data_322 # _chem_comp.id 322 _chem_comp.name "[(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H13 Br2 N O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-20 _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 499.195 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 322 _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 3D1G _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 322 C10 C10 C 0 1 N N N -43.331 -109.281 -40.492 -5.661 0.724 0.993 C10 322 1 322 C8 C8 C 0 1 N N N -42.495 -111.765 -42.585 -3.672 -0.689 -1.079 C8 322 2 322 C9 C9 C 0 1 N N N -42.107 -110.148 -40.670 -5.130 1.103 -0.366 C9 322 3 322 C4 C4 C 0 1 Y N N -44.773 -115.951 -42.609 0.868 -1.670 0.679 C4 322 4 322 C5 C5 C 0 1 Y N N -44.999 -115.647 -41.223 0.680 -0.302 0.617 C5 322 5 322 C6 C6 C 0 1 N N N -44.406 -114.382 -40.592 -0.680 0.284 0.900 C6 322 6 322 C3 C3 C 0 1 Y N N -45.354 -117.105 -43.226 2.119 -2.210 0.425 C3 322 7 322 C2 C2 C 0 1 N N N -44.380 -116.740 -45.462 1.167 -4.354 0.817 C2 322 8 322 C1 C1 C 0 1 N N N -44.410 -117.421 -46.816 1.567 -5.830 0.837 C1 322 9 322 C7 C7 C 0 1 N N R -43.110 -113.786 -41.087 -1.421 0.515 -0.419 C7 322 10 322 BR1 BR1 BR 0 0 N N N -46.104 -116.198 -38.592 1.472 2.401 0.211 BR1 322 11 322 BR2 BR2 BR 0 0 N N N -47.545 -118.822 -40.072 4.429 1.139 -0.405 BR2 322 12 322 N1 N1 N 0 1 N N N -42.472 -111.476 -41.224 -3.795 0.529 -0.546 N1 322 13 322 S1 S1 S 0 1 N N N -42.983 -113.410 -42.839 -1.943 -1.073 -1.152 S1 322 14 322 O1 O1 O 0 1 N N N -45.200 -117.518 -44.574 2.305 -3.556 0.485 O1 322 15 322 C11 C11 C 0 1 N N N -42.807 -112.517 -40.355 -2.734 1.226 -0.177 C11 322 16 322 C12 C12 C 0 1 Y N N -45.812 -116.537 -40.459 1.736 0.531 0.295 C12 322 17 322 C13 C13 C 0 1 Y N N -46.409 -117.666 -41.068 2.987 -0.003 0.034 C13 322 18 322 C14 C14 C 0 1 Y N N -46.180 -117.942 -42.440 3.184 -1.372 0.107 C14 322 19 322 O2 O2 O 0 1 N N N -44.451 -109.494 -40.949 -4.990 0.048 1.737 O2 322 20 322 S2 S2 S 0 1 N N N -42.131 -110.762 -43.870 -4.954 -1.701 -1.593 S2 322 21 322 O3 O3 O 0 1 N N N -43.017 -108.201 -39.734 -6.877 1.142 1.379 O3 322 22 322 O4 O4 O 0 1 N N N -42.847 -112.457 -39.130 -2.806 2.334 0.311 O4 322 23 322 O5 O5 O 0 1 N N N -46.772 -119.050 -43.024 4.413 -1.898 -0.143 O5 322 24 322 H9 H9 H 0 1 N N N -41.414 -109.650 -41.363 -5.798 0.718 -1.137 H9 322 25 322 H9A H9A H 0 1 N N N -41.635 -110.295 -39.688 -5.073 2.188 -0.444 H9A 322 26 322 H4 H4 H 0 1 N N N -44.151 -115.294 -43.199 0.042 -2.318 0.930 H4 322 27 322 H6 H6 H 0 1 N N N -45.165 -113.598 -40.730 -1.250 -0.407 1.521 H6 322 28 322 H6A H6A H 0 1 N N N -44.149 -114.714 -39.575 -0.564 1.233 1.423 H6A 322 29 322 H2 H2 H 0 