data_35B
# 
_chem_comp.id                                    35B 
_chem_comp.name                                  "4-bromo-3-(carboxymethoxy)-5-{3-[cyclohexyl(methylcarbamoyl)amino]phenyl}thiophene-2-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 Br N2 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-22 
_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                        511.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     35B 
_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        PDBJ 
_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 
35B C1   C1   C  0 1 N N N 50.057 10.754 -2.509 5.043  3.342  -1.334 C1   35B 1  
35B C2   C2   C  0 1 N N N 49.641 9.277  -0.553 3.893  1.360  -0.504 C2   35B 2  
35B C3   C3   C  0 1 Y N N 47.321 9.403  0.350  2.723  -0.454 0.496  C3   35B 3  
35B C4   C4   C  0 1 Y N N 46.234 8.667  -0.141 2.761  -1.662 1.181  C4   35B 4  
35B C5   C5   C  0 1 Y N N 44.957 9.231  -0.153 1.592  -2.235 1.647  C5   35B 5  
35B C6   C6   C  0 1 Y N N 44.746 10.524 0.324  0.380  -1.612 1.434  C6   35B 6  
35B N1   N1   N  0 1 N N N 49.195 10.214 -1.483 5.049  1.956  -0.859 N1   35B 7  
35B C7   C7   C  0 1 Y N N 45.818 11.274 0.815  0.331  -0.398 0.746  C7   35B 8  
35B O1   O1   O  0 1 N N N 50.801 8.858  -0.566 2.836  1.941  -0.661 O1   35B 9  
35B C8   C8   C  0 1 Y N N 47.097 10.707 0.826  1.511  0.183  0.281  C8   35B 10 
35B C9   C9   C  0 1 Y N N 45.611 12.634 1.310  -0.966 0.273  0.515  C9   35B 11 
35B C10  C10  C  0 1 Y N N 46.175 13.316 2.368  -2.080 -0.330 0.012  C10  35B 12 
35B C11  C11  C  0 1 Y N N 45.683 14.645 2.520  -3.173 0.493  -0.115 C11  35B 13 
35B C12  C12  C  0 1 Y N N 44.793 14.956 1.508  -2.958 1.789  0.288  C12  35B 14 
35B C13  C13  C  0 1 N N N 44.037 16.311 1.273  -3.922 2.822  0.256  C13  35B 15 
35B C14  C14  C  0 1 N N N 47.322 16.189 3.257  -5.304 -0.449 0.350  C14  35B 16 
35B C15  C15  C  0 1 N N N 47.636 17.007 4.518  -6.560 -0.876 -0.365 C15  35B 17 
35B C16  C16  C  0 1 N N N 48.996 7.873  1.445  5.168  -0.623 0.111  C16  35B 18 
35B C17  C17  C  0 1 N N N 48.867 6.400  1.009  6.143  0.126  1.021  C17  35B 19 
35B C18  C18  C  0 1 N N N 48.075 5.573  2.021  7.458  -0.652 1.109  C18  35B 20 
35B C19  C19  C  0 1 N N N 48.602 5.717  3.448  8.066  -0.786 -0.289 C19  35B 21 
35B C20  C20  C  0 1 N N N 48.784 7.176  3.862  7.091  -1.535 -1.199 C20  35B 22 
35B C21  C21  C  0 1 N N N 48.294 8.143  2.784  5.776  -0.758 -1.287 C21  35B 23 
35B N2   N2   N  0 1 N N N 48.656 8.864  0.380  3.909  0.121  0.026  N2   35B 24 
35B S1   S1   S  0 1 Y N N 44.522 13.642 0.452  -1.303 1.964  0.856  S1   35B 25 
35B O2   O2   O  0 1 N N N 43.898 17.105 2.249  -3.596 4.063  0.678  O2   35B 26 
35B O3   O3   O  0 1 N N N 43.633 16.493 0.083  -5.046 2.594  -0.153 O3   35B 27 
35B O4   O4   O  0 1 N N N 46.074 15.520 3.491  -4.366 0.062  -0.598 O4   35B 28 
