TTD_Target_ID Target_Name TTD_Drug_ID Drug_Name Drug_Highest_Status Drug_PubchemID Molecular_Formula Molecular_Weight Canonical_SMILES Activity Binder_Type T32880 HIF-prolyl hydroxylase 2 D06VNK Succinic acid Approved 1110 C4H6O4 118.09 C(CC(=O)O)C(=O)O IC50 = 85300 nM Poor binder T32880 HIF-prolyl hydroxylase 2 D09NCT PMID25468267-Compound-46 Patented 53392492 C27H29N3O6 491.5 C1=CC=C2C(=C1)C=CC=C2NC(=O)OCC3=CC=C(C=C3)CNCCCCN(C(=O)/C=C/C(=O)O)O IC50 = 83000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B0G2IW 3-[(7-Benzyl-4-hydroxy-8-oxo-1-pyridin-3-yl-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-propionic acid Investigative 60152379 C24H20N4O5 444.4 C1=CC=C(C=C1)CN2C=CC3=C(C2=O)C(=NC(=C3O)C(=O)NCCC(=O)O)C4=CN=CC=C4 IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B0HFM5 1-[[(1-Cyano-7-cyclohexylsulfonyl-4-hydroxyisoquinoline-3-carbonyl)amino]methyl]cyclobutane-1-carboxylic acid Investigative 71736596 C23H25N3O6S 471.5 C1CCC(CC1)S(=O)(=O)C2=CC3=C(C=C2)C(=C(N=C3C#N)C(=O)NCC4(CCC4)C(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B0ZX5V N-[(1-Chloro-4-hydroxyisoquinolin-3-YL)carbonyl]glycine Investigative 6914666 C12H9ClN2O4 280.66 C1=CC=C2C(=C1)C(=C(N=C2Cl)C(=O)NCC(=O)O)O EC50 = 79000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B17HYF 5-[(4-Hydroxy-7-phenylsulfanylisoquinoline-3-carbonyl)amino]pentanoic acid Investigative 71736103 C21H20N2O4S 396.5 C1=CC=C(C=C1)SC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCCC(=O)O IC50 = 86620 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B19ICF 7-Benzyl-1-cyano-4-hydroxy-8-oxo-N-(pyridazin-4-ylmethyl)-2,7-naphthyridine-3-carboxamide Investigative 60150992 C22H16N6O3 412.4 C1=CC=C(C=C1)CN2C=CC3=C(C2=O)C(=NC(=C3O)C(=O)NCC4=CN=NC=C4)C#N IC50 = 177000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1HXM0 1'-(Pyrimidin-2-ylmethyl)-1-quinolin-3-ylspiro[indole-3,4'-piperidine]-2-one Investigative 57385738 C26H23N5O 421.5 C1CN(CCC12C3=CC=CC=C3N(C2=O)C4=CC5=CC=CC=C5N=C4)CC6=NC=CC=N6 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1JQ8X 2-[(6-Fluoro-1H-benzimidazole-2-carbonyl)amino]acetic acid Investigative 53319897 C10H8FN3O3 237.19 C1=CC2=C(C=C1F)NC(=N2)C(=O)NCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1KL3U (2S)-2-Hydroxy-3-[[4-hydroxy-7-(phenylcarbamoylamino)isoquinoline-3-carbonyl]amino]propanoic acid Investigative 71736258 C20H18N4O6 410.4 C1=CC=C(C=C1)NC(=O)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NC[C@@H](C(=O)O)O IC50 = 51440 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1O4LV 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-pyrazin-2-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 135981244 C29H23N5O5 521.5 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=NC=CN=C5)C(=O)NCCC(=O)O)O IC50 = 92600 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1XOP0 4-[8-(Dimethylamino)octyl-hydroxyamino]-4-oxobutanoic acid;hydrochloride Investigative 46899762 C14H29ClN2O4 324.84 CN(C)CCCCCCCCN(C(=O)CCC(=O)O)O.Cl IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1YKW9 2-(2-Ethoxy-2-oxoacetamido)acetic acid Investigative 45482712 C6H9NO5 175.14 CCOC(=O)C(=O)NCC(=O)O IC50 = 78000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B1ZP3W 2-[1-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]cyclohexyl]acetic acid Investigative 89813070 C25H23N3O5 445.5 C1CCC(CC1)(CC(=O)O)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 56310 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B23LOJ trans-4-[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-cyclohexanecarboxylic acid Investigative 117844068 C24H21N3O5 431.4 C1CC(CCC1C(=O)O)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 93290 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B23NIM 3-{[1-Benzyl-5-(5-fluoro-pyridin-3-yl)-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carbonyl]-amino}-propionic acid Investigative 68297562 C24H19FN4O5 462.4 C1=CC=C(C=C1)CN2C(=O)C=CC3=C2C(=C(N=C3C4=CC(=CN=C4)F)C(=O)NCCC(=O)O)O IC50 = 51000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B23NMP 3-[(1-Benzyl-8-cyano-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-2,2-dimethyl-propionic acid Investigative 60152634 C28H24N4O5 496.5 CC(C)(CNC(=O)C1=C(C2=C(C(=N1)C#N)N(C(=O)C(=C2)C3=CC=CC=C3)CC4=CC=CC=C4)O)C(=O)O IC50 = 149000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B2D8ZH 5-[[4-Hydroxy-7-[(4-methoxyphenyl)methylamino]isoquinoline-3-carbonyl]amino]pentanoic acid Investigative 89812999 C23H25N3O5 423.5 COC1=CC=C(C=C1)CNC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCCC(=O)O IC50 = 158180 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B2HG1B 3-{[1-Benzyl-5-hydroxy-8-(6-methoxy-pyridin-3-yl)-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl]-amino}-propionic acid Investigative 