data_527
# 
_chem_comp.id                                    527 
_chem_comp.name                                  "5-(3-{[1-(BENZYLSULFONYL)PIPERIDIN-4-YL]AMINO}PHENYL)-4-BROMO-3-(CARBOXYMETHOXY)THIOPHENE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 Br N2 O7 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-20 
_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                        609.509 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     527 
_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        ? 
_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 
527 S1   S1   S  0 1 Y N N 44.564 14.239 0.674  3.922   0.222  2.299  S1   527 1  
527 C2   C2   C  0 1 Y N N 44.766 15.649 1.756  5.559   0.698  1.773  C2   527 2  
527 C3   C3   C  0 1 Y N N 45.690 15.396 2.667  5.594   0.229  0.461  C3   527 3  
527 C4   C4   C  0 1 Y N N 46.255 14.041 2.574  4.487   -0.415 -0.031 C4   527 4  
527 C5   C5   C  0 1 Y N N 45.821 13.287 1.552  3.384   -0.566 0.790  C5   527 5  
527 C6   C6   C  0 1 N N N 44.060 16.879 1.469  6.562   1.382  2.499  C6   527 6  
527 O7   O7   O  0 1 N N N 43.598 16.893 0.308  7.633   1.626  1.976  O7   527 7  
527 O8   O8   O  0 1 N N N 43.934 17.823 2.280  6.330   1.765  3.773  O8   527 8  
527 C9   C9   C  0 1 Y N N 46.125 11.905 1.129  2.089   -1.213 0.494  C9   527 9  
527 C10  C10  C  0 1 Y N N 47.442 11.315 1.310  0.902   -0.649 0.959  C10  527 10 
527 C11  C11  C  0 1 Y N N 47.640 9.946  0.942  -0.310  -1.259 0.671  C11  527 11 
527 C12  C12  C  0 1 Y N N 46.539 9.168  0.378  -0.337  -2.436 -0.068 C12  527 12 
527 C13  C13  C  0 1 Y N N 45.223 9.750  0.179  0.841   -2.998 -0.524 C13  527 13 
527 C14  C14  C  0 1 Y N N 45.042 11.127 0.539  2.051   -2.395 -0.249 C14  527 14 
527 BR19 BR19 BR 0 0 N N N 47.389 13.484 3.942  4.469   -1.084 -1.800 BR19 527 15 
527 O20  O20  O  0 1 N N N 45.980 16.284 3.607  6.699   0.400  -0.309 O20  527 16 
527 C21  C21  C  0 1 N N N 47.193 16.988 3.438  6.540   1.646  -0.989 C21  527 17 
527 C22  C22  C  0 1 N N N 47.432 17.689 4.700  7.740   1.897  -1.866 C22  527 18 
527 O25  O25  O  0 1 N N N 48.578 18.151 4.851  8.639   1.091  -1.905 O25  527 19 
527 O26  O26  O  0 1 N N N 46.511 17.793 5.542  7.810   3.016  -2.604 O26  527 20 
527 N29  N29  N  0 1 N N N 48.904 9.496  1.163  -1.503  -0.695 1.130  N29  527 21 
527 C30  C30  C  0 1 N N N 49.190 8.138  1.513  -2.782  -1.344 0.832  C30  527 22 
527 C31  C31  C  0 1 N N N 50.709 7.984  1.598  -3.813  -0.949 1.893  C31  527 23 
527 C32  C32  C  0 1 N N N 51.146 6.638  2.128  -5.139  -1.657 1.598  C32  527 24 
527 N33  N33  N  0 1 N N N 50.391 6.389  3.357  -5.543  -1.348 0.219  N33  527 25 
527 C34  C34  C  0 1 N N N 48.927 6.440  3.373  -4.591  -1.603 -0.870 C34  527 26 
527 C35  C35  C  0 1 N N N 48.499 7.777  2.826  -3.271  -0.897 -0.547 C35  527 27 
527 S46  S46  S  0 1 N N N 51.102 5.446  4.591  -7.043  -0.723 -0.100 S46  527 28 
527 O47  O47  O  0 1 N N N 50.221 5.567  5.730  -7.821  -1.197 0.991  O47  527 29 
527 O48  O48  O  0 1 N N N 52.479 5.892  4.694  -7.282  -1.144 -1.436 O48  527 30 
527 C49  C49  C  0 1 N N N 50.896 3.776  3.933  -6.775  1.068  -0.002 C49  527 31 
527 C50  C50  C  0 1 Y N N 51.257 2.789  5.002  -8.072  1.786  -0.274 C50  527 32 
