data_OKH
# 
_chem_comp.id                                    OKH 
_chem_comp.name                                  "2-(4-chlorophenyl)-1-[(1S)-1-cyclohexyl-2-(cyclohexylamino)-2-oxoethyl]-1H-benzimidazole-6-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H32 Cl N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-09-06 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        494.025 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OKH 
_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        3OKH 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
OKH C1   C1   C  0 1 Y N N 19.692 64.251 11.734 -4.574 -2.335 1.094  C1   OKH 1  
OKH C2   C2   C  0 1 Y N N 21.074 64.503 11.613 -4.563 -0.982 0.729  C2   OKH 2  
OKH C3   C3   C  0 1 Y N N 21.921 64.482 12.715 -3.379 -0.383 0.296  C3   OKH 3  
OKH C4   C4   C  0 1 Y N N 19.122 64.012 12.975 -3.434 -3.078 1.032  C4   OKH 4  
OKH C5   C5   C  0 1 Y N N 19.944 64.012 14.113 -2.237 -2.492 0.599  C5   OKH 5  
OKH C6   C6   C  0 1 Y N N 21.353 64.280 13.971 -2.219 -1.132 0.230  C6   OKH 6  
OKH N7   N7   N  0 1 Y N N 21.903 64.193 15.253 -0.918 -0.853 -0.145 N7   OKH 7  
OKH C8   C8   C  0 1 Y N N 20.829 63.986 16.140 -0.202 -2.008 -0.001 C8   OKH 8  
OKH N9   N9   N  0 1 Y N N 19.674 63.779 15.462 -0.985 -2.964 0.439  N9   OKH 9  
OKH C10  C10  C  0 1 Y N N 21.060 63.790 17.588 1.240  -2.158 -0.293 C10  OKH 10 
OKH C11  C11  C  0 1 N N S 23.290 64.247 15.610 -0.404 0.438  -0.610 C11  OKH 11 
OKH C12  C12  C  0 1 N N N 23.836 65.692 15.495 0.588  0.974  0.390  C12  OKH 12 
OKH C13  C13  C  0 1 N N N 24.250 63.392 14.762 -1.563 1.425  -0.758 C13  OKH 13 
OKH O14  O14  O  0 1 N N N 23.817 66.297 14.398 0.513  0.643  1.554  O14  OKH 14 
OKH N15  N15  N  0 1 N N N 24.396 66.225 16.623 1.558  1.820  -0.010 N15  OKH 15 
OKH C16  C16  C  0 1 N N N 25.119 67.473 16.539 2.586  2.256  0.938  C16  OKH 16 
OKH C17  C17  C  0 1 N N N 21.689 64.837 10.317 -5.804 -0.190 0.801  C17  OKH 17 
OKH O18  O18  O  0 1 N N N 21.314 64.088 9.258  -6.948 -0.767 1.219  O18  OKH 18 
OKH O19  O19  O  0 1 N N N 22.506 65.739 10.044 -5.796 0.983  0.484  O19  OKH 19 
OKH C20  C20  C  0 1 Y N N 20.676 62.576 18.217 1.960  -3.219 0.257  C20  OKH 20 
OKH C21  C21  C  0 1 Y N N 20.935 62.368 19.583 3.305  -3.353 -0.020 C21  OKH 21 
OKH C22  C22  C  0 1 Y N N 21.636 63.342 20.324 3.940  -2.437 -0.841 C22  OKH 22 
OKH C23  C23  C  0 1 Y N N 22.041 64.542 19.693 3.231  -1.381 -1.389 C23  OKH 23 
OKH C24  C24  C  0 1 Y N N 21.768 64.754 18.333 1.885  -1.241 -1.125 C24  OKH 24 
OKH C25  C25  C  0 1 N N N 25.696 63.838 15.063 -1.011 2.815  -1.083 C25  OKH 25 
OKH C26  C26  C  0 1 N N N 26.740 62.907 14.501 -2.171 3.802  -1.231 C26  OKH 26 
OKH C27  C27  C  0 1 N N N 26.456 61.482 14.906 -3.092 3.342  -2.362 C27  OKH 27 
OKH C28  C28  C  0 1 N N N 25.069 61.065 14.436 -3.644 1.952  -2.037 C28  OKH 28 
OKH C29  C29  C  0 1 N N N 23.968 61.923 15.045 -2.484 0.965  -1.889 C29  OKH 29 
OKH C30  C30  C  0 1 N N N 26.625 67.330 16.224 3.152  3.605  0.492  C30  OKH 30 
OKH C31  C31  C  0 1 N N N 27.156 68.700 15.862 4.226  4.061  1.482  C31  OKH 31 
OKH C32  C32  C  0 1 N N N 26.926 69.705 16.985 5.351  3.025  1.526  C32  OKH 32 
OKH C33  C33  C  0 1 N N N 25.470 69.761 17.422 4.785  1.675  1.973  C33  OKH 33 
OKH C34  C34  C  0 1 N N N 24.876 68.401 17.737 3.711  1.220  0.983  C34  OKH 34 
OKH CL35 CL35 CL 0 0 N N N 21.977 63.045 21.984 5.633  -2.612 -1.184 CL35 OKH 35 
