data_509 # _chem_comp.id 509 _chem_comp.name "4-BROMO-3-(CARBOXYMETHOXY)-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H9 Br O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-05-30 _chem_comp.pdbx_modified_date 2011-06-04 _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 357.177 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 509 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2H4K _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 509 C1 C1 C 0 1 Y N N 46.316 8.719 0.015 -5.458 -0.314 -0.417 C1 509 1 509 C2 C2 C 0 1 Y N N 45.009 9.218 -0.035 -5.106 0.864 0.216 C2 509 2 509 C3 C3 C 0 1 Y N N 44.748 10.540 0.340 -3.778 1.216 0.338 C3 509 3 509 C4 C4 C 0 1 Y N N 45.811 11.370 0.739 -2.788 0.379 -0.179 C4 509 4 509 C5 C5 C 0 1 Y N N 47.121 10.860 0.789 -3.150 -0.806 -0.822 C5 509 5 509 C6 C6 C 0 1 Y N N 47.375 9.535 0.421 -4.481 -1.148 -0.932 C6 509 6 509 C7 C7 C 0 1 Y N N 45.539 12.742 1.145 -1.363 0.749 -0.052 C7 509 7 509 C8 C8 C 0 1 Y N N 46.005 13.403 2.241 -0.277 -0.062 0.227 C8 509 8 509 C9 C9 C 0 1 Y N N 45.561 14.734 2.398 0.971 0.505 0.297 C9 509 9 509 C10 C10 C 0 1 Y N N 44.708 15.070 1.373 1.087 1.878 0.087 C10 509 10 509 S1 S1 S 0 1 Y N N 44.499 13.774 0.271 -0.604 2.356 -0.222 S1 509 11 509 C11 C11 C 0 1 N N N 43.996 16.452 1.167 2.249 2.684 0.108 C11 509 12 509 O1 O1 O 0 1 N N N 43.557 16.651 -0.002 3.334 2.183 0.340 O1 509 13 509 O2 O2 O 0 1 N N N 43.934 17.241 2.158 2.155 4.010 -0.128 O2 509 14 509 O3 O3 O 0 1 N N N 45.932 15.532 3.426 2.064 -0.253 0.569 O3 509 15 509 C12 C12 C 0 1 N N N 47.138 16.278 3.202 2.575 -0.708 -0.686 C12 509 16 509 C13 C13 C 0 1 N N N 47.524 17.004 4.501 3.796 -1.559 -0.452 C13 509 17 509 O4 O4 O 0 1 N N N 48.595 17.643 4.445 4.190 -1.755 0.673 O4 509 18 509 O5 O5 O 0 1 N N N 46.769 16.905 5.495 4.447 -2.098 -1.495 O5 509 19 509 BR1 BR1 BR 0 0 N N N 47.199 12.648 3.464 -0.509 -1.918 0.509 BR1 509 20 509 H1 H1 H 0 1 N N N 46.508 7.693 -0.263 -6.500 -0.585 -0.510 H1 509 21 509 H2 H2 H 0 1 N N N 44.201 8.581 -0.364 -5.874 1.510 0.616 H2 509 22 509 H3 H3 H 0 1 N N N 43.737 10.921 0.323 -3.505 2.136 0.833 H3 509 23 509 H5 H5 H 0 1 N N N 47.933 11.494 1.113 -2.388 -1.458 -1.225 H5 509 24 509 H6 H6 H 0 1 N N N 48.382 9.145 0.450 -4.763 -2.067 -1.425 H6 509 25 509 HO2 HO2 H 0 1 N N N 43.494 18.042 1.899 3.050 4.369 -0.068 HO2 509 26 509 H121 1H12 H 0 0 N N N 46.978 17.012 2.399 2.842 0.151 -1.302 H121 509 27 509 H122 2H12 H 0 0 N N N 47.947 15.594 2.906 1.813 -1.297 -1.195 H122 509 28 509 HO5 HO5 H 0 1 N N N 47.134 17.397 6.221 5.231 -2.644 -1.345 HO5 509 29 # 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 509 C1 C2 DOUB Y N 1 509 C1 C6 SING Y N 2 509 C1 H1 SING N N 3 509 C2 C3 SING Y N 4 509 C2 H2 SING N N 5 509 C3 C4 DOUB Y N 6 509 C3 H3 SING N N 7 509 C4 C5 SING Y N 8 509 C4 C7 SING Y N 9 509 C5 C6 DOUB Y N 10 509 C5 H5 SING N N 11 509 C6 H6 SING N N 12 509 C7 C8 DOUB Y N 13 509 C7 S1 SING Y N 14 509 C8 C9 SING Y N 15 509 C8 BR1 SING N N 16 509 C9 C10 DOUB Y N 17 509 C9 O3 SING N N 18 509 C10 S1 SING Y N 19 509 C10 C11 SING N N 20 509 C11 O1 DOUB N N 21 509 C11 O2 SING N N 22 509 O2 HO2 SING N N 23 509 O3 C12 SING N N 24 509 C12 C13 SING N N 25 509 C12 H121 SING N N 26 509 C12 H122 SING N N 27 509 C13 O4 DOUB N N 28 509 C13 O5 SING N N 29 509 O5 HO5 SING N N 30 # 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 509 SMILES ACDLabs 10.04 "O=C(O)c2sc(c1ccccc1)c(Br)c2OCC(=O)O" 509 SMILES_CANONICAL CACTVS 3.341 "OC(=O)COc1c(Br)c(sc1C(O)=O)c2ccccc2" 509 SMILES CACTVS 3.341 "OC(=O)COc1c(Br)c(sc1C(O)=O)c2ccccc2" 509 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2c(c(c(s2)C(=O)O)OCC(=O)O)Br" 509 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2c(c(c(s2)C(=O)O)OCC(=O)O)Br" 509 InChI InChI 1.03 "InChI=1S/C13H9BrO5S/c14-9-10(19-6-8(15)16)12(13(17)18)20-11(9)7-4-2-1-3-5-7/h1-5H,6H2,(H,15,16)(H,17,18)" 509 InChIKey InChI 1.03 MVDWLRCTJUXCCB-UHFFFAOYSA-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 509 "SYSTEMATIC NAME" ACDLabs 10.04 "4-bromo-3-(carboxymethoxy)-5-phenylthiophene-2-carboxylic acid" 509 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-bromo-3-(carboxymethyloxy)-5-phenyl-thiophene-2-carboxylic 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 509 "Create component" 2006-05-30 RCSB 509 "Modify aromatic_flag" 2011-06-04 RCSB 509 "Modify descriptor" 2011-06-04 RCSB #