68297432 C31H26N4O6 550.6 COC1=NC=C(C=C1)C2=NC(=C(C3=C2N(C(=O)C(=C3)C4=CC=CC=C4)CC5=CC=CC=C5)O)C(=O)NCCC(=O)O IC50 = 57000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B2KJ4H (R)-2-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-3-phenyl-propionic acid Investigative 68297757 C31H25N3O5 519.5 C1=CC=C(C=C1)C[C@H](C(=O)O)NC(=O)C2=NC=C3C(=C2O)C=C(C(=O)N3CC4=CC=CC=C4)C5=CC=CC=C5 IC50 = 102700 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B2NUQ4 3-[(1-Cyclohexylmethyl-5-hydroxy-2-oxo-3-phenyl-8-pyridin-4-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 135981265 C30H30N4O5 526.6 C1CCC(CC1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CC=NC=C5)C(=O)NCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B2RG4B 3-[(4-Hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-3-methylbutanoic acid Investigative 89812858 C21H20N2O5 380.4 CC(C)(CC(=O)O)NC(=O)C1=NC=C2C=C(C=CC2=C1O)OC3=CC=CC=C3 IC50 = 191920 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B30YDV 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-2,2-dimethyl-propionic acid Investigative 68297186 C27H25N3O5 471.5 CC(C)(CNC(=O)C1=NC=C2C(=C1O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4)C(=O)O IC50 = 91000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B35QRL 4-Thioxo-L-proline Investigative 18632368 C5H7NO2S 145.18 C1[C@H](NCC1=S)C(=O)O IC50 = 69700 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B3KGX2 (2S)-2-Amino-3-[(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]propanoic acid Investigative 71737071 C20H16N4O5 392.4 C1=CC=C(C=C1)OC2=CC3=C(C=C2)C(=C(N=C3C#N)C(=O)NC[C@@H](C(=O)O)N)O IC50 = 51920 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B41EXU 3-[(4-Hydroxy-7-phenylisoquinoline-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 71736746 C21H20N2O4 364.4 CC(C)(CNC(=O)C1=NC=C2C=C(C=CC2=C1O)C3=CC=CC=C3)C(=O)O IC50 = 179680 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B47XBP 1-Benzyl-5-hydroxy-N-[2-[methyl(methylsulfonyl)amino]ethyl]-2-oxo-3-phenyl-1,7-naphthyridine-6-carboxamide Investigative 60151402 C26H26N4O5S 506.6 CN(CCNC(=O)C1=NC=C2C(=C1O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4)S(=O)(=O)C IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B4DUX9 3-[(4-Hydroxy-1-methyl-7-phenoxyisoquinoline-3-carbonyl)amino]propanoic acid Investigative 89812855 C20H18N2O5 366.4 CC1=C2C=C(C=CC2=C(C(=N1)C(=O)NCCC(=O)O)O)OC3=CC=CC=C3 IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B4XSL8 2-[[5-(3-Chlorophenyl)pyridine-2-carbonyl]amino]acetic acid Investigative 44419132 C14H11ClN2O3 290.7 C1=CC(=CC(=C1)Cl)C2=CN=C(C=C2)C(=O)NCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B5VFX9 3-[(1-Benzyl-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carbonyl)-amino]-propionic acid Investigative 60151129 C19H17N3O5 367.4 C1=CC=C(C=C1)CN2C(=O)C=CC3=CN=C(C(=C32)O)C(=O)NCCC(=O)O IC50 = 167000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B62GNT 4-(Hydroxyamino)-4-oxobutanoic acid Investigative 252439 C4H7NO4 133.1 C(CC(=O)O)C(=O)NO IC50 = 94000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B63IHS (3R)-3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-3-phenylpropanoic acid Investigative 71737525 C26H19N3O5 453.4 C1=CC=C(C=C1)[C@@H](CC(=O)O)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 50150 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B69BDC 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-pyridazin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 135981268 C29H23N5O5 521.5 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=NN=CC=C5)C(=O)NCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B6ELI0 5-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-pyridin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-pentanoic acid Investigative 68297545 C32H28N4O5 548.6 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CN=CC=C5)C(=O)NCCCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B6K8NX 1'-(1,2,4-Oxadiazol-3-ylmethyl)-1-quinolin-3-ylspiro[indole-3,4'-piperidine]-2-one Investigative 57385737 C24H21N5O2 411.5 C1CN(CCC12C3=CC=CC=C3N(C2=O)C4=CC5=CC=CC=C5N=C4)CC6=NOC=N6 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B6MT2O 3-[9-(Dimethylamino)nonanoyl-hydroxyamino]propanoic acid Investigative 46899607 C14H28N2O4 288.38 CN(C)CCCCCCCCC(=O)N(CCC(=O)O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B6S7GU 1-Benzyl-5-hydroxy-8-methyl-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carboxylic acid [2-(methanesulfonyl-methyl-amino)-ethyl]-amide Investigative 86714135 C27H28N4O5S 520.6 CC1=C2C(=C(C(=N1)C(=O)NCCN(C)S(=O)(=O)C)O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4 IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B72GPH 5-[[1-Cyano-6-(2,6-dimethylphenoxy)-4-hydroxyisoquinoline-3-carbonyl]amino]pentanoic