data_9NA # _chem_comp.id 9NA _chem_comp.name "(2S)-2-cyclohexyl-2-[2-(2,6-dimethoxypyridin-3-yl)-5,6-difluoro-1H-benzimidazol-1-yl]-N-(trans-4-hydroxycyclohexyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H34 F2 N4 O4" _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 528.591 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9NA _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 5Q1C _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 9NA N3 N1 N 0 1 Y N N 13.301 26.033 2.450 -2.637 1.265 0.906 N3 9NA 1 9NA C4 C1 C 0 1 Y N N 11.816 24.884 3.753 -2.766 -0.877 0.324 C4 9NA 2 9NA C5 C2 C 0 1 Y N N 15.417 24.905 3.032 -0.358 1.856 0.141 C5 9NA 3 9NA C6 C3 C 0 1 Y N N 11.964 25.903 2.826 -3.460 0.188 0.926 C6 9NA 4 9NA C7 C4 C 0 1 N N N 12.710 21.978 4.596 0.814 -0.990 0.105 C7 9NA 5 9NA C8 C5 C 0 1 Y N N 16.007 23.880 2.254 -0.387 3.155 0.666 C8 9NA 6 9NA C10 C6 C 0 1 N N S 13.583 23.247 4.842 -0.452 -1.114 -0.702 C10 9NA 7 9NA C15 C7 C 0 1 Y N N 9.629 26.294 2.949 -5.345 -1.259 1.277 C15 9NA 8 9NA C17 C8 C 0 1 Y N N 18.128 24.499 2.830 1.713 3.605 -0.187 C17 9NA 9 9NA C20 C9 C 0 1 Y N N 17.668 25.550 3.635 1.811 2.333 -0.741 C20 9NA 10 9NA C22 C10 C 0 1 N N N 11.728 20.516 2.833 3.134 -1.591 0.544 C22 9NA 11 9NA C26 C11 C 0 1 N N N 9.956 18.924 1.061 5.547 -2.877 1.596 C26 9NA 12 9NA C28 C12 C 0 1 N N N 12.252 19.997 1.500 4.372 -1.805 -0.330 C28 9NA 13 9NA C1 C13 C 0 1 Y N N 13.950 25.109 3.133 -1.499 0.941 0.340 C1 9NA 14 9NA N2 N2 N 0 1 Y N N 13.119 24.376 3.948 -1.529 -0.376 -0.038 N2 9NA 15 9NA C12 C14 C 0 1 Y N N 10.849 26.631 2.411 -4.759 -0.018 1.402 C12 9NA 16 9NA C14 C15 C 0 1 Y N N 9.499 25.275 3.872 -4.654 -2.308 0.680 C14 9NA 17 9NA C11 C16 C 0 1 Y N N 10.582 24.543 4.300 -3.372 -2.119 0.205 C11 9NA 18 9NA F23 F1 F 0 1 N N N 8.272 24.993 4.366 -5.242 -3.519 0.565 F23 9NA 19 9NA F24 F2 F 0 1 N N N 8.525 26.977 2.565 -6.600 -1.457 1.738 F24 9NA 20 9NA O18 O1 O 0 1 N N N 12.252 21.315 5.523 0.827 -0.317 1.114 O18 9NA 21 9NA N13 N3 N 0 1 N N N 12.510 21.670 3.300 1.933 -1.626 -0.294 N13 9NA 22 9NA C27 C17 C 0 1 N N N 10.251 20.834 2.728 3.055 -2.700 1.595 C27 9NA 23 9NA C29 C18 C 0 1 N N N 9.449 19.581 2.367 4.309 -2.664 2.470 C29 9NA 24 9NA C30 C19 C 0 1 N N N 11.506 18.733 1.042 5.627 -1.769 0.545 C30 9NA 25 9NA O31 O2 O 0 1 N N N 9.317 17.647 0.908 6.719 -2.844 2.414 O31 9NA 26 9NA C19 C20 C 0 1 N N N 13.961 23.755 6.252 -0.225 -0.537 -2.101 C19 9NA 27 9NA C32 C21 C 0 1 N N N 13.108 24.926 6.738 1.020 -1.176 -2.720 C32 9NA 28 9NA C36 C22 C 0 1 N N N 13.704 25.551 8.002 1.247 -0.598 -4.119 C36 9NA 29 9NA C38 C23 C 0 1 N N N 13.855 24.518 9.126 0.031 -0.896 -4.997 C38 9NA 30 9NA C37 C24 C 0 1 N N N 14.601 23.213 8.638 -1.214 -0.257 -4.378 C37 9NA 31 9NA C33 C25 C 0 1 N N N 14.004 22.668 7.311 -1.441 -0.834 -2.979 C33 9NA 32 9NA N9 N4 N 0 1 Y N N 17.324 23.679 2.152 0.635 3.974 0.487 N9 9NA 33 9NA C16 C26 C 0 1 Y N N 16.295 25.744 3.729 0.768 1.441 -0.580 C16 9NA 34 9NA O25 O3 O 0 1 N N N 19.485 24.333 2.754 2.735 