TTD_Target_ID Target_Name TTD_Drug_ID Drug_Name Drug_Highest_Status Drug_PubchemID Molecular_Formula Molecular_Weight Canonical_SMILES Activity Binder_Type T65019 Matrix metalloproteinase-14 D0G1LL 1607004-34-1 Patented 74221072 C20H22F3N3O3 409.4 C1CC1[C@H](CC2=CC=C(C=C2)C(F)(F)F)C(=O)NC[C@@]3(C(=O)NC(=O)N3)C4CC4 IC50 = 50000 nM Poor binder T65019 Matrix metalloproteinase-14 D0N6ZA US9206139, 4 Patented 74221131 C20H24F3N3O3 411.4 CC(C)[C@H](CC1=CC=C(C=C1)C(F)(F)F)C(=O)NC[C@@]2(C(=O)NC(=O)N2)C3CC3 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B02AMR (5S)-5-Methyl-5-[[4-[5-[(3-methyl-1,2-oxazol-5-yl)methoxy]pyrimidin-2-yl]piperazin-1-yl]sulfonylmethyl]imidazolidine-2,4-dione Investigative 73352170 C18H23N7O6S 465.5 CC1=NOC(=C1)COC2=CN=C(N=C2)N3CCN(CC3)S(=O)(=O)C[C@@]4(C(=O)NC(=O)N4)C IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B0BMJ6 Benzyl N-[(4R)-4-[[4-(4-cyano-2-methylphenyl)piperazin-1-yl]sulfonylamino]-5-(hydroxyamino)-5-oxopentyl]carbamate Investigative 127026888 C25H32N6O6S 544.6 CC1=C(C=CC(=C1)C#N)N2CCN(CC2)S(=O)(=O)N[C@H](CCCNC(=O)OCC3=CC=CC=C3)C(=O)NO IC50 = 50000 nM Poor binder T65019 Matrix metalloproteinase-14 B0D5MH 3-[({2-[4-({[(4s)-4-Methyl-2,5-Dioxoimidazolidin-4-Yl]methyl}sulfonyl)piperazin-1-Yl]pyrimidin-5-Yl}oxy)methyl]benzonitrile Investigative 71815036 C21H23N7O5S 485.5 C[C@]1(C(=O)NC(=O)N1)CS(=O)(=O)N2CCN(CC2)C3=NC=C(C=N3)OCC4=CC(=CC=C4)C#N IC50 = 53584 nM Poor binder T65019 Matrix metalloproteinase-14 B0HJ9Y [Phosphono-[4-(trifluoromethyl)anilino]methyl]phosphonic acid Investigative 72204931 C8H10F3NO6P2 335.11 C1=CC(=CC=C1C(F)(F)F)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B0MUP5 2-(4-Chlorophenoxy)-N-{[(4r)-4-Methyl-2,5-Dioxoimidazolidin-4-Yl]methyl}acetamide Investigative 86287514 C13H14ClN3O4 311.72 C[C@]1(C(=O)NC(=O)N1)CNC(=O)COC2=CC=C(C=C2)Cl IC50 ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 B0U3TW N-Hydroxy-2-[4-(3,5-dibromobenzyloxy)phenylsulfonyl(methyl)amino]acetamide Investigative 72714083 C16H16Br2N2O5S 508.2 CN(CC(=O)NO)S(=O)(=O)C1=CC=C(C=C1)OCC2=CC(=CC(=C2)Br)Br IC50 = 123000 nM Poor binder T65019 Matrix metalloproteinase-14 B1DGY0 (R)-3-((S)-1-((S)-2-Methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-YL)hexanoic acid Investigative 9808181 C35H44N2O5 572.7 CC1=C(C=CC(=C1)CCC[C@H](CC(=O)O)C(=O)N[C@H](C(=O)N[C@H](COC)C2=CC=CC=C2)C(C)(C)C)C3=CC=CC=C3 IC50 = 66900 nM Poor binder T65019 Matrix metalloproteinase-14 B2GW6F (P-Tolylamino)methylenediphosphonic acid Investigative 13738810 C8H13NO6P2 281.14 CC1=CC=C(C=C1)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B2K1NI (3R)-6-Cyclohexyl-3-[3-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-1,2,4-oxadiazol-5-yl]-N-hydroxyhexanamide Investigative 135487604 C18H25N5O5 391.4 C1CCC(CC1)CCC[C@H](CC(=O)NO)C2=NC(=NO2)C3=CNC(=O)NC3=O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B2VC9Y 