data_4G5 # _chem_comp.id 4G5 _chem_comp.name "4-[(2-amino-2-oxoethyl)(methyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 N4 O4" _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 302.285 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4G5 _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 2XPA _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 4G5 C10 C10 C 0 1 Y N N 39.011 -17.867 10.252 -3.220 -1.848 -0.154 C10 4G5 1 4G5 C11 C11 C 0 1 Y N N 38.963 -19.259 10.340 -4.454 -2.459 -0.078 C11 4G5 2 4G5 C12 C12 C 0 1 Y N N 38.908 -19.896 11.587 -5.586 -1.709 0.188 C12 4G5 3 4G5 C13 C13 C 0 1 Y N N 38.901 -19.120 12.748 -5.489 -0.343 0.380 C13 4G5 4 4G5 C14 C14 C 0 1 Y N N 38.931 -17.718 12.666 -4.260 0.281 0.306 C14 4G5 5 4G5 C9 C9 C 0 1 Y N N 38.955 -17.092 11.420 -3.115 -0.469 0.038 C9 4G5 6 4G5 C5 C5 C 0 1 Y N N 39.040 -15.700 11.342 -1.795 0.193 -0.042 C5 4G5 7 4G5 N1 N1 N 0 1 Y N N 39.608 -14.995 12.324 -0.654 -0.412 -0.289 N1 4G5 8 4G5 N4 N4 N 0 1 Y N N 38.675 -14.852 10.340 -1.571 1.525 0.121 N4 4G5 9 4G5 C3 C3 C 0 1 Y N N 39.011 -13.604 10.733 -0.222 1.732 -0.030 C3 4G5 10 4G5 C15 C15 C 0 1 N N N 38.802 -12.297 9.931 0.488 3.016 0.063 C15 4G5 11 4G5 O17 O17 O 0 1 N N N 38.533 -12.328 8.711 -0.198 4.149 0.319 O17 4G5 12 4G5 O16 O16 O 0 1 N N N 38.985 -11.215 10.515 1.693 3.058 -0.093 O16 4G5 13 4G5 C2 C2 C 0 1 Y N N 39.614 -13.711 11.993 0.339 0.487 -0.289 C2 4G5 14 4G5 C6 C6 C 0 1 N N N 40.225 -12.680 12.980 1.772 0.206 -0.527 C6 4G5 15 4G5 O8 O8 O 0 1 N N N 39.483 -11.921 13.597 2.567 1.123 -0.600 O8 4G5 16 4G5 N7 N7 N 0 1 N N N 41.565 -12.772 13.215 2.196 -1.066 -0.662 N7 4G5 17 4G5 C22 C22 C 0 1 N N N 42.373 -13.743 12.411 1.230 -2.167 -0.637 C22 4G5 18 4G5 C18 C18 C 0 1 N N N 42.200 -11.907 14.240 3.623 -1.348 -0.835 C18 4G5 19 4G5 C19 C19 C 0 1 N N N 42.660 -12.783 15.470 4.263 -1.545 0.516 C19 4G5 20 4G5 O21 O21 O 0 1 N N N 42.021 -13.766 15.886 3.593 -1.458 1.523 O21 4G5 21 4G5 N20 N20 N 0 1 N N N 43.808 -12.378 16.035 5.580 -1.817 0.604 N20 4G5 22 4G5 H10 H10 H 0 1 N N N 39.091 -17.388 9.287 -2.337 -2.435 -0.357 H10 4G5 23 4G5 H11 H11 H 0 1 N N N 38.968 -19.852 9.437 -4.537 -3.526 -0.226 H11 4G5 24 4G5 H12 H12 H 0 1 N N N 38.871 -20.974 11.649 -6.550 -2.193 0.246 H12 4G5 25 4G5 H13 H13 H 0 1 N N N 38.872 -19.601 13.715 -6.376 0.237 0.586 H13 4G5 26 4G5 H14 H14 H 0 1 N N N 38.935 -17.125 13.568 -4.185 1.348 0.456 H14 4G5 27 4G5 H4 H4 H 0 1 N N N 38.240 -15.106 9.476 -2.240 2.201 0.309 H4 4G5 28 4G5 H17 H17 H 0 1 N N N 38.503 -11.442 8.370 0.312 4.969 0.371 H17 4G5 29 4G5 H221 H221 H 0 0 N N N 