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 kelch like ECH-associated protein 1,2757,Q14145,Human,bardoxolone,2717,,400010,N#CC1=C[C@@]2(C)[C@H](C(C1=O)(C)C)CC[C@@]1(C2=CC(=O)[C@H]2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C,"InChI=1S/C31H41NO4/c1-26(2)10-12-31(25(35)36)13-11-30(7)23(19(31)16-26)20(33)14-22-28(5)15-18(17-32)24(34)27(3,4)21(28)8-9-29(22,30)6/h14-15,19,21,23H,8-13,16H2,1-7H3,(H,35,36)/t19-,21-,23-,28-,29+,30+,31-/m0/s1",TXGZJQLMVSIZEI-UQMAOPSPSA-N,None,Binding,,,,,pIC50,,7.0,,IC50,,100.0,,<,Measuring inhibition of KEAP1 binding to Cul3 using an AlphaScreen bead-based proximity assay.,,,24896564, kelch like ECH-associated protein 1,2757,Q14145,Human,Nrf2 peptide [PMID: 23647822],8772,,73355065,CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C)N)[C@@H](C)O)C(=O)O,"InChI=1S/C86H124N18O28/c1-43(2)35-57(98-76(121)53(25-30-64(88)106)93-73(118)47(8)91-79(124)59(38-49-19-13-10-14-20-49)101-82(127)60(97-72(117)46(7)87)39-50-21-15-11-16-22-50)80(125)95-54(26-31-65(89)107)77(122)99-58(36-44(3)4)81(126)102-62(41-70(115)116)84(129)96-55(28-33-68(111)112)75(120)94-56(29-34-69(113)114)78(123)104-71(48(9)105)85(130)90-42-66(108)92-52(27-32-67(109)110)74(119)100-61(40-51-23-17-12-18-24-51)83(128)103-63(86(131)132)37-45(5)6/h10-24,43-48,52-63,71,105H,25-42,87H2,1-9H3,(H2,88,106)(H2,89,107)(H,90,130)(H,91,124)(H,92,108)(H,93,118)(H,94,120)(H,95,125)(H,96,129)(H,97,117)(H,98,121)(H,99,122)(H,100,119)(H,101,127)(H,102,126)(H,103,128)(H,104,123)(H,109,110)(H,111,112)(H,113,114)(H,115,116)(H,131,132)/t46-,47-,48+,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,71-/m0/s1",LUWNQRCIIOOCLS-ITDBXDHNSA-N,Inhibitor,Binding,,,yes,,pIC50,,7.48,,IC50,,33.0,,=,,,,23647822, kelch like ECH-associated protein 1,2757,Q14145,Human,CPUY192018,9710,,73330369,COc1ccc(cc1)S(=O)(=O)N(c1ccc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O,"InChI=1S/C28H26N2O10S2/c1-39-19-7-11-21(12-8-19)41(35,36)29(17-27(31)32)25-15-16-26(24-6-4-3-5-23(24)25)30(18-28(33)34)42(37,38)22-13-9-20(40-2)10-14-22/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)",KWSIQJUNYMMCTB-UHFFFAOYSA-N,None,Binding,,,,,pEC50,,7.54,,EC50,,28.6,,=,Value determined using a fluorescence polarization competition assay.,,,24512214, kelch like ECH-associated protein 1,2757,Q14145,Human,CPUY192018,9710,,73330369,COc1ccc(cc1)S(=O)(=O)N(c1ccc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O,"InChI=1S/C28H26N2O10S2/c1-39-19-7-11-21(12-8-19)41(35,36)29(17-27(31)32)25-15-16-26(24-6-4-3-5-23(24)25)30(18-28(33)34)42(37,38)22-13-9-20(40-2)10-14-22/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)",KWSIQJUNYMMCTB-UHFFFAOYSA-N,None,Binding,,,,,pIC50,,7.84,,IC50,,14.4,,=,Measured using a fluorescence polarisation assay.,,,26258437, kelch like ECH-associated protein 1,2757,Q14145,Human,CPUY192018,9710,,73330369,COc1ccc(cc1)S(=O)(=O)N(c1ccc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O,"InChI=1S/C28H26N2O10S2/c1-39-19-7-11-21(12-8-19)41(35,36)29(17-27(31)32)25-15-16-26(24-6-4-3-5-23(24)25)30(18-28(33)34)42(37,38)22-13-9-20(40-2)10-14-22/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)",KWSIQJUNYMMCTB-UHFFFAOYSA-N,None,Binding,,,,,pKd,,8.44,,Kd,,3.59,,=,Binding to hKEAP1 in a biolayer interferometry assay.,,,24512214, kelch like ECH-associated protein 1,2757,Q14145,Human,CPUY192018,9710,,73330369,COc1ccc(cc1)S(=O)(=O)N(c1ccc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O,"InChI=1S/C28H26N2O10S2/c1-39-19-7-11-21(12-8-19)41(35,36)29(17-27(31)32)25-15-16-26(24-6-4-3-5-23(24)25)30(18-28(33)34)42(37,38)22-13-9-20(40-2)10-14-22/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)",KWSIQJUNYMMCTB-UHFFFAOYSA-N,None,Binding,,,,,pKd,,7.4,,Kd,,39.8,,=,Measuerd