamino)-2-amino-5-methyl-1-(piperidin-1-yl)hexan-1-one Investigative 44415906 C19H30ClN3O 351.9 CC(C)[C@@H](C[C@@H](C(=O)N1CCCCC1)N)NCC2=CC=C(C=C2)Cl IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9OZE8 3,7-Dimethyl-8-(3-oxopiperazin-1-yl)purine-2,6-dione Investigative 47370344 C11H14N6O3 278.27 CN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)NC2=O)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9QBJ7 8-Chloro-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 71667375 C17H15ClN4O2 342.8 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC=C(C3=NC=C2)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9QW0J (S)-2-Amino-3-hydroxy-1-(pyrrolidin-1-yl)propan-1-one Investigative 11309656 C7H14N2O2 158.2 C1CCN(C1)C(=O)[C@H](CO)N IC50 = 190000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9R5WE (2S,3S)-2-Amino-1-(4-fluoroisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560396 C14H19FN2O 250.31 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C(=CC=C2)F)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9REA1 3-(Aminomethyl)-N-cyclopropyl-6-(4-methoxyphenyl)-2-methylisonicotinamide Investigative 53320113 C18H21N3O2 311.4 CC1=C(C(=CC(=N1)C2=CC=C(C=C2)OC)C(=O)NC3CC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9SH1O N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-7-phenylquinoline-4-carboxamide Investigative 89705273 C23H20N4O2 384.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC(=CC3=NC=C2)C4=CC=CC=C4)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9WR4C N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-4-methyl-1,3-thiazole-5-carboxamide Investigative 71667381 C12H14N4O2S 278.33 CC1=C(SC=N1)C(=O)NCC(=O)N2CCC[C@H]2C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9XHA8 (2S)-2-Amino-1-piperidin-1-yl-4-(piperidin-4-ylamino)butan-1-one Investigative 9970277 C14H28N4O 268.4 C1CCN(CC1)C(=O)[C@H](CCNC2CCNCC2)N IC50 = 64000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9Y6PH Tert-butyl N-[[1-[(3S,5S)-1-(4-phenylbutanoyl)-5-(pyrrolidine-1-carbonyl)pyrrolidin-3-yl]triazol-4-yl]methyl]carbamate Investigative 71457237 C27H38N6O4 510.6 CC(C)(C)OC(=O)NCC1=CN(N=N1)[C@H]2C[C@H](N(C2)C(=O)CCCC3=CC=CC=C3)C(=O)N4CCCC4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 B9Y6WZ 2-[2,6-Bis(propan-2-yl)phenyl]-3-sulfanylidene-2,3-dihydro-1H-isoindol-1-one Investigative 10064801 C20H21NOS 323.5 CC(C)C1=C(C(=CC=C1)C(C)C)N2C(=O)C3=CC=CC=C3C2=S IC50 = 57800 nM Poor binder T31391 Dipeptidyl peptidase 4 B9ZK6I 4-Hydroxy-N-(2,6-dimethylphenyl)phthalimide Investigative 477693 C16H13NO3 267.28 CC1=C(C(=CC=C1)C)N2C(=O)C3=C(C2=O)C=C(C=C3)O IC50 = 74100 nM Poor binder T31391 Dipeptidyl peptidase 4 BA10GO (2S)-1-[2-[[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-methylamino]acetyl]pyrrolidine-2-carbonitrile Investigative 90655547 C15H21N5O2 303.36 CN(CC(=O)N1CCC[C@H]1C#N)CC(=O)N2CCC[C@H]2C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BA2QN3 N-[2-[(2S)-2-Cyanopiperidin-1-yl]-2-oxoethyl]benzamide Investigative 70689752 C15H17N3O2 271.31 C1CCN([C@@H](C1)C#N)C(=O)CNC(=O)C2=CC=CC=C2 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BA36XY Ile-Isoindoline Investigative 44593399 C14H20N2O 232.32 CC[C@H](C)[C@@H](C(=O)N1CC2=CC=CC=C2C1)N IC50 = 115000 nM Poor binder T31391 Dipeptidyl peptidase 4 BA6CS8 N-{2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl}benzamide Investigative 15951642 C14H15N3O2 257.29 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BA6RE2 2,6-Dichloro-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]benzamide Investigative 70687705 C14H13Cl2N3O2 326.2 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C(C=CC=C2Cl)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BA93PR N-[2-[(2S,4S)-2-Cyano-4-(trifluoromethyl)pyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 70691906 C19H16F3N3O2 375.3 C1[C@@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)C(F)(F)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BA9RN4 (2S,3S)-2-Amino-3-methyl-1-(5-nitroisoindolin-2-yl)pentan-1-one Investigative 44560553 C14H19N3O3 277.32 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)[N+](=O)[O-])N IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BAS40I (2S,3S)-2-Amino-3-methyl-1-(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)pentan-1-one Investigative 44560555 C13H19N3O 233.31 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)N=CC=C2)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BAW02X (S)-2-Amino-4-(4-chloro-benzylamino)-1-(4-fluoro-piperidin-1-yl)-butan-1-one Investigative 11450265 C16H23ClFN3O 327.82 C1CN(CCC1F)C(=O)[C@H](CCNCC2=CC=C(C=C2)Cl)N IC50 = 70000 nM Poor binder T31391 Dipeptidyl peptidase 4 BAWY80 CID 53312238 Investigative 53312238 C21H22N6O3 406.4 CN1C2=C(C(=CC(=N2)C(=O)O)N3CCC[C@H](C3)N)N(C1=O)CC4=CC=CC=C4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BAX78R (2S,3R)-2-Amino-3-methyl-1-(5-(trifluoromethyl)isoindolin-2-yl)pentan-1-one Investigative 44560597 C15H19F3N2O 300.32 CC[C@@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)C(F)(F)F)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BAY1X6 (3S)-4-[(2S)-2-[[(2S)-1-Amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-[[(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carbonyl]amino]-4-oxobutanoic acid Investigative 76309823 C25H43N9O7 581.7 CC(C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C(=O)N)N Ki = 142000 nM Poor binder T31391 Dipeptidyl peptidase 4 BB16LV US9346814, Ref Cmpd No 10 Investigative 78140064 C17H16N4O2 308.33 C1CC(N(C1)C(=O)CNC(=O)C2=CC=CC3=C2C=CN=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BB5S0R 5-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-1-(4-methoxyphenyl)-6-methylpyrazolo[3,4-d]pyrimidin-4-one Investigative 122190838 C22H16ClN5O2S 449.9 CC1=NC2=C(C=NN2C3=CC=C(C=C3)OC)C(=O)N1C4=NC(=CS4)C5=CC=C(C=C5)Cl IC50 = 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BB7XV5 (3s,5s)-3-[2-(1,3-Dihydro-2h-isoindol-2-yl)-2-oxoethyl]-5-(1,3-thiazolidin-3-ylcarbonyl)pyrrolidin-2-one Investigative 46916387 C18H21N3O3S 359.4 C1CSCN1C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBA72Y (2S)-1-[(2R)-1-(4-Phenylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 70685696 C20H25N3O2 339.4 C1C[C@H](N(C1)C(=O)[C@H]2CCCN2C(=O)CCCC3=CC=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBG7V2 (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(3-ethylpyrrolidin-1-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 127047761 C31H36F8N4O6 712.6 CCC1CCN(C1)C(=O)[C@H](CC(=O)N2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBI17K 2-Amino-1-(2,3-dihydro-1H-isoindol-2-yl)-4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butane-1,4-dione Investigative 23646032 C21H23N3O2 349.4 C1CN(CC2=CC=CC=C21)C(=O)CC(C(=O)N3CC4=CC=CC=C4C3)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBL8H4 (2R,3R,5R)-2-(2,5-Difluorophenyl)-5-(4,6-dihydro-1H-pyrrolo[3,4-c]pyrazol-5-yl)oxan-3-amine Investigative 72188904 C16H18F2N4O 320.34 C1[C@H](CO[C@@H]([C@@H]1N)C2=C(C=CC(=C2)F)F)N3CC4=C(C3)NN=C4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBU16R 1-(4-Methylquinazoline-2-ylmethyl)-3-methyl-7-(2-butynyl)-8-[2-(acetylamino)ethylamino]xanthine Investigative 101887274 C24H26N8O3 