35B O5   O5   O  0 1 N N N 46.751 17.008 5.422  -7.586 -1.391 0.331  O5   35B 29 
35B O6   O6   O  0 1 N N N 48.758 17.588 4.516  -6.643 -0.755 -1.564 O6   35B 30 
35B BR1  BR1  BR 0 0 N N N 47.423 12.586 3.586  -2.119 -2.158 -0.474 BR1  35B 31 
35B H1   H1   H  0 1 N N N 49.482 10.891 -3.437 4.421  3.418  -2.226 H1   35B 32 
35B H1A  H1A  H  0 1 N N N 50.457 11.724 -2.179 4.641  3.991  -0.555 H1A  35B 33 
35B H4   H4   H  0 1 N N N 46.384 7.663  -0.510 3.707  -2.156 1.351  H4   35B 34 
35B H5   H5   H  0 1 N N N 44.124 8.660  -0.536 1.628  -3.174 2.180  H5   35B 35 
35B H6   H6   H  0 1 N N N 43.752 10.947 0.314  -0.531 -2.063 1.799  H6   35B 36 
35B H8   H8   H  0 1 N N N 47.928 11.282 1.207  1.480  1.124  -0.248 H8   35B 37 
35B H14  H14  H  0 1 N N N 48.119 15.455 3.070  -5.546 0.327  1.077  H14  35B 38 
35B H14A H14A H  0 0 N N N 47.257 16.841 2.373  -4.870 -1.306 0.865  H14A 35B 39 
35B H16  H16  H  0 1 N N N 50.070 8.036  1.618  4.977  -1.615 0.521  H16  35B 40 
35B H17  H17  H  0 1 N N N 48.347 6.364  0.041  6.334  1.117  0.611  H17  35B 41 
35B H17A H17A H  0 0 N N N 49.879 5.975  0.937  5.710  0.222  2.017  H17A 35B 42 
35B H18  H18  H  0 1 N N N 47.029 5.912  2.002  8.153  -0.118 1.758  H18  35B 43 
35B H18A H18A H  0 0 N N N 48.174 4.515  1.736  7.267  -1.643 1.519  H18A 35B 44 
35B H19  H19  H  0 1 N N N 47.881 5.248  4.134  8.257  0.206  -0.699 H19  35B 45 
35B H19A H19A H  0 0 N N N 49.588 5.231  3.492  9.003  -1.340 -0.226 H19A 35B 46 
35B H20  H20  H  0 1 N N N 48.208 7.355  4.782  7.524  -1.631 -2.194 H20  35B 47 
35B H20A H20A H  0 0 N N N 49.858 7.355  4.018  6.900  -2.527 -0.789 H20A 35B 48 
35B H21  H21  H  0 1 N N N 48.512 9.173  3.101  5.081  -1.291 -1.936 H21  35B 49 
35B H21A H21A H  0 0 N N N 47.212 8.001  2.649  5.967  0.234  -1.697 H21A 35B 50 
35B HO2  HO2  H  0 1 N N N 43.434 17.883 1.962  -4.320 4.701  0.619  HO2  35B 51 
35B HO5  HO5  H  0 1 N N N 47.047 17.535 6.155  -8.370 -1.651 -0.172 HO5  35B 52 
35B H1B  H1B  H  0 1 N N N 50.889 10.058 -2.693 6.061  3.649  -1.573 H1B  35B 53 
35B HN   HN   H  0 1 N N N 48.245 10.523 -1.439 5.884  1.467  -0.802 HN   35B 54 
# 
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 
35B C1  N1   SING N N 1  
35B C1  H1   SING N N 2  
35B C1  H1A  SING N N 3  
35B N1  C2   SING N N 4  
35B O1  C2   DOUB N N 5  
35B C2  N2   SING N N 6  
35B C4  C3   DOUB Y N 7  
35B C3  N2   SING Y N 8  
35B C3  C8   SING N N 9  
35B C5  C4   SING Y N 10 
35B C4  H4   SING Y N 11 
35B C5  C6   DOUB N N 12 
35B C5  H5   SING Y N 13 
35B C6  C7   SING N N 14 
35B C6  H6   SING N N 15 
35B C7  C8   DOUB N N 16 
35B C7  C9   SING Y N 17 
35B C8  H8   SING N N 18 
35B S1  C9   SING N N 19 
35B C9  C10  DOUB N N 20 
35B C10 C11  SING Y N 21 
35B C10 BR1  SING Y N 22 
35B C12 C11  DOUB N N 23 
35B C11 O4   SING N N 24 
35B S1  C12  SING Y N 25 
35B C13 C12  SING N N 26 
