data_5ER # _chem_comp.id 5ER _chem_comp.name "(2Z)-2-hydroxy-4-(1H-indol-3-yl)-4-oxobut-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H9 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-16 _chem_comp.pdbx_modified_date 2016-09-23 _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 231.204 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5ER _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 5DRC _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 5ER C10 C1 C 0 1 Y N N 34.273 76.601 63.537 0.942 -1.765 -0.003 C10 5ER 1 5ER C13 C2 C 0 1 Y N N 31.370 75.095 61.871 4.413 -0.748 0.002 C13 5ER 2 5ER C15 C3 C 0 1 Y N N 31.205 76.716 60.066 4.057 1.628 -0.001 C15 5ER 3 5ER C17 C4 C 0 1 Y N N 32.973 77.009 61.700 2.173 0.150 -0.001 C17 5ER 4 5ER O01 O1 O 0 1 N N N 37.744 79.808 65.235 -5.343 0.324 0.001 O01 5ER 5 5ER C02 C5 C 0 1 N N N 37.971 80.306 63.994 -4.189 -0.372 -0.000 C02 5ER 6 5ER O03 O2 O 0 1 N N N 39.150 80.299 63.635 -4.213 -1.586 -0.001 O03 5ER 7 5ER C04 C6 C 0 1 N N N 36.794 80.143 63.094 -2.894 0.343 0.000 C04 5ER 8 5ER O05 O3 O 0 1 N N N 36.903 80.859 61.919 -2.868 1.697 0.002 O05 5ER 9 5ER C06 C7 C 0 1 N N N 35.981 79.087 63.225 -1.736 -0.356 -0.001 C06 5ER 10 5ER C07 C8 C 0 1 N N N 34.998 78.652 62.199 -0.451 0.354 -0.000 C07 5ER 11 5ER O08 O4 O 0 1 N N N 35.271 78.994 61.037 -0.427 1.571 0.001 O08 5ER 12 5ER C09 C9 C 0 1 Y N N 34.121 77.494 62.470 0.807 -0.405 -0.001 C09 5ER 13 5ER N11 N1 N 0 1 Y N N 33.301 75.593 63.489 2.256 -2.094 0.002 N11 5ER 14 5ER C12 C10 C 0 1 Y N N 32.483 75.810 62.368 3.037 -0.957 0.001 C12 5ER 15 5ER C14 C11 C 0 1 Y N N 30.741 75.560 60.721 4.913 0.536 0.001 C14 5ER 16 5ER C16 C12 C 0 1 Y N N 32.301 77.428 60.545 2.692 1.442 -0.003 C16 5ER 17 5ER H1 H1 H 0 1 N N N 35.037 76.679 64.296 0.125 -2.471 -0.003 H1 5ER 18 5ER H2 H2 H 0 1 N N N 31.016 74.207 62.373 5.088 -1.591 0.004 H2 5ER 19 5ER H3 H3 H 0 1 N N N 30.701 77.057 59.174 4.463 2.629 -0.003 H3 5ER 20 5ER H4 H4 H 0 1 N N N 38.567 79.532 65.621 -6.164 -0.187 0.001 H4 5ER 21 5ER H5 H5 H 0 1 N N N 36.377 80.445 61.245 -3.743 2.107 0.002 H5 5ER 22 5ER H6 H6 H 0 1 N N N 36.044 78.513 64.138 -1.757 -1.435 -0.002 H6 5ER 23 5ER H7 H7 H 0 1 N N N 33.206 74.844 64.144 2.599 -3.001 0.005 H7 5ER 24 5ER H8 H8 H 0 1 N N N 29.888 75.028 60.327 5.981 0.694 0.003 H8 5ER 25 5ER H9 H9 H 0 1 N N N 32.636 78.311 60.021 2.028 2.293 -0.004 H9 5ER 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 5ER C15 C16 DOUB Y N 1 5ER C15 C14 SING Y N 2 5ER C16 C17 SING Y N 3 5ER C14 C13 DOUB Y N 4 5ER O08 C07 DOUB N N 5 5ER C17 C12 DOUB Y N 6 5ER C17 C09 SING Y N 7 5ER C13 C12 SING Y N 8 5ER O05 C04 SING N N 9 5ER C07 C09 SING N N 10 5ER C07 C06 SING N N 11 5ER C12 N11 SING Y N 12 5ER C09 C10 DOUB Y N 13 5ER C04 C06 DOUB N Z 14 5ER C04 C02 SING N N 15 5ER N11 C10 SING Y N 16 5ER O03 C02 DOUB N N 17 5ER C02 O01 SING N N 18 5ER C10 H1 SING N N 19 5ER C13 H2 SING N N 20 5ER C15 H3 SING N N 21 5ER O01 H4 SING N N 22 5ER O05 H5 SING N N 23 5ER C06 H6 SING N N 24 5ER N11 H7 SING N N 25 5ER C14 H8 SING N N 26 5ER C16 H9 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 5ER SMILES ACDLabs 12.01 "c2c(c1c(cccc1)n2)C([C@H]=C(C(O)=O)O)=O" 5ER InChI InChI 1.03 "InChI=1S/C12H9NO4/c14-10(5-11(15)12(16)17)8-6-13-9-4-2-1-3-7(8)9/h1-6,13,15H,(H,16,17)/b11-5-" 5ER InChIKey InChI 1.03 SELLASZPQWXBBE-WZUFQYTHSA-N 5ER SMILES_CANONICAL CACTVS 3.385 "OC(=O)\C(O)=C\C(=O)c1c[nH]c2ccccc12" 5ER SMILES CACTVS 3.385 "OC(=O)C(O)=CC(=O)c1c[nH]c2ccccc12" 5ER SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)C(=O)/C=C(/C(=O)O)\O" 5ER SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)C(=O)C=C(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 5ER "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-2-hydroxy-4-(1H-indol-3-yl)-4-oxobut-2-enoic acid" 5ER "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(Z)-4-(1H-indol-3-yl)-2-oxidanyl-4-oxidanylidene-but-2-enoic 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 5ER "Create component" 2015-09-16 RCSB 5ER "Initial release" 2016-09-28 RCSB #