474.5 CC#CCN1C2=C(N=C1NCCNC(=O)C)N(C(=O)N(C2=O)CC3=NC4=CC=CC=C4C(=N3)C)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBV1F3 2-[[7-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-2-oxo-5-(trifluoromethyl)imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 68305755 C21H21F3N6O 430.4 CN1C2=C(C(=CC(=N2)C(F)(F)F)N3CCC[C@H](C3)N)N(C1=O)CC4=CC=CC=C4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BBZ0Y3 4-Phenyl-1-[(2S,4R)-4-(4-phenyltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]butan-1-one Investigative 71455456 C27H31N5O2 457.6 C1CCN(C1)C(=O)[C@@H]2C[C@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=CC=C5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BC0E1K (S)-1-(2,4-Diamino-butyryl)-piperidine-2-carbonitrile Investigative 44364385 C10H18N4O 210.28 C1CCN([C@@H](C1)C#N)C(=O)C(CCN)N IC50 = 151000 nM Poor binder T31391 Dipeptidyl peptidase 4 BC0LG5 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-4-[(2,2,2-trifluoroacetyl)amino]benzamide Investigative 90655557 C16H15F3N4O3 368.31 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=C(C=C2)NC(=O)C(F)(F)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BC0PO2 (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]-3-oxopiperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;dihydrochloride Investigative 90664693 C29H30Cl2F2N4O3 591.5 C1CN(C(=O)CN1C(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F.Cl.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BC2LJ5 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-methylimidazole-4-carboxamide Investigative 89705223 C12H15N5O2 261.279 CN1C=NC=C1C(=O)NCC(=O)N2CCC[C@H]2C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BC35UT (2s)-1-({(2s,4s)-5-Oxo-4-[2-oxo-2-(pyrrolidin-1-yl)ethyl]pyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46916385 C16H22N4O3 318.37 C1CCN(C1)C(=O)C[C@@H]2C[C@H](NC2=O)C(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BCA7J5 (2S,3R)-2-Amino-3-hydroxy-1-(pyrrolidin-1-yl)butan-1-one Investigative 44560823 C8H16N2O2 172.22 C[C@H]([C@@H](C(=O)N1CCCC1)N)O IC50 = 98000 nM Poor binder T31391 Dipeptidyl peptidase 4 BCI98M N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-1H-indole-3-carboxamide Investigative 71655555 C16H16N4O2 296.32 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CNC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BCSR15 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-1H-indole-2-carboxamide Investigative 73350448 C16H16N4O2 296.32 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC3=CC=CC=C3N2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BCV63Z (S)-2-Amino-6-(benzylamino)-1-(isoindolin-2-yl)hexan-1-one Investigative 44560648 C21H27N3O 337.5 C1C2=CC=CC=C2CN1C(=O)[C@H](CCCCNCC3=CC=CC=C3)N IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BCY75P N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2H-triazole-4-carboxamide Investigative 89712515 C10H12N6O2 248.24 C1C[C@H](N(C1)C(=O)CNC(=O)C2=NNN=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BD42AU (2S)-2-Amino-1-(2-diphenoxyphosphorylpyrrolidin-1-yl)-3-phenyl-propan-1-one Investigative 10456407 C25H27N2O4P 450.5 C1CC(N(C1)C(=O)[C@H](CC2=CC=CC=C2)N)P(=O)(OC3=CC=CC=C3)OC4=CC=CC=C4 IC50 = 142000 nM Poor binder T31391 Dipeptidyl peptidase 4 BD69UM 2-[[7-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-5-morpholin-4-yl-2-oxoimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 118712522 C24H29N7O2 447.5 CN1C2=C(C(=CC(=N2)N3CCOCC3)N4CCC[C@H](C4)N)N(C1=O)CC5=CC=CC=C5C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BD7Z9M N-[2-[(2S)-2-Cyano-4-methylidenepyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 70683455 C19H17N3O2 319.4 C=C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BDE0S4 (2S,4R)-1-((2S,3R)-2-Amino-3-methylpentanoyl)-4-azidopyrrolidine-2-carbonitrile Investigative 44560989 C11H18N6O 250.3 CC[C@@H](C)[C@@H](C(=O)N1C[C@@H](C[C@H]1C#N)N=[N+]=[N-])N IC50 = 52000 nM Poor binder T31391 Dipeptidyl peptidase 4 BDIV63 CID 76313540 Investigative 76313540 C143H246N50O41S4 3450.1 CC[C@H](C)[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CS)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CS)NC(=O)CNC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCSC)NC(=O)C(C(C)(C)C)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CO)N Ki = 61000 nM Poor binder T31391 Dipeptidyl peptidase 4 BDQ72X (2S,3S)-2-Amino-3-methyl-1-(5-(trifluoromethyl)isoindolin-2-yl)pentan-1-one Investigative 44560550 C15H19F3N2O 300.32 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)C(F)(F)F)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BDTL57 5-Bromo-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 71655623 C17H15BrN4O2 387.2 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C(=NC=C2)C=CC=C3Br)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BDW0U7 (3-(Aminomethyl)-6-(4-chlorophenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone Investigative 53317346 C18H20ClN3O 329.8 CC1=C(C(=CC(=N1)C2=CC=C(C=C2)Cl)C(=O)N3CCCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BE1A6T Imigliptin Investigative 53311070 C21H24N6O 376.5 CC1=CC(=C2C(=N1)N(C(=O)N2CC3=CC=CC=C3C#N)C)N4CCC[C@H](C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BE34AH (R)-1-(2-(2-Oxopyridin-1(2H)-yl)acetyl)pyrrolidin-2-ylboronic acid Investigative 44418254 C11H15BN2O4 250.06 B([C@@H]1CCCN1C(=O)CN2C=CC=CC2=O)(O)O Ki = 182000 nM Poor binder T31391 Dipeptidyl peptidase 4 BE4N7Q 2-[[7-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-2-oxo-5-pyrrolidin-1-ylimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 118712521 C24H29N7O 431.5 CN1C2=C(C(=CC(=N2)N3CCCC3)N4CCC[C@H](C4)N)N(C1=O)CC5=CC=CC=C5C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BE5W0N N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-(3,4-dimethoxyphenyl)pyridine-4-carboxamide Investigative 71667379 C21H22N4O4 394.4 COC1=C(C=C(C=C1)C2=NC=CC(=C2)C(=O)NCC(=O)N3CCC[C@H]3C#N)OC IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BE6UQ3 1-(4-Methylquinazoline-2-ylmethyl)-3-methyl-7-(2-butynyl)-8-[2-(4-pyridylcarbonylamino)ethylamino]xanthine Investigative 101887276 C28H27N9O3 537.6 CC#CCN1C2=C(N=C1NCCNC(=O)C3=CC=NC=C3)N(C(=O)N(C2=O)CC4=NC5=CC=CC=C5C(=N4)C)C IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BE98IS Val-trp Investigative 168182 C16H21N3O3 303.36 CC(C)[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)N IC50 = 65690 nM Poor binder T31391 Dipeptidyl peptidase 4 BEC2Z5 Benzyl (2S,4S)-2-(pyrrolidine-1-carbonyl)-4-(4-trimethylsilyltriazol-1-yl)pyrrolidine-1-carboxylate Investigative 71462641 C22H31N5O3Si 441.6 C[Si](C)(C)C1=CN(N=N1)[C@H]2C[C@H](N(C2)C(=O)OCC3=CC=CC=C3)C(=O)N4CCCC4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BEF9T1 Allo-Ile-Isoindoline Investigative 24784416 C14H20N2O 232.32 CC[C@@H](C)[C@@H](C(=O)N1CC2=CC=CC=C2C1)N IC50 = 90000 nM Poor binder T31391 Dipeptidyl peptidase 4 BEG8V0 (2S)-1-[(2S,4S)-4-Azido-1-(4-phenylbutanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 71462596 C20H24N6O2 380.