4.481 -0.343 O25 9NA 35 9NA C35 C27 C 0 1 N N N 19.983 23.056 2.360 2.578 5.773 0.248 C35 9NA 36 9NA O21 O4 O 0 1 N N N 15.168 23.075 1.594 -1.472 3.575 1.362 O21 9NA 37 9NA C34 C28 C 0 1 N N N 15.356 22.939 0.189 -1.439 4.910 1.871 C34 9NA 38 9NA H1 H1 H 0 1 N N N 14.555 22.965 4.411 -0.729 -2.165 -0.784 H1 9NA 39 9NA H2 H2 H 0 1 N N N 18.359 26.189 4.165 2.696 2.045 -1.288 H2 9NA 40 9NA H3 H3 H 0 1 N N N 11.841 19.707 3.569 3.203 -0.624 1.040 H3 9NA 41 9NA H4 H4 H 0 1 N N N 9.683 19.578 0.219 5.479 -3.845 1.099 H4 9NA 42 9NA H5 H5 H 0 1 N N N 13.321 19.760 1.606 4.304 -2.773 -0.827 H5 9NA 43 9NA H6 H6 H 0 1 N N N 12.124 20.781 0.739 4.429 -1.015 -1.079 H6 9NA 44 9NA H7 H7 H 0 1 N N N 10.941 27.432 1.692 -5.300 0.793 1.867 H7 9NA 45 9NA H8 H8 H 0 1 N N N 10.481 23.746 5.022 -2.840 -2.938 -0.258 H8 9NA 46 9NA H9 H9 H 0 1 N N N 12.921 22.266 2.610 1.943 -2.107 -1.137 H9 9NA 47 9NA H10 H10 H 0 1 N N N 10.101 21.595 1.948 2.173 -2.548 2.217 H10 9NA 48 9NA H11 H11 H 0 1 N N N 9.896 21.223 3.694 2.986 -3.668 1.098 H11 9NA 49 9NA H12 H12 H 0 1 N N N 8.393 19.861 2.237 4.253 -3.454 3.219 H12 9NA 50 9NA H13 H13 H 0 1 N N N 9.538 18.854 3.188 4.378 -1.696 2.967 H13 9NA 51 9NA H14 H14 H 0 1 N N N 11.769 17.903 1.714 5.695 -0.801 1.042 H14 9NA 52 9NA H15 H15 H 0 1 N N N 11.820 18.488 0.017 6.508 -1.921 -0.078 H15 9NA 53 9NA H16 H16 H 0 1 N N N 8.374 17.761 0.919 7.543 -2.972 1.925 H16 9NA 54 9NA H17 H17 H 0 1 N N N 14.988 24.141 6.167 -0.083 0.542 -2.030 H17 9NA 55 9NA H18 H18 H 0 1 N N N 13.061 25.689 5.947 1.887 -0.964 -2.094 H18 9NA 56 9NA H19 H19 H 0 1 N N N 12.093 24.564 6.960 0.878 -2.254 -2.791 H19 9NA 57 9NA H20 H20 H 0 1 N N N 14.695 25.965 7.762 1.390 0.480 -4.048 H20 9NA 58 9NA H21 H21 H 0 1 N N N 13.042 26.359 8.347 2.134 -1.053 -4.560 H21 9NA 59 9NA H22 H22 H 0 1 N N N 14.431 24.969 9.948 0.193 -0.484 -5.994 H22 9NA 60 9NA H23 H23 H 0 1 N N N 12.855 24.240 9.489 -0.112 -1.974 -5.068 H23 9NA 61 9NA H24 H24 H 0 1 N N N 14.509 22.439 9.414 -1.072 0.822 -4.307 H24 9NA 62 9NA H25 H25 H 0 1 N N N 15.664 23.449 8.480 -2.081 -0.468 -5.004 H25 9NA 63 9NA H26 H26 H 0 1 N N N 12.982 22.306 7.497 -1.584 -1.913 -3.050 H26 9NA 64 9NA H27 H27 H 0 1 N N N 14.628 21.837 6.950 -2.328 -0.379 -2.538 H27 9NA 65 9NA H28 H28 H 0 1 N N N 15.904 26.544 4.341 0.821 0.448 -1.001 H28 9NA 66 9NA H29 H29 H 0 1 N N N 21.083 23.079 2.346 2.446 5.666 1.325 H29 9NA 67 9NA H30 H30 H 0 1 N N N 19.642 22.293 3.075 3.466 6.374 0.049 H30 9NA 68 9NA H31 H31 H 0 1 N N N 19.609 22.811 1.355 1.704 6.264 -0.178 H31 9NA 69 9NA H32 H32 H 0 1 N N N 14.600 22.252 -0.218 -0.594 5.019 2.551 H32 9NA 70 9NA H33 H33 H 0 1 N N N 15.253 23.923 -0.292 -1.332 5.612 1.043 H33 9NA 71 9NA H34 H34 H 0 1 N N N 16.361 22.537 -0.009 -2.365 5.118 2.406 H34 9NA 72 # 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 9NA C34 O21 SING N N 1 9NA O31 C26 SING N N 2 9NA C30 C26 SING N N 3 9NA C30 C28 SING N N 4 9NA C26 C29 SING N N 5 9NA C28 C22 SING N N 6 9NA O21 C8 SING N N 7 9NA N9 C8 DOUB Y N 8 9NA