data_HBM
# 
_chem_comp.id                                    HBM 
_chem_comp.name                                  "2-(2,4-DICHLORO-PHENYL)-7-HYDROXY-1H-BENZOIMIDAZOLE-4-CARBOXYLIC ACID [2-(4-METHANESULFONYLAMINO-PHENYL)-ETHYL]-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H20 Cl2 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-(2,4-DICHLOROPHENYL)-4-HYDROXY-N-(2-{4-[(METHYLSULFONYL)AMINO]PHENYL}ETHYL)-1H-BENZIMIDAZOLE-7-CARBOXAMIDE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-14 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        519.400 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HBM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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 
HBM C2   C2   C  0 1 Y N N 12.694 32.120 -7.091  0.957  0.545  2.168  C2   HBM 1  
HBM C4   C4   C  0 1 Y N N 13.186 33.808 -8.892  2.860  -0.879 1.640  C4   HBM 2  
HBM C6   C6   C  0 1 Y N N 11.345 32.061 -9.155  0.625  -1.777 1.772  C6   HBM 3  
HBM C10  C10  C  0 1 Y N N 9.705  32.419 -12.308 0.830  -5.294 1.074  C10  HBM 4  
HBM C11  C11  C  0 1 Y N N 10.244 32.829 -13.651 0.554  -5.709 -0.231 C11  HBM 5  
HBM C1   C1   C  0 1 Y N N 11.622 31.491 -7.837  0.072  -0.534 2.083  C1   HBM 6  
HBM C3   C3   C  0 1 Y N N 13.452 33.239 -7.592  2.327  0.378  1.951  C3   HBM 7  
HBM C5   C5   C  0 1 Y N N 12.125 33.238 -9.706  1.985  -1.975 1.550  C5   HBM 8  
HBM N7   N7   N  0 1 Y N N 10.425 31.680 -10.034 0.069  -3.020 1.610  N7   HBM 9  
HBM C8   C8   C  0 1 Y N N 10.510 32.503 -11.155 1.077  -3.892 1.308  C8   HBM 10 
HBM N9   N9   N  0 1 Y N N 11.543 33.458 -10.970 2.247  -3.295 1.263  N9   HBM 11 
HBM C12  C12  C  0 1 Y N N 9.486  32.769 -14.850 0.310  -7.055 -0.502 C12  HBM 12 
HBM C13  C13  C  0 1 Y N N 8.097  32.288 -14.826 0.340  -7.991 0.533  C13  HBM 13 
HBM C14  C14  C  0 1 Y N N 7.472  31.863 -13.589 0.615  -7.580 1.837  C14  HBM 14 
HBM C15  C15  C  0 1 Y N N 8.209  31.912 -12.358 0.860  -6.234 2.107  C15  HBM 15 
HBM CL16 CL16 CL 0 0 N N N 7.204  32.226 -16.291 0.032  -9.651 0.198  CL16 HBM 16 
HBM CL17 CL17 CL 0 0 N N N 7.318  31.367 -10.962 1.199  -5.781 3.742  CL17 HBM 17 
HBM C18  C18  C  0 1 N N N 10.913 30.335 -7.208  -1.351 -0.359 2.308  C18  HBM 18 
HBM N19  N19  N  0 1 N N N 9.842  29.689 -7.930  -1.737 0.656  3.194  N19  HBM 19 
HBM C20  C20  C  0 1 N N N 9.605  28.241 -7.841  -3.112 0.938  3.539  C20  HBM 20 
HBM C21  C21  C  0 1 N N N 9.432  27.696 -9.283  -3.585 0.146  4.755  C21  HBM 21 
HBM C22  C22  C  0 1 Y N N 8.103  26.926 -9.625  -3.480 -1.347 4.562  C22  HBM 22 
HBM C23  C23  C  0 1 Y N N 6.875  27.625 -10.162 -4.554 -2.040 4.025  C23  HBM 23 
HBM C24  C24  C  0 1 Y N N 5.643  26.888 -10.474 -4.457 -3.420 3.846  C24  HBM 24 
HBM C25  C25  C  0 1 Y N N 5.584  25.404 -10.262 -3.288 -4.090 4.207  C25  HBM 25 
HBM C26  C26  C  0 1 Y N N 6.787  24.710 -9.737  -2.215 -3.379 4.746  C26  HBM 26 
