data_9LJ # _chem_comp.id 9LJ _chem_comp.name "(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-N-(2-cyanophenyl)-2-cyclohexylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H23 Cl F2 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-19 _chem_comp.pdbx_modified_date 2017-06-30 _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 504.958 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9LJ _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 5Q0S _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 9LJ C4 C1 C 0 1 Y N N 11.010 26.658 2.475 4.034 2.436 1.104 C4 9LJ 1 9LJ C7 C2 C 0 1 Y N N 12.102 25.869 2.840 2.753 2.127 0.634 C7 9LJ 2 9LJ C8 C3 C 0 1 Y N N 11.945 24.879 3.809 2.461 0.811 0.234 C8 9LJ 3 9LJ C10 C4 C 0 1 Y N N 14.043 24.945 3.050 0.675 2.095 -0.021 C10 9LJ 4 9LJ C13 C5 C 0 1 Y N N 15.799 23.478 2.131 -1.406 1.942 -1.382 C13 9LJ 5 9LJ C15 C6 C 0 1 Y N N 18.120 23.890 2.474 -3.262 3.392 -0.949 C15 9LJ 6 9LJ C17 C7 C 0 1 Y N N 16.499 25.384 3.407 -1.288 3.572 0.395 C17 9LJ 7 9LJ C20 C8 C 0 1 N N N 13.533 23.489 6.323 1.332 -1.508 -0.910 C20 9LJ 8 9LJ C21 C9 C 0 1 N N N 12.864 21.843 4.391 -0.668 -0.721 0.326 C21 9LJ 9 9LJ C24 C10 C 0 1 N N N 14.401 22.529 7.148 0.526 -2.737 -1.338 C24 9LJ 10 9LJ C26 C11 C 0 1 N N N 14.781 24.275 8.917 2.478 -3.555 -2.666 C26 9LJ 11 9LJ C28 C12 C 0 1 N N N 13.958 24.947 6.620 2.335 -1.148 -2.008 C28 9LJ 12 9LJ C1 C13 C 0 1 Y N N 9.803 26.412 3.105 4.994 1.451 1.172 C1 9LJ 13 9LJ C2 C14 C 0 1 Y N N 9.667 25.421 4.071 4.700 0.150 0.776 C2 9LJ 14 9LJ C3 C15 C 0 1 Y N N 10.729 24.628 4.447 3.440 -0.170 0.309 C3 9LJ 15 9LJ N11 N1 N 0 1 Y N N 13.421 25.894 2.375 1.627 2.859 0.455 N11 9LJ 16 9LJ N9 N2 N 0 1 Y N N 13.213 24.293 3.941 1.141 0.817 -0.175 N9 9LJ 17 9LJ C19 C16 C 0 1 N N S 13.621 23.170 4.822 0.383 -0.331 -0.681 C19 9LJ 18 9LJ C25 C17 C 0 1 N N N 14.350 22.848 8.642 1.476 -3.914 -1.567 C25 9LJ 19 9LJ C27 C18 C 0 1 N N N 13.933 25.265 8.128 3.284 -2.326 -2.238 C27 9LJ 20 9LJ O23 O1 O 0 1 N N N 12.601 20.960 5.201 -0.625 -0.273 1.453 O23 9LJ 21 9LJ N22 N3 N 0 1 N N N 12.548 21.788 3.074 -1.656 -1.568 -0.024 N22 9LJ 22 9LJ C29 C19 C 0 1 Y N N 11.876 20.762 2.354 -2.631 -1.926 0.906 C29 9LJ 23 9LJ C30 C20 C 0 1 Y N N 12.586 19.588 2.007 -3.236 -3.190 0.843 C30 9LJ 24 9LJ C31 C21 C 0 1 Y N N 11.954 18.565 1.299 -4.211 -3.536 1.781 C31 9LJ 25 9LJ C32 C22 C 0 1 Y N N 10.624 18.693 0.932 -4.574 -2.635 2.760 C32 9LJ 26 9LJ C33 C23 C 0 1 Y N N 9.917 19.834 1.262 -3.974 -1.388 2.819 C33 9LJ 27 9LJ C34 C24 C 0 1 Y N N 10.532 20.874 1.970 -3.004 -1.034 1.902 C34 9LJ 28 9LJ C35 C25 C 0 1 N N N 13.966 19.441 2.385 -2.855 -4.121 -0.177 C35 9LJ 29 9LJ N36 N4 N 0 1 N N N 15.060 19.359 2.701 -2.553 -4.859 -0.986 N36 9LJ 30 9LJ C12 C26 C 0 1 Y N N 15.469 24.615 2.867 -0.697 2.544 -0.342 C12 9LJ 31 9LJ C14 C27 C 0 1 Y N N 17.121 23.114 1.934 -2.683 2.368 -1.680 C14 9LJ 32 9LJ C16 C28 C 0 1 Y N N 17.829 25.025 3.210 -2.564 3.993 0.085 C16 9LJ 33 9LJ CL18 CL1 CL 0 0 N N N 19.784 23.427 2.224 -4.868 3.928 -1.334 CL18 9LJ 34 9LJ F6 F1 F 0 1 N N N 8.460 25.233 4.652 5.652 -0.806 0.848 F6 9LJ 35 9LJ F5 F2 F 0 1 N N N 8.727 27.151 2.776 6.231 1.750 1.626 F5 9LJ 36 9LJ H1 H1 H 0 1 N N N 11.104 27.432 1.728 4.270 3.445 1.409 H1 9LJ 37 9LJ H2 H2 H 0 1 N N N 15.012 22.872 1.708 -0.953 1.146 -1.956 H2 9LJ 38 9LJ H3 H3 H 0 1 N N N 16.263 26.266 3.983 -0.744 4.041 1.201 H3 9LJ 39 9LJ H4 H4 H 0 1 N N N 12.487 23.367 6.640 1.868 -1.729 0.013 H4 9LJ 40 9LJ H5 H5 H 0 1 N N N 14.040 21.502 6.992 -0.188 -2.993 -0.556 H5 9LJ 41 9LJ H6 H6 H 0 1 N N N 15.443 22.608 6.804 -0.009 -2.516 -2.261 H6 9LJ 42 9LJ H7 H7 H 0 1 N N N 15.835 24.394 8.627 3.155 -4.394 -2.829 H7 9LJ 43 9LJ H8 H8 H 0 1 N N N 14.670 24.483 9.991 1.943 -3.334 -3.589 H8 9LJ 44 9LJ H9 H9 H 0 1 N N N 14.979 25.102 6.242 1.799 -0.928 -2.932 H9 9LJ 45 9LJ H10 H10 H 0 1 N N N 13.268 25.630 6.103 2.909 -0.273 -1.704 H10 9LJ 46 9LJ H11 H11 H 0 1 N N N 10.626 23.855 5.194 3.217 -1.181 0.003 H11 9LJ 47 9LJ H12 H12 H 0 1 N N N 14.685 22.980 4.615 -0.098 -0.062 -1.622 H12 9LJ 48 9LJ H13 H13 H 0 1 N N N 13.320 22.709 9.003 2.011 -4.135 -0.644 H13 9LJ 49 9LJ H14 H14 H 0 1 N N N 15.022 22.161 9.178 0.902 -4.790 -1.872 H14 9LJ 50 9LJ H15 H15 H 0 1 N N N 14.326 26.280 8.287 3.820 -2.546 -1.314 H15 9LJ 51 9LJ H16 H16 H 0 1 N N N 12.895 25.214 8.488 3.999 -2.070 -3.020 H16 9LJ 52 9LJ H17 H17 H 0 1 N N N 12.827 22.581 2.532 -1.688 -1.930 -0.924 H17 9LJ 53 9LJ H18 H18 H 0 1 N N N 12.502 17.672 1.037 -4.682 -4.507 1.738 H18 9LJ 54 9LJ H19 H19 H 0 1 N N N 10.138 17.898 0.386 -5.332 -2.902 3.481 H19 9LJ 55 9LJ H20 H20 H 0 1 N N N 8.881 19.924 0.971 -4.265 -0.689 3.589 H20 9LJ 56 9LJ H21 H21 H 0 1 N N N 9.971 21.762 2.220 -2.542 -0.060 1.954 H21 9LJ 57 9LJ H22 H22 H 0 1 N N N 17.365 22.230 1.363 -3.233 1.903 -2.485 H22 9LJ 58 9LJ H23 H23 H 0 1 N N N 18.624 25.625 3.627 -3.020 4.792 0.651 H23 9LJ 59 # 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 9LJ C32 C33 DOUB Y N 1 9LJ C32 C31 SING Y N 2 9LJ C33 C34 SING Y N 3 9LJ C31 C30 DOUB Y N 4 9LJ C14 C13 DOUB Y N 5 9LJ C14 C15 SING Y N 6 9LJ C34 C29 DOUB Y N 7 9LJ C30 C29 SING Y N 