5-Chloro-N-{[(4s)-4-(1-Methyl-1h-Imidazol-2-Yl)-2,5-Dioxoimidazolidin-4-Yl]methyl}-1-Benzofuran-2-Carboxamide Investigative 86287516 C17H14ClN5O4 387.8 CN1C=CN=C1[C@]2(C(=O)NC(=O)N2)CNC(=O)C3=CC4=C(O3)C=CC(=C4)Cl IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B3EUN1 [(3-Fluoroanilino)-phosphonomethyl]phosphonic acid Investigative 72205111 C7H10FNO6P2 285.1 C1=CC(=CC(=C1)F)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B3TM2X [(2,4-Dichloroanilino)-phosphono-methyl]phosphonic acid Investigative 5276565 C7H9Cl2NO6P2 336 C1=CC(=C(C=C1Cl)Cl)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B3YB7F N-Hydroxy-2-[4-(8-quinolylmethoxy)phenylsulfonylamino]acetamide Investigative 72713868 C18H17N3O5S 387.4 C1=CC2=C(C(=C1)COC3=CC=C(C=C3)S(=O)(=O)NCC(=O)NO)N=CC=C2 IC50 = 120000 nM Poor binder T65019 Matrix metalloproteinase-14 B4NH7Q 4-(4-Methylphenoxy)-N-(4-pyridinylmethyl)benzenecarboxamide Investigative 4358655 C20H18N2O2 318.4 CC1=CC=C(C=C1)OC2=CC=C(C=C2)C(=O)NCC3=CC=NC=C3 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B52MUV (5S)-4-[2-(1-Adamantyl)ethyl]-5-butyl-1-[(2S)-1-(4-hydroxyphenyl)-3-[(2S)-2-[[(6R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl]methyl]pyrrolidin-1-yl]propan-2-yl]piperazine-2,3-dione Investigative 122181996 C49H63N5O5 802.1 CCCC[C@H]1CN(C(=O)C(=O)N1CCC23CC4CC(C2)CC(C4)C3)[C@@H](CC5=CC=C(C=C5)O)CN6CCC[C@H]6CN7[C@@H](CNC(=O)C7=O)CC8=CC9=CC=CC=C9C=C8 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B5K0FT 3-{1-[(Methoxy-phenyl-methyl)-carbamoyl]-2,2-dimethyl-propylcarbamoyl}-6-(2-methyl-biphenyl-4-yl)-hexanoic acid Investigative 44344631 C34H42N2O5 558.7 CC1=C(C=CC(=C1)CCC[C@H](CC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](C2=CC=CC=C2)OC)C(C)(C)C)C3=CC=CC=C3 IC50 = 66900 nM Poor binder T65019 Matrix metalloproteinase-14 B61DLV [(4-Cyanoanilino)-phosphonomethyl]phosphonic acid Investigative 72204932 C8H10N2O6P2 292.12 C1=CC(=CC=C1C#N)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B65WHM 4-[4-[2-[(3S)-3-Hydroxy-1-azabicyclo[2.2.2]octan-3-yl]ethynyl]phenoxy]-N-methylbenzamide Investigative 57392969 C23H24N2O3 376.4 CNC(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)C#C[C@@]3(CN4CCC3CC4)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B68HAL 2-(Benzyl-hydroxycarbamoylmethyl-amino)-N-[2-(4-sulfamoyl-phenyl)-ethyl]-acetamide Investigative 25178356 C19H24N4O5S 420.5 C1=CC=C(C=C1)CN(CC(=O)NCCC2=CC=C(C=C2)S(=O)(=O)N)CC(=O)NO IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B6HBX9 (3R)-6-Cyclohexyl-N-hydroxy-3-(3-{[(phenylsulfonyl)amino]carbonyl}-1,2,4-oxadiazol-5-yl)hexanamide Investigative 9890632 C21H28N4O6S 464.5 C1CCC(CC1)CCC[C@H](CC(=O)NO)C2=NC(=NO2)C(=O)NS(=O)(=O)C3=CC=CC=C3 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B6O4DQ (E)-N-Hydroxy-3-[4-(trifluoromethyl)phenyl]acrylamide Investigative 53374826 C10H8F3NO2 231.17 C1=CC(=CC=C1/C=C/C(=O)NO)C(F)(F)F IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B7AQZ3 9-(3,5-Difluorophenyl)-6-(ethylamino)-2-purinecarbonitrile Investigative 44143091 C14H10F2N6 300.27 CCNC1=C2C(=NC(=N1)C#N)N(C=N2)C3=CC(=CC(=C3)F)F IC50 = 134896.29 nM Poor binder T65019 Matrix metalloproteinase-14 B7L6VX Chembl4160618 Investigative 145956426 C11H13N3O7S 331.3 C1=CC(=CC=C1[N+](=O)[O-])S(=O)(=O)N[C@@H](CCC(=O)N)C(=O)O IC50 = 76300 nM Poor binder T65019 Matrix metalloproteinase-14 B7QJE6 Schembl21751149 Investigative 78426757 C48H59N5O5 786 C1C[C@H](N(C1)C[C@H](CC2=CC=CC=C2)N3C[C@@H](N(C(=O)C3=O)CCC45CC6CC(C4)CC(C6)C5)CC7=CC=C(C=C7)O)CN8[C@H](CNC(=O)C8=O)CC9=CC=CC=C9 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 B83XTH (2R)-N-Hydroxy-2-[4-(3,5-dibromobenzyloxy)phenylsulfonylamino]-4-(benzyloxycarbonylamino)butyramide Investigative 72714322 C25H25Br2N3O7S 671.4 C1=CC=C(C=C1)COC(=O)NCC[C@H](C(=O)NO)NS(=O)(=O)C2=CC=C(C=C2)OCC3=CC(=CC(=C3)Br)Br IC50 = 104000 nM Poor binder T65019 Matrix metalloproteinase-14 B87SHX N-[[(4S)-4-(1-Methylimidazol-2-yl)-2,5-dioxoimidazolidin-4-yl]methyl]-5-(trifluoromethyl)-1-benzofuran-2-carboxamide Investigative 101910871 C18H14F3N5O4 421.3 CN1C=CN=C1[C@]2(C(=O)NC(=O)N2)CNC(=O)C3=CC4=C(O3)C=CC(=C4)C(F)(F)F IC50 = 86000 nM Poor binder T65019 Matrix metalloproteinase-14 B8DY7G (R)-2-(4-Fluoro-3,5-dimethylphenylamino)-6-(4-fluorobenzylamino)-N-hydroxyhexanamide Investigative 24871537 C21H27F2N3O2 391.5 CC1=CC(=CC(=C1F)C)N[C@H](CCCCNCC2=CC=C(C=C2)F)C(=O)NO Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 B8JE1T 3-(4-(2-Oxo-2H-chromen-3-yl)-2-thioxo-2,3-dihydro-1H-imidazol-1-yl)benzoic acid Investigative 4085085 C19H12N2O4S 364.4 C1=CC=C2C(=C1)C=C(C(=O)O2)C3=CN(C(=S)N3)C4=CC=CC(=C4)C(=O)O IC50 = 51000 nM Poor binder T65019 Matrix metalloproteinase-14 B8KJ7I (S)-2-(4-Fluoro-3,5-dimethylbenzyl)-6-(4-fluorobenzylamino)-N-hydroxyhexanamide Investigative 24871655 C22H28F2N2O2 390.5 CC1=CC(=CC(=C1F)C)C[C@H](CCCCNCC2=CC=C(C=C2)F)C(=O)NO Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BA8T1M (2R)-2-(4-Fluoro-3,5-dimethylphenoxy)-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 70693710 C23H30F2N2O3 420.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@H](C(=O)NO)OC2=CC(=C(C(=C2)C)F)C Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BB5SG2 (5S)-4-[2-(1-Adamantyl)ethyl]-5-[(4-hydroxyphenyl)methyl]-1-[(2R)-1-[(2S)-2-[[(6R)-6-[(4-hydroxyphenyl)methyl]-2,3-dioxopiperazin-1-yl]methyl]pyrrolidin-1-yl]-3-naphthalen-2-ylpropan-2-yl]piperazine-2,3-dione Investigative 122181997 C52H61N5O6 852.1 C1C[C@H](N(C1)C[C@@H](CC2=CC3=CC=CC=C3C=C2)N4C[C@@H](N(C(=O)C4=O)CCC56CC7CC(C5)CC(C7)C6)CC8=CC=C(C=C8)O)CN9[C@@H](CNC(=O)C9=O)CC1=CC=C(C=C1)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BBM0L7 (3-Bromophenylamino)Methylenediphosphonic Acid Investigative 5277481 C7H10BrNO6P2 346.01 C1=CC(=CC(=C1)Br)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BC2DS7 (5S)-5-[[4-[5-[(3-Ethyl-1,2-oxazol-5-yl)methoxy]pyrimidin-2-yl]piperazin-1-yl]sulfonylmethyl]-5-methylimidazolidine-2,4-dione Investigative 73349097 C19H25N7O6S 479.5 CCC1=NOC(=C1)COC2=CN=C(N=C2)N3CCN(CC3)S(=O)(=O)C[C@@]4(C(=O)NC(=O)N4)C IC50 = 98907 nM Poor binder T65019 Matrix metalloproteinase-14 BC6DG0 (2S)-2-[(4-Fluoro-3,5-dimethylphenyl)methyl]-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 57345501 C24H32F2N2O2 418.