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 Catechol-O-methyltransferase,2472,P21964,Human,tolcapone,6646,,4659569,Cc1ccc(cc1)C(=O)c1cc(O)c(c(c1)[N+](=O)[O-])O,"InChI=1S/C14H11NO5/c1-8-2-4-9(5-3-8)13(17)10-6-11(15(19)20)14(18)12(16)7-10/h2-7,16,18H,1H3",MIQPIUSUKVNLNT-UHFFFAOYSA-N,Inhibitor,Inhibition,soluble enzyme,,yes,,pKi,,9.57,,Ki,,0.27,,=,soluble enzyme,,,7703232, Catechol-O-methyltransferase,2472,P21964,Human,tolcapone,6646,,4659569,Cc1ccc(cc1)C(=O)c1cc(O)c(c(c1)[N+](=O)[O-])O,"InChI=1S/C14H11NO5/c1-8-2-4-9(5-3-8)13(17)10-6-11(15(19)20)14(18)12(16)7-10/h2-7,16,18H,1H3",MIQPIUSUKVNLNT-UHFFFAOYSA-N,Inhibitor,Inhibition,membrane-bound enzyme,,yes,,pKi,,9.54,,Ki,,0.29,,=,membrane-bound enzyme,,,7703232, Catechol-O-methyltransferase,2472,P21964,Human,entacapone,6647,,5281081,CCN(C(=O)/C(=C/c1cc(O)c(c(c1)[N+](=O)[O-])O)/C#N)CC,"InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+",JRURYQJSLYLRLN-BJMVGYQFSA-N,Inhibitor,Inhibition,soluble enzyme,,yes,,pKi,,9.52,,Ki,,0.3,,=,soluble enzyme,,,7703232, Catechol-O-methyltransferase,2472,P21964,Human,entacapone,6647,,5281081,CCN(C(=O)/C(=C/c1cc(O)c(c(c1)[N+](=O)[O-])O)/C#N)CC,"InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+",JRURYQJSLYLRLN-BJMVGYQFSA-N,Inhibitor,Inhibition,membrane-bound enzyme,,yes,,pKi,,8.7,,Ki,,2.0,,=,membrane-bound enzyme,,,7703232, Catechol-O-methyltransferase,2472,P21964,Human,opicapone,8988,,135565903,OC1=C/C(=c/2\o[nH]c(n2)c2c(C)c(Cl)c([n+](c2Cl)[O-])C)/C=C(C1=O)[N+](=O)[O-],"InChI=1S/C15H10Cl2N4O6/c1-5-10(13(17)20(24)6(2)11(5)16)14-18-15(27-19-14)7-3-8(21(25)26)12(23)9(22)4-7/h3-4,22H,1-2H3,(H,18,19)/b15-7-",HVGGGVAREUUJQV-CHHVJCJISA-N,Inhibitor,Inhibition,,,yes,,pKi,,9.0,,Ki,,1.0,,=,,,,24847974, Catechol-O-methyltransferase,2472,O88587,Mouse,opicapone,8988,,135565903,OC1=C/C(=c/2\o[nH]c(n2)c2c(C)c(Cl)c([n+](c2Cl)[O-])C)/C=C(C1=O)[N+](=O)[O-],"InChI=1S/C15H10Cl2N4O6/c1-5-10(13(17)20(24)6(2)11(5)16)14-18-15(27-19-14)7-3-8(21(25)26)12(23)9(22)4-7/h3-4,22H,1-2H3,(H,18,19)/b15-7-",HVGGGVAREUUJQV-CHHVJCJISA-N,Inhibitor,Inhibition,,,,,pKi,,8.82,,Ki,,1.5,,=,,,,24847974, Catechol-O-methyltransferase,2472,P22734,Rat,opicapone,8988,,135565903,OC1=C/C(=c/2\o[nH]c(n2)c2c(C)c(Cl)c([n+](c2Cl)[O-])C)/C=C(C1=O)[N+](=O)[O-],"InChI=1S/C15H10Cl2N4O6/c1-5-10(13(17)20(24)6(2)11(5)16)14-18-15(27-19-14)7-3-8(21(25)26)12(23)9(22)4-7/h3-4,22H,1-2H3,(H,18,19)/b15-7-",HVGGGVAREUUJQV-CHHVJCJISA-N,Inhibitor,Inhibition,,,,,pKi,,8.82,,Ki,,1.5,,=,,,,24847974,