acid Investigative 71736594 C24H23N3O5 433.5 CC1=C(C(=CC=C1)C)OC2=CC3=C(C=C2)C(=NC(=C3O)C(=O)NCCCCC(=O)O)C#N IC50 = 111990 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B76MYT 5-[[1-(5-Fluoropyridin-3-yl)-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl]amino]pentanoic acid Investigative 89813079 C26H22FN3O5 475.5 C1=CC=C(C=C1)OC2=CC3=C(C=C2)C(=C(N=C3C4=CC(=CN=C4)F)C(=O)NCCCCC(=O)O)O IC50 = 76960 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B79HTC 3-[[1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-[6-(trifluoromethyl)pyridin-3-yl]-1,7-naphthyridine-6-carbonyl]amino]propanoic acid Investigative 68297465 C31H23F3N4O5 588.5 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CN=C(C=C5)C(F)(F)F)C(=O)NCCC(=O)O)O IC50 = 106600 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B7ISC2 4-[(4-Hydroxy-6-phenoxyisoquinoline-3-carbonyl)amino]butanoic acid Investigative 89812909 C20H18N2O5 366.4 C1=CC=C(C=C1)OC2=CC3=C(C(=NC=C3C=C2)C(=O)NCCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B7PO5F 2-(3-Hydroxy-2-pyridinyl)-4-thiazoleacetic Acid Investigative 135737442 C10H8N2O3S 236.25 C1=CC(=C(N=C1)C2=NC(=CS2)CC(=O)O)O IC50 = 195000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B7YU9G Glycine, N-(2-methoxy-2-oxoacetyl)- Investigative 14991438 C5H7NO5 161.11 COC(=O)C(=O)NCC(=O)O IC50 = 95000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B8AEK7 1'-(1-Methylimidazole-2-carbonyl)-1-quinolin-3-ylspiro[indole-3,4'-piperidine]-2-one Investigative 57386010 C26H23N5O2 437.5 CN1C=CN=C1C(=O)N2CCC3(CC2)C4=CC=CC=C4N(C3=O)C5=CC6=CC=CC=C6N=C5 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B8CVR3 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-thiazol-4-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 60152377 C28H22N4O5S 526.6 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CSC=N5)C(=O)NCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B8SH4W 1-Benzyl-5-hydroxy-N-[2-(methanesulfonamido)ethyl]-2-oxo-3-phenyl-1,7-naphthyridine-6-carboxamide Investigative 86714133 C25H24N4O5S 492.5 CS(=O)(=O)NCCNC(=O)C1=NC=C2C(=C1O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4 IC50 = 64800 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B92ONL 2-Cyclopropyl-3-[(4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]propanoic acid Investigative 71736741 C22H20N2O5 392.4 C1CC1C(CNC(=O)C2=NC=C3C=C(C=CC3=C2O)OC4=CC=CC=C4)C(=O)O IC50 = 99980 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B95CZK 3-[(5-Hydroxy-1-methyl-2-oxo-3-phenyl-8-pyridin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 60151963 C24H20N4O5 444.4 CN1C2=C(C=C(C1=O)C3=CC=CC=C3)C(=C(N=C2C4=CN=CC=C4)C(=O)NCCC(=O)O)O IC50 = 69800 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B96KDG 3-({9-[Butyl(Methyl)]Amino}Nonanoyl(Hydroxy)Amino)Propanoicacid HCl Investigative 46899764 C17H35ClN2O4 366.9 CCCCN(C)CCCCCCCCC(=O)N(CCC(=O)O)O.Cl IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9AEH2 1-Benzyl-5-hydroxy-N-[2-[methyl(methylsulfonyl)amino]ethyl]-2-oxo-3,8-diphenyl-1,7-naphthyridine-6-carboxamide Investigative 60151681 C32H30N4O5S 582.7 CN(CCNC(=O)C1=C(C2=C(C(=N1)C3=CC=CC=C3)N(C(=O)C(=C2)C4=CC=CC=C4)CC5=CC=CC=C5)O)S(=O)(=O)C IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9DLP3 Cn1nc(cc1-c1nc(C(=O)NCC(C)(C)C(O)=O)c(O)c2ccc(Oc3ccccc3)cc12)C(F)(F)F Investigative 136218056 C26H23F3N4O5 528.5 CC(C)(CNC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C4=CC(=NN4C)C(F)(F)F)O)C(=O)O IC50 = 111450 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9O7LG 1'-(1-Pyridin-2-ylethyl)-1-quinolin-3-ylspiro[indole-3,4'-piperidine]-2-one Investigative 57386263 C28H26N4O 434.5 CC(C1=CC=CC=N1)N2CCC3(CC2)C4=CC=CC=C4N(C3=O)C5=CC6=CC=CC=C6N=C5 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9PNO0 4-(Isopropylamino)-4-oxobutanoic acid Investigative 245007 C7H13NO3 159.18 CC(C)NC(=O)CCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9QNC7 (2S)-2-[[4,6-Bis(trifluoromethyl)-1H-benzimidazole-2-carbonyl]amino]propanoic acid Investigative 53318573 C13H9F6N3O3 369.22 C[C@@H](C(=O)O)NC(=O)C1=NC2=C(C=C(C=C2N1)C(F)(F)F)C(F)(F)F IC50 = 50118.72 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9RP2G 2-[[3-Hydroxy-5-(4-isocyanophenyl)pyridine-2-carbonyl]amino]acetic acid Investigative 59513097 C15H11N3O4 297.26 [C-]#[N+]C1=CC=C(C=C1)C2=CC(=C(N=C2)C(=O)NCC(=O)O)O IC50 = 99000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9RVX4 (2S)-2-Hydroxy-4-[(4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]butanoic acid Investigative 89813101 C20H18N2O6 382.4 C1=CC=C(C=C1)OC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCC[C@@H](C(=O)O)O IC50 = 52740 nM Poor binder T32880 HIF-prolyl hydroxylase 2 B9VDM3 2-[[6-(3-Methylphenyl)imidazo[1,2-a]pyridine-2-carbonyl]amino]acetic