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N=[N+]=[N-])C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BEK64B Tert-butyl 4-[[1-[(3S,5S)-1-(4-phenylbutanoyl)-5-(pyrrolidine-1-carbonyl)pyrrolidin-3-yl]triazol-4-yl]methyl]piperazine-1-carboxylate Investigative 71451902 C31H45N7O4 579.7 CC(C)(C)OC(=O)N1CCN(CC1)CC2=CN(N=N2)[C@H]3C[C@H](N(C3)C(=O)CCCC4=CC=CC=C4)C(=O)N5CCCC5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BEO4P7 (2S)-N-Tert-butyl-1-[(2S,4S)-4-[2-(1,3-dihydroisoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl]pyrrolidine-2-carboxamide Investigative 46938499 C24H32N4O4 440.5 CC(C)(C)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BF0LN1 (2S)-1-({(2S,4S)-5-Oxo-4-[2-oxo-2-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]ethyl]pyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46916386 C18H20F3N7O3 439.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCN4C(=NN=C4C(F)(F)F)C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BF41BR 1-Isoleucylazetidine Investigative 10607253 C9H18N2O 170.25 CC[C@H](C)[C@@H](C(=O)N1CCC1)N IC50 = 50400 nM Poor binder T31391 Dipeptidyl peptidase 4 BF4DX7 US9346814, Ref. Cmpd No 3 (Example 5) Investigative 71667225 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC3=CC=CC=C3N=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BF4R7L 6-(Aminomethyl)-4-(4-methoxyphenyl)-2-methylnicotinamide Investigative 53322575 C15H17N3O2 271.31 CC1=NC(=CC(=C1C(=O)N)C2=CC=C(C=C2)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BF6L8H 2-(S)-Amino-4-phenethylamino-1-piperidin-1-yl-butan-1-one Investigative 11437726 C17H27N3O 289.4 C1CCN(CC1)C(=O)[C@H](CCNCCC2=CC=CC=C2)N IC50 = 188000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFAI67 (2S,3S)-2-Amino-3-methyl-1-(5-methylisoindolin-2-yl)pentan-1-one Investigative 44560454 C15H22N2O 246.35 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)C)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFE2B3 1-[(2S,4S)-4-[4-(3,4-Difluorophenyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71460902 C27H29F2N5O2 493.5 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC(=C(C=C5)F)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFO8H4 5-Bromo-N-[2-[(2S)-2-cyano-4,4-difluoropyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 89705152 C17H13BrF2N4O2 423.2 C1[C@H](N(CC1(F)F)C(=O)CNC(=O)C2=C3C(=NC=C2)C=CC=C3Br)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFP0W4 3-[((S)-3-Amino-4-oxo-4-piperidin-1-yl-butylamino)-methyl]-benzonitrile Investigative 11449442 C17H24N4O 300.4 C1CCN(CC1)C(=O)[C@H](CCNCC2=CC(=CC=C2)C#N)N IC50 = 132000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFQT80 (2S,3S)-2-Amino-1-(5-tert-butylisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560549 C18H28N2O 288.4 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)C(C)(C)C)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFR59B N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-phenylpropanamide Investigative 70683454 C16H19N3O2 285.34 C1C[C@H](N(C1)C(=O)CNC(=O)CCC2=CC=CC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BFZ06R (S)-N-(2-(2-Cyanopyrrolidin-1-yl)-2-oxoethyl)-1-naphthamide Investigative 16040457 C18H17N3O2 307.3 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG15ST (3-(Aminomethyl)-6-(2,4-dichlorophenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone Investigative 53317347 C18H19Cl2N3O 364.3 CC1=C(C(=CC(=N1)C2=C(C=C(C=C2)Cl)Cl)C(=O)N3CCCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG3ES9 N-[(2S)-1-[(2S)-2-Cyanopyrrolidin-1-yl]-1-oxopropan-2-yl]quinoline-4-carboxamide Investigative 90655538 C18H18N4O2 322.4 C[C@@H](C(=O)N1CCC[C@H]1C#N)NC(=O)C2=CC=NC3=CC=CC=C23 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG53WY 2-(4-Cyanophenyl)-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]pyridine-4-carboxamide Investigative 71667380 C20H17N5O2 359.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC(=NC=C2)C3=CC=C(C=C3)C#N)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG5YQ6 6-Chloro-3-(methylaminomethyl)-2-(2-methylpropyl)-4-phenylisoquinolin-1-one Investigative 56673186 C21H23ClN2O 354.9 CC(C)CN1C(=C(C2=C(C1=O)C=CC(=C2)Cl)C3=CC=CC=C3)CNC IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG86RU [2-Bis(4-hydroxyphenoxy)phosphorylpyrrolidin-1-yl]-pyrrolidin-2-ylmethanone;hydrochloride Investigative 49795938 C21H26ClN2O6P 468.9 C1CC(NC1)C(=O)N2CCCC2P(=O)(OC3=CC=C(C=C3)O)OC4=CC=C(C=C4)O.Cl IC50 = 190000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG8CU2 Benzyl (S)-(-)-2-(1-pyrrolidinylcarbonyl)-1-pyrrolidinecarboxylate Investigative 688304 C17H22N2O3 302.37 C1CCN(C1)C(=O)[C@@H]2CCCN2C(=O)OCC3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BG9E0F 7-Anilino-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 89705100 C23H21N5O2 399.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC(=CC3=NC=C2)NC4=CC=CC=C4)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BGE8N2 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]pyridazine-4-carboxamide Investigative 90655555 C12H13N5O2 259.26 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CN=NC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BGH9M1 US8933056, N-(Benzyl)-Gly-boroPro Investigative 15951541 C13H19BN2O3 262.11 B([C@@H]1CCCN1C(=O)CNCC2=CC=CC=C2)(O)O IC50 = 69000 nM Poor binder T31391 Dipeptidyl peptidase 4 BGT19Y (2S)-1-(2-Naphthalen-2-yloxyacetyl)pyrrolidine-2-carbonitrile Investigative 73345857 C17H16N2O2 280.32 C1C[C@H](N(C1)C(=O)COC2=CC3=CC=CC=C3C=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BGTC64 1-Isoleucyl-1,2,5,6-tetrahydropyridine Investigative 10774283 C11H20N2O 196.29 CC[C@H](C)[C@@H](C(=O)N1CCC=CC1)N IC50 = 52000 nM Poor binder T31391 Dipeptidyl peptidase 4 BH3UJ1 N-(2-Cyclohexylidene-2-fluoroethyl)-1-methylpiperidin-4-amine Investigative 44387758 C14H25FN2 240.36 CN1CCC(CC1)NCC(=C2CCCCC2)F IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 BH3WU2 2-[[7-(3-Aminoazetidin-1-yl)-3-methyl-2-oxoimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 53312327 C18H18N6O 334.4 CN1C2=NC=CC(=C2N(C1=O)CC3=CC=CC=C3C#N)N4CC(C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BH3XE8 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-naphthalen-1-ylacetamide Investigative 73356494 C19H19N3O2 321.4 C1C[C@H](N(C1)C(=O)CNC(=O)CC2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BH43EZ 4-[[7-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-2-oxoimidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile Investigative 53311143 C20H22N6O 362.4 CN1C2=NC=CC(=C2N(C1=O)CC3=CC=C(C=C3)C#N)N4CCC[C@H](C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BH4AD7 N'-[Bis(4-fluorophenyl)methyl]-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]butanediamide Investigative 70687706 C24H24F2N4O3 454.5 C1C[C@H](N(C1)C(=O)CNC(=O)CCC(=O)NC(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BHE45S (S)-N-(2-(2-Cyanopyrrolidine-1-yl)-2-oxoethyl)piperidine-4-carboxamide Investigative 89704942 C13H20N4O2 264.32 C1C[C@H](N(C1)C(=O)CNC(=O)C2CCNCC2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BHEK84 (2S,3S)-2-Amino-1-(3-hydroxypyrrolidin-1-yl)-3-methylpentan-1-one Investigative 10845727 C10H20N2O2 200.28 CC[C@H](C)[C@@H](C(=O)N1CCC(C1)O)N IC50 = 93000 nM Poor binder T31391 Dipeptidyl peptidase 4 BHJ9V3 Pro-boroPro (PBP) Investigative 44368735 C10H18BNO3 211.07 B([C@@H]1CCCC1C(=O)[C@@H]2CCCN2)(O)O IC50 = 88200 nM Poor binder T31391 Dipeptidyl