527 C53  C53  C  0 1 Y N N 52.663 2.458  5.126  -8.926  2.090  0.769  C53  527 33 
527 C54  C54  C  0 1 Y N N 53.048 1.595  6.222  -10.116 2.748  0.520  C54  527 34 
527 C55  C55  C  0 1 Y N N 52.025 1.064  7.121  -10.451 3.103  -0.774 C55  527 35 
527 C56  C56  C  0 1 Y N N 50.623 1.416  6.991  -9.596  2.800  -1.817 C56  527 36 
527 C57  C57  C  0 1 Y N N 50.215 2.291  5.905  -8.405  2.145  -1.567 C57  527 37 
527 HO8  HO8  H  0 1 N N N 43.443 18.527 1.873  7.132   2.210  4.081  HO8  527 38 
527 H10  H10  H  0 1 N N N 48.255 11.899 1.715  0.925   0.265  1.534  H10  527 39 
527 H12  H12  H  0 1 N N N 46.707 8.137  0.103  -1.281  -2.912 -0.287 H12  527 40 
527 H13  H13  H  0 1 N N N 44.409 9.167  -0.226 0.813   -3.912 -1.099 H13  527 41 
527 H14  H14  H  0 1 N N N 44.084 11.597 0.370  2.968   -2.838 -0.607 H14  527 42 
527 H211 1H21 H  0 0 N N N 47.135 17.691 2.594  6.450   2.450  -0.259 H211 527 43 
527 H212 2H21 H  0 0 N N N 48.017 16.293 3.218  5.641   1.612  -1.605 H212 527 44 
527 HO26 HO26 H  0 0 N N N 46.826 18.273 6.299  8.579   3.177  -3.167 HO26 527 45 
527 HN29 HN29 H  0 0 N N N 49.395 9.657  0.307  -1.484  0.126  1.646  HN29 527 46 
527 H30  H30  H  0 1 N N N 48.803 7.444  0.752  -2.651  -2.426 0.838  H30  527 47 
527 H311 1H31 H  0 0 N N N 51.077 8.747  2.300  -3.453  -1.247 2.878  H311 527 48 
527 H312 2H31 H  0 0 N N N 51.124 8.106  0.587  -3.963  0.130  1.871  H312 527 49 
527 H321 1H32 H  0 0 N N N 52.228 6.632  2.328  -5.012  -2.733 1.709  H321 527 50 
527 H322 2H32 H  0 0 N N N 50.937 5.852  1.388  -5.903  -1.304 2.290  H322 527 51 
527 H341 1H34 H  0 0 N N N 48.553 6.312  4.400  -4.419  -2.676 -0.961 H341 527 52 
527 H342 2H34 H  0 0 N N N 48.517 5.631  2.750  -4.994  -1.216 -1.806 H342 527 53 
527 H351 1H35 H  0 0 N N N 47.419 7.720  2.625  -3.426  0.182  -0.546 H351 527 54 
527 H352 2H35 H  0 0 N N N 48.747 8.549  3.569  -2.526  -1.157 -1.299 H352 527 55 
527 H491 1H49 H  0 0 N N N 51.548 3.636  3.059  -6.419  1.328  0.995  H491 527 56 
527 H492 2H49 H  0 0 N N N 49.851 3.625  3.626  -6.033  1.365  -0.742 H492 527 57 
527 H53  H53  H  0 1 N N N 53.394 2.840  4.428  -8.664  1.812  1.780  H53  527 58 
527 H54  H54  H  0 1 N N N 54.087 1.344  6.375  -10.783 2.985  1.335  H54  527 59 
527 H55  H55  H  0 1 N N N 52.322 0.387  7.908  -11.380 3.617  -0.969 H55  527 60 
527 H56  H56  H  0 1 N N N 49.894 1.034  7.690  -9.858  3.077  -2.828 H56  527 61 
527 H57  H57  H  0 1 N N N 49.179 2.565  5.768  -7.737  1.909  -2.382 H57  527 62 
# 
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 
527 S1  C2   SING Y N 1  
527 S1  C5   SING Y N 2  
527 C2  C3   DOUB Y N 3  
527 C2  C6   SING N N 4  
527 C3  C4   SING Y N 5  
527 C3  O20  SING N N 6  
527 C4  C5   DOUB Y N 7  
527 C4  BR19 SING N N 8  
527 C5  C9   SING N N 9  
527 C6  O7   DOUB N N 10 
527 C6  O8   SING N N 11 
527 O8  HO8  SING N N 12 
527 C9  C10  SING Y N 13 
527 C9  C14  DOUB Y N 14 
527 C10 C11  DOUB Y N 15 
527 C10 H10  SING N N 16 
527 C11 C12  SING Y N 17 
527 C11 N29  SING N N 18 
527 C12 C13  DOUB Y N 19 
527 C12 H12  SING N N 20 
527 C13 C14  SING Y N 21 
527 C13 H13  SING N N 22 
527 C14 H14  SING N N 23 
527 O20 C21  SING N N 24 
527 C21 C22  SING N N 25 