35B O3  C13  DOUB N N 27 
35B C13 O2   SING N N 28 
35B C14 O4   SING N N 29 
35B C14 C15  SING N N 30 
35B C14 H14  SING N N 31 
35B C14 H14A SING N N 32 
35B O6  C15  DOUB N N 33 
35B C15 O5   SING N N 34 
35B N2  C16  SING N N 35 
35B C17 C16  SING N N 36 
35B C16 C21  SING N N 37 
35B C16 H16  SING N N 38 
35B C17 C18  SING N N 39 
35B C17 H17  SING N N 40 
35B C17 H17A SING N N 41 
35B C18 C19  SING N N 42 
35B C18 H18  SING N N 43 
35B C18 H18A SING N N 44 
35B C19 C20  SING N N 45 
35B C19 H19  SING N N 46 
35B C19 H19A SING N N 47 
35B C21 C20  SING N N 48 
35B C20 H20  SING N N 49 
35B C20 H20A SING N N 50 
35B C21 H21  SING Y N 51 
35B C21 H21A SING Y N 52 
35B O2  HO2  SING N N 53 
35B O5  HO5  SING N N 54 
35B C1  H1B  SING N N 55 
35B N1  HN   SING N N 56 
# 
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 
35B SMILES           ACDLabs              10.04 O=C(NC)N(c1cccc(c1)c2sc(c(OCC(=O)O)c2Br)C(=O)O)C3CCCCC3                                                                                                                                     
35B InChI            InChI                1.02b InChI=1/C21H23BrN2O6S/c1-23-21(29)24(13-7-3-2-4-8-13)14-9-5-6-12(10-14)18-16(22)17(30-11-15(25)26)19(31-18)20(27)28/h5-6,9-10,13H,2-4,7-8,11H2,1H3,(H,23,29)(H,25,26)(H,27,28)/f/h23,25,27H 
35B InChIKey         InChI                1.02b PXYOQUGPJYIRGZ-WMQLBYIKCN                                                                                                                                                                   
35B SMILES_CANONICAL CACTVS               3.341 CNC(=O)N(C1CCCCC1)c2cccc(c2)c3sc(C(O)=O)c(OCC(O)=O)c3Br                                                                                                                                     
35B SMILES           CACTVS               3.341 CNC(=O)N(C1CCCCC1)c2cccc(c2)c3sc(C(O)=O)c(OCC(O)=O)c3Br                                                                                                                                     
35B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNC(=O)N(c1cccc(c1)c2c(c(c(s2)C(=O)O)OCC(=O)O)Br)C3CCCCC3                                                                                                                                   
35B SMILES           "OpenEye OEToolkits" 1.5.0 CNC(=O)N(c1cccc(c1)c2c(c(c(s2)C(=O)O)OCC(=O)O)Br)C3CCCCC3                                                                                                                                   
# 
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 
35B "SYSTEMATIC NAME" ACDLabs              10.04 "4-bromo-3-(carboxymethoxy)-5-{3-[cyclohexyl(methylcarbamoyl)amino]phenyl}thiophene-2-carboxylic acid"    
35B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-bromo-3-(carboxymethyloxy)-5-[3-(cyclohexyl-(methylcarbamoyl)amino)phenyl]thiophene-2-carboxylic acid" 
# 
