data_024
# 
_chem_comp.id                                    024 
_chem_comp.name                                  "4-BROMO-3-(CARBOXYMETHOXY)-5-[3-(CYCLOHEXYLAMINO)PHENYL]THIOPHENE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 Br N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-20 
_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                        454.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     024 
_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 
024 S1   S1   S  0 1 Y N N 44.651 14.074 0.621  1.043  2.247  0.427  S1   024 1  
024 C2   C2   C  0 1 Y N N 44.790 15.482 1.571  2.782  1.888  0.245  C2   024 2  
024 C3   C3   C  0 1 Y N N 45.694 15.246 2.640  2.802  0.495  0.304  C3   024 3  
024 C4   C4   C  0 1 Y N N 46.229 13.927 2.620  1.613  -0.168 0.477  C4   024 4  
024 C5   C5   C  0 1 Y N N 45.734 13.135 1.547  0.447  0.571  0.579  C5   024 5  
024 C6   C6   C  0 1 N N N 44.057 16.643 1.248  3.861  2.786  0.076  C6   024 6  
024 O7   O7   O  0 1 N N N 43.498 16.680 0.150  4.996  2.359  -0.033 O7   024 7  
024 O8   O8   O  0 1 N N N 43.981 17.581 2.036  3.633  4.116  0.035  O8   024 8  
024 C9   C9   C  0 1 Y N N 46.016 11.711 1.183  -0.939 0.094  0.765  C9   024 9  
024 C10  C10  C  0 1 Y N N 47.261 11.037 1.445  -1.988 0.708  0.082  C10  024 10 
024 C11  C11  C  0 1 Y N N 47.405 9.664  1.072  -3.285 0.250  0.257  C11  024 11 
024 C12  C12  C  0 1 Y N N 46.329 8.956  0.440  -3.538 -0.809 1.121  C12  024 12 
024 C13  C13  C  0 1 Y N N 45.095 9.613  0.173  -2.498 -1.414 1.803  C13  024 13 
024 C14  C14  C  0 1 Y N N 44.949 10.980 0.549  -1.203 -0.970 1.630  C14  024 14 
024 BR19 BR19 BR 0 0 N N N 47.477 13.332 3.945  1.569  -2.056 0.574  BR19 024 15 
024 O20  O20  O  0 1 N N N 46.063 16.174 3.649  3.971  -0.188 0.199  O20  024 16 
024 C21  C21  C  0 1 N N N 47.249 16.932 3.412  4.166  -0.462 -1.190 C21  024 17 
024 C22  C22  C  0 1 N N N 47.651 17.592 4.727  5.453  -1.223 -1.376 C22  024 18 
024 O25  O25  O  0 1 N N N 46.877 17.525 5.697  5.844  -1.590 -2.606 O25  024 19 
024 O26  O26  O  0 1 N N N 48.732 18.166 4.783  6.134  -1.503 -0.417 O26  024 20 
024 N27  N27  N  0 1 N N N 48.621 8.965  1.342  -4.339 0.858  -0.429 N27  024 21 
024 C28  C28  C  0 1 N N N 49.155 7.765  1.857  -5.711 0.379  -0.238 C28  024 22 
024 C30  C30  C  0 1 N N N 50.680 7.822  2.038  -6.694 1.509  -0.551 C30  024 23 
024 C31  C31  C  0 1 N N N 51.158 6.452  2.580  -8.126 1.009  -0.352 C31  024 24 
024 C32  C32  C  0 1 N N N 50.428 6.046  3.893  -8.389 -0.171 -1.290 C32  024 25 
024 C33  C33  C  0 1 N N N 48.879 6.119  3.778  -7.406 -1.301 -0.976 C33  024 26 
024 C34  C34  C  0 1 N N N 48.424 7.470  3.193  -5.974 -0.801 -1.176 C34  024 27 
024 HO8  HO8  H  0 1 N N N 43.452 18.272 1.656  4.492  4.543  -0.084 HO8  024 28 
024 H10  H10  H  0 1 N N N 48.077 11.563 1.918  -1.790 1.530  -0.589 H10  024 29 
024 H12  H12  H  0 1 N N N 46.456 7.919  0.165  -4.549 -1.161 1.261  H12  024 30 
024 H13  H13  H  0 1 N N N 44.284 9.085  -0.306 -2.700 -2.237 2.472  H13  024 31 
024 H14  H14  H  0 1 N N N 44.013 11.481 0.353  -0.393 -1.446 2.164  H14  024 32 
024 H211 1H21 H  0 0 N N N 47.069 17.694 2.640  4.216  0.477  -1.741 H211 024 33 
024 H212 2H21 H  0 0 N N N 48.055 16.271 3.060  3.334  -1.059 -1.563 H212 024 34 
024 HO25 HO25 H  0 0 N N N 47.261 17.975 6.440  6.670  -2.079 -2.726 HO25 024 35 
024 HN27 HN27 H  0 0 N N N 48.991 8.921  0.414  -4.163 1.597  -1.032 HN27 024 36 
024 H28  H28  H  0 1 N N N 48.988 6.949  1.139  -5.843 0.058  0.795  H28  024 37 
024 H301 1H30 H  0 0 N N N 50.947 8.622  2.744  -6.506 2.349  0.117  H301 024 38 
024 H302 2H30 H  0 0 N N N 51.163 8.031  1.072  -6.561 1.830  -1.584 H302 024 39 
