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                    2008-10-14 
_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 Y N 6  
322 N1  C9  SING N N 7  
322 C9  H9  SING N N 8  
322 C9  H9A SING Y N 9  
322 C3  C4  DOUB N N 10 
322 C4  C5  SING N N 11 
322 C4  H4  SING Y N 12 
322 C5  C6  SING Y N 13 
322 C5  C12 DOUB N 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 N 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 Y N 32 
322 C11 O4  DOUB Y N 33 
322 C13 C12 SING N N 34 
322 C14 C13 DOUB N 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 InChI            InChI                1.02b InChI=1/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/f/h18H 
322 InChIKey         InChI                1.02b ABQHPGHMYXJJIV-NTVGFZNBDH                                                                                                                  
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                                                                                            
# 
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" 
# 