N9 C17 SING Y N 9 9NA C8 C5 SING Y N 10 9NA C35 O25 SING N N 11 9NA C29 C27 SING N N 12 9NA C12 C6 DOUB Y N 13 9NA C12 C15 SING Y N 14 9NA N3 C6 SING Y N 15 9NA N3 C1 DOUB Y N 16 9NA F24 C15 SING N N 17 9NA C27 C22 SING N N 18 9NA O25 C17 SING N N 19 9NA C6 C4 SING Y N 20 9NA C17 C20 DOUB Y N 21 9NA C22 N13 SING N N 22 9NA C15 C14 DOUB Y N 23 9NA C5 C1 SING N N 24 9NA C5 C16 DOUB Y N 25 9NA C1 N2 SING Y N 26 9NA N13 C7 SING N N 27 9NA C20 C16 SING Y N 28 9NA C4 N2 SING Y N 29 9NA C4 C11 DOUB Y N 30 9NA C14 C11 SING Y N 31 9NA C14 F23 SING N N 32 9NA N2 C10 SING N N 33 9NA C7 C10 SING N N 34 9NA C7 O18 DOUB N N 35 9NA C10 C19 SING N N 36 9NA C19 C32 SING N N 37 9NA C19 C33 SING N N 38 9NA C32 C36 SING N N 39 9NA C33 C37 SING N N 40 9NA C36 C38 SING N N 41 9NA C37 C38 SING N N 42 9NA C10 H1 SING N N 43 9NA C20 H2 SING N N 44 9NA C22 H3 SING N N 45 9NA C26 H4 SING N N 46 9NA C28 H5 SING N N 47 9NA C28 H6 SING N N 48 9NA C12 H7 SING N N 49 9NA C11 H8 SING N N 50 9NA N13 H9 SING N N 51 9NA C27 H10 SING N N 52 9NA C27 H11 SING N N 53 9NA C29 H12 SING N N 54 9NA C29 H13 SING N N 55 9NA C30 H14 SING N N 56 9NA C30 H15 SING N N 57 9NA O31 H16 SING N N 58 9NA C19 H17 SING N N 59 9NA C32 H18 SING N N 60 9NA C32 H19 SING N N 61 9NA C36 H20 SING N N 62 9NA C36 H21 SING N N 63 9NA C38 H22 SING N N 64 9NA C38 H23 SING N N 65 9NA C37 H24 SING N N 66 9NA C37 H25 SING N N 67 9NA C33 H26 SING N N 68 9NA C33 H27 SING N N 69 9NA C16 H28 SING N N 70 9NA C35 H29 SING N N 71 9NA C35 H30 SING N N 72 9NA C35 H31 SING N N 73 9NA C34 H32 SING N N 74 9NA C34 H33 SING N N 75 9NA C34 H34 SING N N 76 # 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 9NA SMILES ACDLabs 12.01 "n3c5c(n(C(C(=O)NC1CCC(CC1)O)C2CCCCC2)c3c4ccc(nc4OC)OC)cc(c(c5)F)F" 9NA InChI InChI 1.03 "InChI=1S/C28H34F2N4O4/c1-37-24-13-12-19(28(33-24)38-2)26-32-22-14-20(29)21(30)15-23(22)34(26)25(16-6-4-3-5-7-16)27(36)31-17-8-10-18(35)11-9-17/h12-18,25,35H,3-11H2,1-2H3,(H,31,36)/t17-,18-,25-/m0/s1" 9NA InChIKey InChI 1.03 JBIUFHDYJMTSIW-RPPIVITFSA-N 9NA SMILES_CANONICAL CACTVS 3.385 "COc1ccc(c(OC)n1)c2nc3cc(F)c(F)cc3n2[C@@H](C4CCCCC4)C(=O)N[C@H]5CC[C@H](O)CC5" 9NA SMILES CACTVS 3.385 "COc1ccc(c(OC)n1)c2nc3cc(F)c(F)cc3n2[CH](C4CCCCC4)C(=O)N[CH]5CC[CH](O)CC5" 9NA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc(c(n1)OC)c2nc3cc(c(cc3n2[C@@H](C4CCCCC4)C(=O)NC5CCC(CC5)O)F)F" 9NA SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc(c(n1)OC)c2nc3cc(c(cc3n2C(C4CCCCC4)C(=O)NC5CCC(CC5)O)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 9NA "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-cyclohexyl-2-[2-(2,6-dimethoxypyridin-3-yl)-5,6-difluoro-1H-benzimidazol-1-yl]-N-(trans-4-hydroxycyclohexyl)acetamide" 9NA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-cyclohexyl-2-[2-(2,6-dimethoxypyridin-3-yl)-5,6-bis(fluoranyl)benzimidazol-1-yl]-~{N}-(4-oxidanylcyclohexyl)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 9NA "Create component" 2017-05-19 RCSB 9NA "Initial release" 2017-07-05 RCSB #