data_4G8 # _chem_comp.id 4G8 _chem_comp.name "4-[BENZYL(CARBOXYMETHYL)CARBAMOYL]-2-PHENYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-25 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 379.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4G8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2XP9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 4G8 C20 C20 C 0 1 Y N N 44.196 -12.488 15.223 -4.504 -0.459 -0.308 C20 4G8 1 4G8 C21 C21 C 0 1 Y N N 44.932 -13.377 16.027 -5.385 -0.536 -1.370 C21 4G8 2 4G8 C22 C22 C 0 1 Y N N 44.238 -14.388 16.728 -5.694 0.599 -2.097 C22 4G8 3 4G8 C23 C23 C 0 1 Y N N 42.835 -14.494 16.633 -5.121 1.811 -1.760 C23 4G8 4 4G8 C24 C24 C 0 1 Y N N 42.104 -13.608 15.831 -4.241 1.889 -0.697 C24 4G8 5 4G8 C19 C19 C 0 1 Y N N 42.783 -12.604 15.119 -3.932 0.754 0.028 C19 4G8 6 4G8 C18 C18 C 0 1 N N N 41.977 -11.619 14.224 -2.972 0.839 1.187 C18 4G8 7 4G8 N17 N17 N 0 1 N N N 41.291 -12.478 13.223 -1.607 0.605 0.709 N17 4G8 8 4G8 C25 C25 C 0 1 N N N 42.207 -13.301 12.367 -0.785 1.732 0.262 C25 4G8 9 4G8 C26 C26 C 0 1 N N N 42.527 -12.461 11.105 0.075 2.210 1.404 C26 4G8 10 4G8 O27 O27 O 0 1 N N N 42.457 -11.225 11.096 0.007 1.666 2.481 O27 4G8 11 4G8 O28 O28 O 0 1 N N N 42.801 -13.113 9.947 0.915 3.241 1.226 O28 4G8 12 4G8 C15 C15 C 0 1 N N N 39.966 -12.562 13.159 -1.108 -0.647 0.679 C15 4G8 13 4G8 O16 O16 O 0 1 N N N 39.229 -11.926 13.896 -1.820 -1.591 0.959 O16 4G8 14 4G8 C9 C9 C 0 1 Y N N 39.413 -13.692 12.180 0.306 -0.871 0.306 C9 4G8 15 4G8 N8 N8 N 0 1 Y N N 39.460 -15.005 12.507 1.226 0.077 0.086 N8 4G8 16 4G8 C10 C10 C 0 1 Y N N 38.894 -13.589 10.904 0.922 -2.104 0.127 C10 4G8 17 4G8 C12 C12 C 0 1 N N N 38.688 -12.316 10.066 0.301 -3.429 0.269 C12 4G8 18 4G8 O14 O14 O 0 1 N N N 38.826 -11.191 10.586 -0.873 -3.521 0.573 O14 4G8 19 4G8 O13 O13 O 0 1 N N N 38.387 -12.450 8.863 1.032 -4.543 0.061 O13 4G8 20 4G8 N11 N11 N 0 1 Y N N 38.594 -14.802 10.466 2.227 -1.839 -0.210 N11 4G8 21 4G8 C1 C1 C 0 1 Y N N 38.935 -15.692 11.454 2.373 -0.486 -0.224 C1 4G8 22 4G8 C2 C2 C 0 1 Y N N 38.837 -17.088 11.419 3.625 0.236 -0.535 C2 4G8 23 4G8 C3 C3 C 0 1 Y N N 38.939 -17.750 10.186 3.652 1.632 -0.514 C3 4G8 24 4G8 C4 C4 C 0 1 Y N N 38.881 -19.136 10.136 4.824 2.300 -0.805 C4 4G8 25 4G8 C5 C5 C 0 1 Y N N 38.740 -19.920 11.300 5.969 1.590 -1.117 C5 4G8 26 4G8 C6 C6 C 0 1 Y N N 38.663 -19.232 12.538 5.949 0.206 -1.140 C6 4G8 27 4G8 C7 C7 C 0 1 Y N N 38.720 -17.851 12.611 4.785 -0.474 -0.846 C7 4G8 28 4G8 H20 H20 H 0 1 N N N 44.710 -11.709 14.679 -4.267 -1.345 0.263 H20 4G8 29 4G8 H21 H21 H 0 1 N N N 46.005 -13.288 16.107 -5.832 -1.484 -1.633 H21 4G8 30 4G8 H22 H22 H 0 1 N N N 44.787 -15.086 17.342 -6.381 0.538 -2.927 H22 4G8 31 4G8 H23 H23 H 0 1 N N N 42.319 -15.266 17.184 -5.362 2.698 -2.329 H23 4G8 32 4G8 H24 H24 H 0 1 N N N 41.030 -13.695 15.760 -3.794 2.836 -0.435 H24 4G8 33 4G8 H181 H181 H 0 0 N N N 41.248 -11.052 14.821 -3.034 1.829 1.639 H181 4G8 34 4G8 H182 H182 H 0 0 N N N 42.628 -10.872 13.746 -3.231 0.083 1.929 H182 4G8 35 4G8 H251 H251 H 0 0 N N N 43.132 -13.535 12.914 -0.148 