peptidase 4 BHW27S 7-But-2-ynyl-3-methyl-8-(3-oxopiperazin-1-yl)-1-(pyridin-3-ylmethyl)purine-2,6-dione Investigative 122189872 C20H21N7O3 407.4 CC#CCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=CN=CC=C4)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BI2W1C 1-((S)-2-Amino-4-benzylamino-butyryl)-piperidine-2-carbonitrile Investigative 44330636 C17H24N4O 300.4 C1CCN(C(C1)C#N)C(=O)[C@H](CCNCC2=CC=CC=C2)N IC50 = 68000 nM Poor binder T31391 Dipeptidyl peptidase 4 BI3JU6 1-(Aminomethyl)-6,7-dimethoxyisoquinoline-4-carboxylic acid;hydrochloride Investigative 45259997 C13H15ClN2O4 298.72 COC1=C(C=C2C(=C1)C(=CN=C2CN)C(=O)O)OC.Cl IC50 = 103000 nM Poor binder T31391 Dipeptidyl peptidase 4 BI3VQ6 (2S)-1-[(2S)-2-Amino-3-(furan-3-yl)propanoyl]pyrrolidine-2-carbonitrile Investigative 76325642 C12H15N3O2 233.27 C1C[C@H](N(C1)C(=O)[C@H](CC2=COC=C2)N)C#N IC50 = 113600 nM Poor binder T31391 Dipeptidyl peptidase 4 BI4BM3 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-[4-(3,4-difluorophenyl)triazol-1-yl]acetamide Investigative 70693953 C17H16F2N6O2 374.3 C1C[C@H](N(C1)C(=O)CNC(=O)CN2C=C(N=N2)C3=CC(=C(C=C3)F)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BI6AY3 Ethanone, 2-(cyclohexylamino)-1-(1-pyrrolidinyl)- Investigative 11229581 C12H22N2O 210.32 C1CCC(CC1)NCC(=O)N2CCCC2 IC50 = 148000 nM Poor binder T31391 Dipeptidyl peptidase 4 BI79FX (8S,9S)-9-Amino-4-methyl-8-(2,4,5-trifluorophenyl)-9,10-dihydro-8H-pyrano[2,3-h]chromen-2-one Investigative 134151020 C19H14F3NO3 361.3 CC1=CC(=O)OC2=C1C=CC3=C2C[C@@H]([C@@H](O3)C4=CC(=C(C=C4F)F)F)N IC50 = 50860 nM Poor binder T31391 Dipeptidyl peptidase 4 BI9O1C 1-(4-Methylquinazoline-2-ylmethyl)-3-methyl-7-(2-butynyl)-8-(3-oxopiperazino)xanthine Investigative 101887269 C24H24N8O3 472.5 CC#CCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=NC5=CC=CC=C5C(=N4)C)C IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BIG1T8 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-hydroxy-2-methylquinoline-4-carboxamide Investigative 71655556 C18H18N4O3 338.4 CC1=NC2=CC=CC=C2C(=C1O)C(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BIHJ42 3-(2-Aminoethyl)-6-chloro-2-methyl-4-phenylisoquinolin-1-one;hydrochloride Investigative 56676512 C18H18Cl2N2O 349.3 CN1C(=C(C2=C(C1=O)C=CC(=C2)Cl)C3=CC=CC=C3)CCN.Cl IC50 = 87000 nM Poor binder T31391 Dipeptidyl peptidase 4 BIN9Y2 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]pyridine-4-carboxamide Investigative 71667226 C13H14N4O2 258.279 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=NC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJ1ZB7 (2S)-1-[(2S,4S)-4-[2-(1,3-Dihydroisoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl]pyrrolidine-2-carboxamide Investigative 46938602 C20H24N4O4 384.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3)C(=O)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJ76NS (2S,3R)-2-Amino-3-methyl-1-(5-methylisoindolin-2-yl)pentan-1-one Investigative 44560596 C15H22N2O 246.35 CC[C@@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)C)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJFK14 (2S)-1-[(2S)-2-Amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide Investigative 16121107 C17H24N4O4 348.4 C[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC2=CC=C(C=C2)O)N Ki = 170000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJFL16 Ethyl caffeate Investigative 5317238 C11H12O4 208.21 CCOC(=O)/C=C/C1=CC(=C(C=C1)O)O IC50 = 87720 nM Poor binder T31391 Dipeptidyl peptidase 4 BJH79B 1-[(2S,4S)-4-[4-(Morpholin-4-ylmethyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71457240 C26H36N6O3 480.6 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)CN5CCOCC5 IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJMX76 1-[6-[(3R)-3-Aminopyrrolidin-1-yl]pyridin-3-yl]-4-phenylmethoxypyridin-2-one Investigative 24963343 C21H22N4O2 362.4 C1CN(C[C@@H]1N)C2=NC=C(C=C2)N3C=CC(=CC3=O)OCC4=CC=CC=C4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJU7N1 Tyr-Pro-Ala Investigative 16121199 C17H23N3O5 349.4 C[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC2=CC=C(C=C2)O)N Ki = 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJV7P3 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]naphthalene-2-carboxamide Investigative 70691901 C18H17N3O2 307.3 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC3=CC=CC=C3C=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BJXK70 (2S)-1-({(2S,4S)-4-[2-(1,3-Dihydro-2H-isoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46893990 C20H22N4O3 366.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BK01XV (2S,3R)-2-Amino-1-(4,6-dihydropyrrolo[3,4-c][1,2]oxazol-5-yl)-3-methylpentan-1-one;2,2,2-trifluoroacetic acid Investigative 127046624 C13H18F3N3O4 337.29 CC[C@@H](C)[C@@H](C(=O)N1CC2=CON=C2C1)N.C(=O)(C(F)(F)F)O IC50 = 56000 nM Poor binder T31391 Dipeptidyl peptidase 4 BK0Q2V 5-(Aminomethyl)-2-phenyl-6-[3-(trifluoromethyl)phenyl]pyrimidin-4-amine Investigative 23645681 C18H15F3N4 344.3 C1=CC=C(C=C1)C2=NC(=C(C(=N2)N)CN)C3=CC(=CC=C3)C(F)(F)F IC50 = 170000 nM Poor binder T31391 Dipeptidyl peptidase 4 BK47RM (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(4,6-dihydro-1H-pyrrolo[3,4-c]pyrazol-5-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 127047762 C28H29F5N6O4 608.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=C(C4)NN=C5)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BK4BH8 1-[2-(1-Isopropyl-2-methyl-propylamino)-acetyl]-pyrrolidine-2-carbonitrile Investigative 11791652 C14H25N3O 251.37 CC(C)C(C(C)C)NCC(=O)N1CCC[C@H]1C#N IC50 = 109000 nM Poor binder T31391 Dipeptidyl peptidase 4 BK6NP9 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-7-methylquinoline-4-carboxamide Investigative 89705081 C18H18N4O2 322.4 CC1=CC2=NC=CC(=C2C=C1)C(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BKA5O2 N'-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-N-[(4-fluorophenyl)methyl]butanediamide Investigative 70691902 C18H21FN4O3 360.4 C1C[C@H](N(C1)C(=O)CNC(=O)CCC(=O)NCC2=CC=C(C=C2)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BKAX21 2-(2,6-Diisopropylphenyl)-5-hydroxyisoindoline-1,3-dione Investigative 11723708 C20H21NO3 323.4 CC(C)C1=C(C(=CC=C1)C(C)C)N2C(=O)C3=C(C2=O)C=C(C=C3)O IC50 = 65900 nM Poor binder T31391 Dipeptidyl peptidase 4 BKCX95 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-1,2,3,4-tetrahydroacridine-9-carboxamide Investigative 73347359 C21H22N4O2 362.4 C1CCC2=NC3=CC=CC=C3C(=C2C1)C(=O)NCC(=O)N4CCC[C@H]4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BKTP80 (3S,5S)-3-[2-(1,3-Dihydroisoindol-2-yl)-2-oxoethyl]-5-(pyrrolidine-1-carbonyl)pyrrolidin-2-one Investigative 46938802 C19H23N3O3 341.4 C1CCN(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BL82NA 1-[(4-Methoxyquinazolin-2-yl)methyl]-3,7-dimethyl-8-(3-oxopiperazin-1-yl)purine-2,6-dione Investigative 122189876 C21H22N8O4 450.5 CN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=NC5=CC=CC=C5C(=N4)OC)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BLJ32T (2S,3S)-2-Amino-1-(3-azidopyrrolidin-1-yl)-3-methylpentan-1-one Investigative 10799226 C10H19N5O 225.29 CC[C@H](C)[C@@H](C(=O)N1CCC(C1)N=[N+]=[N-])N IC50 = 107000 nM Poor binder T31391 Dipeptidyl peptidase 4 BLO83A 7-Bromo-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 