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 AP2 associated kinase 1,1921,Q2M2I8,Human,baricitinib,7792,,44205240,N#CCC1(CN(C1)S(=O)(=O)CC)n1ncc(c1)c1ncnc2c1cc[nH]2,"InChI=1S/C16H17N7O2S/c1-2-26(24,25)22-9-16(10-22,4-5-17)23-8-12(7-21-23)14-13-3-6-18-15(13)20-11-19-14/h3,6-8,11H,2,4,9-10H2,1H3,(H,18,19,20)",XUZMWHLSFXCVMG-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pKd,,7.77,,Kd,,17.0,,=,Binding affinity determined in a cell-free biochemical assay.,,,32113509, AP2 associated kinase 1,1921,Q2M2I8,Human,compound 21b [PMID: 31136173],10403,,138393295,COc1cc(ccc1OC)c1cnc2c(c1)c(C#Cc1cccnc1)c[nH]2,"InChI=1S/C22H17N3O2/c1-26-20-8-7-16(11-21(20)27-2)18-10-19-17(13-24-22(19)25-14-18)6-5-15-4-3-9-23-12-15/h3-4,7-14H,1-2H3,(H,24,25)",CJTVDIBZBUWIFC-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,8.4,,IC50,,4.0,,=,Inhibition of kinase activity in a LanthaScreen® assay.,,,31136173, AP2 associated kinase 1,1921,Q2M2I8,Human,BMS-911172,11688,,86582964,N[C@@H](C(=O)Nc1cc(c(cc1)c1cnco1)OC(F)F)CC(C)C,"InChI=1S/C16H19F2N3O3/c1-9(2)5-12(19)15(22)21-10-3-4-11(14-7-20-8-23-14)13(6-10)24-16(17)18/h3-4,6-9,12,16H,5,19H2,1-2H3,(H,21,22)/t12-/m1/s1",GCTFTMWXZFLTRR-GFCCVEGCSA-N,Inhibitor,Inhibition,,,,,pIC50,,7.92,,IC50,,12.0,,=,Inhibition of AAK1 in a biochemical enzyme assay.,,,34270254, AP2 associated kinase 1,1921,Q2M2I8,Human,compound 6 [PMID: 34333981],11893,,145900912,NS(=O)(=O)c1ccc(CNc2nc(Nc3cccc(CN4CCOCC4)c3)ncc2Br)cc1,"InChI=1S/C22H25BrN6O3S/c23-20-14-26-22(27-18-3-1-2-17(12-18)15-29-8-10-32-11-9-29)28-21(20)25-13-16-4-6-19(7-5-16)33(24,30)31/h1-7,12,14H,8-11,13,15H2,(H2,24,30,31)(H2,25,26,27,28)",RDROKTFULACVDQ-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,7.1,,IC50,,80.0,,=,,,,34333981, AP2 associated kinase 1,1921,Q2M2I8,Human,compound 13 [PMID: 34333981],11895,,145900913,NS(=O)(=O)c1ccc(CNc2nc(Nc3cccc(NC(=O)N4CCCC4)c3)ncc2Br)cc1,"InChI=1S/C22H24BrN7O3S/c23-19-14-26-21(29-20(19)25-13-15-6-8-18(9-7-15)34(24,32)33)27-16-4-3-5-17(12-16)28-22(31)30-10-1-2-11-30/h3-9,12,14H,1-2,10-11,13H2,(H,28,31)(H2,24,32,33)(H2,25,26,27,29)",OEZHSZIDGUKBRK-UHFFFAOYSA-N,Inhibitor,Inhibition,,,,,pIC50,,7.13,,IC50,,74.0,,=,,,,34333981, AP2 associated kinase 1,1921,Q2M2I8,Human,pilavapadin,11957,,118419773,CC(C)C[C@](C)(N)COc1c(nc(cc1)c1ccnc(c1)C(F)F)C(F)F,"InChI=1S/C19H23F4N3O/c1-11(2)9-19(3,24)10-27-15-5-4-13(26-16(15)18(22)23)12-6-7-25-14(8-12)17(20)21/h4-8,11,17-18H,9-10,24H2,1-3H3/t19-/m0/s1",RKAHOQATMSONTM-IBGZPJMESA-N,Inhibitor,Inhibition,,,,,pIC50,,8.7,,IC50,,2.0,,=,,,,35261239,