42.571 -13.320 11.415 0.801 -2.296 -1.631 H221 4G5 30 4G5 H222 H222 H 0 0 N N N 43.327 -13.938 12.923 1.734 -3.086 -0.336 H222 4G5 31 4G5 H223 H223 H 0 0 N N N 41.814 -14.685 12.304 0.437 -1.938 0.074 H223 4G5 32 4G5 H181 H181 H 0 0 N N N 43.076 -11.406 13.802 3.746 -2.253 -1.430 H181 4G5 33 4G5 H182 H182 H 0 0 N N N 41.473 -11.155 14.581 4.100 -0.511 -1.344 H182 4G5 34 4G5 H201 H201 H 0 0 N N N 44.153 -11.576 15.548 6.116 -1.886 -0.202 H201 4G5 35 4G5 H202 H202 H 0 0 N N N 44.250 -12.811 16.821 5.992 -1.943 1.473 H202 4G5 36 # 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 4G5 C10 C11 SING Y N 1 4G5 C10 C9 DOUB Y N 2 4G5 C11 C12 DOUB Y N 3 4G5 C12 C13 SING Y N 4 4G5 C13 C14 DOUB Y N 5 4G5 C14 C9 SING Y N 6 4G5 C9 C5 SING Y N 7 4G5 C5 N1 DOUB Y N 8 4G5 C5 N4 SING Y N 9 4G5 N1 C2 SING Y N 10 4G5 N4 C3 SING Y N 11 4G5 C3 C15 SING N N 12 4G5 C3 C2 DOUB Y N 13 4G5 C15 O17 SING N N 14 4G5 C15 O16 DOUB N N 15 4G5 C2 C6 SING N N 16 4G5 C6 O8 DOUB N N 17 4G5 C6 N7 SING N N 18 4G5 N7 C22 SING N N 19 4G5 N7 C18 SING N N 20 4G5 C18 C19 SING N N 21 4G5 C19 O21 DOUB N N 22 4G5 C19 N20 SING N N 23 4G5 C10 H10 SING N N 24 4G5 C11 H11 SING N N 25 4G5 C12 H12 SING N N 26 4G5 C13 H13 SING N N 27 4G5 C14 H14 SING N N 28 4G5 N4 H4 SING N N 29 4G5 O17 H17 SING N N 30 4G5 C22 H221 SING N N 31 4G5 C22 H222 SING N N 32 4G5 C22 H223 SING N N 33 4G5 C18 H181 SING N N 34 4G5 C18 H182 SING N N 35 4G5 N20 H201 SING N N 36 4G5 N20 H202 SING N N 37 # 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 4G5 SMILES ACDLabs 10.04 "O=C(N)CN(C(=O)c2nc(c1ccccc1)nc2C(=O)O)C" 4G5 SMILES_CANONICAL CACTVS 3.352 "CN(CC(N)=O)C(=O)c1nc([nH]c1C(O)=O)c2ccccc2" 4G5 SMILES CACTVS 3.352 "CN(CC(N)=O)C(=O)c1nc([nH]c1C(O)=O)c2ccccc2" 4G5 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CN(CC(=O)N)C(=O)c1c([nH]c(n1)c2ccccc2)C(=O)O" 4G5 SMILES "OpenEye OEToolkits" 1.6.1 "CN(CC(=O)N)C(=O)c1c([nH]c(n1)c2ccccc2)C(=O)O" 4G5 InChI InChI 1.03 "InChI=1S/C14H14N4O4/c1-18(7-9(15)19)13(20)10-11(14(21)22)17-12(16-10)8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H2,15,19)(H,16,17)(H,21,22)" 4G5 InChIKey InChI 1.03 IKAWXRIWROBKBL-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 4G5 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(2-amino-2-oxoethyl)(methyl)carbamoyl]-2-phenyl-1H-imidazole-5-carboxylic acid" 4G5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-[(2-amino-2-oxo-ethyl)-methyl-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 4G5 "Create component" 2010-08-25 EBI 4G5 "Modify aromatic_flag" 2011-06-04 RCSB 4G5 "Modify descriptor" 2011-06-04 RCSB #