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@@H](CC2=CC(=C(C(=C2)C)F)C)C(=O)NO Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BC6T0Q (5S)-5-Benzyl-1-[(2R)-1-[(2S)-2-[[(6R)-6-benzyl-2,3-dioxopiperazin-1-yl]methyl]pyrrolidin-1-yl]-3-cyclohexylpropan-2-yl]-4-(2-phenylethyl)piperazine-2,3-dione Investigative 122181999 C44H55N5O4 717.9 C1CCC(CC1)C[C@H](CN2CCC[C@H]2CN3[C@@H](CNC(=O)C3=O)CC4=CC=CC=C4)N5C[C@@H](N(C(=O)C5=O)CCC6=CC=CC=C6)CC7=CC=CC=C7 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BC74NY 2-[2-[(E)-(5-Oxo-2-sulfanylideneimidazolidin-4-ylidene)methyl]phenoxy]acetic acid Investigative 703233 C12H10N2O4S 278.29 C1=CC=C(C(=C1)/C=C/2\\C(=O)NC(=S)N2)OCC(=O)O IC50 = 55000 nM Poor binder T65019 Matrix metalloproteinase-14 BCE62Z (2Z,NE)-N-benzylidene-4-(3,4-dimethoxyphenyl)-2-(phenylimino)thiazol-3(2H)-amine Investigative 6882342 C24H21N3O2S 415.5 COC1=C(C=C(C=C1)C2=CSC(=NC3=CC=CC=C3)N2/N=C/C4=CC=CC=C4)OC IC50 = 150000 nM Poor binder T65019 Matrix metalloproteinase-14 BE9WV7 N-Hydroxy-2-[[4-[(4-phenylphenyl)methoxy]phenyl]sulfonylamino]acetamide Investigative 72713863 C21H20N2O5S 412.5 C1=CC=C(C=C1)C2=CC=C(C=C2)COC3=CC=C(C=C3)S(=O)(=O)NCC(=O)NO IC50 = 72000 nM Poor binder T65019 Matrix metalloproteinase-14 BF0D9I [Anilino(phosphono)methyl]phosphonic acid Investigative 450256 C7H11NO6P2 267.11 C1=CC=C(C=C1)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BF6ZI1 N-Hydroxy-2-[4-(4-methanesulfinyl-phenoxy)-benzenesulfonyl]-benzamide Investigative 44479458 C20H17NO6S2 431.5 CS(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)S(=O)(=O)C3=CC=CC=C3C(=O)NO IC50 = 120000 nM Poor binder T65019 Matrix metalloproteinase-14 BFB0L4 5-Pyridin-3-yl-1H-indole-2-carboxylic acid ethyl ester Investigative 56850271 C16H14N2O2 266.29 CCOC(=O)C1=CC2=C(N1)C=CC(=C2)C3=CN=CC=C3 IC50 = 51000 nM Poor binder T65019 Matrix metalloproteinase-14 BFJ52V (S)-2-{4'-[(5-Chloro-4-isopropoxy-3-methyl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-3-methyl-butyric acid Investigative 11330861 C30H31ClN2O7S 599.1 CC1=C(OC2=C1C(=C(C=C2)Cl)OC(C)C)C(=O)NC3=CC=C(C=C3)C4=CC=C(C=C4)S(=O)(=O)N[C@@H](C(C)C)C(=O)O IC50 = 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BGM15D (2R,3S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4-dihydroxy-5-methoxybenzoate Investigative 42623564 C23H20O10 456.4 COC1=CC(=CC(=C1O)O)C(=O)O[C@H]2CC3=C(C=C(C=C3O[C@@H]2C4=CC(=C(C=C4)O)O)O)O IC50 = 52000 nM Poor binder T65019 Matrix metalloproteinase-14 