71667378 C17H15BrN4O2 387.2 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CC(=CC3=NC=C2)Br)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BLUG68 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-2-methylquinoline-4-carboxamide Investigative 71667081 C18H18N4O2 322.4 CC1=NC2=CC=CC=C2C(=C1)C(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BLV01O 2-(S)-Amino-4-(3-chloro-benzylamino)-1-piperidin-1-yl-butan-1-one Investigative 11404106 C16H24ClN3O 309.83 C1CCN(CC1)C(=O)[C@H](CCNCC2=CC(=CC=C2)Cl)N IC50 = 186000 nM Poor binder T31391 Dipeptidyl peptidase 4 BM07BP 6-(Aminomethyl)-4-(2-fluorophenyl)-2-methylnicotinamide Investigative 53324311 C14H14FN3O 259.279 CC1=NC(=CC(=C1C(=O)N)C2=CC=CC=C2F)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BM4SN0 4-Amino-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]benzamide Investigative 90655556 C14H16N4O2 272.3 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=C(C=C2)N)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BM6YD5 [(2R)-1-[(2R)-2-Amino-3-methylbutanoyl]pyrrolidin-2-yl]boronic acid Investigative 9942554 C9H19BN2O3 214.07 B([C@@H]1CCCN1C(=O)[C@@H](C(C)C)N)(O)O IC50 = 116000 nM Poor binder T31391 Dipeptidyl peptidase 4 BM8N1I (3S)-3-Amino-4-(1,3-dihydroisoindol-2-yl)-N-(3-hydroxy-1-adamantyl)-4-oxobutanamide;hydrochloride Investigative 56658137 C22H30ClN3O3 419.9 C1C2CC3(CC1CC(C2)(C3)O)NC(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BMA24I N-[2-[(2S,4S)-2-Cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 66561555 C18H16FN3O2 325.3 C1[C@@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BMGB04 (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-5-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]pentane-1,5-dione;2,2,2-trifluoroacetic acid Investigative 56668672 C26H30F4N4O4 538.5 C1CN(CCN1CC2=CC=C(C=C2)F)C(=O)CC[C@@H](C(=O)N3CC4=CC=CC=C4C3)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BMOE12 4-Phenyl-1-[(2S,4S)-4-[4-(phenylmethoxymethyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]butan-1-one Investigative 71457239 C29H35N5O3 501.6 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)COCC5=CC=CC=C5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BN07TD N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-methylbutanamide Investigative 70681470 C12H19N3O2 237.3 CC(C)CC(=O)NCC(=O)N1CCC[C@H]1C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BN2B0U 2-Chloro-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]pyridine-4-carboxamide Investigative 90655552 C13H13ClN4O2 292.72 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC(=NC=C2)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BN3A9U 2-Amino-3-hydroxy-1-pyrrolidin-1-yl-propan-1-one Investigative 21949259 C7H14N2O2 158.2 C1CCN(C1)C(=O)C(CO)N IC50 = 190000 nM Poor binder T31391 Dipeptidyl peptidase 4 BN67GJ N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-1H-pyrrolo[2,3-b]pyridine-4-carboxamide Investigative 89705136 C15H15N5O2 297.31 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CNC3=NC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BN6W3U (2S,4S)-4-(4-Chlorobenzylamino)-2-amino-1-(piperidin-1-yl)hexan-1-one Investigative 44415905 C18H28ClN3O 337.9 CC[C@@H](C[C@@H](C(=O)N1CCCCC1)N)NCC2=CC=C(C=C2)Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BN9WM6 2-[[7-But-2-ynyl-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]-2,6-dioxopurin-8-yl]amino]acetamide Investigative 122189867 C22H22N8O3 446.5 CC#CCN1C2=C(N=C1NCC(=O)N)N(C(=O)N(C2=O)CC3=NC4=CC=CC=C4C(=N3)C)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BNCD53 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-4-(trifluoromethoxy)benzamide Investigative 70696068 C15H14F3N3O3 341.28 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=C(C=C2)OC(F)(F)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BNH8A6 [(2R)-1-[(2S)-3-Methyl-2-(pyridine-3-carbonylamino)butanoyl]pyrrolidin-2-yl]boronic acid Investigative 71655395 C15H22BN3O4 319.17 B([C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)C2=CN=CC=C2)(O)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BNM78Q 2-Bromo-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]pyridine-4-carboxamide Investigative 90655553 C13H13BrN4O2 337.17 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC(=NC=C2)Br)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BNPH45 3-Amino-4-oxo-4-pyrrolidin-1-yl-butyramide Investigative 9855673 C8H15N3O2 185.22 C1CCN(C1)C(=O)C(CC(=O)N)N IC50 = 188000 nM Poor binder T31391 Dipeptidyl peptidase 4 BNW2R8 4-Phenyl-1-[(2S,4S)-4-(4-pyridin-2-yltriazol-1-yl)-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]butan-1-one Investigative 71459091 C26H30N6O2 458.6 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=CC=N5 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BNZF78 (2-Cyclohexylidene-2-fluoroethyl)({[3-(trifluoromethyl)phenyl]methyl})amine Investigative 23646095 C16H19F4N 301.32 C1CCC(=C(CNCC2=CC(=CC=C2)C(F)(F)F)F)CC1 IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 BO3K8F (2s,4s)-1-({(2s,4s)-4-[2-(1,3-Dihydro-2h-isoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)-4-fluoropyrrolidine-2-carbonitrile Investigative 46917047 C20H21FN4O3 384.4 C1[C@@H](CN([C@@H]1C#N)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=CC=CC=C4C3)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BO3W0D N-[1-[(2S)-2-Cyanopyrrolidine-1-carbonyl]cyclopropyl]quinoline-4-carboxamide Investigative 90655539 C19H18N4O2 334.4 C1C[C@H](N(C1)C(=O)C2(CC2)NC(=O)C3=CC=NC4=CC=CC=C34)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BO4R1X US9346814, Cmpd No 37 Example 42 Investigative 89704955 C10H12N6O2 248.24 C1C[C@H](N(C1)C(=O)CNC(=O)C2=NC=NN2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BOA5S1 6-(Aminomethyl)-4-(2,4-dichlorophenyl)-2-methylnicotinamide Investigative 53319951 C14H13Cl2N3O 310.2 CC1=NC(=CC(=C1C(=O)N)C2=C(C=C(C=C2)Cl)Cl)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BOC90L (2S,4S)-4-(4-Chlorobenzylamino)-2-amino-5-phenyl-1-(piperidin-1-yl)pentan-1-one Investigative 44415930 C23H30ClN3O 400 C1CCN(CC1)C(=O)[C@H](C[C@H](CC2=CC=CC=C2)NCC3=CC=C(C=C3)Cl)N IC50 ~ 125000 nM Poor binder T31391 Dipeptidyl peptidase 4 BOI3X9 (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(5-fluoro-1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56675536 C31H30F6N4O4 636.