target,target_id,target_uniprot,target_species,ligand,ligand_id,ligand_species,ligand_pubchem_cid,smiles,inchi,inchikey,type,action,action_comment,endogenous,primary_target,concentration_range,affinity_parameter,affinity_high,affinity_median,affinity_low,original_affinity_units,original_affinity_low_nm,original_affinity_median_nm,original_affinity_high_nm,original_affinity_relation,assay_description,receptor_site,ligand_context,pubmed_id egl-9 family hypoxia inducible factor 1,2833,Q9GZT9,Human,IOX2,8229,,54685215,OC(=O)CNC(=O)c1c(O)c2ccccc2n(c1=O)Cc1ccccc1,"InChI=1S/C19H16N2O5/c22-15(23)10-20-18(25)16-17(24)13-8-4-5-9-14(13)21(19(16)26)11-12-6-2-1-3-7-12/h1-9,24H,10-11H2,(H,20,25)(H,22,23)",CAOSCCRYLYQBES-UHFFFAOYSA-N,Inhibitor,Inhibition,,,yes,,pIC50,,7.66,,IC50,,22.0,,=,,,,23683440, egl-9 family hypoxia inducible factor 1,2833,Q9GZT9,Human,IOX1,8230,,459617,OC(=O)c1ccc(c2c1cccn2)O,"InChI=1S/C10H7NO3/c12-8-4-3-7(10(13)14)6-2-1-5-11-9(6)8/h1-5,12H,(H,13,14)",JGRPKOGHYBAVMW-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,4.48,,IC50,,33000.0,,=,,,,24504543, egl-9 family hypoxia inducible factor 1,2833,Q9GZT9,Human,compound 6ee [PMID: 22364528],8796,,136205832,O=c1nc[nH]c(c1)N1C(=O)N(C(=O)C21CCN(CC2)Cc1ncccc1C)c1ccc(cc1)c1ccc(cc1)c1[nH]ncc1,"InChI=1S/C33H30N8O3/c1-22-3-2-15-34-28(22)20-39-17-13-33(14-18-39)31(43)40(32(44)41(33)29-19-30(42)36-21-35-29)26-10-8-24(9-11-26)23-4-6-25(7-5-23)27-12-16-37-38-27/h2-12,15-16,19,21H,13-14,17-18,20H2,1H3,(H,37,38)(H,35,36,42)",COBUMZLYZWRZDS-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,9.7,,IC50,,0.2,,=,,,,22364528, egl-9 family hypoxia inducible factor 1,2833,Q9GZT9,Human,enarodustat,11828,,50899324,c1ccc(cc1)CCc1cc(=O)c(c2n1[nH]cn2)C(=O)NCC(=O)O,"InChI=1S/C17H16N4O4/c22-13-8-12(7-6-11-4-2-1-3-5-11)21-16(19-10-20-21)15(13)17(25)18-9-14(23)24/h1-5,8,10H,6-7,9H2,(H,18,25)(H,19,20)(H,23,24)",FJYRBJKWDXVHHO-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,6.66,,IC50,,220.0,,=,Inhibition of PHD2 enzyme activity in a biochemical assay,,,29259755, egl-9 family hypoxia inducible factor 1,2833,Q9GZT9,Human,vadadustat,11831,,23634441,c1cc(cc(c1)Cl)c1cc(c(nc1)C(=O)NCC(=O)O)O,"InChI=1S/C14H11ClN2O4/c15-10-3-1-2-8(4-10)9-5-11(18)13(16-6-9)14(21)17-7-12(19)20/h1-6,18H,7H2,(H,17,21)(H,19,20)",JGRXMPYUTJLTKT-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,7.54,,IC50,,29.0,,=,,,,29435217|30737136, egl-9 family hypoxia inducible factor 1,2833,Q9GZT9,Human,DDO-3055,12785,,129027150,OC1=CC(C#CCOC2=CC=C(Cl)C=C2)=CN=C1C(NCC(O)=O)=O,"InChI=1S/C17H13ClN2O5/c18-12-3-5-13(6-4-12)25-7-1-2-11-8-14(21)16(19-9-11)17(24)20-10-15(22)23/h3-6,8-9,21H,7,10H2,(H,20,24)(H,22,23)",AIKDJELJHUPYNG-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,7.19,,IC50,,64.2,,=,,,,32787144,