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 #