data_VAO # _chem_comp.id VAO _chem_comp.name "2-(5-cyano-2-oxidanyl-phenyl)pyridine-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H8 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-09 _chem_comp.pdbx_modified_date 2016-01-08 _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 240.214 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VAO _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 5A7N _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 VAO N1 N1 N 0 1 N N N -45.770 -57.334 7.740 -3.967 -3.327 -0.007 N1 VAO 1 VAO C C C 0 1 N N N -44.766 -57.446 7.169 -3.535 -2.276 -0.003 C VAO 2 VAO C1 C1 C 0 1 Y N N -43.546 -57.531 6.430 -2.991 -0.952 0.002 C1 VAO 3 VAO C6 C6 C 0 1 Y N N -43.394 -56.659 5.365 -1.608 -0.765 0.002 C6 VAO 4 VAO C5 C5 C 0 1 Y N N -42.203 -56.613 4.679 -1.086 0.523 0.007 C5 VAO 5 VAO C4 C4 C 0 1 Y N N -41.125 -57.429 5.097 -1.950 1.625 0.012 C4 VAO 6 VAO O2 O2 O 0 1 N N N -39.935 -57.270 4.477 -1.443 2.884 0.016 O2 VAO 7 VAO C3 C3 C 0 1 Y N N -41.292 -58.340 6.159 -3.324 1.431 0.012 C3 VAO 8 VAO C2 C2 C 0 1 Y N N -42.513 -58.397 6.812 -3.845 0.156 0.002 C2 VAO 9 VAO C7 C7 C 0 1 Y N N -42.208 -55.776 3.478 0.382 0.729 0.006 C7 VAO 10 VAO N N N 0 1 Y N N -41.103 -55.055 3.166 0.872 1.962 0.011 N VAO 11 VAO C11 C11 C 0 1 Y N N -41.163 -54.313 2.058 2.168 2.197 0.011 C11 VAO 12 VAO C10 C10 C 0 1 Y N N -42.287 -54.236 1.211 3.080 1.159 0.006 C10 VAO 13 VAO C9 C9 C 0 1 Y N N -43.406 -54.989 1.568 2.613 -0.161 0.001 C9 VAO 14 VAO C8 C8 C 0 1 Y N N -43.386 -55.772 2.704 1.234 -0.374 0.007 C8 VAO 15 VAO C12 C12 C 0 1 N N N -44.633 -54.979 0.759 3.558 -1.301 -0.004 C12 VAO 16 VAO O1 O1 O 0 1 N N N -45.761 -55.018 1.226 3.136 -2.440 -0.008 O1 VAO 17 VAO O O O 0 1 N N N -44.525 -54.943 -0.603 4.886 -1.075 -0.005 O VAO 18 VAO H6 H6 H 0 1 N N N -44.211 -56.015 5.073 -0.946 -1.618 -0.002 H6 VAO 19 VAO H2 H2 H 0 1 N N N -42.668 -59.106 7.612 -4.915 0.011 -0.001 H2 VAO 20 VAO H3 H3 H 0 1 N N N -40.480 -58.985 6.460 -3.988 2.283 0.017 H3 VAO 21 VAO H8 H8 H 0 1 N N N -44.244 -56.362 2.990 0.833 -1.377 0.008 H8 VAO 22 VAO H11 H11 H 0 1 N N N -40.292 -53.733 1.793 2.523 3.216 0.015 H11 VAO 23 VAO H10 H10 H 0 1 N N N -42.282 -53.620 0.324 4.140 1.364 0.005 H10 VAO 24 VAO H H H 0 1 N N N -45.392 -54.955 -0.990 5.463 -1.851 -0.008 H VAO 25 VAO H21 H21 H 0 1 N N N -39.301 -57.873 4.848 -1.297 3.252 -0.866 H21 VAO 26 # 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 VAO N1 C TRIP N N 1 VAO C C1 SING N N 2 VAO C1 C6 SING Y N 3 VAO C1 C2 DOUB Y N 4 VAO C6 C5 DOUB Y N 5 VAO C5 C4 SING Y N 6 VAO C5 C7 SING N N 7 VAO C4 O2 SING N N 8 VAO C4 C3 DOUB Y N 9 VAO C3 C2 SING Y N 10 VAO C7 N DOUB Y N 11 VAO C7 C8 SING Y N 12 VAO N C11 SING Y N 13 VAO C11 C10 DOUB Y N 14 VAO C10 C9 SING Y N 15 VAO C9 C8 DOUB Y N 16 VAO C9 C12 SING N N 17 VAO C12 O1 DOUB N N 18 VAO C12 O SING N N 19 VAO C6 H6 SING N N 20 VAO C2 H2 SING N N 21 VAO C3 H3 SING N N 22 VAO C8 H8 SING N N 23 VAO C11 H11 SING N N 24 VAO C10 H10 SING N N 25 VAO O H SING N N 26 VAO O2 H21 SING N N 27 # 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 VAO InChI InChI 1.03 "InChI=1S/C13H8N2O3/c14-7-8-1-2-12(16)10(5-8)11-6-9(13(17)18)3-4-15-11/h1-6,16H,(H,17,18)" VAO InChIKey InChI 1.03 NARDFYYIAAFALG-UHFFFAOYSA-N VAO SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccnc(c1)c2cc(ccc2O)C#N" VAO SMILES CACTVS 3.385 "OC(=O)c1ccnc(c1)c2cc(ccc2O)C#N" VAO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C#N)c2cc(ccn2)C(=O)O)O" VAO SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C#N)c2cc(ccn2)C(=O)O)O" # 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 VAO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(5-cyano-2-oxidanyl-phenyl)pyridine-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 VAO "Create component" 2015-07-09 EBI VAO "Initial release" 2016-01-13 RCSB #