data_4GE # _chem_comp.id 4GE _chem_comp.name "5-[BENZYL(METHYL)CARBAMOYL]-2-(3-CHLOROPHENYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 Cl N3 O3" _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 369.802 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4GE _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 2XPB _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 4GE C5 C5 C 0 1 Y N N 39.407 -17.847 12.785 -4.079 0.263 0.102 C5 4GE 1 4GE C6 C6 C 0 1 Y N N 39.347 -19.238 12.910 -5.181 1.094 0.158 C6 4GE 2 4GE CL1 CL1 CL 0 0 N N N 39.656 -20.007 14.454 -6.743 0.437 0.534 CL1 4GE 3 4GE C1 C1 C 0 1 Y N N 39.091 -20.012 11.775 -5.041 2.449 -0.084 C1 4GE 4 4GE C2 C2 C 0 1 Y N N 38.892 -19.397 10.526 -3.799 2.980 -0.384 C2 4GE 5 4GE C3 C3 C 0 1 Y N N 38.951 -18.002 10.438 -2.691 2.161 -0.443 C3 4GE 6 4GE C4 C4 C 0 1 Y N N 39.176 -17.224 11.563 -2.824 0.793 -0.200 C4 4GE 7 4GE C7 C7 C 0 1 Y N N 39.248 -15.842 11.488 -1.640 -0.091 -0.261 C7 4GE 8 4GE N8 N8 N 0 1 Y N N 39.783 -15.115 12.482 -0.371 0.311 -0.545 N8 4GE 9 4GE N11 N11 N 0 1 Y N N 38.834 -14.997 10.489 -1.646 -1.387 -0.045 N11 4GE 10 4GE C10 C10 C 0 1 Y N N 39.144 -13.738 10.864 -0.404 -1.870 -0.183 C10 4GE 11 4GE C13 C13 C 0 1 N N N 38.866 -12.465 9.988 0.008 -3.280 -0.022 C13 4GE 12 4GE O15 O15 O 0 1 N N N 38.426 -12.599 8.830 1.171 -3.595 -0.175 O15 4GE 13 4GE O14 O14 O 0 1 N N N 39.070 -11.320 10.450 -0.907 -4.217 0.294 O14 4GE 14 4GE C9 C9 C 0 1 Y N N 39.739 -13.814 12.138 0.428 -0.803 -0.502 C9 4GE 15 4GE C16 C16 C 0 1 N N N 40.311 -12.747 13.135 1.880 -0.858 -0.744 C16 4GE 16 4GE O18 O18 O 0 1 N N N 39.550 -12.073 13.825 2.309 -0.801 -1.881 O18 4GE 17 4GE N17 N17 N 0 1 N N N 41.654 -12.715 13.311 2.732 -0.970 0.293 N17 4GE 18 4GE C21 C21 C 0 1 N N N 42.521 -13.596 12.453 2.213 -1.147 1.652 C21 4GE 19 4GE C19 C19 C 0 1 N N N 42.228 -11.812 14.356 4.178 -0.914 0.063 C19 4GE 20 4GE C20 C20 C 0 1 Y N N 42.965 -12.719 15.392 4.647 0.515 0.158 C20 4GE 21 4GE C22 C22 C 0 1 Y N N 42.270 -13.717 16.098 5.055 1.029 1.375 C22 4GE 22 4GE C23 C23 C 0 1 Y N N 42.929 -14.540 17.023 5.485 2.340 1.462 C23 4GE 23 4GE C24 C24 C 0 1 Y N N 44.301 -14.407 17.249 5.508 3.136 0.333 C24 4GE 24 4GE C25 C25 C 0 1 Y N N 45.013 -13.418 16.539 5.101 2.622 -0.884 C25 4GE 25 4GE C26 C26 C 0 1 Y N N 44.346 -12.582 15.617 4.675 1.310 -0.973 C26 4GE 26 4GE H5 H5 H 0 1 N N N 39.637 -17.246 13.652 -4.188 -0.794 0.296 H5 4GE 27 4GE H1 H1 H 0 1 N N N 39.046 -21.088 11.857 -5.906 3.095 -0.039 H1 4GE 28 4GE H2 H2 H 0 1 N N N 38.696 -19.993 9.647 -3.697 4.039 -0.573 H2 4GE 29 4GE H3 H3 H 0 1 N N N 38.819 -17.524 9.479 -1.723 2.577 -0.678 H3 4GE 30 4GE H8 H8 H 0 1 N N N 40.153 -15.480 13.337 -0.085 1.217 -0.740 H8 4GE 31 4GE H14 H14 H 0 1 N N N 38.841 -10.669 9.797 -0.590 -5.126 0.389 H14 4GE 32 4GE H211 H211 H 0 0 N N N 42.733 -13.088 11.501 2.178 -2.210 1.891 H211 4GE 33 4GE H212 H212 H 0 0 N N N 