BGN3P0 2-(2-(4-Methoxyphenylsulfonyl)phenyl)acetic Acid Investigative 44479700 C15H14O5S 306.3 COC1=CC=C(C=C1)S(=O)(=O)C2=CC=CC=C2CC(=O)O IC50 = 77000 nM Poor binder T65019 Matrix metalloproteinase-14 BH0Q9X N-Hydroxy-2-[4-[3-bromo-5-(p-anisyl)benzyloxy]phenylsulfonylamino]acetamide Investigative 72714085 C22H21BrN2O6S 521.4 COC1=CC=C(C=C1)C2=CC(=CC(=C2)COC3=CC=C(C=C3)S(=O)(=O)NCC(=O)NO)Br IC50 = 170000 nM Poor binder T65019 Matrix metalloproteinase-14 BH5V7X [(4-Hydroxyanilino)-phosphonomethyl]phosphonic acid Investigative 72204933 C7H11NO7P2 283.11 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BHL76P (2R,3S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,5-dihydroxy-4-methoxybenzoate Investigative 42623563 C23H20O10 456.4 COC1=C(C=C(C=C1O)C(=O)O[C@H]2CC3=C(C=C(C=C3O[C@@H]2C4=CC(=C(C=C4)O)O)O)O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BIBX94 CID 78426619 Investigative 78426619 C44H55N5O5 733.9 C1CCC(CC1)C[C@H](CN2CCC[C@H]2CN3[C@H](CNC(=O)C3=O)CC4=CC=CC=C4)N5C[C@@H](N(C(=O)C5=O)CCC6=CC=CC=C6)CC7=CC=C(C=C7)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BIPC43 (2E)-3-(N-Hydroxycarbamoyl)-2-(3-phenylpropylidene)propionyl-L-tryptophan-N-methylamide Investigative 44434566 C25H28N4O4 448.5 CNC(=O)[C@H](CC1=CNC2=CC=CC=C21)NC(=O)/C(=C/CCC3=CC=CC=C3)/CC(=O)NO IC50 = 53100 nM Poor binder T65019 Matrix metalloproteinase-14 BJ1LV0 (5S)-5-Benzyl-1-[(2R)-1-cyclohexyl-3-[(2S)-2-[[(6S)-2,3-dioxo-6-propylpiperazin-1-yl]methyl]pyrrolidin-1-yl]propan-2-yl]-4-(2-phenylethyl)piperazine-2,3-dione Investigative 122181998 C40H55N5O4 669.9 CCC[C@H]1CNC(=O)C(=O)N1C[C@@H]2CCCN2C[C@@H](CC3CCCCC3)N4C[C@@H](N(C(=O)C4=O)CCC5=CC=CC=C5)CC6=CC=CC=C6 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BJ2YI8 Cruzain-IN-1 Investigative 44143088 C14H10F2N6 300.27 CCN1C=NC2=C(N=C(N=C21)C#N)NC3=CC(=CC(=C3)F)F IC50 = 72443.6 nM Poor binder T65019 Matrix metalloproteinase-14 BJW37Y N-Hydroxy-2-[4-(3,5-dibromobenzyloxy)phenylsulfonylamino]acetamide Investigative 72714082 C15H14Br2N2O5S 494.2 C1=CC(=CC=C1OCC2=CC(=CC(=C2)Br)Br)S(=O)(=O)NCC(=O)NO IC50 = 113000 nM Poor binder T65019 Matrix metalloproteinase-14 BJZL58 4-Chloroanilinomethylenebisphosphonic acid Investigative 15629940 C7H10ClNO6P2 301.56 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)Cl IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BK5X2A [(4-Fluoro-3-nitroanilino)-phosphonomethyl]phosphonic acid Investigative 72205112 C7H9FN2O8P2 330.1 C1=CC(=C(C=C1NC(P(=O)(O)O)P(=O)(O)O)[N+](=O)[O-])F IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BKPV14 N-Hydroxy-N-{1-(1-isobutyl-piperidin-4-ylidenemethyl)-2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-ethyl}-formamide Investigative 44330147 C30H37N3O5S 551.7 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(C=C4CCN(CC4)CC(C)C)N(C=O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BL1Z7E