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=C(C4)C=C(C=C5)F)N.C(=O)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BON0V4 4-Amino-N-(2,6-dimethylphenyl)phthalimide Investigative 124031 C16H14N2O2 266.29 CC1=C(C(=CC=C1)C)N2C(=O)C3=C(C2=O)C=C(C=C3)N IC50 = 87900 nM Poor binder T31391 Dipeptidyl peptidase 4 BP65UJ (2S)-1-[2-(4-Phenyltriazol-1-yl)acetyl]pyrrolidine-2-carbonitrile Investigative 90655548 C15H15N5O 281.31 C1C[C@H](N(C1)C(=O)CN2C=C(N=N2)C3=CC=CC=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BP8NB6 (2S)-1-(2-Naphthalen-1-yloxyacetyl)pyrrolidine-2-carbonitrile Investigative 73353424 C17H16N2O2 280.32 C1C[C@H](N(C1)C(=O)COC2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BPA24C 2-Amino-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]pyridine-4-carboxamide Investigative 90655554 C13H15N5O2 273.29 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC(=NC=C2)N)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BPM60Y 2-(4-Chlorophenyl)-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]acetamide Investigative 70685558 C15H16ClN3O2 305.76 C1C[C@H](N(C1)C(=O)CNC(=O)CC2=CC=C(C=C2)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BPQZ25 2-Amino-3-[2-(2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-2-methyl-propionic acid Investigative 44326630 C11H18N4O3 254.29 CC(CNCC(=O)N1CCC[C@H]1C#N)(C(=O)O)N IC50 = 109000 nM Poor binder T31391 Dipeptidyl peptidase 4 BPV7D2 1-(2,6-Diamino-hexanoyl)-piperidine-2-carbonitrile Investigative 44364405 C12H22N4O 238.33 C1CCN(C(C1)C#N)C(=O)C(CCCCN)N IC50 = 51000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ13ZS 1-[(2S,4R)-4-Azido-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71450086 C19H25N5O2 355.4 C1CCN(C1)C(=O)[C@@H]2C[C@H](CN2C(=O)CCCC3=CC=CC=C3)N=[N+]=[N-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ3DE2 Tert-butyl 4-[1-[2-[[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]amino]-2-oxoethyl]triazol-4-yl]piperazine-1-carboxylate Investigative 70685560 C20H30N8O4 446.5 CC(C)(C)OC(=O)N1CCN(CC1)C2=CN(N=N2)CC(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ4PJ9 (S)-3-Amino-4-oxo-4-(pyrrolidin-1-yl)butanamide Investigative 11229192 C8H15N3O2 185.22 C1CCN(C1)C(=O)[C@H](CC(=O)N)N IC50 = 188000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ4XT6 Benzyl (S)-5-amino-6-(1-(diphenoxyphosphoryl)isoindolin-2-yl)-6-oxohexylcarbam-ate Investigative 44435315 C34H36N3O6P 613.6 C1C2=CC=CC=C2[C@H](N1C(=O)[C@H](CCCCN)NC(=O)OCC3=CC=CC=C3)P(=O)(OC4=CC=CC=C4)OC5=CC=CC=C5 IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ5T3M 5-(Aminomethyl)-N-(3,4-dichlorobenzyl)-4-(4-methoxyphenyl)-6-methylpicolinamide Investigative 53326490 C22H21Cl2N3O2 430.3 CC1=C(C(=CC(=N1)C(=O)NCC2=CC(=C(C=C2)Cl)Cl)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ7C0M 6-Chloro-3-(hydroxymethyl)-2-methyl-4-phenylisoquinolin-1-one Investigative 22401333 C17H14ClNO2 299.7 CN1C(=C(C2=C(C1=O)C=CC(=C2)Cl)C3=CC=CC=C3)CO IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ7M5N (2S)-1-[(2S,4S)-4-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 46938705 C21H24N4O3 380.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCC4=CC=CC=C4C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ8H1L N-[(4-Chlorophenyl)methyl]-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 90655542 C24H21ClN4O2 432.9 C1C[C@H](N(C1)C(=O)CN(CC2=CC=C(C=C2)Cl)C(=O)C3=CC=NC4=CC=CC=C34)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQ94KU (2S)-1-[{(2S,4S)-5-Oxo-4-(2-oxo-2-(piperidin-1-yl)ethyl)pyrrolidine-2-yl}carbonyl]pyrrolidine-2-carbonitrile Investigative 46938799 C17H24N4O3 332.4 C1CCN(CC1)C(=O)C[C@@H]2C[C@H](NC2=O)C(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQK9T2 (2S)-1-[(2S,4S)-4-[2-(5-Fluoro-1,3-dihydroisoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carbonyl]pyrrolidine-2-carbonitrile Investigative 46916389 C20H21FN4O3 384.4 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=C(C3)C=C(C=C4)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQP1J4 Ethyl 1-(3-(aminomethyl)-6-(4-chlorophenyl)-2-methylisonicotinoyl)piperidine-4-carboxylate Investigative 53325197 C22H26ClN3O3 415.9 CCOC(=O)C1CCN(CC1)C(=O)C2=CC(=NC(=C2CN)C)C3=CC=C(C=C3)Cl IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQU62W US9346814, Ref. Cmpd No 2 Investigative 73224265 C18H17N3O2 307.3 C1CC(N(C1)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQUC03 5-Chloro-N-[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]quinoline-4-carboxamide Investigative 71655622 C17H15ClN4O2 342.8 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C(=NC=C2)C=CC=C3Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQYB16 (2S)-1-[2-[4-(4-Fluorophenyl)triazol-1-yl]acetyl]pyrrolidine-2-carbonitrile Investigative 90655549 C15H14FN5O 299.3 C1C[C@H](N(C1)C(=O)CN2C=C(N=N2)C3=CC=C(C=C3)F)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BQZ4C8 (3S)-3-Amino-N-[1-[bis(4-fluorophenyl)methyl]pyrrolidin-3-yl]-4-(1,3-dihydroisoindol-2-yl)-4-oxobutanamide;hydrochloride Investigative 56675278 C29H31ClF2N4O2 541 C1CN(CC1NC(=O)C[C@@H](C(=O)N2CC3=CC=CC=C3C2)N)C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BR3B2S 2-Amino-1-(3,6-dihydro-2H-pyridin-1-yl)-3-methyl-pentan-1-one Investigative 44364213 C11H20N2O 196.29 CCC(C)C(C(=O)N1CCC=CC1)N IC50 = 52000 nM Poor binder T31391 Dipeptidyl peptidase 4 BR9JX7 (S)-2-Amino-2-cyclohexyl-1-(3,4-dihydroisoquinolin-2(1H)-YL)ethanone Investigative 23646027 C17H24N2O 272.4 C1CCC(CC1)[C@@H](C(=O)N2CCC3=CC=CC=C3C2)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BR9NL3 N-(2-Oxo-2-pyrrolidin-1-ylethyl)quinoline-4-carboxamide Investigative 90655561 C16H17N3O2 283.32 C1CCN(C1)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BRD03F 2-(Adamantan-1-ylamino)-1-piperidin-1-yl-ethanone Investigative 11000330 C17H28N2O 276.4 C1CCN(CC1)C(=O)CNC23CC4CC(C2)CC(C4)C3 IC50 = 52600 nM Poor binder T31391 Dipeptidyl peptidase 4 BRF0W5 3,4-Dihydro-1H-isoquinolin-2-yl-[(2S)-pyrrolidin-2-yl]methanone Investigative 22691359 C14H18N2O 230.31 C1C[C@H](NC1)C(=O)N2CCC3=CC=CC=C3C2 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BRIK86 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-N-cyclopropylquinoline-4-carboxamide Investigative 90655541 C20H20N4O2 348.4 C1C[C@H](N(C1)C(=O)CN(C2CC2)C(=O)C3=CC=NC4=CC=CC=C34)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BRK80C 1-[(2S,4S)-4-Azido-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71455458 C19H25N5O2 355.4 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N=[N+]=[N-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BRSX37 5-(Aminomethyl)-4-(4-methoxyphenyl)-6-methyl-N-(2-piperazin-1-ylethyl)pyridine-2-carboxamide Investigative 53325196 C21H29N5O2 383.5 CC1=C(C(=CC(=N1)C(=O)NCCN2CCNCC2)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BRX9K5 2,5-Diamino-1-thiazolidin-3-yl-pentan-1-one Investigative 44364297 C8H17N3OS 203.31 C1CSCN1C(=O)C(CCCN)N IC50 = 81000 nM Poor binder T31391 Dipeptidyl peptidase 4 BRXF01 1-(2-Pyridylmethyl)-3-methyl-7-(2-butynyl)-8-(3-oxopiperazino)xanthine Investigative 101887279 C20H21N7O3 407.4 CC#CCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=CC=CC=N4)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BS0K5C (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[(5E)-3-hydroxytrideca-1,5-dien-7,9,11-triyn-4-yl]oxyoxane-3,4,5-triol Investigative 118717416 C19H22O7 362.4 CC#CC#CC#C/C=C/C(C(C=C)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BS3M7R (2S,3S)-2-Amino-1-(3-chloropyrrolidin-1-yl)-3-methylpentan-1-one Investigative 10751333 C10H19ClN2O 218.72 CC[C@H](C)[C@@H](C(=O)N1CCC(C1)Cl)N IC50 = 94000 nM Poor binder T31391 Dipeptidyl peptidase 4 BS4K0Q (3-(Aminomethyl)-6-(4-chlorophenyl)-2-methylpyridin-4-yl)(morpholino)methanone Investigative 53318983 C18H20ClN3O2 345.8 CC1=C(C(=CC(=N1)C2=CC=C(C=C2)Cl)C(=O)N3CCOCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BS74YE N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-1,7-naphthyridine-4-carboxamide Investigative 89705103 C16H15N5O2 309.32 C1C[C@H](N(C1)C(=O)CNC(=O)C2=C3C=CN=CC3=NC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BS8H6I (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-4-[4-[2,4,6-tri(propan-2-yl)phenyl]sulfonylpiperazin-1-yl]butane-1,4-dione;hydrochloride Investigative 56659162 C31H45ClN4O4S 605.2 CC(C)C1=CC(=C(C(=C1)C(C)C)S(=O)(=O)N2CCN(CC2)C(=O)C[C@@H](C(=O)N3CC4=CC=CC=C4C3)N)C(C)C.