43.466 -13.802 12.977 2.865 -0.636 2.360 H212 4GE 34 4GE H213 H213 H 0 0 N N N 41.998 -14.543 12.254 1.209 -0.728 1.715 H213 4GE 35 4GE H191 H191 H 0 0 N N N 42.934 -11.102 13.900 4.689 -1.515 0.815 H191 4GE 36 4GE H192 H192 H 0 0 N N N 41.435 -11.226 14.844 4.403 -1.305 -0.929 H192 4GE 37 4GE H22 H22 H 0 1 N N N 41.212 -13.852 15.925 5.036 0.407 2.257 H22 4GE 38 4GE H26 H26 H 0 1 N N N 44.903 -11.829 15.079 4.361 0.907 -1.924 H26 4GE 39 4GE H23 H23 H 0 1 N N N 42.369 -15.286 17.567 5.802 2.742 2.413 H23 4GE 40 4GE H24 H24 H 0 1 N N N 44.807 -15.050 17.954 5.844 4.161 0.401 H24 4GE 41 4GE H25 H25 H 0 1 N N N 46.074 -13.299 16.701 5.119 3.244 -1.767 H25 4GE 42 # 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 4GE C5 C6 SING Y N 1 4GE C5 C4 DOUB Y N 2 4GE C6 CL1 SING N N 3 4GE C6 C1 DOUB Y N 4 4GE C1 C2 SING Y N 5 4GE C2 C3 DOUB Y N 6 4GE C3 C4 SING Y N 7 4GE C4 C7 SING Y N 8 4GE C7 N8 SING Y N 9 4GE C7 N11 DOUB Y N 10 4GE N8 C9 SING Y N 11 4GE N11 C10 SING Y N 12 4GE C10 C13 SING N N 13 4GE C10 C9 DOUB Y N 14 4GE C13 O15 DOUB N N 15 4GE C13 O14 SING N N 16 4GE C9 C16 SING N N 17 4GE C16 O18 DOUB N N 18 4GE C16 N17 SING N N 19 4GE N17 C21 SING N N 20 4GE N17 C19 SING N N 21 4GE C19 C20 SING N N 22 4GE C20 C22 SING Y N 23 4GE C20 C26 DOUB Y N 24 4GE C22 C23 DOUB Y N 25 4GE C23 C24 SING Y N 26 4GE C24 C25 DOUB Y N 27 4GE C25 C26 SING Y N 28 4GE C5 H5 SING N N 29 4GE C1 H1 SING N N 30 4GE C2 H2 SING N N 31 4GE C3 H3 SING N N 32 4GE N8 H8 SING N N 33 4GE O14 H14 SING N N 34 4GE C21 H211 SING N N 35 4GE C21 H212 SING N N 36 4GE C21 H213 SING N N 37 4GE C19 H191 SING N N 38 4GE C19 H192 SING N N 39 4GE C22 H22 SING N N 40 4GE C26 H26 SING N N 41 4GE C23 H23 SING N N 42 4GE C24 H24 SING N N 43 4GE C25 H25 SING N N 44 # 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 4GE SMILES ACDLabs 10.04 "Clc1cccc(c1)c2nc(c(n2)C(=O)N(Cc3ccccc3)C)C(=O)O" 4GE SMILES_CANONICAL CACTVS 3.352 "CN(Cc1ccccc1)C(=O)c2[nH]c(nc2C(O)=O)c3cccc(Cl)c3" 4GE SMILES CACTVS 3.352 "CN(Cc1ccccc1)C(=O)c2[nH]c(nc2C(O)=O)c3cccc(Cl)c3" 4GE SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CN(Cc1ccccc1)C(=O)c2c(nc([nH]2)c3cccc(c3)Cl)C(=O)O" 4GE SMILES "OpenEye OEToolkits" 1.6.1 "CN(Cc1ccccc1)C(=O)c2c(nc([nH]2)c3cccc(c3)Cl)C(=O)O" 4GE InChI InChI 1.03 "InChI=1S/C19H16ClN3O3/c1-23(11-12-6-3-2-4-7-12)18(24)15-16(19(25)26)22-17(21-15)13-8-5-9-14(20)10-13/h2-10H,11H2,1H3,(H,21,22)(H,25,26)" 4GE InChIKey InChI 1.03 BSLQMHNPFUHRKP-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 4GE "SYSTEMATIC NAME" ACDLabs 10.04 "5-[benzyl(methyl)carbamoyl]-2-(3-chlorophenyl)-1H-imidazole-4-carboxylic acid" 4GE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-(3-chlorophenyl)-5-(methyl-(phenylmethyl)carbamoyl)-1H-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 4GE "Create component" 2010-08-25 EBI 4GE "Modify aromatic_flag" 2011-06-04 RCSB 4GE "Modify descriptor" 2011-06-04 RCSB #