data_B64 # _chem_comp.id B64 _chem_comp.name "4-{[2-(methoxycarbonyl)-5-(2-thienyl)-3-thienyl]amino}-4-oxo-2-butenoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H11 N O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2Z)-4-{[5-(methoxycarbonyl)-2,2'-bithiophen-4-yl]amino}-4-oxobut-2-enoic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-29 _chem_comp.pdbx_modified_date 2020-06-17 _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 337.371 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B64 _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 3HK1 _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 B64 C1 C1 C 0 1 N N N 10.287 19.468 -2.760 4.365 1.601 0.459 C1 B64 1 B64 C2 C2 C 0 1 N N N 11.538 18.623 -2.728 4.717 0.470 -0.419 C2 B64 2 B64 C3 C3 C 0 1 N N N 11.965 18.115 -4.093 3.820 -0.501 -0.656 C3 B64 3 B64 O1 O1 O 0 1 N N N 10.395 20.569 -2.200 5.206 2.647 0.581 O1 B64 4 B64 O2 O2 O 0 1 N N N 9.225 19.074 -3.322 3.315 1.592 1.069 O2 B64 5 B64 O7 O7 O 0 1 N N N 11.312 20.201 -5.340 1.984 0.933 -0.515 O7 B64 6 B64 N8 N8 N 0 1 N N N 12.807 18.719 -6.289 1.494 -1.232 -0.459 N8 B64 7 B64 C9 C9 C 0 1 Y N N 12.956 19.352 -7.487 0.141 -0.965 -0.253 C9 B64 8 B64 C10 C10 C 0 1 Y N N 13.935 18.742 -8.387 -0.786 -1.955 -0.015 C10 B64 9 B64 S11 S11 S 0 1 Y N N 13.961 19.659 -9.882 -2.377 -1.236 0.193 S11 B64 10 B64 C12 C12 C 0 1 Y N N 12.622 20.675 -9.311 -1.723 0.378 -0.051 C12 B64 11 B64 C13 C13 C 0 1 Y N N 12.185 20.413 -8.003 -0.376 0.307 -0.266 C13 B64 12 B64 C14 C14 C 0 1 N N N 14.862 17.637 -8.127 -0.503 -3.336 0.052 C14 B64 13 B64 O15 O15 O 0 1 N N N 15.754 17.244 -9.179 -1.497 -4.218 0.292 O15 B64 14 B64 C16 C16 C 0 1 N N N 16.657 16.179 -8.882 -1.138 -5.600 0.346 C16 B64 15 B64 O17 O17 O 0 1 N N N 14.924 17.103 -7.020 0.637 -3.732 -0.108 O17 B64 16 B64 C18 C18 C 0 1 Y N N 12.109 21.739 -10.214 -2.509 1.620 -0.023 C18 B64 17 B64 C19 C19 C 0 1 Y N N 11.158 22.711 -9.901 -3.851 1.698 0.196 C19 B64 18 B64 C20 C20 C 0 1 Y N N 10.947 23.553 -11.024 -4.358 2.978 0.175 C20 B64 19 B64 C21 C21 C 0 1 Y N N 11.701 23.296 -12.191 -3.461 3.942 -0.057 C21 B64 20 B64 S22 S22 S 0 1 Y N N 12.666 21.829 -11.887 -1.862 3.238 -0.259 S22 B64 21 B64 CS1 CS1 C 0 1 N N N 12.034 19.187 -5.251 2.376 -0.217 -0.539 CS1 B64 22 B64 H2 H2 H 0 1 N N N 12.078 18.401 -1.819 5.696 0.423 -0.872 H2 B64 23 B64 H3 H3 H 0 1 N N N 12.208 17.077 -4.263 4.155 -1.490 -0.932 H3 B64 24 B64 HO1 HO1 H 0 1 N N N 9.573 21.041 -2.267 4.932 3.365 1.168 HO1 B64 25 B64 HN8 HN8 H 0 1 N N N 13.293 17.855 -6.155 1.800 -2.149 -0.544 HN8 B64 26 B64 H13 H13 H 0 1 N N N 11.395 20.934 -7.482 0.233 1.181 -0.440 H13 B64 27 B64 