OKH H1   H1   H  0 1 N N N 19.071 64.244 10.851 -5.492 -2.791 1.433  H1   OKH 36 
OKH H3   H3   H  0 1 N N N 22.986 64.618 12.601 -3.369 0.660  0.013  H3   OKH 37 
OKH H4   H4   H  0 1 N N N 18.061 63.829 13.065 -3.453 -4.119 1.316  H4   OKH 38 
OKH H11  H11  H  0 1 N N N 23.281 63.848 16.635 0.087  0.307  -1.575 H11  OKH 39 
OKH H13  H13  H  0 1 N N N 24.101 63.532 13.681 -2.126 1.467  0.175  H13  OKH 40 
OKH HN15 HN15 H  0 0 N N N 24.306 65.754 17.500 1.575  2.140  -0.925 HN15 OKH 41 
OKH H16  H16  H  0 1 N N N 24.680 67.962 15.657 2.146  2.357  1.931  H16  OKH 42 
OKH H20  H20  H  0 1 N N N 20.182 61.807 17.642 1.466  -3.934 0.898  H20  OKH 43 
OKH H21  H21  H  0 1 N N N 20.597 61.462 20.065 3.863  -4.174 0.405  H21  OKH 44 
OKH H23  H23  H  0 1 N N N 22.563 65.298 20.261 3.732  -0.669 -2.028 H23  OKH 45 
OKH H24  H24  H  0 1 N N N 22.103 65.662 17.854 1.331  -0.420 -1.557 H24  OKH 46 
OKH H25  H25  H  0 1 N N N 25.848 64.832 14.618 -0.355 3.143  -0.277 H25  OKH 47 
OKH H25A H25A H  0 0 N N N 25.823 63.876 16.155 -0.449 2.773  -2.016 H25A OKH 48 
OKH H26  H26  H  0 1 N N N 26.731 62.977 13.403 -2.733 3.844  -0.298 H26  OKH 49 
OKH H26A H26A H  0 0 N N N 27.728 63.200 14.886 -1.778 4.792  -1.462 H26A OKH 50 
OKH H27  H27  H  0 1 N N N 27.207 60.820 14.450 -3.918 4.045  -2.467 H27  OKH 51 
OKH H27A H27A H  0 0 N N N 26.506 61.401 16.002 -2.529 3.300  -3.295 H27A OKH 52 
OKH H28  H28  H  0 1 N N N 25.026 61.167 13.342 -4.207 1.994  -1.104 H28  OKH 53 
OKH H28A H28A H  0 0 N N N 24.900 60.019 14.731 -4.300 1.624  -2.843 H28A OKH 54 
OKH H29  H29  H  0 1 N N N 23.936 61.759 16.132 -1.922 0.923  -2.822 H29  OKH 55 
OKH H29A H29A H  0 0 N N N 23.000 61.644 14.603 -2.878 -0.025 -1.658 H29A OKH 56 
OKH H30  H30  H  0 1 N N N 27.158 66.940 17.104 3.592  3.504  -0.500 H30  OKH 57 
OKH H30A H30A H  0 0 N N N 26.769 66.636 15.383 2.351  4.343  0.460  H30A OKH 58 
OKH H31  H31  H  0 1 N N N 28.237 68.622 15.672 4.629  5.022  1.164  H31  OKH 59 
OKH H31A H31A H  0 0 N N N 26.637 69.053 14.959 3.786  4.162  2.474  H31A OKH 60 
OKH H32  H32  H  0 1 N N N 27.539 69.410 17.849 5.791  2.924  0.535  H32  OKH 61 
OKH H32A H32A H  0 0 N N N 27.222 70.702 16.628 6.116  3.349  2.232  H32A OKH 62 
OKH H33  H33  H  0 1 N N N 25.409 70.379 18.330 5.586  0.938  2.005  H33  OKH 63 
OKH H33A H33A H  0 0 N N N 24.885 70.208 16.605 4.345  1.776  2.965  H33A OKH 64 
OKH H34  H34  H  0 1 N N N 23.796 68.500 17.918 3.308  0.259  1.301  H34  OKH 65 
OKH H34A H34A H  0 0 N N N 25.356 67.984 18.634 4.151  1.119  -0.009 H34A OKH 66 
OKH H18  H18  H  0 1 N N N 21.757 64.398 8.477  -7.736 -0.208 1.249  H18  OKH 67 
# 
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 
OKH C1  C2   DOUB Y N 1  
OKH C1  C4   SING Y N 2  
OKH C2  C3   SING Y N 3  
OKH C2  C17  SING N N 4  
OKH C3  C6   DOUB Y N 5  
OKH C4  C5   DOUB Y N 6  
OKH C5  C6   SING Y N 7  
OKH C5  N9   SING Y N 8  
OKH C6  N7   SING Y N 9  
OKH N7  C8   SING Y N 10 
OKH N7  C11  SING N N 11 
OKH C8  N9   DOUB Y N 12 
OKH C8  C10  SING Y N 13 
OKH C10 C20  DOUB Y N 14 
OKH C10 C24  SING Y N 15 
OKH C11 C12  SING N N 16 
OKH C11 C13  SING N N 17 
OKH C12 O14  DOUB N N 18 
OKH C12 N15  SING N N 19 
OKH C13 C25  SING N N 20 
OKH C13 C29  SING N N 21 
OKH N15 C16  SING N N 22 
OKH C16 C30  SING N N 23 
OKH C16 C34  SING N N 24 
OKH C17 O18  SING N N 25 
OKH C17 O19  DOUB N N 26 
OKH C20 C21  SING Y N 27 
OKH C21 C22  DOUB Y N 28 