acid Investigative 44419346 C17H15N3O3 309.32 CC1=CC(=CC=C1)C2=CN3C=C(N=C3C=C2)C(=O)NCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BA8E7O 4-[[(4-Hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]methyl]oxane-4-carboxylic acid Investigative 89812867 C23H22N2O6 422.4 C1COCCC1(CNC(=O)C2=NC=C3C=C(C=CC3=C2O)OC4=CC=CC=C4)C(=O)O IC50 = 51520 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BB3DR2 3-[(4-Hydroxy-6-phenoxyisoquinoline-3-carbonyl)amino]propanoic acid Investigative 71736438 C19H16N2O5 352.3 C1=CC=C(C=C1)OC2=CC3=C(C(=NC=C3C=C2)C(=O)NCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BB3XA1 5-Chloro-7-[benzoylamino(3-methyl-2-thienyl)methyl]-8-quinolinol Investigative 122383780 C22H17ClN2O2S 408.9 CC1=C(SC=C1)C(C2=CC(=C3C=CC=NC3=C2O)Cl)NC(=O)C4=CC=CC=C4 IC50 = 96000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BB4IP1 5-[(7-Anilino-4-hydroxyisoquinoline-3-carbonyl)amino]pentanoic acid Investigative 71736102 C21H21N3O4 379.4 C1=CC=C(C=C1)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCCC(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BBG21Z 3-[[7-(4-Fluorophenyl)-4-hydroxyisoquinoline-3-carbonyl]amino]-2,2-dimethylpropanoic acid Investigative 89812861 C21H19FN2O4 382.4 CC(C)(CNC(=O)C1=NC=C2C=C(C=CC2=C1O)C3=CC=C(C=C3)F)C(=O)O IC50 = 113830 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BBXS17 3-[(7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-propionic acid Investigative 60152770 C20H16N4O5 392.4 C1=CC=C(C=C1)CN2C=CC3=C(C2=O)C(=NC(=C3O)C(=O)NCCC(=O)O)C#N IC50 = 95000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BC25AJ 5-[(4-Hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]pentanoic acid Investigative 71735138 C21H20N2O5 380.4 C1=CC=C(C=C1)OC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCCC(=O)O IC50 = 61690 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BC3IK2 (1R)-2-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]cyclopentane-1-carboxylic acid Investigative 117850100 C23H19N3O5 417.4 C1C[C@H](C(C1)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O)C(=O)O IC50 = 94810 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BC41LM (2R,3R)-3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-2-methylbutanoic acid Investigative 71737229 C22H19N3O5 405.4 C[C@H]([C@@H](C)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O)C(=O)O IC50 = 64080 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BCB9R2 3-{[1-Benzyl-5-hydroxy-8-(6-methyl-pyridin-3-yl)-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl]amino}-propionic acid Investigative 68297511 C31H26N4O5 534.6 CC1=NC=C(C=C1)C2=NC(=C(C3=C2N(C(=O)C(=C3)C4=CC=CC=C4)CC5=CC=CC=C5)O)C(=O)NCCC(=O)O IC50 = 176500 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BCJ4O5 4,6-Dioxoheptanoic acid Investigative 5312 C7H10O4 158.15 CC(=O)CC(=O)CCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BEB9R8 3-[(5-Hydroxy-2-oxo-1,3-diphenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 68297509 C24H19N3O5 429.4 C1=CC=C(C=C1)C2=CC3=C(C(=NC=C3N(C2=O)C4=CC=CC=C4)C(=O)NCCC(=O)O)O IC50 = 56100 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BEOV90 (2R)-2-[[4,6-Bis(trifluoromethyl)-1H-benzimidazole-2-carbonyl]amino]propanoic acid Investigative 53319898 C13H9F6N3O3 369.22 C[C@H](C(=O)O)NC(=O)C1=NC2=C(C=C(C=C2N1)C(F)(F)F)C(F)(F)F IC50 = 79432.82 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BFG9L3 1-Phenyl-1'-pyridin-2-ylsulfonylspiro[indole-3,4'-piperidine]-2-one Investigative 57386011 C23H21N3O3S 419.5 C1CN(CCC12C3=CC=CC=C3N(C2=O)C4=CC=CC=C4)S(=O)(=O)C5=CC=CC=N5 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BFK6T3 1-Benzyl-8-hydroxy-2-oxo-N-(2H-tetrazol-5-ylmethyl)-1,6-naphthyridine-7-carboxamide Investigative 60151131 C18H15N7O3 377.4 C1=CC=C(C=C1)CN2C(=O)C=CC3=CN=C(C(=C32)O)C(=O)NCC4=NNN=N4 IC50 = 138000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BFL6X7 (3S)-3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]butanoic acid Investigative 71736905 C21H17N3O5 391.4 C[C@@H](CC(=O)O)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O IC50 = 96750 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BGA0Y8 4-[[4-Hydroxy-7-(phenylcarbamoylamino)isoquinoline-3-carbonyl]amino]butanoic acid Investigative 89813172 C21H20N4O5 408.4 C1=CC=C(C=C1)NC(=O)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCC(=O)O IC50 = 72270 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BGE1F9 3-[(4-Hydroxy-7-phenoxy-1-phenylisoquinoline-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 71735621 C27H24N2O5 456.5 CC(C)(CNC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C4=CC=CC=C4)O)C(=O)O IC50 = 88420 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BGW10K 3-[(1-Cyano-4-hydroxy-2-oxido-7-phenoxyisoquinolin-2-ium-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 