H16 H16 H 0 1 N N N 16.889 15.627 -9.804 -2.027 -6.199 0.546 H16 B64 28 B64 H16A H16A H 0 0 N N N 17.584 16.592 -8.459 -0.704 -5.901 -0.608 H16A B64 29 B64 H16B H16B H 0 0 N N N 16.193 15.498 -8.154 -0.409 -5.756 1.142 H16B B64 30 B64 H19 H19 H 0 1 N N N 10.658 22.808 -8.949 -4.467 0.828 0.372 H19 B64 31 B64 H20 H20 H 0 1 N N N 10.234 24.363 -10.988 -5.406 3.189 0.333 H20 B64 32 B64 H21 H21 H 0 1 N N N 11.694 23.880 -13.099 -3.684 4.998 -0.107 H21 B64 33 # # 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 B64 C1 C2 SING N N 1 B64 C1 O1 SING N N 2 B64 C2 H2 SING N N 3 B64 C3 C2 DOUB N Z 4 B64 C3 H3 SING N N 5 B64 O1 HO1 SING N N 6 B64 O2 C1 DOUB N N 7 B64 O7 CS1 DOUB N N 8 B64 N8 CS1 SING N N 9 B64 N8 HN8 SING N N 10 B64 C9 N8 SING N N 11 B64 C10 C9 DOUB Y N 12 B64 C10 C14 SING N N 13 B64 S11 C10 SING Y N 14 B64 S11 C12 SING Y N 15 B64 C12 C13 DOUB Y N 16 B64 C13 C9 SING Y N 17 B64 C13 H13 SING N N 18 B64 C14 O17 DOUB N N 19 B64 O15 C14 SING N N 20 B64 O15 C16 SING N N 21 B64 C16 H16 SING N N 22 B64 C16 H16A SING N N 23 B64 C16 H16B SING N N 24 B64 C18 C12 SING Y N 25 B64 C18 C19 DOUB Y N 26 B64 C19 H19 SING N N 27 B64 C20 C19 SING Y N 28 B64 C20 H20 SING N N 29 B64 C21 C20 DOUB Y N 30 B64 C21 S22 SING Y N 31 B64 C21 H21 SING N N 32 B64 S22 C18 SING Y N 33 B64 CS1 C3 SING N N 34 # # 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 B64 SMILES ACDLabs 10.04 "O=C(OC)c1sc(cc1NC(=O)/C=C\C(=O)O)c2sccc2" B64 SMILES_CANONICAL CACTVS 3.341 "COC(=O)c1sc(cc1NC(=O)\C=C/C(O)=O)c2sccc2" B64 SMILES CACTVS 3.341 "COC(=O)c1sc(cc1NC(=O)C=CC(O)=O)c2sccc2" B64 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)c1c(cc(s1)c2cccs2)NC(=O)C=CC(=O)O" B64 SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)c1c(cc(s1)c2cccs2)NC(=O)C=CC(=O)O" B64 InChI InChI 1.03 "InChI=1S/C14H11NO5S2/c1-20-14(19)13-8(15-11(16)4-5-12(17)18)7-10(22-13)9-3-2-6-21-9/h2-7H,1H3,(H,15,16)(H,17,18)/b5-4-" B64 InChIKey InChI 1.03 GJODSFZNKNHKML-PLNGDYQASA-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 B64 "SYSTEMATIC NAME" ACDLabs 10.04 "(2Z)-4-{[5-(methoxycarbonyl)-2,2'-bithiophen-4-yl]amino}-4-oxobut-2-enoic acid" B64 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(2-methoxycarbonyl-5-thiophen-2-yl-thiophen-3-yl)amino]-4-oxo-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 B64 "Create component" 2009-05-29 RCSB B64 "Modify aromatic_flag" 2011-06-04 RCSB B64 "Modify descriptor" 2011-06-04 RCSB B64 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B64 _pdbx_chem_comp_synonyms.name "(2Z)-4-{[5-(methoxycarbonyl)-2,2'-bithiophen-4-yl]amino}-4-oxobut-2-enoic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##