N-Hydroxy-N''-[(S)-1-((S)-1-phenyl-ethylcarbamoyl)-ethyl]-oxalamide Investigative 44384090 C13H17N3O4 279.29 C[C@@H](C1=CC=CC=C1)NC(=O)[C@H](C)NC(=O)C(=O)NO Ki = 180000 nM Poor binder T65019 Matrix metalloproteinase-14 BL58TM Chembl4162521 Investigative 145957734 C15H21N3O7S 387.4 CCCCNC(=O)CC[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)[N+](=O)[O-] IC50 = 111350 nM Poor binder T65019 Matrix metalloproteinase-14 BN83ED (5S)-5-[[4-[5-[(4-Fluorophenyl)methoxy]pyrimidin-2-yl]piperazin-1-yl]sulfonylmethyl]-5-methylimidazolidine-2,4-dione Investigative 73346037 C20H23FN6O5S 478.5 C[C@]1(C(=O)NC(=O)N1)CS(=O)(=O)N2CCN(CC2)C3=NC=C(C=N3)OCC4=CC=C(C=C4)F IC50 ~ 99999 nM Poor binder T65019 Matrix metalloproteinase-14 BO9WL8 (4s)-3-{[4-(4-Cyano-2-Methylphenyl)piperazin-1-Yl]sulfonyl}-N-Hydroxy-1,3-Thiazolidine-4-Carboxamide Investigative 117094707 C16H21N5O4S2 411.5 CC1=C(C=CC(=C1)C#N)N2CCN(CC2)S(=O)(=O)N3CSC[C@@H]3C(=O)NO IC50 = 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BOC1P3 [(3-Nitroanilino)-phosphono-methyl]phosphonic acid Investigative 5277490 C7H10N2O8P2 312.11 C1=CC(=CC(=C1)[N+](=O)[O-])NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BQ07HA (2s)-6-[(4-Fluorobenzyl)amino]-2-[(2r)-2-(4-Fluorophenyl)-2-Methoxyethyl]-N-Hydroxyhexanamide Investigative 54582019 C22H28F2N2O3 406.5 CO[C@H](C[C@H](CCCCNCC1=CC=C(C=C1)F)C(=O)NO)C2=CC=C(C=C2)F Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BR28PO Chembl4163839 Investigative 145959777 C18H19N3O7S 421.4 C1=CC=C(C=C1)CNC(=O)CC[C@@H](C(=O)O)NS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-] IC50 = 109000 nM Poor binder T65019 Matrix metalloproteinase-14 BR6BS8 N-[4-[[4-[2-(2,5-Dimethylpyridin-4-yl)ethyl]piperidin-1-yl]sulfonylmethyl]oxan-4-yl]-N-hydroxyformamide Investigative 54580051 C21H33N3O5S 439.6 CC1=CC(=C(C=N1)C)CCC2CCN(CC2)S(=O)(=O)CC3(CCOCC3)N(C=O)O IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BT16SP Benzyl 6-Benzyl-5,7-Dioxo-6,7-Dihydro-5h-[1,3]thiazolo[3,2-C]pyrimidine-2-Carboxylate Investigative 9896504 C21H16N2O4S 392.4 C1=CC=C(C=C1)CN2C(=O)C=C3N(C2=O)C=C(S3)C(=O)OCC4=CC=CC=C4 IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BTP5Y8 (2S)-2-[(2R)-2-(4-Fluorophenyl)-2-methoxyethyl]-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 57345502 C24H32F2N2O3 434.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@@H](C[C@H](C2=CC=C(C=C2)F)OC)C(=O)NO Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BTWA58 (1-Benzyloxycarbonylamino-2-phenyl-ethyl)-[2-[1-carbamoyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-3-(2-methoxy-phenylsulfanyl)-propyl]-phosphinic acid Investigative 10462640 C38H41N4O7PS 728.8 COC1=CC=CC=C1SCC(CP(=O)(C(CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3)O)C(=O)NC(CC4=CNC5=CC=CC=C54)C(=O)N Ki = 160000 nM Poor binder T65019 Matrix metalloproteinase-14 BU72GZ N-[(3S,4S)-1-(6-Aminohexanoyl)-4-hydroxypyrrolidin-3-yl]-4-phenoxybenzenesulfonamide;hydrochloride