1.413 -0.563 H251 4G8 36 4G8 H252 H252 H 0 0 N N N 41.733 -14.255 12.092 -1.431 2.544 -0.071 H252 4G8 37 4G8 H28 H28 H 0 1 N N N 42.907 -12.482 9.245 1.446 3.512 1.987 H28 4G8 38 4G8 H11 H11 H 0 1 N N N 38.193 -15.028 9.578 2.917 -2.494 -0.400 H11 4G8 39 4G8 H13 H13 H 0 1 N N N 38.293 -11.594 8.462 0.580 -5.391 0.166 H13 4G8 40 4G8 H3 H3 H 0 1 N N N 39.063 -17.181 9.276 2.759 2.187 -0.271 H3 4G8 41 4G8 H7 H7 H 0 1 N N N 38.676 -17.356 13.570 4.771 -1.554 -0.860 H7 4G8 42 4G8 H4 H4 H 0 1 N N N 38.946 -19.629 9.177 4.847 3.379 -0.789 H4 4G8 43 4G8 H5 H5 H 0 1 N N N 38.693 -20.998 11.251 6.884 2.118 -1.345 H5 4G8 44 4G8 H6 H6 H 0 1 N N N 38.557 -19.802 13.449 6.846 -0.342 -1.385 H6 4G8 45 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 4G8 C20 C21 SING Y N 1 4G8 C20 C19 DOUB Y N 2 4G8 C21 C22 DOUB Y N 3 4G8 C22 C23 SING Y N 4 4G8 C23 C24 DOUB Y N 5 4G8 C24 C19 SING Y N 6 4G8 C19 C18 SING N N 7 4G8 C18 N17 SING N N 8 4G8 N17 C25 SING N N 9 4G8 N17 C15 SING N N 10 4G8 C25 C26 SING N N 11 4G8 C26 O27 DOUB N N 12 4G8 C26 O28 SING N N 13 4G8 C15 O16 DOUB N N 14 4G8 C15 C9 SING N N 15 4G8 C9 N8 SING Y N 16 4G8 C9 C10 DOUB Y N 17 4G8 N8 C1 DOUB Y N 18 4G8 C10 C12 SING N N 19 4G8 C10 N11 SING Y N 20 4G8 C12 O14 DOUB N N 21 4G8 C12 O13 SING N N 22 4G8 N11 C1 SING Y N 23 4G8 C1 C2 SING Y N 24 4G8 C2 C3 SING Y N 25 4G8 C2 C7 DOUB Y N 26 4G8 C3 C4 DOUB Y N 27 4G8 C4 C5 SING Y N 28 4G8 C5 C6 DOUB Y N 29 4G8 C6 C7 SING Y N 30 4G8 C20 H20 SING N N 31 4G8 C21 H21 SING N N 32 4G8 C22 H22 SING N N 33 4G8 C23 H23 SING N N 34 4G8 C24 H24 SING N N 35 4G8 C18 H181 SING N N 36 4G8 C18 H182 SING N N 37 4G8 C25 H251 SING N N 38 4G8 C25 H252 SING N N 39 4G8 O28 H28 SING N N 40 4G8 N11 H11 SING N N 41 4G8 O13 H13 SING N N 42 4G8 C3 H3 SING N N 43 4G8 C7 H7 SING N N 44 4G8 C4 H4 SING N N 45 4G8 C5 H5 SING N N 46 4G8 C6 H6 SING N N 47 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 4G8 SMILES ACDLabs 10.04 "O=C(O)CN(C(=O)c2nc(c1ccccc1)nc2C(=O)O)Cc3ccccc3" 4G8 SMILES_CANONICAL CACTVS 3.352 "OC(=O)CN(Cc1ccccc1)C(=O)c2nc([nH]c2C(O)=O)c3ccccc3" 4G8 SMILES CACTVS 3.352 "OC(=O)CN(Cc1ccccc1)C(=O)c2nc([nH]c2C(O)=O)c3ccccc3" 4G8 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)CN(CC(=O)O)C(=O)c2c([nH]c(n2)c3ccccc3)C(=O)O" 4G8 SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)CN(CC(=O)O)C(=O)c2c([nH]c(n2)c3ccccc3)C(=O)O" 4G8 InChI InChI 1.03 "InChI=1S/C20H17N3O5/c24-15(25)12-23(11-13-7-3-1-4-8-13)19(26)16-17(20(27)28)22-18(21-16)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,21,22)(H,24,25)(H,27,28)" 4G8 InChIKey InChI 1.03 RQTWYFDJDQNTLD-UHFFFAOYSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 4G8 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[benzyl(carboxymethyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid" 4G8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-(carboxymethyl-(phenylmethyl)carbamoyl)-2-phenyl-3H-imidazole-4-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4G8 "Create component" 2010-08-25 EBI 4G8 "Modify aromatic_flag" 2011-06-04 RCSB 4G8 "Modify descriptor" 2011-06-04 RCSB #