data_J6S # _chem_comp.id J6S _chem_comp.name "(3E,5E)-6-(4-nitrophenyl)-2-oxohexa-3,5-dienoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H9 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-nitro-cinnamylidenepyruvate, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-15 _chem_comp.pdbx_modified_date 2021-03-13 _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 247.204 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J6S _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 6EEJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 J6S C1 C1 C 0 1 N N N 37.354 26.004 13.083 5.703 -0.722 -0.002 C1 J6S 1 J6S C10 C2 C 0 1 Y N N 34.367 20.285 20.098 -4.143 -0.117 -0.001 C10 J6S 2 J6S C2 C3 C 0 1 N N N 37.481 26.444 14.511 4.592 0.270 -0.001 C2 J6S 3 J6S C3 C4 C 0 1 N N N 37.190 25.477 15.626 3.257 -0.170 -0.001 C3 J6S 4 J6S C4 C5 C 0 1 N N N 36.245 24.503 15.460 2.230 0.746 -0.000 C4 J6S 5 J6S C5 C6 C 0 1 N N N 35.697 23.793 16.653 0.896 0.306 -0.001 C5 J6S 6 J6S C6 C7 C 0 1 N N N 36.235 22.605 17.047 -0.117 1.211 0.000 C6 J6S 7 J6S C7 C8 C 0 1 Y N N 35.582 21.797 18.118 -1.512 0.751 -0.000 C7 J6S 8 J6S C8A C9 C 0 1 Y N N 36.301 21.429 19.246 -2.560 1.680 0.001 C8A J6S 9 J6S C8B C10 C 0 1 Y N N 34.259 21.406 17.978 -1.802 -0.619 0.010 C8B J6S 10 J6S C9A C11 C 0 1 Y N N 35.692 20.672 20.236 -3.866 1.239 0.001 C9A J6S 11 J6S C9B C12 C 0 1 Y N N 33.649 20.652 18.969 -3.113 -1.042 0.004 C9B J6S 12 J6S N11 N1 N 1 1 N N N 33.742 19.506 21.119 -5.549 -0.581 -0.002 N11 J6S 13 J6S O11 O1 O 0 1 N N N 36.160 25.673 12.846 6.981 -0.300 -0.002 O11 J6S 14 J6S O12 O2 O 0 1 N N N 38.472 26.093 12.504 5.456 -1.910 0.002 O12 J6S 15 J6S O13 O3 O -1 1 N N N 32.532 19.339 21.112 -5.797 -1.773 -0.004 O13 J6S 16 J6S O14 O4 O 0 1 N N N 34.507 18.942 22.116 -6.458 0.230 -0.001 O14 J6S 17 J6S H3 H3 H 0 1 N N N 37.728 25.552 16.559 3.037 -1.228 -0.002 H3 J6S 18 J6S H4 H4 H 0 1 N N N 35.897 24.248 14.470 2.450 1.804 0.001 H4 J6S 19 J6S H5 H5 H 0 1 N N N 34.873 24.221 17.204 0.676 -0.751 -0.002 H5 J6S 20 J6S H6 H6 H 0 1 N N N 37.140 22.246 16.581 0.103 2.268 0.002 H6 J6S 21 J6S H7 H7 H 0 1 N N N 37.332 21.731 19.353 -2.345 2.738 -0.006 H7 J6S 22 J6S H8 H8 H 0 1 N N N 33.703 21.689 17.096 -0.999 -1.343 0.009 H8 J6S 23 J6S H9 H9 H 0 1 N N N 36.250 20.384 21.115 -4.675 1.954 0.001 H9 J6S 24 J6S H10 H10 H 0 1 N N N 32.617 20.351 18.862 -3.339 -2.099 0.003 H10 J6S 25 J6S H11 H11 H 0 1 N N N 36.080 25.405 11.938 7.668 -0.981 -0.002 H11 J6S 26 J6S O1 O5 O 0 1 N Y N 38.450 27.341 14.767 4.840 1.462 0.000 O1 J6S 27 # # 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 J6S O12 C1 DOUB N N 1 J6S O11 C1 SING N N 2 J6S C1 C2 SING N N 3 J6S C2 C3 SING N N 4 J6S C4 C3 DOUB N E 5 J6S C4 C5 SING N N 6 J6S C5 C6 DOUB N E 7 J6S C6 C7 SING N N 8 J6S C8B C7 DOUB Y N 9 J6S C8B C9B SING Y N 10 J6S C7 C8A SING Y N 11 J6S C9B C10 DOUB Y N 12 J6S C8A C9A DOUB Y N 13 J6S C10 C9A SING Y N 14 J6S C10 N11 SING N N 15 J6S O13 N11 SING N N 16 J6S N11 O14 DOUB N N 17 J6S C3 H3 SING N N 18 J6S C4 H4 SING N N 19 J6S C5 H5 SING N N 20 J6S C6 H6 SING N N 21 J6S C8A H7 SING N N 22 J6S C8B H8 SING N N 23 J6S C9A H9 SING N N 24 J6S C9B H10 SING N N 25 J6S O11 H11 SING N N 26 J6S C2 O1 DOUB 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 J6S SMILES ACDLabs 12.01 "C(C([C@H]=C\C=C\c1ccc([N+](=O)[O-])cc1)=O)(O)=O" J6S InChI InChI 1.03 "InChI=1S/C12H9NO5/c14-11(12(15)16)4-2-1-3-9-5-7-10(8-6-9)13(17)18/h1-8H,(H,15,16)/b3-1+,4-2+" J6S InChIKey InChI 1.03 YFKMPGYOVOFESP-ZPUQHVIOSA-N J6S SMILES_CANONICAL CACTVS 3.385 "OC(=O)C(=O)/C=C/C=C/c1ccc(cc1)[N+]([O-])=O" J6S SMILES CACTVS 3.385 "OC(=O)C(=O)C=CC=Cc1ccc(cc1)[N+]([O-])=O" J6S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1/C=C/C=C/C(=O)C(=O)O)[N+](=O)[O-]" J6S SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C=CC=CC(=O)C(=O)O)[N+](=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 J6S "SYSTEMATIC NAME" ACDLabs 12.01 "(3E,5E)-6-(4-nitrophenyl)-2-oxohexa-3,5-dienoic acid" J6S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{E},5~{E})-6-(4-nitrophenyl)-2-oxidanylidene-hexa-3,5-dienoic 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 J6S "Create component" 2018-08-15 RCSB J6S "Modify synonyms" 2018-08-20 RCSB J6S "Initial release" 2019-08-14 RCSB J6S "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id J6S _pdbx_chem_comp_synonyms.name "4-nitro-cinnamylidenepyruvate, bound form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##