data_EPR # _chem_comp.id EPR _chem_comp.name "{5-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H13 N O3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Epalrestat _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-25 _chem_comp.pdbx_modified_date 2021-03-01 _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 319.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EPR _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 4JIH _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 EPR N N N 0 1 N N N -24.705 -23.957 -9.241 -1.974 -0.176 -0.414 N EPR 1 EPR O O O 0 1 N N N -25.791 -21.969 -9.265 0.174 -0.613 -0.015 O EPR 2 EPR S S S 0 1 N N N -23.300 -26.277 -9.567 -4.581 0.488 -0.876 S EPR 3 EPR C1 C1 C 0 1 N N N -25.968 -21.281 -13.172 1.774 1.558 0.699 C1 EPR 4 EPR O1 O1 O 0 1 N N N -22.897 -23.540 -7.444 -2.719 -1.792 1.511 O1 EPR 5 EPR S1 S1 S 0 1 N N N -23.689 -24.034 -11.681 -2.217 2.276 0.073 S1 EPR 6 EPR O2 O2 O 0 1 N N N -23.666 -24.891 -5.931 -2.983 -3.642 0.330 O2 EPR 7 EPR C9 C9 C 0 1 N N N -24.784 -21.522 -12.270 0.538 2.234 0.706 C9 EPR 8 EPR C10 C10 C 0 1 N N N -24.630 -22.635 -11.289 -0.595 1.592 0.299 C10 EPR 9 EPR C11 C11 C 0 1 N N N -25.079 -22.828 -9.879 -0.752 0.178 -0.053 C11 EPR 10 EPR C12 C12 C 0 1 N N N -23.958 -24.705 -10.085 -2.946 0.743 -0.438 C12 EPR 11 EPR C13 C13 C 0 1 N N N -25.051 -24.355 -7.872 -2.260 -1.563 -0.789 C13 EPR 12 EPR C14 C14 C 0 1 N N N -23.801 -24.270 -7.012 -2.671 -2.340 0.435 C14 EPR 13 EPR C8 C8 C 0 1 N N N -25.695 -20.053 -14.061 2.233 0.999 -0.446 C8 EPR 14 EPR C91 C91 C 0 1 N N N -26.196 -22.518 -14.061 2.584 1.454 1.965 C91 EPR 15 EPR C16 C16 C 0 1 Y N N -26.922 -19.780 -14.950 3.447 0.171 -0.425 C16 EPR 16 EPR C17 C17 C 0 1 Y N N -26.587 -18.277 -14.950 3.737 -0.623 0.691 C17 EPR 17 EPR C18 C18 C 0 1 Y N N -27.722 -17.235 -14.950 4.878 -1.397 0.703 C18 EPR 18 EPR C19 C19 C 0 1 Y N N -29.191 -17.697 -14.950 5.735 -1.391 -0.384 C19 EPR 19 EPR C20 C20 C 0 1 Y N N -29.526 -19.200 -14.950 5.455 -0.608 -1.491 C20 EPR 20 EPR C15 C15 C 0 1 Y N N -28.391 -20.242 -14.950 4.316 0.167 -1.522 C15 EPR 21 EPR HO2 HO2 H 0 1 N N N -22.813 -24.699 -5.559 -3.240 -4.098 1.143 HO2 EPR 22 EPR H9 H9 H 0 1 N N N -23.967 -20.819 -12.341 0.487 3.262 1.035 H9 EPR 23 EPR H13 H13 H 0 1 N N N -25.822 -23.679 -7.473 -3.069 -1.582 -1.520 H13 EPR 24 EPR H13A H13A H 0 0 N N N -25.432 -25.387 -7.871 -1.368 -2.013 -1.223 H13A EPR 25 EPR H5 H5 H 0 1 N N N -24.784 -19.473 -14.061 1.707 1.163 -1.375 H5 EPR 26 EPR H6 H6 H 0 1 N N N -27.060 -22.343 -14.719 2.331 0.530 2.484 H6 EPR 27 EPR H7 H7 H 0 1 N N N -25.300 -22.700 -14.673 3.646 1.454 1.718 H7 EPR 28 EPR H8 H8 H 0 1 N N N -26.391 -23.395 -13.426 2.362 2.305 2.609 H8 EPR 29 EPR H91 H91 H 0 1 N N N -25.557 -17.953 -14.950 3.070 -0.629 1.540 H91 EPR 30 EPR H10 H10 H 0 1 N N N -27.487 -16.181 -14.950 5.103 -2.010 1.563 H10 EPR 31 EPR H11 H11 H 0 1 N N N -29.987 -16.967 -14.950 6.627 -2.000 -0.368 H11 EPR 32 EPR H12 H12 H 0 1 N N N -30.556 -19.524 -14.950 6.129 -0.608 -2.335 H12 EPR 33 EPR H131 H131 H 0 0 N N N -28.626 -21.296 -14.950 4.096 0.773 -2.388 H131 EPR 34 # # 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 EPR N C13 SING N N 1 EPR C1 C9 SING N N 2 EPR O1 C14 DOUB N N 3 EPR S1 C10 SING N N 4 EPR S1 C12 SING N N 5 EPR C9 C10 DOUB N E 6 EPR C10 C11 SING N N 7 EPR C11 N SING N N 8 EPR C11 O DOUB N N 9 EPR C12 N SING N N 10 EPR C12 S DOUB N N 11 EPR C13 C14 SING N N 12 EPR C14 O2 SING N N 13 EPR C1 C8 DOUB N E 14 EPR C1 C91 SING N N 15 EPR C8 C16 SING N N 16 EPR C16 C17 DOUB Y N 17 EPR C16 C15 SING Y N 18 EPR C17 C18 SING Y N 19 EPR C18 C19 DOUB Y N 20 EPR C19 C20 SING Y N 21 EPR C20 C15 DOUB Y N 22 EPR O2 HO2 SING N N 23 EPR C9 H9 SING N N 24 EPR C13 H13 SING N N 25 EPR C13 H13A SING N N 26 EPR C8 H5 SING N N 27 EPR C91 H6 SING N N 28 EPR C91 H7 SING N N 29 EPR C91 H8 SING N N 30 EPR C17 H91 SING N N 31 EPR C18 H10 SING N N 32 EPR C19 H11 SING N N 33 EPR C20 H12 SING N N 34 EPR C15 H131 SING N N 35 # # 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 EPR SMILES ACDLabs 12.01 "S=C1S/C(C(=O)N1CC(=O)O)=C/C(=C/c2ccccc2)C" EPR InChI InChI 1.03 "InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8?" EPR InChIKey InChI 1.03 CHNUOJQWGUIOLD-KEBJEMEDSA-N EPR SMILES_CANONICAL CACTVS 3.370 "CC(=C\c1ccccc1)/C=C2/SC(=S)N(CC(O)=O)C2=O" EPR SMILES CACTVS 3.370 "CC(=Cc1ccccc1)C=C2SC(=S)N(CC(O)=O)C2=O" EPR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C/C(=C\c1ccccc1)/C=C2C(=O)N(C(=S)S2)CC(=O)O" EPR SMILES "OpenEye OEToolkits" 1.7.6 "CC(=Cc1ccccc1)C=C2C(=O)N(C(=S)S2)CC(=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 EPR "SYSTEMATIC NAME" ACDLabs 12.01 "{(5E)-5-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}acetic acid" EPR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[5-[(E)-2-methyl-3-phenyl-prop-2-enylidene]-4-oxidanylidene-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanoic 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 EPR "Create component" 2013-03-25 RCSB EPR "Initial release" 2013-10-23 RCSB EPR "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EPR _pdbx_chem_comp_synonyms.name Epalrestat _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##