1 N N N -43.348 -116.693 -45.083 0.385 -4.200 0.073 H2 322 30 322 H2A H2A H 0 1 N N N -44.758 -115.710 -45.537 0.795 -4.065 1.800 H2A 322 31 322 H1 H1 H 0 1 N N N -44.417 -116.660 -47.610 1.940 -6.119 -0.146 H1 322 32 322 H1A H1A H 0 1 N N N -43.519 -118.057 -46.926 2.349 -5.985 1.581 H1A 322 33 322 H1B H1B H 0 1 N N N -45.315 -118.041 -46.894 0.700 -6.439 1.090 H1B 322 34 322 H7 H7 H 0 1 N N N -42.393 -114.598 -40.893 -0.799 1.078 -1.115 H7 322 35 322 HO3 HO3 H 0 1 N N N -43.788 -107.657 -39.622 -7.174 0.874 2.259 HO3 322 36 322 HO5 HO5 H 0 1 N N N -46.908 -118.886 -43.950 4.565 -2.117 -1.072 HO5 322 37 # 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 322 O2 C10 DOUB N N 1 322 C9 C10 SING N N 2 322 C10 O3 SING N N 3 322 S2 C8 DOUB N N 4 322 S1 C8 SING N N 5 322 C8 N1 SING N N 6 322 N1 C9 SING N N 7 322 C9 H9 SING N N 8 322 C9 H9A SING N N 9 322 C3 C4 DOUB Y N 10 322 C4 C5 SING Y N 11 322 C4 H4 SING N N 12 322 C5 C6 SING N N 13 322 C5 C12 DOUB Y N 14 322 C7 C6 SING N N 15 322 C6 H6 SING N N 16 322 C6 H6A SING N N 17 322 O1 C3 SING N N 18 322 C3 C14 SING Y N 19 322 C1 C2 SING N N 20 322 C2 O1 SING N N 21 322 C2 H2 SING N N 22 322 C2 H2A SING N N 23 322 C1 H1 SING N N 24 322 C1 H1A SING N N 25 322 C1 H1B SING N N 26 322 S1 C7 SING N N 27 322 C7 C11 SING N N 28 322 C7 H7 SING N N 29 322 C12 BR1 SING N N 30 322 C13 BR2 SING N N 31 322 N1 C11 SING N N 32 322 C11 O4 DOUB N N 33 322 C13 C12 SING Y N 34 322 C14 C13 DOUB Y N 35 322 O5 C14 SING N N 36 322 O3 HO3 SING N N 37 322 O5 HO5 SING N N 38 # 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 322 SMILES ACDLabs 10.04 "O=C(O)CN1C(=O)C(SC1=S)Cc2cc(OCC)c(O)c(Br)c2Br" 322 SMILES_CANONICAL CACTVS 3.341 "CCOc1cc(C[C@H]2SC(=S)N(CC(O)=O)C2=O)c(Br)c(Br)c1O" 322 SMILES CACTVS 3.341 "CCOc1cc(C[CH]2SC(=S)N(CC(O)=O)C2=O)c(Br)c(Br)c1O" 322 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOc1cc(c(c(c1O)Br)Br)C[C@@H]2C(=O)N(C(=S)S2)CC(=O)O" 322 SMILES "OpenEye OEToolkits" 1.5.0 "CCOc1cc(c(c(c1O)Br)Br)CC2C(=O)N(C(=S)S2)CC(=O)O" 322 InChI InChI 1.03 "InChI=1S/C14H13Br2NO5S2/c1-2-22-7-3-6(10(15)11(16)12(7)20)4-8-13(21)17(5-9(18)19)14(23)24-8/h3,8,20H,2,4-5H2,1H3,(H,18,19)/t8-/m1/s1" 322 InChIKey InChI 1.03 ABQHPGHMYXJJIV-MRVPVSSYSA-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 322 "SYSTEMATIC NAME" ACDLabs 10.04 "[(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid" 322 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(5R)-5-[(2,3-dibromo-5-ethoxy-4-hydroxy-phenyl)methyl]-4-oxo-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 322 "Create component" 2008-06-20 RCSB 322 "Modify aromatic_flag" 2011-06-04 RCSB 322 "Modify descriptor" 2011-06-04 RCSB #