527 C21 H211 SING N N 26 
527 C21 H212 SING N N 27 
527 C22 O25  DOUB N N 28 
527 C22 O26  SING N N 29 
527 O26 HO26 SING N N 30 
527 N29 C30  SING N N 31 
527 N29 HN29 SING N N 32 
527 C30 C31  SING N N 33 
527 C30 C35  SING N N 34 
527 C30 H30  SING N N 35 
527 C31 C32  SING N N 36 
527 C31 H311 SING N N 37 
527 C31 H312 SING N N 38 
527 C32 N33  SING N N 39 
527 C32 H321 SING N N 40 
527 C32 H322 SING N N 41 
527 N33 C34  SING N N 42 
527 N33 S46  SING N N 43 
527 C34 C35  SING N N 44 
527 C34 H341 SING N N 45 
527 C34 H342 SING N N 46 
527 C35 H351 SING N N 47 
527 C35 H352 SING N N 48 
527 S46 O47  DOUB N N 49 
527 S46 O48  DOUB N N 50 
527 S46 C49  SING N N 51 
527 C49 C50  SING N N 52 
527 C49 H491 SING N N 53 
527 C49 H492 SING N N 54 
527 C50 C53  DOUB Y N 55 
527 C50 C57  SING Y N 56 
527 C53 C54  SING Y N 57 
527 C53 H53  SING N N 58 
527 C54 C55  DOUB Y N 59 
527 C54 H54  SING N N 60 
527 C55 C56  SING Y N 61 
527 C55 H55  SING N N 62 
527 C56 C57  DOUB Y N 63 
527 C56 H56  SING N N 64 
527 C57 H57  SING N N 65 
# 
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 
527 SMILES           ACDLabs              10.04 O=S(=O)(N3CCC(Nc1cccc(c1)c2sc(c(OCC(=O)O)c2Br)C(=O)O)CC3)Cc4ccccc4                                                                                                                                 
527 InChI            InChI                1.02b InChI=1/C25H25BrN2O7S2/c26-21-22(35-14-20(29)30)24(25(31)32)36-23(21)17-7-4-8-19(13-17)27-18-9-11-28(12-10-18)37(33,34)15-16-5-2-1-3-6-16/h1-8,13,18,27H,9-12,14-15H2,(H,29,30)(H,31,32)/f/h29,31H 
527 InChIKey         InChI                1.02b FEPAAIQAIYOLJA-SCXYCHFOCU                                                                                                                                                                          
527 SMILES_CANONICAL CACTVS               3.341 OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCN(CC3)[S](=O)(=O)Cc4ccccc4)c2                                                                                                                               
527 SMILES           CACTVS               3.341 OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCN(CC3)[S](=O)(=O)Cc4ccccc4)c2                                                                                                                               
527 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)N2CCC(CC2)Nc3cccc(c3)c4c(c(c(s4)C(=O)O)OCC(=O)O)Br                                                                                                                             
527 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)N2CCC(CC2)Nc3cccc(c3)c4c(c(c(s4)C(=O)O)OCC(=O)O)Br                                                                                                                             
# 
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 
527 "SYSTEMATIC NAME" ACDLabs              10.04 "5-(3-{[1-(benzylsulfonyl)piperidin-4-yl]amino}phenyl)-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid"         
527 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-bromo-3-(carboxymethyloxy)-5-[3-[[1-(phenylmethylsulfonyl)piperidin-4-yl]amino]phenyl]thiophene-2-carboxylic acid" 
# 