89812974 C22H19N3O6 421.4 CC(C)(CNC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=[N+]1[O-])C#N)O)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BH49YI (2S,3S)-3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-2-methylbutanoic acid Investigative 71737227 C22H19N3O5 405.4 C[C@@H]([C@H](C)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O)C(=O)O IC50 = 107220 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BH5X9W 3-[(1-Benzyl-5-cyano-8-hydroxy-2-oxo-1,2-dihydro-[1,6]naphthyridine-7-carbonyl)-amino]-propionic acid Investigative 68297411 C20H16N4O5 392.4 C1=CC=C(C=C1)CN2C(=O)C=CC3=C(N=C(C(=C32)O)C(=O)NCCC(=O)O)C#N IC50 = 65000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BH7X3C 4-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-1-oxo-hexahydro-1lambda4-thiopyran-4-carboxylic acid Investigative 117843708 C24H21N3O6S 479.5 C1CS(=O)CCC1(CNC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BHL3Z8 (R)-3-{[5-Hydroxy-2-oxo-3-phenyl-1-(1-phenyl-ethyl)-8-pyridin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl]-amino}-propionic acid Investigative 60151967 C31H26N4O5 534.6 C[C@H](C1=CC=CC=C1)N2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CN=CC=C5)C(=O)NCCC(=O)O)O IC50 = 195500 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BHOC29 (1R)-2-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]cyclohexane-1-carboxylic acid Investigative 117850101 C24H21N3O5 431.4 C1CCC([C@@H](C1)C(=O)O)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 181550 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BHS25Q 3-[9-(Dimethylamino)nonanoyl-hydroxyamino]propanoic acid;hydrochloride Investigative 46899606 C14H29ClN2O4 324.84 CN(C)CCCCCCCCC(=O)N(CCC(=O)O)O.Cl IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BI70TM 1-{[(7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-methyl}-cyclobutanecarboxylic acid Investigative 68297473 C23H20N4O5 432.4 C1CC(C1)(CNC(=O)C2=C(C3=C(C(=N2)C#N)C(=O)N(C=C3)CC4=CC=CC=C4)O)C(=O)O IC50 = 182000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BIC69Y 3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-5-methylhexanoic acid Investigative 89812933 C24H23N3O5 433.5 CC(C)CC(CC(=O)O)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O IC50 = 53520 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BIPC85 (R)-2-[(7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-propionic acid Investigative 68297662 C20H16N4O5 392.4 C[C@H](C(=O)O)NC(=O)C1=C(C2=C(C(=N1)C#N)C(=O)N(C=C2)CC3=CC=CC=C3)O IC50 = 153000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BIW0L2 3-[(1-Benzyl-5-hydroxy-8-methyl-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 68297205 C26H23N3O5 457.5 CC1=C2C(=C(C(=N1)C(=O)NCCC(=O)O)O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4 IC50 = 88000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BIXF84 (3-Carboxypropanoylamino)-trimethylazanium Investigative 71453382 C7H15N2O3+ 175.21 C[N+](C)(C)NC(=O)CCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BJ7UT9 7-Benzyl-1-cyano-4-hydroxy-8-oxo-N-(pyridin-4-ylmethyl)-2,7-naphthyridine-3-carboxamide Investigative 60150852 C23H17N5O3 411.4 C1=CC=C(C=C1)CN2C=CC3=C(C2=O)C(=NC(=C3O)C(=O)NCC4=CC=NC=C4)C#N IC50 = 195000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BJ8C4R 2-(1H-Benzimidazole-2-carbonylamino)acetic acid Investigative 44469096 C10H9N3O3 219.2 C1=CC=C2C(=C1)NC(=N2)C(=O)NCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BJN4C7 2-[1-[[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]methyl]cyclohexyl]acetic acid Investigative 71737521 C26H25N3O5 459.5 C1CCC(CC1)(CC(=O)O)CNC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 56550 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BK5L2P 3-{[1-Benzyl-5-hydroxy-8-(2-methyl-pyridin-3-yl)-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl]-amino}-propionic acid Investigative 68297705 C31H26N4O5 534.6 CC1=C(C=CC=N1)C2=NC(=C(C3=C2N(C(=O)C(=C3)C4=CC=CC=C4)CC5=CC=CC=C5)O)C(=O)NCCC(=O)O IC50 = 198900 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BK5VT4 2-[1-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]cyclobutyl]acetic acid Investigative 89813162 C23H19N3O5 417.4 C1CC(C1)(CC(=O)O)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 74450 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BL3UT2 3-[(4-Hydroxy-7-phenylsulfanylisoquinoline-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 89814593 C21H20N2O4S 396.5 CC(C)(CNC(=O)C1=NC=C2C=C(C=CC2=C1O)SC3=CC=CC=C3)C(=O)O IC50 = 63120 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BLF75M 3-[(4-Hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-2-phenylpropanoic acid Investigative 71735461 C25H20N2O5 428.4 C1=CC=C(C=C1)C(CNC(=O)C2=NC=C3C=C(C=CC3=C2O)OC4=CC=CC=C4)C(=O)O IC50 = 152700 