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BS9Z1T (2S)-2-Amino-4-(naphthalen-2-ylmethylamino)-1-piperidin-1-ylbutan-1-one Investigative 11232605 C20H27N3O 325.4 C1CCN(CC1)C(=O)[C@H](CCNCC2=CC3=CC=CC=C3C=C2)N IC50 = 179000 nM Poor binder T31391 Dipeptidyl peptidase 4 BSEC19 1-[(2S,4S)-4-[4-(4-Bromophenyl)triazol-1-yl]-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-4-phenylbutan-1-one Investigative 71457238 C27H30BrN5O2 536.5 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=C(C=C5)Br IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BSG5J2 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-N-methylquinoline-4-carboxamide Investigative 90655540 C18H18N4O2 322.4 CN(CC(=O)N1CCC[C@H]1C#N)C(=O)C2=CC=NC3=CC=CC=C23 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BSK8E6 2-Amino-1-azetidin-1-yl-3-methyl-pentan-1-one Investigative 9964212 C9H18N2O 170.25 CCC(C)C(C(=O)N1CCC1)N IC50 = 50400 nM Poor binder T31391 Dipeptidyl peptidase 4 BSQ63I 1-[(2s,4s)-4-[4-(4-Fluorophenyl)-1,2,3-Triazol-1-Yl]-2-Pyrrolidin-1-Ylcarbonyl-Pyrrolidin-1-Yl]-4-Phenyl-Butan-1-One Investigative 70789754 C27H30FN5O2 475.6 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)CCCC3=CC=CC=C3)N4C=C(N=N4)C5=CC=C(C=C5)F IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BST0E4 (S)-N-((R)-2-Amino-1-cyclohexylethyl)-2-cyanopyrrolidine-1-carboxamide Investigative 44580499 C14H24N4O 264.37 C1CCC(CC1)[C@H](CN)NC(=O)N2CCC[C@H]2C#N IC50 = 180000 nM Poor binder T31391 Dipeptidyl peptidase 4 BSV86X N-[2-[(2S,4R)-4-Azido-2-cyanopyrrolidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 70691904 C18H16N6O2 348.4 C1[C@H](CN([C@@H]1C#N)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32)N=[N+]=[N-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT1C8X (2S)-1-[(2S)-2-Amino-4-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-4-oxobutanoyl]pyrrolidine-2-carbonitrile Investigative 23646026 C26H29F2N5O2 481.5 C1C[C@H](N(C1)C(=O)[C@H](CC(=O)N2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)N)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT41RH (2s)-1-({(2s,4s)-4-[2-[4-(Pyridine-4-yl)-piperazin-1-yl]-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46916347 C21H26N6O3 410.5 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CCN(CC3)C4=CC=NC=C4)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT57CX N-(4-Quinolinoyl)glycyl-(2-cyanopyrrolidine) Investigative 78140029 C17H16N4O2 308.33 C1CC(N(C1)C(=O)CNC(=O)C2=CC=NC3=CC=CC=C23)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT5Y2N (2S)-1-[2-[4-[3-(1,3-Dihydroisoindol-2-yl)-3-oxopropyl]triazol-1-yl]acetyl]pyrrolidine-2-carbonitrile Investigative 90655550 C20H22N6O2 378.4 C1C[C@H](N(C1)C(=O)CN2C=C(N=N2)CCC(=O)N3CC4=CC=CC=C4C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT78ZL Benzyl (2S,4S)-2-(pyrrolidine-1-carbonyl)-4-(triazol-1-yl)pyrrolidine-1-carboxylate Investigative 71460904 C19H23N5O3 369.4 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)OCC3=CC=CC=C3)N4C=CN=N4 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT82FY 2-(S)-Amino-4-(2-chloro-benzylamino)-1-piperidin-1-yl-butan-1-one Investigative 11232123 C16H24ClN3O 309.83 C1CCN(CC1)C(=O)[C@H](CCNCC2=CC=CC=C2Cl)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT8BN9 (2S,3S)-2-Amino-1-(5-iodoisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560552 C14H19IN2O 358.22 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)I)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BT94PM (2S)-2-Amino-2-phenyl-1-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethan-1-one Investigative 22691666 C17H18N2O 266.34 C1CN(CC2=CC=CC=C21)C(=O)[C@H](C3=CC=CC=C3)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BTB09O 1-[2-(Cyclohexyl-methyl-amino)-acetyl]-pyrrolidine-2-carbonitrile Investigative 10911918 C14H23N3O 249.35 CN(CC(=O)N1CCC[C@H]1C#N)C2CCCCC2 IC50 = 103000 nM Poor binder T31391 Dipeptidyl peptidase 4 BTB85U (4-Methoxy-1-phenylcyclohexyl)methanamine Investigative 69089363 C14H21NO 219.32 COC1CCC(CC1)(CN)C2=CC=CC=C2 IC50 = 60000 nM Poor binder T31391 Dipeptidyl peptidase 4 BTI57H 5-(Aminomethyl)-N-cyclopropyl-4-(4-methoxyphenyl)-6-methylpicolinamide Investigative 53319949 C18H21N3O2 311.4 CC1=C(C(=CC(=N1)C(=O)NC2CC2)C3=CC=C(C=C3)OC)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BU75NX CID 89704940 Investigative 89704940 C21H20N6O3 404.4 COC1=CC=C(C=C1)C2=NC3=NC=CC(=C3N2)C(=O)NCC(=O)N4CCC[C@H]4C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BUKI39 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-methoxybenzamide Investigative 70681469 C15H17N3O3 287.31 COC1=CC=CC(=C1)C(=O)NCC(=O)N2CCC[C@H]2C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BURK19 [(2S)-1-[(2S,3As,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1H-indole-2-carbonyl]pyrrolidin-2-yl]-thiophen-2-ylmethanone Investigative 44453520 C18H24N2O2S 332.5 C1CC[C@H]2[C@@H](C1)C[C@H](N2)C(=O)N3CCC[C@H]3C(=O)C4=CC=CS4 IC50 = 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BUS98Z (2S,3R)-2-Amino-1-(5-fluoroisoindolin-2-yl)-3-methylpentan-1-one Investigative 24894026 C14H19FN2O 250.31 CC[C@@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)F)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BUTA21 1-(4-Methoxyquinazoline-2-ylmethyl)-3-methyl-7-(2-butynyl)-8-(3-oxopiperazino)xanthine Investigative 101887272 C24H24N8O4 488.5 CC#CCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=NC5=CC=CC=C5C(=N4)OC)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BV0F1D (2S)-2-Amino-4-[(3S)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 56671893 C32H33F5N4O4 632.6 C[C@H]1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N.C(=O)(C(F)(F)F)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BV2EX8 US9346814, Ref Cmpd No 8 Investigative 78140062 C17H16N4O2 308.33 C1CC(N(C1)C(=O)CNC(=O)C2=CN=CC3=CC=CC=C32)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BV2UR3 (2s)-1-({(2s,4s)-4-[2-(5-Chloro-1,3-dihydro-2h-isoindol-2-yl)-2-oxoethyl]-5-oxopyrrolidin-2-yl}carbonyl)pyrrolidine-2-carbonitrile Investigative 46938704 C20H21ClN4O3 400.9 C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](C(=O)N2)CC(=O)N3CC4=C(C3)C=C(C=C4)Cl)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BVA8L1 Benzyl (2S,4S)-4-azido-2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate Investigative 71459092 C17H21N5O3 343.4 C1CCN(C1)C(=O)[C@@H]2C[C@@H](CN2C(=O)OCC3=CC=CC=C3)N=[N+]=[N-] IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BVD9U0 (2S)-2-Amino-1-(1,3-dihydroisoindol-2-yl)-4-[4-(naphthalen-2-ylmethyl)piperazin-1-yl]butane-1,4-dione;dihydrochloride Investigative 90664579 C27H32Cl2N4O2 515.5 C1CN(CCN1CC2=CC3=CC=CC=C3C=C2)C(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N.Cl.Cl IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BVJ71I (3R)-4-[(3S)-3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-methyl-1,4-diazepan-2-one Investigative 23646447 C16H20F3N3O2 343.34 