data_9MS # _chem_comp.id 9MS _chem_comp.name "(2S)-2-{2-[(4-chloro-2-methylphenoxy)methyl]-6-fluoro-1H-benzimidazol-1-yl}-N,2-dicyclohexylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H35 Cl F N3 O2" _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 512.059 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9MS _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 5Q16 _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 9MS C4 C1 C 0 1 Y N N 23.636 -9.315 138.077 3.470 -0.784 0.594 C4 9MS 1 9MS C5 C2 C 0 1 Y N N 24.291 -9.160 136.860 3.455 -2.165 0.850 C5 9MS 2 9MS C6 C3 C 0 1 Y N N 24.605 -7.881 136.396 4.582 -2.773 1.410 C6 9MS 3 9MS C10 C4 C 0 1 N N S 22.817 -11.404 139.399 1.778 0.837 -0.387 C10 9MS 4 9MS C15 C5 C 0 1 N N N 23.164 -12.508 141.698 1.097 2.201 -2.366 C15 9MS 5 9MS C17 C6 C 0 1 N N N 16.815 -11.155 138.054 -3.527 2.990 1.337 C17 9MS 6 9MS C20 C7 C 0 1 N N N 17.549 -8.837 137.451 -2.148 4.820 2.333 C20 9MS 7 9MS C21 C8 C 0 1 N N N 19.031 -9.269 137.549 -0.962 4.401 1.462 C21 9MS 8 9MS C22 C9 C 0 1 N N N 19.207 -10.470 138.508 -1.034 2.897 1.191 C22 9MS 9 9MS C24 C10 C 0 1 N N N 25.428 -12.516 142.836 1.970 1.630 -4.637 C24 9MS 10 9MS C26 C11 C 0 1 N N N 25.131 -11.464 140.497 2.651 0.266 -2.657 C26 9MS 11 9MS C28 C12 C 0 1 Y N N 22.111 -15.341 136.735 -2.518 -1.989 -1.078 C28 9MS 12 9MS C1 C13 C 0 1 Y N N 24.262 -6.770 137.164 5.686 -2.024 1.702 C1 9MS 13 9MS C2 C14 C 0 1 Y N N 23.606 -6.977 138.379 5.702 -0.658 1.449 C2 9MS 14 9MS C3 C15 C 0 1 Y N N 23.278 -8.226 138.867 4.601 -0.037 0.892 C3 9MS 15 9MS N7 N1 N 0 1 Y N N 24.534 -10.393 136.270 2.239 -2.627 0.459 N7 9MS 16 9MS C9 C16 C 0 1 Y N N 24.042 -11.279 137.104 1.527 -1.644 -0.008 C9 9MS 17 9MS N8 N2 N 0 1 Y N N 23.476 -10.711 138.238 2.237 -0.484 0.051 N8 9MS 18 9MS C11 C17 C 0 1 N N N 21.375 -10.871 139.591 0.548 1.225 0.393 C11 9MS 19 9MS O12 O1 O 0 1 N N N 20.993 -10.430 140.675 -0.039 0.394 1.053 O12 9MS 20 9MS N13 N3 N 0 1 N N N 20.592 -10.926 138.510 0.101 2.496 0.356 N13 9MS 21 9MS C16 C18 C 0 1 N N N 18.275 -11.620 138.135 -2.341 2.572 0.465 C16 9MS 22 9MS C19 C19 C 0 1 N N N 16.656 -10.008 137.067 -3.455 4.495 1.607 C19 9MS 23 9MS C27 C20 C 0 1 N N N 23.615 -11.362 140.722 1.443 0.792 -1.879 C27 9MS 24 9MS C23 C21 C 0 1 N N N 23.914 -12.450 143.039 0.762 2.156 -3.859 C23 9MS 25 9MS C25 C22 C 0 1 N N N 25.918 -11.416 141.846 2.316 0.222 -4.149 C25 9MS 26 9MS C33 C23 C 0 1 N N N 24.114 -12.744 136.818 0.122 -1.771 -0.538 C33 9MS 27 9MS O30 O2 O 0 1 N N N 23.358 -13.496 137.754 -0.799 -1.790 0.555 O30 9MS 28 9MS C14 C24 C 0 1 Y N N 23.174 -14.855 137.496 -2.118 -1.901 0.248 C14 9MS 29 9MS C31 C25 C 0 1 Y N N 21.987 -16.709 136.517 -3.860 -2.095 -1.388 C31 9MS 30 9MS C34 C26 C 0 1 Y N N 22.922 -17.567 137.060 -4.805 -2.113 -0.377 C34 9MS 31 9MS C32 C27 C 0 1 Y N N 23.980 -17.102 137.815 -4.408 -2.025 0.945 C32 9MS 32 9MS C29 C28 C 0 1 Y N N 24.127 -15.736 138.049 -3.067 -1.925 1.260 C29 9MS 33 9MS C36 C29 C 0 1 N N N 25.285 -15.229 138.876 -2.635 -1.829 2.700 C36 9MS 34 9MS CL35 CL1 CL 0 0 N N N 22.767 -19.280 136.788 -6.491 -2.246 -0.770 CL35 9MS 35 9MS F18 F1 F 0 1 N N N 23.274 -5.891 139.123 6.803 0.067 1.745 F18 9MS 36 9MS H1 H1 H 0 1 N N N 25.110 -7.754 135.450 4.580 -3.834 1.611 H1 9MS 37 9MS H2 H2 H 0 1 N N N 22.722 -12.465 139.126 2.565 1.571 -0.213 H2 9MS 38 9MS H3 H3 H 0 1 N N N 22.085 -12.408 141.890 0.237 2.576 -1.812 H3 9MS 39 9MS H4 H4 H 0 1 N N N 23.363 -13.479 141.221 1.949 2.861 -2.205 H4 9MS 40 9MS H5 H5 H 0 1 N N N 16.490 -10.819 139.050 -4.458 2.758 0.819 H5 9MS 41 9MS H6 H6 H 0 1 N N N 16.188 -11.998 137.728 -3.492 2.449 2.282 H6 9MS 42 9MS H7 H7 H 0 1 N N N 17.455 -8.050 136.689 -2.113 4.279 3.279 H7 9MS 43 9MS H8 H8 H 0 1 N N N 17.225 -8.444 138.426 -2.097 5.892 2.526 H8 9MS 44 9MS H9 H9 H 0 1 N N N 19.387 -9.555 136.548 -0.997 4.943 0.516 H9 9MS 45 9MS H10 H10 H 0 1 N N N 19.626 -8.423 137.922 -0.032 4.633 1.979 H10 9MS 46 9MS H11 H11 H 0 1 N N N 18.942 -10.132 139.521 -0.999 2.356 2.136 H11 9MS 47 9MS H12 H12 H 0 1 N N N 25.692 -13.504 142.432 1.731 1.598 -5.700 H12 9MS 48 9MS H13 H13 H 0 1 N N N 25.926 -12.372 143.806 2.822 2.290 -4.475 H13 9MS 49 9MS H14 H14 H 0 1 N N N 25.353 -12.413 139.988 3.503 0.926 -2.496 H14 9MS 50 9MS H15 H15 H 0 1 N N N 25.455 -10.624 139.865 2.898 -0.737 -2.310 H15 9MS 51 9MS H16 H16 H 0 1 N N N 21.387 -14.658 136.317 -1.781 -1.971 -1.867 H16 9MS 52 9MS H17 H17 H 0 1 N N N 24.498 -5.771 136.827 6.555 -2.498 2.135 H17 9MS 53 9MS H18 H18 H 0 1 N N N 22.770 -8.352 139.812 4.620 1.024 0.692 H18 9MS 54 9MS H19 H19 H 0 1 N N N 20.973 -11.297 137.663 0.531 3.145 -0.222 H19 9MS 55 9MS H20 H20 H 0 1 N N N 18.357 -12.409 138.897 -2.392 1.500 0.272 H20 9MS 56 9MS H21 H21 H 0 1 N N N 18.577 -12.022 137.157 -2.376 3.113 -0.481 H21 9MS 57 9MS H22 H22 H 0 1 N N N 15.607 -9.676 137.065 -3.490 5.036 0.661 H22 9MS 58 9MS H23 H23 H 0 1 N N N 16.932 -10.357 136.061 -4.300 4.793 2.228 H23 9MS 59 9MS H24 H24 H 0 1 N N N 23.406 -10.401 141.215 0.591 0.132 -2.041 H24 9MS 60 9MS H25 H25 H 0 1 N N N 23.662 -11.509 143.549 -0.090 1.496 -4.020 H25 9MS 61 9MS H26 H26 H 0 1 N N N 23.599 -13.300 143.662 0.515 3.159 -4.206 H26 9MS 62 9MS H27 H27 H 0 1 N N N 26.988 -11.571 141.641 1.464 -0.439 -4.311 H27 9MS 63 9MS H28 H28 H 0 1 N N N 25.773 -10.429 142.309 3.177 -0.153 -4.704 H28 9MS 64 9MS H29 H29 H 0 1 N N N 23.720 -12.931 135.808 -0.100 -0.923 -1.186 H29 9MS 65 9MS H30 H30 H 0 1 N N N 25.165 -13.066 136.867 0.030 -2.696 -1.106 H30 9MS 66 9MS H31 H31 H 0 1 N N N 21.168 -17.096 135.929 -4.171 -2.164 -2.420 H31 9MS 67 9MS H32 H32 H 0 1 N N N 24.696 -17.799 138.226 -5.148 -2.039 1.732 H32 9MS 68 9MS H33 H33 H 0 1 N N N 24.991 -15.190 139.935 -2.606 -0.782 3.002 H33 9MS 69 9MS H34 H34 H 0 1 N N N 26.144 -15.906 138.759 -3.344 -2.368 3.328 H34 9MS 70 9MS H35 H35 H 0 1 N N N 25.564 -14.221 138.536 -1.644 -2.268 2.812 H35 9MS 71 # 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 9MS N7 C5 SING Y N 1 9MS N7 C9 DOUB Y N 2 9MS C6 C5 DOUB Y N 3 9MS C6 C1 