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BLU46Z 3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]butanoic acid Investigative 78164572 C21H17N3O5 391.4 CC(CC(=O)O)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O IC50 = 56640 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BMIO06 3-[[1-Benzyl-5-hydroxy-8-(2-methylsulfanylpyrimidin-5-yl)-2-oxo-3-phenyl-1,7-naphthyridine-6-carbonyl]amino]propanoic acid Investigative 68297200 C30H25N5O5S 567.6 CSC1=NC=C(C=N1)C2=NC(=C(C3=C2N(C(=O)C(=C3)C4=CC=CC=C4)CC5=CC=CC=C5)O)C(=O)NCCC(=O)O IC50 = 54000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BMS01Y 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-1,2,3,4-tetrahydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 60151539 C25H23N3O5 445.5 C1C(C(=O)N(C2=CN=C(C(=C21)O)C(=O)NCCC(=O)O)CC3=CC=CC=C3)C4=CC=CC=C4 IC50 = 132000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BMSE15 3-[[7-[(4-Fluorobenzoyl)amino]-4-hydroxyisoquinoline-3-carbonyl]amino]propanoic acid Investigative 71735944 C20H16FN3O5 397.4 C1=CC(=CC=C1C(=O)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCC(=O)O)F IC50 = 112940 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BN0Z2M (S)-2-[(1-Benzyl-8-cyano-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-3-phenyl-propionic acid Investigative 60150849 C32H24N4O5 544.6 C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)C2=C(C3=C(C(=N2)C#N)N(C(=O)C(=C3)C4=CC=CC=C4)CC5=CC=CC=C5)O IC50 = 144000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BN0ZA8 1'-[(4-Methyl-1,2,4-triazol-3-yl)methyl]-1-quinolin-3-ylspiro[indole-3,4'-piperidine]-2-one Investigative 57385736 C25H24N6O 424.5 CN1C=NN=C1CN2CCC3(CC2)C4=CC=CC=C4N(C3=O)C5=CC6=CC=CC=C6N=C5 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BN86AV N'1,N'1,N'4,N'4-Tetramethylsuccinohydrazide Investigative 2238068 C8H18N4O2 202.25 CN(C)NC(=O)CCC(=O)NN(C)C IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BNA94M 3-[10-(Dimethylamino)decanoyl-hydroxyamino]propanoic acid;hydrochloride Investigative 46899608 C15H31ClN2O4 338.87 CN(C)CCCCCCCCCC(=O)N(CCC(=O)O)O.Cl IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BO1JC5 Picolinoylglycine Investigative 11788622 C8H8N2O3 180.16 C1=CC=NC(=C1)C(=O)NCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BO5GT3 (2S,3R)-3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-2-methylbutanoic acid Investigative 71737231 C22H19N3O5 405.4 C[C@@H]([C@@H](C)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O)C(=O)O IC50 = 65810 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BO84YU 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-pyridin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-2,2-dimethyl-propionic acid Investigative 68297531 C32H28N4O5 548.6 CC(C)(CNC(=O)C1=C(C2=C(C(=N1)C3=CN=CC=C3)N(C(=O)C(=C2)C4=CC=CC=C4)CC5=CC=CC=C5)O)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BO98ZH 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-pyridin-2-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 135981263 C30H24N4O5 520.5 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CC=CC=N5)C(=O)NCCC(=O)O)O IC50 = 163800 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BON9Q2 3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-thiazol-2-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 136377250 C28H22N4O5S 526.6 C1=CC=C(C=C1)CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=NC=CS5)C(=O)NCCC(=O)O)O IC50 = 137500 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BOTR41 3-[(7-Benzyl-4-hydroxyisoquinoline-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 71736593 C22H22N2O4 378.4 CC(C)(CNC(=O)C1=NC=C2C=C(C=CC2=C1O)CC3=CC=CC=C3)C(=O)O IC50 = 180770 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BP9OA4 1-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-cyclopropanecarboxylic acid Investigative 68297228 C26H21N3O5 455.5 C1CC1(C(=O)O)NC(=O)C2=NC=C3C(=C2O)C=C(C(=O)N3CC4=CC=CC=C4)C5=CC=CC=C5 IC50 = 51800 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BP9YQ6 4-Hydrazinyl-4-oxobutanoic acid Investigative 222878 C4H8N2O3 132.12 C(CC(=O)O)C(=O)NN IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BPAG79 5-[(1-Cyano-4-hydroxy-6-phenoxyisoquinoline-3-carbonyl)amino]pentanoic acid Investigative 89812924 C22H19N3O5 405.4 C1=CC=C(C=C1)OC2=CC3=C(C=C2)C(=NC(=C3O)C(=O)NCCCCC(=O)O)C#N IC50 = 65150 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BPI60N 8-Hydroxyquinoline-7-carboxylic acid Investigative 231363 C10H7NO3 189.17 C1=CC2=C(C(=C(C=C2)C(=O)O)O)N=C1 IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BQ3R4I 5-[[7-(4-Fluorophenyl)-4-hydroxyisoquinoline-3-carbonyl]amino]pentanoic acid Investigative 71736592 C21H19FN2O4 382.4 C1=CC(=CC=C1C2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCCC(=O)O)F