8 9LJ C30 C35 SING N N 9 9LJ C13 C12 SING Y N 10 9LJ CL18 C15 SING N N 11 9LJ C29 N22 SING N N 12 9LJ N11 C7 SING Y N 13 9LJ N11 C10 DOUB Y N 14 9LJ C35 N36 TRIP N N 15 9LJ C15 C16 DOUB Y N 16 9LJ C4 C7 DOUB Y N 17 9LJ C4 C1 SING Y N 18 9LJ F5 C1 SING N N 19 9LJ C7 C8 SING Y N 20 9LJ C12 C10 SING N N 21 9LJ C12 C17 DOUB Y N 22 9LJ C10 N9 SING Y N 23 9LJ N22 C21 SING N N 24 9LJ C1 C2 DOUB Y N 25 9LJ C16 C17 SING Y N 26 9LJ C8 N9 SING Y N 27 9LJ C8 C3 DOUB Y N 28 9LJ N9 C19 SING N N 29 9LJ C2 C3 SING Y N 30 9LJ C2 F6 SING N N 31 9LJ C21 C19 SING N N 32 9LJ C21 O23 DOUB N N 33 9LJ C19 C20 SING N N 34 9LJ C20 C28 SING N N 35 9LJ C20 C24 SING N N 36 9LJ C28 C27 SING N N 37 9LJ C24 C25 SING N N 38 9LJ C27 C26 SING N N 39 9LJ C25 C26 SING N N 40 9LJ C4 H1 SING N N 41 9LJ C13 H2 SING N N 42 9LJ C17 H3 SING N N 43 9LJ C20 H4 SING N N 44 9LJ C24 H5 SING N N 45 9LJ C24 H6 SING N N 46 9LJ C26 H7 SING N N 47 9LJ C26 H8 SING N N 48 9LJ C28 H9 SING N N 49 9LJ C28 H10 SING N N 50 9LJ C3 H11 SING N N 51 9LJ C19 H12 SING N N 52 9LJ C25 H13 SING N N 53 9LJ C25 H14 SING N N 54 9LJ C27 H15 SING N N 55 9LJ C27 H16 SING N N 56 9LJ N22 H17 SING N N 57 9LJ C31 H18 SING N N 58 9LJ C32 H19 SING N N 59 9LJ C33 H20 SING N N 60 9LJ C34 H21 SING N N 61 9LJ C14 H22 SING N N 62 9LJ C16 H23 SING N N 63 # 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 9LJ SMILES ACDLabs 12.01 "c5c1c(n(c(n1)c2ccc(cc2)Cl)C(C3CCCCC3)C(=O)Nc4c(C#N)cccc4)cc(c5F)F" 9LJ InChI InChI 1.03 "InChI=1S/C28H23ClF2N4O/c29-20-12-10-18(11-13-20)27-33-24-14-21(30)22(31)15-25(24)35(27)26(17-6-2-1-3-7-17)28(36)34-23-9-5-4-8-19(23)16-32/h4-5,8-15,17,26H,1-3,6-7H2,(H,34,36)/t26-/m0/s1" 9LJ InChIKey InChI 1.03 KQOKFDLIIQSPMA-SANMLTNESA-N 9LJ SMILES_CANONICAL CACTVS 3.385 "Fc1cc2nc(n([C@@H](C3CCCCC3)C(=O)Nc4ccccc4C#N)c2cc1F)c5ccc(Cl)cc5" 9LJ SMILES CACTVS 3.385 "Fc1cc2nc(n([CH](C3CCCCC3)C(=O)Nc4ccccc4C#N)c2cc1F)c5ccc(Cl)cc5" 9LJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C#N)NC(=O)[C@H](C2CCCCC2)n3c4cc(c(cc4nc3c5ccc(cc5)Cl)F)F" 9LJ SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C#N)NC(=O)C(C2CCCCC2)n3c4cc(c(cc4nc3c5ccc(cc5)Cl)F)F" # 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 9LJ "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-N-(2-cyanophenyl)-2-cyclohexylacetamide" 9LJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[2-(4-chlorophenyl)-5,6-bis(fluoranyl)benzimidazol-1-yl]-~{N}-(2-cyanophenyl)-2-cyclohexyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9LJ "Create component" 2017-05-19 RCSB 9LJ "Initial release" 2017-07-05 RCSB #