SING Y N 4 9MS C31 C28 DOUB Y N 5 9MS C31 C34 SING Y N 6 9MS C28 C14 SING Y N 7 9MS CL35 C34 SING N N 8 9MS C33 C9 SING N N 9 9MS C33 O30 SING N N 10 9MS C5 C4 SING Y N 11 9MS C34 C32 DOUB Y N 12 9MS C19 C20 SING N N 13 9MS C19 C17 SING N N 14 9MS C9 N8 SING Y N 15 9MS C1 C2 DOUB Y N 16 9MS C20 C21 SING N N 17 9MS C14 O30 SING N N 18 9MS C14 C29 DOUB Y N 19 9MS C21 C22 SING N N 20 9MS C32 C29 SING Y N 21 9MS C29 C36 SING N N 22 9MS C17 C16 SING N N 23 9MS C4 N8 SING Y N 24 9MS C4 C3 DOUB Y N 25 9MS C16 C22 SING N N 26 9MS N8 C10 SING N N 27 9MS C2 C3 SING Y N 28 9MS C2 F18 SING N N 29 9MS C22 N13 SING N N 30 9MS N13 C11 SING N N 31 9MS C10 C11 SING N N 32 9MS C10 C27 SING N N 33 9MS C11 O12 DOUB N N 34 9MS C26 C27 SING N N 35 9MS C26 C25 SING N N 36 9MS C27 C15 SING N N 37 9MS C15 C23 SING N N 38 9MS C25 C24 SING N N 39 9MS C24 C23 SING N N 40 9MS C6 H1 SING N N 41 9MS C10 H2 SING N N 42 9MS C15 H3 SING N N 43 9MS C15 H4 SING N N 44 9MS C17 H5 SING N N 45 9MS C17 H6 SING N N 46 9MS C20 H7 SING N N 47 9MS C20 H8 SING N N 48 9MS C21 H9 SING N N 49 9MS C21 H10 SING N N 50 9MS C22 H11 SING N N 51 9MS C24 H12 SING N N 52 9MS C24 H13 SING N N 53 9MS C26 H14 SING N N 54 9MS C26 H15 SING N N 55 9MS C28 H16 SING N N 56 9MS C1 H17 SING N N 57 9MS C3 H18 SING N N 58 9MS N13 H19 SING N N 59 9MS C16 H20 SING N N 60 9MS C16 H21 SING N N 61 9MS C19 H22 SING N N 62 9MS C19 H23 SING N N 63 9MS C27 H24 SING N N 64 9MS C23 H25 SING N N 65 9MS C23 H26 SING N N 66 9MS C25 H27 SING N N 67 9MS C25 H28 SING N N 68 9MS C33 H29 SING N N 69 9MS C33 H30 SING N N 70 9MS C31 H31 SING N N 71 9MS C32 H32 SING N N 72 9MS C36 H33 SING N N 73 9MS C36 H34 SING N N 74 9MS C36 H35 SING N N 75 # 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 9MS SMILES ACDLabs 12.01 "c43n(C(C(=O)NC1CCCCC1)C2CCCCC2)c(nc3ccc(c4)F)COc5ccc(cc5C)Cl" 9MS InChI InChI 1.03 "InChI=1S/C29H35ClFN3O2/c1-19-16-21(30)12-15-26(19)36-18-27-33-24-14-13-22(31)17-25(24)34(27)28(20-8-4-2-5-9-20)29(35)32-23-10-6-3-7-11-23/h12-17,20,23,28H,2-11,18H2,1H3,(H,32,35)/t28-/m0/s1" 9MS InChIKey InChI 1.03 MAXDJYGVHNACQO-NDEPHWFRSA-N 9MS SMILES_CANONICAL CACTVS 3.385 "Cc1cc(Cl)ccc1OCc2nc3ccc(F)cc3n2[C@@H](C4CCCCC4)C(=O)NC5CCCCC5" 9MS SMILES CACTVS 3.385 "Cc1cc(Cl)ccc1OCc2nc3ccc(F)cc3n2[CH](C4CCCCC4)C(=O)NC5CCCCC5" 9MS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(ccc1OCc2nc3ccc(cc3n2[C@@H](C4CCCCC4)C(=O)NC5CCCCC5)F)Cl" 9MS SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(ccc1OCc2nc3ccc(cc3n2C(C4CCCCC4)C(=O)NC5CCCCC5)F)Cl" # 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 9MS "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-{2-[(4-chloro-2-methylphenoxy)methyl]-6-fluoro-1H-benzimidazol-1-yl}-N,2-dicyclohexylacetamide" 9MS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[2-[(4-chloranyl-2-methyl-phenoxy)methyl]-6-fluoranyl-benzimidazol-1-yl]-~{N},2-dicyclohexyl-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 9MS "Create component" 2017-05-19 RCSB 9MS "Initial release" 2017-07-05 RCSB #