IC50 = 86950 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BQBO01 3-[8-(Dimethylamino)octanoyl-hydroxyamino]propanoic acid;hydrochloride Investigative 46899604 C13H27ClN2O4 310.82 CN(C)CCCCCCCC(=O)N(CCC(=O)O)O.Cl IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BQC4F5 4-[(4-Hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-2,2-dimethylbutanoic acid Investigative 89812979 C22H22N2O5 394.4 CC(C)(CCNC(=O)C1=NC=C2C=C(C=CC2=C1O)OC3=CC=CC=C3)C(=O)O IC50 = 118550 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BQXN30 1-Benzyl-8-cyano-5-hydroxy-N-[2-[methyl(methylsulfonyl)amino]ethyl]-2-oxo-3-phenyl-1,7-naphthyridine-6-carboxamide Investigative 86714134 C27H25N5O5S 531.6 CN(CCNC(=O)C1=C(C2=C(C(=N1)C#N)N(C(=O)C(=C2)C3=CC=CC=C3)CC4=CC=CC=C4)O)S(=O)(=O)C IC50 = 86900 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BR65JP 3-[[4-Hydroxy-7-[(4-methoxyphenyl)methylamino]isoquinoline-3-carbonyl]amino]-2,2-dimethylpropanoic acid Investigative 89812929 C23H25N3O5 423.5 CC(C)(CNC(=O)C1=NC=C2C=C(C=CC2=C1O)NCC3=CC=C(C=C3)OC)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BR8HJ6 3-[[1-Cyano-7-[(4-fluorobenzoyl)amino]-4-hydroxyisoquinoline-3-carbonyl]amino]-2,2-dimethylpropanoic acid Investigative 89812827 C23H19FN4O5 450.4 CC(C)(CNC(=O)C1=C(C2=C(C=C(C=C2)NC(=O)C3=CC=C(C=C3)F)C(=N1)C#N)O)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BRL17K 2-[[4-(4-Chlorophenyl)pyridine-2-carbonyl]amino]acetic acid Investigative 24891150 C14H11ClN2O3 290.7 C1=CC(=CC=C1C2=CC(=NC=C2)C(=O)NCC(=O)O)Cl IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BRWX50 3-[Acetyl(hydroxy)amino]propanoic acid Investigative 22959876 C5H9NO4 147.13 CC(=O)N(CCC(=O)O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BSY2I9 3-[(6-Benzyl-4-hydroxy-5-oxo-5,6-dihydro-[2,6]naphthyridine-3-carbonyl)-amino]-propionic acid Investigative 68297589 C19H17N3O5 367.4 C1=CC=C(C=C1)CN2C=CC3=CN=C(C(=C3C2=O)O)C(=O)NCCC(=O)O IC50 = 181000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BT3CM7 (2R,3S)-3-[(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carbonyl)amino]-2-methylbutanoic acid Investigative 71737230 C22H19N3O5 405.4 C[C@H]([C@H](C)NC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BT9X0L 1-Benzyl-5-hydroxy-N-[2-[methyl(methylsulfonyl)amino]ethyl]-2-oxo-3-phenyl-8-pyridin-3-yl-1,7-naphthyridine-6-carboxamide Investigative 60151682 C31H29N5O5S 583.7 CN(CCNC(=O)C1=C(C2=C(C(=N1)C3=CN=CC=C3)N(C(=O)C(=C2)C4=CC=CC=C4)CC5=CC=CC=C5)O)S(=O)(=O)C IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BTV25W 3-[(1-Cyano-7-cyclohexylsulfonyl-4-hydroxyisoquinoline-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 71736260 C22H25N3O6S 459.5 CC(C)(CNC(=O)C1=C(C2=C(C=C(C=C2)S(=O)(=O)C3CCCCC3)C(=N1)C#N)O)C(=O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BU6A5D 3-[(1-Cyano-4-hydroxy-7-phenylmethoxyisoquinoline-3-carbonyl)amino]-3-methylbutanoic acid Investigative 71736591 C23H21N3O5 419.4 CC(C)(CC(=O)O)NC(=O)C1=C(C2=C(C=C(C=C2)OCC3=CC=CC=C3)C(=N1)C#N)O IC50 = 55050 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BUAD62 1-Benzyl-N-[2-(ethylcarbamoylamino)ethyl]-5-hydroxy-2-oxo-3-phenyl-1,7-naphthyridine-6-carboxamide Investigative 86714128 C27H27N5O4 485.5 CCNC(=O)NCCNC(=O)C1=NC=C2C(=C1O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4 IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BUF35E 4-[[7-[(4-Fluorophenyl)carbamoylamino]-4-hydroxyisoquinoline-3-carbonyl]amino]butanoic acid Investigative 71735143 C21H19FN4O5 426.4 C1=CC(=CC=C1NC(=O)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCC(=O)O)F IC50 = 56350 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BV5W4Z 2-(S)-Tert-Butoxycarbonylamino-3-[(1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-propionic acid Investigative 71737070 C25H24N4O7 492.5 CC(C)(C)OC(=O)N[C@@H](CNC(=O)C1=C(C2=C(C=C(C=C2)OC3=CC=CC=C3)C(=N1)C#N)O)C(=O)O IC50 = 112250 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BV6ZS4 (R)-3-(1-Cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)-4-hydroxybutanoic acid Investigative 71737526 C21H17N3O6 407.4 C1=CC=C(C=C1)OC2=CC3=C(C=C2)C(=C(N=C3C#N)C(=O)N[C@H](CC(=O)O)CO)O IC50 = 158640 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BVE23M 4-[Dimethylamino(methyl)amino]-4-oxobutanoic acid Investigative 71451542 C7H14N2O3 174.2 CN(C)N(C)C(=O)CCC(=O)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BVE38W 3-[(1-Benzyl-5-hydroxy-2-oxo-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 60151540 C19H17N3O5 367.4 C1=CC=C(C=C1)CN2C(=O)C=CC3=C(C(=NC=C32)C(=O)NCCC(=O)O)O IC50 = 75000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BVPH69 5-Quinolinecarboxylic acid, 8-hydroxy-, octyl ester Investigative 125377518 C18H23NO3 301.4 CCCCCCCCOC(=O)C1=C2C=CC=NC2=C(C=C1)O IC50 ~ 