data_5EQ # _chem_comp.id 5EQ _chem_comp.name "(2Z)-2-hydroxy-4-(1H-indol-5-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 5EQ _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 5DRI _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 5EQ C10 C1 C 0 1 Y N N 33.971 77.358 63.306 -0.935 1.204 0.003 C10 5EQ 1 5EQ C15 C2 C 0 1 Y N N 30.484 76.426 61.195 -4.427 -1.154 -0.007 C15 5EQ 2 5EQ C17 C3 C 0 1 Y N N 32.647 78.093 61.697 -1.798 -1.059 0.005 C17 5EQ 3 5EQ O01 O1 O 0 1 N N N 38.786 80.823 63.378 4.026 1.859 -0.002 O01 5EQ 4 5EQ C02 C4 C 0 1 N N N 37.716 80.812 63.990 4.216 0.660 -0.002 C02 5EQ 5 5EQ O03 O2 O 0 1 N N N 37.543 80.720 65.190 5.474 0.178 -0.003 O03 5EQ 6 5EQ C04 C5 C 0 1 N N N 36.353 80.929 63.075 3.065 -0.272 -0.000 C04 5EQ 7 5EQ O05 O3 O 0 1 N N N 36.375 81.825 62.145 3.277 -1.608 0.000 O05 5EQ 8 5EQ C06 C6 C 0 1 N N N 35.149 79.945 63.199 1.802 0.213 0.001 C06 5EQ 9 5EQ C07 C7 C 0 1 N N N 34.658 79.439 62.307 0.662 -0.711 0.002 C07 5EQ 10 5EQ O08 O4 O 0 1 N N N 34.841 79.778 61.211 0.853 -1.912 0.003 O08 5EQ 11 5EQ C09 C8 C 0 1 Y N N 33.720 78.219 62.475 -0.716 -0.182 0.004 C09 5EQ 12 5EQ C11 C9 C 0 1 Y N N 33.129 76.191 63.490 -2.202 1.707 0.003 C11 5EQ 13 5EQ C12 C10 C 0 1 Y N N 32.011 76.050 62.695 -3.299 0.847 0.000 C12 5EQ 14 5EQ N13 N1 N 0 1 Y N N 31.016 75.049 62.636 -4.657 1.054 0.001 N13 5EQ 15 5EQ C14 C11 C 0 1 Y N N 30.142 75.383 61.696 -5.314 -0.147 -0.003 C14 5EQ 16 5EQ C16 C12 C 0 1 Y N N 31.741 76.868 61.872 -3.093 -0.547 -0.004 C16 5EQ 17 5EQ H1 H1 H 0 1 N N N 34.849 77.470 63.924 -0.092 1.878 0.006 H1 5EQ 18 5EQ H2 H2 H 0 1 N N N 29.973 76.947 60.399 -4.653 -2.210 -0.010 H2 5EQ 19 5EQ H3 H3 H 0 1 N N N 32.418 78.842 60.954 -1.635 -2.126 0.014 H3 5EQ 20 5EQ H4 H4 H 0 1 N N N 38.384 80.653 65.627 6.192 0.825 -0.004 H4 5EQ 21 5EQ H6 H6 H 0 1 N N N 35.859 81.527 61.405 4.212 -1.859 -0.001 H6 5EQ 22 5EQ H7 H7 H 0 1 N N N 34.761 79.733 64.184 1.633 1.279 0.001 H7 5EQ 23 5EQ H9 H9 H 0 1 N N N 33.373 75.448 64.235 -2.356 2.776 0.007 H9 5EQ 24 5EQ H10 H10 H 0 1 N N N 30.977 74.228 63.206 -5.088 1.924 0.003 H10 5EQ 25 5EQ H11 H11 H 0 1 N N N 29.266 74.813 61.423 -6.387 -0.266 -0.004 H11 5EQ 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 5EQ C15 C14 DOUB Y N 1 5EQ C15 C16 SING Y N 2 5EQ O08 C07 DOUB N N 3 5EQ C14 N13 SING Y N 4 5EQ C17 C16 DOUB Y N 5 5EQ C17 C09 SING Y N 6 5EQ C16 C12 SING Y N 7 5EQ O05 C04 SING N N 8 5EQ C07 C09 SING N N 9 5EQ C07 C06 SING N N 10 5EQ C09 C10 DOUB Y N 11 5EQ N13 C12 SING Y N 12 5EQ C12 C11 DOUB Y N 13 5EQ C04 C06 DOUB N Z 14 5EQ C04 C02 SING N N 15 5EQ C10 C11 SING Y N 16 5EQ O01 C02 DOUB N N 17 5EQ C02 O03 SING N N 18 5EQ C10 H1 SING N N 19 5EQ C15 H2 SING N N 20 5EQ C17 H3 SING N N 21 5EQ O03 H4 SING N N 22 5EQ O05 H6 SING N N 23 5EQ C06 H7 SING N N 24 5EQ C11 H9 SING N N 25 5EQ N13 H10 SING N N 26 5EQ C14 H11 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 5EQ SMILES ACDLabs 12.01 "c1cc2nccc2cc1C([C@H]=C(C(=O)O)O)=O" 5EQ InChI InChI 1.03 "InChI=1S/C12H9NO4/c14-10(6-11(15)12(16)17)8-1-2-9-7(5-8)3-4-13-9/h1-6,13,15H,(H,16,17)/b11-6-" 5EQ InChIKey InChI 1.03 RXKHOPODWJSWRS-WDZFZDKYSA-N 5EQ SMILES_CANONICAL CACTVS 3.385 "OC(=O)\C(O)=C\C(=O)c1ccc2[nH]ccc2c1" 5EQ SMILES CACTVS 3.385 "OC(=O)C(O)=CC(=O)c1ccc2[nH]ccc2c1" 5EQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc[nH]2)cc1C(=O)C=C(C(=O)O)O" 5EQ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc[nH]2)cc1C(=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 5EQ "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-2-hydroxy-4-(1H-indol-5-yl)-4-oxobut-2-enoic acid" 5EQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-(1H-indol-5-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 5EQ "Create component" 2015-09-16 RCSB 5EQ "Initial release" 2016-09-28 RCSB #