HBM C27  C27  C  0 1 Y N N 8.004  25.446 -9.429  -2.312 -1.999 4.925  C27  HBM 27 
HBM N28  N28  N  0 1 N N N 4.412  24.644 -10.545 -3.189 -5.502 4.024  N28  HBM 28 
HBM S29  S29  S  0 1 N N N 4.331  23.847 -12.089 -3.190 -6.506 5.423  S29  HBM 29 
HBM C30  C30  C  0 1 N N N 2.570  23.735 -12.602 -4.931 -6.534 5.788  C30  HBM 30 
HBM O31  O31  O  0 1 N N N 4.951  24.694 -13.095 -2.822 -7.851 5.023  O31  HBM 31 
HBM O32  O32  O  0 1 N N N 4.769  22.435 -11.983 -2.514 -5.855 6.528  O32  HBM 32 
HBM O33  O33  O  0 1 N N N 11.303 30.002 -6.071  -2.179 -1.101 1.747  O33  HBM 33 
HBM O34  O34  O  0 1 N N N 14.037 34.851 -9.131  4.204  -1.018 1.431  O34  HBM 34 
HBM H2   H2   H  0 1 N N N 12.936 31.732 -6.113  0.581  1.538  2.408  H2   HBM 35 
HBM H11  H11  H  0 1 N N N 11.261 33.188 -13.706 0.526  -4.993 -1.050 H11  HBM 36 
HBM H3   H3   H  0 1 N N N 14.236 33.661 -6.981  2.985  1.241  2.026  H3   HBM 37 
HBM HN7  HN7  H  0 1 N N N 9.778  30.927 -9.911  -0.913 -3.247 1.700  HN7  HBM 38 
HBM H12  H12  H  0 1 N N N 9.932  33.078 -15.784 0.097  -7.361 -1.522 H12  HBM 39 
HBM H14  H14  H  0 1 N N N 6.452  31.509 -13.593 0.638  -8.312 2.642  H14  HBM 40 
HBM HN19 HN19 H  0 0 N N N 9.243  30.244 -8.508  -1.021 1.191  3.674  HN19 HBM 41 
HBM H201 1H20 H  0 0 N N N 8.696  28.044 -7.253  -3.717 0.677  2.665  H201 HBM 42 
HBM H202 2H20 H  0 0 N N N 10.452 27.745 -7.344  -3.196 2.018  3.703  H202 HBM 43 
HBM H211 1H21 H  0 0 N N N 10.260 26.993 -9.458  -2.983 0.427  5.628  H211 HBM 44 
HBM H212 2H21 H  0 0 N N N 9.410  28.592 -9.921  -4.620 0.416  5.003  H212 HBM 45 
HBM H23  H23  H  0 1 N N N 6.904  28.693 -10.320 -5.469 -1.527 3.741  H23  HBM 46 
HBM H24  H24  H  0 1 N N N 4.780  27.414 -10.856 -5.299 -3.964 3.425  H24  HBM 47 
HBM H26  H26  H  0 1 N N N 6.758  23.642 -9.581  -1.300 -3.891 5.030  H26  HBM 48 
HBM H27  H27  H  0 1 N N N 8.860  24.909 -9.048  -1.472 -1.454 5.346  H27  HBM 49 
HBM HN28 HN28 H  0 0 N N N 3.638  25.276 -10.502 -3.744 -5.867 3.232  HN28 HBM 50 
HBM H301 1H30 H  0 0 N N N 1.928  23.713 -11.709 -5.480 -6.546 4.846  H301 HBM 51 
HBM H302 2H30 H  0 0 N N N 2.311  24.609 -13.218 -5.146 -7.433 6.368  H302 HBM 52 
HBM H303 3H30 H  0 0 N N N 2.416  22.816 -13.187 -5.176 -5.640 6.363  H303 HBM 53 
HBM HO34 HO34 H  0 0 N N N 14.234 35.293 -8.314  4.437  -1.957 1.396  HO34 HBM 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 
HBM C2  C1   DOUB Y N 1  
HBM C2  C3   SING Y N 2  
HBM C2  H2   SING N N 3  
HBM C4  C5   SING Y N 4  
HBM C4  O34  SING N N 5  
HBM C4  C3   DOUB Y N 6  
HBM C6  N7   SING Y N 7  
HBM C6  C5   DOUB Y N 8  
HBM C6  C1   SING Y N 9  
HBM C10 C11  DOUB Y N 10 
HBM C10 C15  SING Y N 11 
HBM C10 C8   SING N N 12 
HBM C11 C12  SING Y N 13 
HBM C11 H11  SING N N 14 
HBM C1  C18  SING N N 15 
HBM C3  H3   SING N N 16 
HBM C5  N9   SING Y N 17 
HBM N7  C8   SING Y N 18 
HBM N7  HN7  SING N N 19 
HBM C8  N9   DOUB Y N 20 
HBM C12 C13  DOUB Y N 21 