C[C@@H]1C(=O)NCCCN1C(=O)C[C@H](CC2=CC(=C(C=C2F)F)F)N IC50 = 67000 nM Poor binder T31391 Dipeptidyl peptidase 4 BW14UT N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-3-cyclopentyloxy-4-methoxybenzamide Investigative 70689750 C20H25N3O4 371.4 COC1=C(C=C(C=C1)C(=O)NCC(=O)N2CCC[C@H]2C#N)OC3CCCC3 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BW71JF (2S)-2-Amino-1-(2-diphenoxyphosphorylpyrrolidin-1-yl)-3-methyl-butan-1-one Investigative 11825584 C21H27N2O4P 402.4 CC(C)[C@@H](C(=O)N1CCCC1P(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3)N IC50 = 89000 nM Poor binder T31391 Dipeptidyl peptidase 4 BW8RC2 Ethyl 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-8-carboxylate Investigative 76317994 C18H18O6 330.3 CCOC(=O)C1=C(C=C(C2=C1OC(CC2)C3=CC=C(C=C3)O)O)O IC50 = 113760 nM Poor binder T31391 Dipeptidyl peptidase 4 BWYJ26 2-Amino-3-hydroxy-1-piperidin-1-yl-propan-1-one Investigative 21949272 C8H16N2O2 172.22 C1CCN(CC1)C(=O)C(CO)N IC50 = 67000 nM Poor binder T31391 Dipeptidyl peptidase 4 BWZC31 7-But-2-ynyl-3-methyl-8-(3-oxopiperazin-1-yl)-1-(pyridin-4-ylmethyl)purine-2,6-dione Investigative 122189873 C20H21N7O3 407.4 CC#CCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=CC=NC=C4)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BX3O0G 2-[4-[[4-[(3S)-3-Amino-4-(1,3-dihydroisoindol-2-yl)-4-oxobutanoyl]piperazin-1-yl]methyl]phenyl]benzonitrile Investigative 53466049 C30H31N5O2 493.6 C1CN(CCN1CC2=CC=C(C=C2)C3=CC=CC=C3C#N)C(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BX4WD0 1-[(4-Methoxyquinazolin-2-yl)methyl]-3-methyl-7-(4-methylpent-3-enyl)-8-(3-oxopiperazin-1-yl)purine-2,6-dione Investigative 122189878 C26H30N8O4 518.6 CC(=CCCN1C2=C(N=C1N3CCNC(=O)C3)N(C(=O)N(C2=O)CC4=NC5=CC=CC=C5C(=N4)OC)C)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BXA4O7 (2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-[3-(trifluoromethyl)pyrrolidin-1-yl]butane-1,4-dione Investigative 127048116 C26H29F5N4O2 524.5 C1CN(CC1C(F)(F)F)C(=O)[C@H](CC(=O)N2CCN(CC2)C(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BXMS65 2-Amino-3-methyl-pentanoic acid ethyl-methyl-amide Investigative 23595882 C9H20N2O 172.27 CCC(C)C(C(=O)N(C)CC)N IC50 = 167000 nM Poor binder T31391 Dipeptidyl peptidase 4 BXP65Y (3R)-3-Amino-4-(2,5-difluorophenyl)-1-[2-(trifluoromethyl)-4H,5H,6H,7H-pyrido[3,4-d][1,3]thiazol-5-yl]butan-1-one Investigative 11269712 C17H16F5N3OS 405.4 C1CN(CC2=C1SC(=N2)C(F)(F)F)C(=O)C[C@@H](CC3=C(C=CC(=C3)F)F)N IC50 = 95000 nM Poor binder T31391 Dipeptidyl peptidase 4 BXZ1N3 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]-5-methoxyquinoline-4-carboxamide Investigative 89705244 C18H18N4O3 338.4 COC1=CC=CC2=NC=CC(=C21)C(=O)NCC(=O)N3CCC[C@H]3C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BY3J8M (2S)-2-Amino-4-[(3R)-4-[bis(4-fluorophenyl)methyl]-3-methylpiperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione;2,2,2-trifluoroacetic acid Investigative 53474793 C32H33F5N4O4 632.6 C[C@@H]1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N.C(=O)(C(F)(F)F)O IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BY5QC9 (S)-N-(2-(2-Cyanopyrrolidine-1-yl)-2-oxoethyl)-5-phenylquinoline-4-carboxamide Investigative 89704970 C23H20N4O2 384.4 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=NC3=CC=CC(=C23)C4=CC=CC=C4)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BY7FR1 N-[2-[(2S)-2-Cyanopyrrolidin-1-yl]-2-oxoethyl]isoquinoline-5-carboxamide Investigative 71655626 C17H16N4O2 308.33 C1C[C@H](N(C1)C(=O)CNC(=O)C2=CC=CC3=C2C=CN=C3)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BY90ZF (3S)-2-[(2S)-2-Amino-2-cyclohexylacetyl]-3,4-dihydro-1H-isoquinoline-3-carbonitrile Investigative 24784664 C18H23N3O 297.4 C1CCC(CC1)[C@@H](C(=O)N2CC3=CC=CC=C3C[C@H]2C#N)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BY93LZ (2S,3S)-2-Amino-1-[(3S)-3-fluoropyrrolidin-1-yl]-3-[4-fluoro-2-(trifluoromethyl)phenyl]butan-1-one;2,2,2-trifluoroacetic acid Investigative 49797048 C17H18F8N2O3 450.32 C[C@@H](C1=C(C=C(C=C1)F)C(F)(F)F)[C@@H](C(=O)N2CC[C@@H](C2)F)N.C(=O)(C(F)(F)F)O IC50 = 54000 nM Poor binder T31391 Dipeptidyl peptidase 4 BYH35Q 5-(Aminomethyl)-6-(3-methoxyphenyl)-2-phenylpyrimidin-4-amine Investigative 22220623 C18H18N4O 306.4 COC1=CC=CC(=C1)C2=C(C(=NC(=N2)C3=CC=CC=C3)N)CN IC50 = 80000 nM Poor binder T31391 Dipeptidyl peptidase 4 BYH49E N-[2-[(2S)-2-Cyanopiperidin-1-yl]-2-oxoethyl]naphthalene-1-carboxamide Investigative 70693956 C19H19N3O2 321.4 C1CCN([C@@H](C1)C#N)C(=O)CNC(=O)C2=CC=CC3=CC=CC=C32 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BYI91W N-[2-[(2S)-2-Cyano-4,4-difluoropyrrolidin-1-yl]-2-oxoethyl]benzamide Investigative 66561556 C14H13F2N3O2 293.27 C1[C@H](N(CC1(F)F)C(=O)CNC(=O)C2=CC=CC=C2)C#N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BYM81T (2S,3S)-2-Amino-1-(5-bromoisoindolin-2-yl)-3-methylpentan-1-one Investigative 44560551 C14H19BrN2O 311.22 CC[C@H](C)[C@@H](C(=O)N1CC2=C(C1)C=C(C=C2)Br)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BZ7I3Q (3-(Aminomethyl)-6-(4-methoxyphenyl)-2-methylpyridin-4-yl)(pyrrolidin-1-yl)methanone Investigative 53317348 C19H23N3O2 325.4 CC1=C(C(=CC(=N1)C2=CC=C(C=C2)OC)C(=O)N3CCCC3)CN IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 BZC1J3 N-((R)-1-((S)-2-Cyanopyrrolidine-1-yl)-1-oxopropan-2-yl)quinoline-4-carboxamide Investigative 89705242 C18H18N4O2 322.4 C[C@H](C(=O)N1CCC[C@H]1C#N)NC(=O)C2=CC=NC3=CC=CC=C23 IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BZCI06 N-[(3R)-1-[1-[(2-Cyanophenyl)methyl]-3-methyl-2-oxoimidazo[4,5-b]pyridin-7-yl]piperidin-3-yl]acetamide Investigative 118712517 C22H24N6O2 404.5 CC(=O)N[C@@H]1CCCN(C1)C2=C3C(=NC=C2)N(C(=O)N3CC4=CC=CC=C4C#N)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BZI1R7 7-But-2-ynyl-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]-8-piperidin-1-ylpurine-2,6-dione Investigative 89668929 C25H27N7O2 457.5 CC#CCN1C2=C(N=C1N3CCCCC3)N(C(=O)N(C2=O)CC4=NC5=CC=CC=C5C(=N4)C)C IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 BZL0X4 1-(Aminomethyl)-6,7-dimethoxyisoquinoline-4-carboxamide;hydrochloride Investigative 45259984 C13H16ClN3O3 297.74 COC1=C(C=C2C(=C1)C(=CN=C2CN)C(=O)N)OC.Cl IC50 = 170000 nM Poor binder T31391 Dipeptidyl peptidase 4 D02RDY PMID15664838C18 Investigative 11375559 C29H30F2N4O2 504.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)CC(C(=O)N4CC5=CC=CC=C5C4)N IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D03DNV ARI-3099 Investigative 71655266 C13H18BN3O4 291.11 B([C@@H]1CCCN1C(=O)[C@@H](C)NC(=O)C2=CC=NC=C2)(O)O IC50 ~ 100000 nM Poor binder T31391 Dipeptidyl peptidase 4 D09ALJ Rutin Investigative 5280805 C27H30O16 610.5 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O IC50 = 145000 nM Poor binder T31391 Dipeptidyl peptidase 4 D0AU0M P-Coumaric Acid Investigative 637542 C9H8O3 164.16 C1=CC(=CC=C1/C=C/C(=O)O)O IC50 = 83180 nM Poor binder T31391 Dipeptidyl peptidase 4 D0CP1J 1G244 Investigative 56658139 C29H30F2N4O2 504.6 C1CN(CCN1C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F)C(=O)C[C@@H](C(=O)N4CC5=CC=CC=C5C4)N IC50 ~ 50000 nM Poor binder T31391 Dipeptidyl peptidase 4 D0G3TK KAEMPFEROL Investigative 5280863 C15H10O6 286.24 C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O IC50 = 132000 nM Poor binder