using a isothermal titration calorimetry (ITC) assay.,,,27215610, kelch like ECH-associated protein 1,2757,Q14145,Human,isoquinoline 17 [PMID: 30122040],10071,,134813907,COc1ccc(cc1)S(=O)(=O)N(c1ncc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O,"InChI=1S/C27H25N3O10S2/c1-39-18-7-11-20(12-8-18)41(35,36)29(16-25(31)32)24-15-28-27(23-6-4-3-5-22(23)24)30(17-26(33)34)42(37,38)21-13-9-19(40-2)10-14-21/h3-15H,16-17H2,1-2H3,(H,31,32)(H,33,34)",SDNGUWKKARNBMG-UHFFFAOYSA-N,None,Binding,,,,,pIC50,,7.22,,IC50,,60.0,,=,Measured by fluorescence anisotropy.,,,30122040, kelch like ECH-associated protein 1,2757,Q14145,Human,isoquinoline 17 [PMID: 30122040],10071,,134813907,COc1ccc(cc1)S(=O)(=O)N(c1ncc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O,"InChI=1S/C27H25N3O10S2/c1-39-18-7-11-20(12-8-18)41(35,36)29(16-25(31)32)24-15-28-27(23-6-4-3-5-22(23)24)30(17-26(33)34)42(37,38)21-13-9-19(40-2)10-14-21/h3-15H,16-17H2,1-2H3,(H,31,32)(H,33,34)",SDNGUWKKARNBMG-UHFFFAOYSA-N,None,Binding,,,,,pKd,,6.99,,Kd,,102.0,,=,Binding to hKEAP1 by SPR.,,,30122040, kelch like ECH-associated protein 1,2757,Q14145,Human,RA839,10487,,91971266,OC(=O)[C@H]1CCN(C1)c1ccc(c2c1cccc2)NS(=O)(=O)c1c(C)c(C)cc(c1C)C,"InChI=1S/C25H28N2O4S/c1-15-13-16(2)18(4)24(17(15)3)32(30,31)26-22-9-10-23(21-8-6-5-7-20(21)22)27-12-11-19(14-27)25(28)29/h5-10,13,19,26H,11-12,14H2,1-4H3,(H,28,29)/t19-/m0/s1",BVYWIQHJXAEJOD-IBGZPJMESA-N,None,Binding,,,,,pIC50,,6.85,,IC50,,140.0,,~,Inhibition constant determined using fluorescence polarization to monitor the interaction of human KEAP1 kelch domain (amino acids Ala321–Thr609) to a fluorescently labeled human Nrf2 peptide (Alexa633-AFFAQLQLDEETGEFL).,,,26459563, kelch like ECH-associated protein 1,2757,Q14145,Human,RA839,10487,,91971266,OC(=O)[C@H]1CCN(C1)c1ccc(c2c1cccc2)NS(=O)(=O)c1c(C)c(C)cc(c1C)C,"InChI=1S/C25H28N2O4S/c1-15-13-16(2)18(4)24(17(15)3)32(30,31)26-22-9-10-23(21-8-6-5-7-20(21)22)27-12-11-19(14-27)25(28)29/h5-10,13,19,26H,11-12,14H2,1-4H3,(H,28,29)/t19-/m0/s1",BVYWIQHJXAEJOD-IBGZPJMESA-N,None,Binding,,,,,pKd,,5.22,,Kd,,6000.0,,=,"Binding affinity determined by ITC, between KEAP1 kelch domain and RA839.",,,26459563, kelch like ECH-associated protein 1,2757,Q14145,Human,compound 10 [PMID: 31411465],10488,,139030534,CCCCC1CCCN1C(=O)[C@@H]1CCC[C@@H](C1)c1cccc(c1)n1ncc(c1C1CC1)C(=O)O,"InChI=1S/C28H37N3O3/c1-2-3-10-23-12-6-15-30(23)27(32)22-9-4-7-20(16-22)21-8-5-11-24(17-21)31-26(19-13-14-19)25(18-29-31)28(33)34/h5,8,11,17-20,22-23H,2-4,6-7,9-10,12-16H2,1H3,(H,33,34)/t20-,22+,23?/m0/s1",UHBPMQISVQNVGD-PDOMDSBESA-N,None,Binding,,,,,pKd,,7.72,,Kd,,19.0,,=,Binding affinity determined by surface plasmon resonance.,,,31411465, kelch like ECH-associated protein 1,2757,Q14145,Human,biKEAP1,13066,,,COC1=CC=C(C=C1)S(=O)(=O)N(CC(O)=O)C2=CC=C(NS(=O)(=O)C3=CC=C(NC(=O)CCC(=O)NCCCNC(=O)CCC(=O)NC4=CC=C(C=C4)S(=O)(=O)NC5=C6C=CC=CC6=C(C=C5)N(CC(O)=O)S(=O)(=O)C7=CC=C(OC)C=C7)C=C3)C8=C2C=CC=C8,"InChI=1S/C61H60N8O18S4/c1-86-42-16-24-46(25-17-42)90(82,83)68(38-60(74)75)54-30-28-52(48-8-3-5-10-50(48)54)66-88(78,79)44-20-12-40(13-21-44)64-58(72)34-32-56(70)62-36-7-37-63-57(71)33-35-59(73)65-41-14-22-45(23-15-41)89(80,81)67-53-29-31-55(51-11-6-4-9-49(51)53)69(39-61(76)77)91(84,85)47-26-18-43(87-2)19-27-47/h3-6,8-31,66-67H,7,32-39H2,1-2H3,(H,62,70)(H,63,71)(H,64,72)(H,65,73)(H,74,75)(H,76,77)",FDJKCJCMGLIPES-UHFFFAOYSA-N,Inhibitor,Binding,,,,,pIC50,,8.07,,IC50,,8.49,,=,"Determined in a fluorescence polarization (FP) assay, measuring displacement of a NRF2 ETGE motif derived peptide from KEAP1 Kelch domain",,,38157852,