HBM C12 H12  SING N N 22 
HBM C13 CL16 SING N N 23 
HBM C13 C14  SING Y N 24 
HBM C14 C15  DOUB Y N 25 
HBM C14 H14  SING N N 26 
HBM C15 CL17 SING N N 27 
HBM C18 N19  SING N N 28 
HBM C18 O33  DOUB N N 29 
HBM N19 C20  SING N N 30 
HBM N19 HN19 SING N N 31 
HBM C20 C21  SING N N 32 
HBM C20 H201 SING N N 33 
HBM C20 H202 SING N N 34 
HBM C21 C22  SING N N 35 
HBM C21 H211 SING N N 36 
HBM C21 H212 SING N N 37 
HBM C22 C23  DOUB Y N 38 
HBM C22 C27  SING Y N 39 
HBM C23 C24  SING Y N 40 
HBM C23 H23  SING N N 41 
HBM C24 C25  DOUB Y N 42 
HBM C24 H24  SING N N 43 
HBM C25 N28  SING N N 44 
HBM C25 C26  SING Y N 45 
HBM C26 C27  DOUB Y N 46 
HBM C26 H26  SING N N 47 
HBM C27 H27  SING N N 48 
HBM N28 S29  SING N N 49 
HBM N28 HN28 SING N N 50 
HBM S29 O31  DOUB N N 51 
HBM S29 C30  SING N N 52 
HBM S29 O32  DOUB N N 53 
HBM C30 H301 SING N N 54 
HBM C30 H302 SING N N 55 
HBM C30 H303 SING N N 56 
HBM O34 HO34 SING N N 57 
# 
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 
HBM SMILES           ACDLabs              10.04 O=S(=O)(Nc1ccc(cc1)CCNC(=O)c2ccc(O)c3nc(nc23)c4ccc(Cl)cc4Cl)C                                                                                                                            
HBM InChI            InChI                1.02b InChI=1/C23H20Cl2N4O4S/c1-34(32,33)29-15-5-2-13(3-6-15)10-11-26-23(31)17-8-9-19(30)21-20(17)27-22(28-21)16-7-4-14(24)12-18(16)25/h2-9,12,29-30H,10-11H2,1H3,(H,26,31)(H,27,28)/f/h26-27H 
HBM InChIKey         InChI                1.02b BFHQTAMNYUCFBP-PJQSKVNOCJ                                                                                                                                                                
HBM SMILES_CANONICAL CACTVS               3.341 C[S](=O)(=O)Nc1ccc(CCNC(=O)c2ccc(O)c3nc([nH]c23)c4ccc(Cl)cc4Cl)cc1                                                                                                                       
HBM SMILES           CACTVS               3.341 C[S](=O)(=O)Nc1ccc(CCNC(=O)c2ccc(O)c3nc([nH]c23)c4ccc(Cl)cc4Cl)cc1                                                                                                                       
HBM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CS(=O)(=O)Nc1ccc(cc1)CCNC(=O)c2ccc(c3c2[nH]c(n3)c4ccc(cc4Cl)Cl)O                                                                                                                         
HBM SMILES           "OpenEye OEToolkits" 1.5.0 CS(=O)(=O)Nc1ccc(cc1)CCNC(=O)c2ccc(c3c2[nH]c(n3)c4ccc(cc4Cl)Cl)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 
HBM "SYSTEMATIC NAME" ACDLabs              10.04 2-(2,4-dichlorophenyl)-4-hydroxy-N-(2-{4-[(methylsulfonyl)amino]phenyl}ethyl)-1H-benzimidazole-7-carboxamide 
HBM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(2,4-dichlorophenyl)-7-hydroxy-N-[2-[4-(methylsulfonylamino)phenyl]ethyl]-3H-benzimidazole-4-carboxamide   
# 