OKH C22 C23  SING Y N 29 
OKH C22 CL35 SING N N 30 
OKH C23 C24  DOUB Y N 31 
OKH C25 C26  SING N N 32 
OKH C26 C27  SING N N 33 
OKH C27 C28  SING N N 34 
OKH C28 C29  SING N N 35 
OKH C30 C31  SING N N 36 
OKH C31 C32  SING N N 37 
OKH C32 C33  SING N N 38 
OKH C33 C34  SING N N 39 
OKH C1  H1   SING N N 40 
OKH C3  H3   SING N N 41 
OKH C4  H4   SING N N 42 
OKH C11 H11  SING N N 43 
OKH C13 H13  SING N N 44 
OKH N15 HN15 SING N N 45 
OKH C16 H16  SING N N 46 
OKH C20 H20  SING N N 47 
OKH C21 H21  SING N N 48 
OKH C23 H23  SING N N 49 
OKH C24 H24  SING N N 50 
OKH C25 H25  SING N N 51 
OKH C25 H25A SING N N 52 
OKH C26 H26  SING N N 53 
OKH C26 H26A SING N N 54 
OKH C27 H27  SING N N 55 
OKH C27 H27A SING N N 56 
OKH C28 H28  SING N N 57 
OKH C28 H28A SING N N 58 
OKH C29 H29  SING N N 59 
OKH C29 H29A SING N N 60 
OKH C30 H30  SING N N 61 
OKH C30 H30A SING N N 62 
OKH C31 H31  SING N N 63 
OKH C31 H31A SING N N 64 
OKH C32 H32  SING N N 65 
OKH C32 H32A SING N N 66 
OKH C33 H33  SING N N 67 
OKH C33 H33A SING N N 68 
OKH C34 H34  SING N N 69 
OKH C34 H34A SING N N 70 
OKH O18 H18  SING N N 71 
# 
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 
OKH SMILES           ACDLabs              12.01 "O=C(O)c2ccc3nc(c1ccc(Cl)cc1)n(c3c2)C(C(=O)NC4CCCCC4)C5CCCCC5"                                                                                                                             
OKH SMILES_CANONICAL CACTVS               3.370 "OC(=O)c1ccc2nc(n([C@@H](C3CCCCC3)C(=O)NC4CCCCC4)c2c1)c5ccc(Cl)cc5"                                                                                                                        
OKH SMILES           CACTVS               3.370 "OC(=O)c1ccc2nc(n([CH](C3CCCCC3)C(=O)NC4CCCCC4)c2c1)c5ccc(Cl)cc5"                                                                                                                          
OKH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1c2nc3ccc(cc3n2[C@@H](C4CCCCC4)C(=O)NC5CCCCC5)C(=O)O)Cl"                                                                                                                          
OKH SMILES           "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1c2nc3ccc(cc3n2C(C4CCCCC4)C(=O)NC5CCCCC5)C(=O)O)Cl"                                                                                                                               
OKH InChI            InChI                1.03  "InChI=1S/C28H32ClN3O3/c29-21-14-11-19(12-15-21)26-31-23-16-13-20(28(34)35)17-24(23)32(26)25(18-7-3-1-4-8-18)27(33)30-22-9-5-2-6-10-22/h11-18,22,25H,1-10H2,(H,30,33)(H,34,35)/t25-/m0/s1" 
OKH InChIKey         InChI                1.03  BGTNSFBYQMPTOK-VWLOTQADSA-N                                                                                                                                                                
# 
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 
OKH "SYSTEMATIC NAME" ACDLabs              12.01 "2-(4-chlorophenyl)-1-[(1S)-1-cyclohexyl-2-(cyclohexylamino)-2-oxoethyl]-1H-benzimidazole-6-carboxylic acid" 
OKH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-(4-chlorophenyl)-3-[(1S)-1-cyclohexyl-2-(cyclohexylamino)-2-oxo-ethyl]benzimidazole-5-carboxylic acid"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
OKH "Create component"     2010-09-06 PDBJ 
OKH "Modify aromatic_flag" 2011-06-04 RCSB 
OKH "Modify descriptor"    2011-06-04 RCSB 
# 