024 H311 1H31 H  0 0 N N N 52.232 6.534  2.803  -8.258 0.688  0.682  H311 024 40 
024 H312 2H31 H  0 0 N N N 50.957 5.685  1.817  -8.826 1.814  -0.575 H312 024 41 
024 H321 1H32 H  0 0 N N N 50.735 6.757  4.674  -9.409 -0.527 -1.148 H321 024 42 
024 H322 2H32 H  0 0 N N N 50.707 5.010  4.137  -8.257 0.150  -2.323 H322 024 43 
024 H331 1H33 H  0 0 N N N 48.450 6.014  4.785  -7.538 -1.622 0.057  H331 024 44 
024 H332 2H33 H  0 0 N N N 48.533 5.311  3.117  -7.594 -2.141 -1.645 H332 024 45 
024 H341 1H34 H  0 0 N N N 47.342 7.426  3.002  -5.842 -0.480 -2.209 H341 024 46 
024 H342 2H34 H  0 0 N N N 48.655 8.269  3.913  -5.274 -1.606 -0.953 H342 024 47 
# 
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 
024 S1  C2   SING Y N 1  
024 S1  C5   SING Y N 2  
024 C2  C3   DOUB Y N 3  
024 C2  C6   SING N N 4  
024 C3  C4   SING Y N 5  
024 C3  O20  SING N N 6  
024 C4  C5   DOUB Y N 7  
024 C4  BR19 SING N N 8  
024 C5  C9   SING N N 9  
024 C6  O7   DOUB N N 10 
024 C6  O8   SING N N 11 
024 O8  HO8  SING N N 12 
024 C9  C10  SING Y N 13 
024 C9  C14  DOUB Y N 14 
024 C10 C11  DOUB Y N 15 
024 C10 H10  SING N N 16 
024 C11 C12  SING Y N 17 
024 C11 N27  SING N N 18 
024 C12 C13  DOUB Y N 19 
024 C12 H12  SING N N 20 
024 C13 C14  SING Y N 21 
024 C13 H13  SING N N 22 
024 C14 H14  SING N N 23 
024 O20 C21  SING N N 24 
024 C21 C22  SING N N 25 
024 C21 H211 SING N N 26 
024 C21 H212 SING N N 27 
024 C22 O25  SING N N 28 
024 C22 O26  DOUB N N 29 
024 O25 HO25 SING N N 30 
024 N27 C28  SING N N 31 
024 N27 HN27 SING N N 32 
024 C28 C30  SING N N 33 
024 C28 C34  SING N N 34 
024 C28 H28  SING N N 35 
024 C30 C31  SING N N 36 
024 C30 H301 SING N N 37 
024 C30 H302 SING N N 38 
024 C31 C32  SING N N 39 
024 C31 H311 SING N N 40 
024 C31 H312 SING N N 41 
024 C32 C33  SING N N 42 
024 C32 H321 SING N N 43 
024 C32 H322 SING N N 44 
024 C33 C34  SING N N 45 
024 C33 H331 SING N N 46 
024 C33 H332 SING N N 47 
024 C34 H341 SING N N 48 
024 C34 H342 SING N N 49 
# 
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 
024 SMILES           ACDLabs              10.04 O=C(O)c3sc(c1cc(ccc1)NC2CCCCC2)c(Br)c3OCC(=O)O                                                                                                                   
024 InChI            InChI                1.02b InChI=1/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)/f/h22,24H 
024 InChIKey         InChI                1.02b RXDVFLTWXCTCEX-VVKINWOJCL                                                                                                                                        
024 SMILES_CANONICAL CACTVS               3.341 OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCCCC3)c2                                                                                                                   
024 SMILES           CACTVS               3.341 OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCCCC3)c2                                                                                                                   
024 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)NC2CCCCC2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br                                                                                                               
024 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)NC2CCCCC2)c3c(c(c(s3)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 
024 "SYSTEMATIC NAME" ACDLabs              10.04 "4-bromo-3-(carboxymethoxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-carboxylic acid"   
024 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-bromo-3-(carboxymethyloxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-carboxylic acid" 
# 
