data_NU3 # _chem_comp.id NU3 _chem_comp.name "2-(4-hydroxyphenyl)-1H-benzimidazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H11 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-22 _chem_comp.pdbx_modified_date 2013-10-04 _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 253.256 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NU3 _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 4C35 _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 NU3 C C C 0 1 N N N 11.991 83.841 84.625 -3.238 1.716 0.002 C NU3 1 NU3 N N N 0 1 N N N 12.680 84.997 84.745 -4.510 2.161 0.004 N NU3 2 NU3 O O O 0 1 N N N 12.556 82.745 84.489 -2.316 2.509 0.004 O NU3 3 NU3 C1 C1 C 0 1 Y N N 10.493 83.914 84.619 -2.964 0.269 0.003 C1 NU3 4 NU3 N1 N1 N 0 1 Y N N 8.045 86.416 85.178 -0.023 -1.745 -0.001 N1 NU3 5 NU3 O1 O1 O 0 1 N N N 9.123 92.814 85.699 6.011 0.647 -0.016 O1 NU3 6 NU3 C2 C2 C 0 1 Y N N 9.752 82.740 84.450 -4.016 -0.645 0.006 C2 NU3 7 NU3 N2 N2 N 0 1 Y N N 10.287 86.472 85.017 -0.436 0.407 -0.015 N2 NU3 8 NU3 C3 C3 C 0 1 Y N N 8.366 82.753 84.558 -3.761 -2.004 0.008 C3 NU3 9 NU3 C4 C4 C 0 1 Y N N 7.693 83.939 84.805 -2.463 -2.477 0.005 C4 NU3 10 NU3 C5 C5 C 0 1 Y N N 8.443 85.107 84.944 -1.397 -1.590 0.002 C5 NU3 11 NU3 C6 C6 C 0 1 Y N N 9.177 87.187 85.197 0.522 -0.490 -0.004 C6 NU3 12 NU3 C7 C7 C 0 1 Y N N 9.143 88.658 85.362 1.968 -0.191 -0.008 C7 NU3 13 NU3 C8 C8 C 0 1 Y N N 7.946 89.370 85.252 2.409 1.135 -0.011 C8 NU3 14 NU3 C9 C9 C 0 1 Y N N 7.930 90.754 85.345 3.759 1.410 -0.014 C9 NU3 15 NU3 C10 C10 C 0 1 Y N N 9.112 91.447 85.572 4.681 0.371 -0.014 C10 NU3 16 NU3 C11 C11 C 0 1 Y N N 10.306 90.749 85.705 4.247 -0.948 -0.011 C11 NU3 17 NU3 C12 C12 C 0 1 Y N N 10.318 89.367 85.600 2.899 -1.232 -0.002 C12 NU3 18 NU3 C13 C13 C 0 1 Y N N 9.872 85.150 84.852 -1.634 -0.205 -0.005 C13 NU3 19 NU3 HN HN H 0 1 N N N 13.680 84.988 84.726 -4.691 3.115 0.007 HN NU3 20 NU3 HNA HNA H 0 1 N N N 12.190 85.862 84.853 -5.246 1.529 0.002 HNA NU3 21 NU3 HN1 HN1 H 0 1 N N N 7.107 86.736 85.308 0.463 -2.585 -0.000 HN1 NU3 22 NU3 HO1 HO1 H 0 1 N N N 10.013 93.111 85.849 6.398 0.728 0.866 HO1 NU3 23 NU3 H2 H2 H 0 1 N N N 10.262 81.813 84.233 -5.036 -0.290 0.008 H2 NU3 24 NU3 H3 H3 H 0 1 N N N 7.810 81.833 84.449 -4.584 -2.702 0.011 H3 NU3 25 NU3 H4 H4 H 0 1 N N N 6.616 83.959 84.888 -2.278 -3.541 0.007 H4 NU3 26 NU3 H8 H8 H 0 1 N N N 7.021 88.836 85.092 1.692 1.943 -0.011 H8 NU3 27 NU3 H9 H9 H 0 1 N N N 6.999 91.292 85.241 4.100 2.435 -0.016 H9 NU3 28 NU3 H11 H11 H 0 1 N N N 11.226 91.284 85.890 4.968 -1.753 -0.012 H11 NU3 29 NU3 H12 H12 H 0 1 N N N 11.251 88.833 85.704 2.562 -2.258 0.004 H12 NU3 30 # 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 NU3 C N SING N N 1 NU3 C O DOUB N N 2 NU3 C C1 SING N N 3 NU3 C1 C2 DOUB Y N 4 NU3 C1 C13 SING Y N 5 NU3 N1 C5 SING Y N 6 NU3 N1 C6 SING Y N 7 NU3 O1 C10 SING N N 8 NU3 C2 C3 SING Y N 9 NU3 N2 C6 DOUB Y N 10 NU3 N2 C13 SING Y N 11 NU3 C3 C4 DOUB Y N 12 NU3 C4 C5 SING Y N 13 NU3 C5 C13 DOUB Y N 14 NU3 C6 C7 SING N N 15 NU3 C7 C8 DOUB Y N 16 NU3 C7 C12 SING Y N 17 NU3 C8 C9 SING Y N 18 NU3 C9 C10 DOUB Y N 19 NU3 C10 C11 SING Y N 20 NU3 C11 C12 DOUB Y N 21 NU3 N HN SING N N 22 NU3 N HNA SING N N 23 NU3 N1 HN1 SING N N 24 NU3 O1 HO1 SING N N 25 NU3 C2 H2 SING N N 26 NU3 C3 H3 SING N N 27 NU3 C4 H4 SING N N 28 NU3 C8 H8 SING N N 29 NU3 C9 H9 SING N N 30 NU3 C11 H11 SING N N 31 NU3 C12 H12 SING N N 32 # 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 NU3 SMILES ACDLabs 12.01 "O=C(c3cccc2c3nc(c1ccc(O)cc1)n2)N" NU3 InChI InChI 1.03 "InChI=1S/C14H11N3O2/c15-13(19)10-2-1-3-11-12(10)17-14(16-11)8-4-6-9(18)7-5-8/h1-7,18H,(H2,15,19)(H,16,17)" NU3 InChIKey InChI 1.03 KOUGHMOSYJCJLE-UHFFFAOYSA-N NU3 SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1cccc2[nH]c(nc12)c3ccc(O)cc3" NU3 SMILES CACTVS 3.385 "NC(=O)c1cccc2[nH]c(nc12)c3ccc(O)cc3" NU3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1)[nH]c(n2)c3ccc(cc3)O)C(=O)N" NU3 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1)[nH]c(n2)c3ccc(cc3)O)C(=O)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 NU3 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(4-hydroxyphenyl)-1H-benzimidazole-4-carboxamide" NU3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(4-hydroxyphenyl)-1H-benzimidazole-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NU3 "Create component" 2013-08-22 EBI NU3 "Initial release" 2013-10-09 RCSB #