Investigative 71680867 C22H30ClN3O5S 484 C1[C@@H]([C@H](CN1C(=O)CCCCCN)O)NS(=O)(=O)C2=CC=C(C=C2)OC3=CC=CC=C3.Cl Ki = 85000 nM Poor binder T65019 Matrix metalloproteinase-14 BU86KW [[4-(4-Chlorophenoxy)anilino]-phosphonomethyl]phosphonic acid Investigative 72205114 C13H14ClNO7P2 393.65 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)OC2=CC=C(C=C2)Cl IC50 = 76000 nM Poor binder T65019 Matrix metalloproteinase-14 BUO20M [Phosphono-[3-(trifluoromethyl)anilino]methyl]phosphonic acid Investigative 72204934 C8H10F3NO6P2 335.11 C1=CC(=CC(=C1)NC(P(=O)(O)O)P(=O)(O)O)C(F)(F)F IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BW35RO (2R)-2-(4-Fluoro-3,5-dimethylanilino)-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 57345500 C23H31F2N3O2 419.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@H](C(=O)NO)NC2=CC(=C(C(=C2)C)F)C Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BX28NQ Chembl4164016 Investigative 145960035 C13H17N3O7S 359.36 CCNC(=O)CC[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)[N+](=O)[O-] IC50 = 87100 nM Poor binder T65019 Matrix metalloproteinase-14 BX78KQ (R)-2-(4-Fluoro-3,5-dimethylphenoxy)-6-(4-fluorobenzylamino)-N-hydroxyhexanamide Investigative 54580973 C21H26F2N2O3 392.4 CC1=CC(=CC(=C1F)C)O[C@H](CCCCNCC2=CC=C(C=C2)F)C(=O)NO Ki ~ 50000 nM Poor binder T65019 Matrix metalloproteinase-14 BXUI62 Benzyl N-[(4R)-4-[[4-[(3,5-dibromophenyl)methoxy]phenyl]sulfonylamino]-5-(hydroxyamino)-5-oxopentyl]carbamate Investigative 72714323 C26H27Br2N3O7S 685.4 C1=CC=C(C=C1)COC(=O)NCCC[C@H](C(=O)NO)NS(=O)(=O)C2=CC=C(C=C2)OCC3=CC(=CC(=C3)Br)Br IC50 = 68000 nM Poor binder T65019 Matrix metalloproteinase-14 BY0QU5 (3R)-6-Cyclohexyl-N-hydroxy-3-(3-{[(methylsulfonyl)amino]-methyl}-1,2,4-oxadiazol-5-yl)hexanamide Investigative 10271604 C16H28N4O5S 388.5 CS(=O)(=O)NCC1=NOC(=N1)[C@H](CCCC2CCCCC2)CC(=O)NO Ki ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BZP8X7 [(4-Fluoroanilino)-phosphonomethyl]phosphonic acid Investigative 72204928 C7H10FNO6P2 285.1 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)F IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 BZWU56 [(Naphthalen-1-ylamino)-phosphonomethyl]phosphonic acid Investigative 19382975 C11H13NO6P2 317.17 C1=CC=C2C(=C1)C=CC=C2NC(P(=O)(O)O)P(=O)(O)O IC50 = 69000 nM Poor binder T65019 Matrix metalloproteinase-14 D04GOO N1,N3-bis(3-methoxybenzyl)isophthalamide Investigative 10111838 C24H24N2O4 404.5 COC1=CC=CC(=C1)CNC(=O)C2=CC(=CC=C2)C(=O)NCC3=CC(=CC=C3)OC IC50 ~ 100000 nM Poor binder T65019 Matrix metalloproteinase-14 D04PAW Methotrexate gamma-L-phenylalaninehydroxamic acid Investigative 16216218 C29H32N10O6 616.6 CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NO)C(=O)O IC50 = 70000 nM Poor binder T65019 Matrix metalloproteinase-14 D06HSC Folate gamma-L-phenylalaninehydroxamic acid Investigative 136117931 C28H29N9O7 603.6 . IC50 = 80000 nM Poor binder