100000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BVWN90 4-Carboxymethyl-4-[(1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester Investigative 71735144 C29H30N4O7 546.6 CC(C)(C)OC(=O)N1CCC(CC1)(CC(=O)O)NC(=O)C2=C(C3=C(C=C(C=C3)OC4=CC=CC=C4)C(=N2)C#N)O IC50 = 157720 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BW3U8R 3-[(5-Hydroxy-2-oxo-1,3-diphenyl-8-pyridin-4-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-propionic acid Investigative 135981267 C29H22N4O5 506.5 C1=CC=C(C=C1)C2=CC3=C(C(=NC(=C3O)C(=O)NCCC(=O)O)C4=CC=NC=C4)N(C2=O)C5=CC=CC=C5 IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BW61IC 4-[[7-[(4-Fluorobenzoyl)amino]-4-hydroxyisoquinoline-3-carbonyl]amino]butanoic acid Investigative 89813144 C21H18FN3O5 411.4 C1=CC(=CC=C1C(=O)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCC(=O)O)F IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BW92TB 1-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-8-pyridin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-cyclopropanecarboxylic acid Investigative 68297657 C31H24N4O5 532.5 C1CC1(C(=O)O)NC(=O)C2=C(C3=C(C(=N2)C4=CN=CC=C4)N(C(=O)C(=C3)C5=CC=CC=C5)CC6=CC=CC=C6)O IC50 = 55200 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BWO64I 3-[[5-Hydroxy-1-(oxan-4-ylmethyl)-2-oxo-3-phenyl-8-pyridin-3-yl-1,7-naphthyridine-6-carbonyl]amino]propanoic acid Investigative 60152113 C29H28N4O6 528.6 C1COCCC1CN2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CN=CC=C5)C(=O)NCCC(=O)O)O IC50 = 65300 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BWOZ57 N-(2-Acetamidoethyl)-1-benzyl-8-hydroxy-2-oxo-1,6-naphthyridine-7-carboxamide Investigative 86714123 C20H20N4O4 380.4 CC(=O)NCCNC(=O)C1=NC=C2C=CC(=O)N(C2=C1O)CC3=CC=CC=C3 IC50 = 137000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BWXP54 Oc1cccnc1-c1nc(CC(=O)NCc2ccccc2)cs1 Investigative 135871167 C17H15N3O2S 325.4 C1=CC=C(C=C1)CNC(=O)CC2=CSC(=N2)C3=C(C=CC=N3)O IC50 = 81000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BX2KL8 1'-(Pyrazin-2-ylmethyl)-1-quinolin-3-ylspiro[indole-3,4'-piperidine]-2-one Investigative 57386006 C26H23N5O 421.5 C1CN(CCC12C3=CC=CC=C3N(C2=O)C4=CC5=CC=CC=C5N=C4)CC6=NC=CN=C6 IC50 ~ 50000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BX3S7Q 3-[(1-Cyano-4-hydroxy-6-phenoxyisoquinoline-3-carbonyl)amino]-2,2-dimethylpropanoic acid Investigative 71736100 C22H19N3O5 405.4 CC(C)(CNC(=O)C1=C(C2=C(C=CC(=C2)OC3=CC=CC=C3)C(=N1)C#N)O)C(=O)O IC50 = 183240 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BX5D6S (R)-2-[(1-Benzyl-8-cyano-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-3-phenyl-propionic acid Investigative 86714112 C32H24N4O5 544.6 C1=CC=C(C=C1)C[C@H](C(=O)O)NC(=O)C2=C(C3=C(C(=N2)C#N)N(C(=O)C(=C3)C4=CC=CC=C4)CC5=CC=CC=C5)O IC50 = 129000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BX8MB3 5-[[7-(2,6-Difluorophenoxy)-4-hydroxyisoquinoline-3-carbonyl]amino]pentanoic acid Investigative 89813022 C21H18F2N2O5 416.4 C1=CC(=C(C(=C1)F)OC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCCC(=O)O)F IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BXQ3L1 N-(2-Acetamidoethyl)-1-benzyl-5-cyano-8-hydroxy-2-oxo-1,6-naphthyridine-7-carboxamide Investigative 86714122 C21H19N5O4 405.4 CC(=O)NCCNC(=O)C1=NC(=C2C=CC(=O)N(C2=C1O)CC3=CC=CC=C3)C#N IC50 = 134000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BXU5C1 (S)-3-{[5-Hydroxy-2-oxo-3-phenyl-1-(1-phenyl-ethyl)-8-pyridin-3-yl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl]amino}-propionic acid Investigative 68297489 C31H26N4O5 534.6 C[C@@H](C1=CC=CC=C1)N2C3=C(C=C(C2=O)C4=CC=CC=C4)C(=C(N=C3C5=CN=CC=C5)C(=O)NCCC(=O)O)O IC50 = 200000 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BY2PV4 (R)-3-[(1-Benzyl-5-hydroxy-2-oxo-3-phenyl-1,2-dihydro-[1,7]naphthyridine-6-carbonyl)-amino]-butyric acid Investigative 68297478 C26H23N3O5 457.5 C[C@H](CC(=O)O)NC(=O)C1=NC=C2C(=C1O)C=C(C(=O)N2CC3=CC=CC=C3)C4=CC=CC=C4 IC50 = 87900 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BYZJ90 3-[[4-Hydroxy-7-phenoxy-1-(trifluoromethyl)isoquinoline-3-carbonyl]amino]propanoic acid Investigative 71736436 C20H15F3N2O5 420.3 C1=CC=C(C=C1)OC2=CC3=C(C=C2)C(=C(N=C3C(F)(F)F)C(=O)NCCC(=O)O)O IC50 = 101240 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BZI04L 4-[[7-(Cyclohexylcarbamoylamino)-4-hydroxyisoquinoline-3-carbonyl]amino]butanoic acid Investigative 89813114 C21H26N4O5 414.5 C1CCC(CC1)NC(=O)NC2=CC3=CN=C(C(=C3C=C2)O)C(=O)NCCCC(=O)O IC50 = 77600 nM Poor binder T32880 HIF-prolyl hydroxylase 2 BZT74G 2-[(6-Methoxy-1H-benzimidazole-2-carbonyl)amino]acetic acid Investigative 44469229 C11H11N3O4 249.22 COC1=CC2=C(C=C1)N=C(N2)C(=O)NCC(=O)O IC50 = 50118.72 nM Poor binder T32880 HIF-prolyl hydroxylase 2 D0B2WZ daminozide Investigative 15331 C6H12N2O3 160.17 CN(C)NC(=O)CCC(=O)O IC50 ~ 100000 nM Poor binder