data_9ND # _chem_comp.id 9ND _chem_comp.name "(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexyl-N-phenylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H24 Cl F2 N3 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 479.949 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9ND _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 5Q1D _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 9ND N1 N1 N 0 1 Y N N 12.946 24.414 3.727 0.949 0.704 -0.192 N1 9ND 1 9ND N3 N2 N 0 1 Y N N 13.157 26.017 2.167 1.148 2.777 0.490 N3 9ND 2 9ND C4 C1 C 0 1 Y N N 11.694 25.022 3.620 2.257 0.869 0.222 C4 9ND 3 9ND C5 C2 C 0 1 Y N N 11.847 26.017 2.654 2.365 2.203 0.656 C5 9ND 4 9ND C6 C3 C 0 1 N N N 12.609 22.009 4.206 -0.692 -1.034 0.227 C6 9ND 5 9ND C7 C4 C 0 1 N N S 13.361 23.290 4.611 0.355 -0.524 -0.728 C7 9ND 6 9ND C8 C5 C 0 1 Y N N 10.508 24.789 4.280 3.361 0.031 0.277 C8 9ND 7 9ND C13 C6 C 0 1 Y N N 9.565 26.577 2.983 4.678 1.828 1.184 C13 9ND 8 9ND C15 C7 C 0 1 N N N 13.303 23.644 6.111 1.445 -1.583 -0.904 C15 9ND 9 9ND C17 C8 C 0 1 Y N N 16.236 25.304 3.313 -1.758 1.424 -1.308 C17 9ND 10 9ND C20 C9 C 0 1 Y N N 12.071 20.720 2.165 -2.507 -2.489 0.729 C20 9ND 11 9ND C21 C10 C 0 1 Y N N 17.796 23.837 2.257 -3.772 2.657 -0.904 C21 9ND 12 9ND C22 C11 C 0 1 Y N N 17.545 24.891 3.115 -3.085 1.672 -1.593 C22 9ND 13 9ND C26 C12 C 0 1 N N N 13.928 25.024 6.381 2.441 -1.118 -1.969 C26 9ND 14 9ND C28 C13 C 0 1 Y N N 10.736 20.759 1.779 -2.870 -3.829 0.752 C28 9ND 15 9ND F19 F1 F 0 1 N N N 8.482 27.324 2.698 5.861 2.282 1.651 F19 9ND 16 9ND C9 C14 C 0 1 Y N N 10.754 26.821 2.314 3.592 2.674 1.135 C9 9ND 17 9ND C2 C15 C 0 1 Y N N 13.773 25.054 2.837 0.310 1.900 -0.003 C2 9ND 18 9ND C12 C16 C 0 1 Y N N 15.184 24.671 2.651 -1.111 2.164 -0.318 C12 9ND 19 9ND C16 C17 C 0 1 Y N N 15.473 23.606 1.799 -1.808 3.156 0.374 C16 9ND 20 9ND C23 C18 C 0 1 Y N N 16.776 23.191 1.599 -3.133 3.398 0.076 C23 9ND 21 9ND CL24 CL1 CL 0 0 N N N 19.432 23.313 2.004 -5.442 2.963 -1.268 CL24 9ND 22 9ND C25 C19 C 0 1 N N N 14.019 22.593 6.970 0.808 -2.903 -1.343 C25 9ND 23 9ND C29 C20 C 0 1 N N N 13.953 22.933 8.462 1.898 -3.962 -1.518 C29 9ND 24 9ND C33 C21 C 0 1 N N N 14.545 24.319 8.745 2.894 -3.497 -2.583 C33 9ND 25 9ND C30 C22 C 0 1 N N N 13.869 25.401 7.872 3.531 -2.178 -2.144 C30 9ND 26 9ND O14 O1 O 0 1 N N N 12.046 21.293 5.028 -0.809 -0.530 1.324 O14 9ND 27 9ND N10 N3 N 0 1 N N N 12.639 21.776 2.882 -1.499 -2.050 -0.137 N10 9ND 28 9ND C27 C23 C 0 1 Y N N 12.857 19.617 1.830 -3.149 -1.584 1.564 C27 9ND 29 9ND C31 C24 C 0 1 Y N N 12.303 18.568 1.114 -4.143 -2.019 2.418 C31 9ND 30 9ND C34 C25 C 0 1 Y N N 10.974 18.607 0.733 -4.499 -3.355 2.442 C34 9ND 31 9ND C32 C26 C 0 1 Y N N 10.192 19.699 1.063 -3.865 -4.258 1.608 C32 9ND 32 9ND C11 C27 C 0 1 Y N N 9.451 25.586 3.935 4.564 0.508 0.757 C11 9ND 33 9ND F18 F2 F 0 1 N N N 8.266 25.393 4.551 5.638 -0.310 0.811 F18 9ND 34 9ND H1 H1 H 0 1 N N N 14.421 23.097 4.390 -0.105 -0.313 -1.694 H1 9ND 35 9ND H2 H2 H 0 1 N N N 10.417 24.018 5.030 3.279 -0.994 -0.055 H2 9ND 36 9ND H3 H3 H 0 1 N N N 12.247 23.678 6.416 1.966 -1.728 0.042 H3 9ND 37 9ND H4 H4 H 0 1 N N N 16.029 26.123 3.986 -1.224 0.656 -1.846 H4 9ND 38 9ND H5 H5 H 0 1 N N N 18.358 25.387 3.625 -3.589 1.096 -2.356 H5 9ND 39 9ND H6 H6 H 0 1 N N N 14.980 25.006 6.060 1.920 -0.973 -2.915 H6 9ND 40 9ND H7 H7 H 0 1 N N N 13.381 25.782 5.801 2.895 -0.178 -1.656 H7 9ND 41 9ND H8 H8 H 0 1 N N N 10.123 21.611 2.035 -2.376 -4.534 0.101 H8 9ND 42 9ND H9 H9 H 0 1 N N N 10.833 27.595 1.565 3.687 3.697 1.467 H9 9ND 43 9ND H10 H10 H 0 1 N N N 14.668 23.099 1.288 -1.312 3.731 1.141 H10 9ND 44 9ND H11 H11 H 0 1 N N N 16.991 22.368 0.933 -3.674 4.165 0.610 H11 9ND 45 9ND H12 H12 H 0 1 N N N 13.542 21.615 6.807 0.098 -3.234 -0.584 H12 9ND 46 9ND H13 H13 H 0 1 N N N 15.074 22.542 6.663 0.287 -2.757 -2.289 H13 9ND 47 9ND H14 H14 H 0 1 N N N 12.902 22.919 8.786 2.419 -4.107 -0.572 H14 9ND 48 9ND H15 H15 H 0 1 N N N 14.521 22.179 9.027 1.444 -4.902 -1.831 H15 9ND 49 9ND H16 H16 H 0 1 N N N 15.623 24.301 8.525 3.671 -4.252 -2.708 H16 9ND 50 9ND H17 H17 H 0 1 N N N 14.391 24.566 9.806 2.373 -3.352 -3.529 H17 9ND 51 9ND H18 H18 H 0 1 N N N 14.388 26.359 8.021 4.241 -1.847 -2.902 H18 9ND 52 9ND H19 H19 H 0 1 N N N 12.817 25.502 8.176 4.052 -2.323 -1.198 H19 9ND 53 9ND H20 H20 H 0 1 N N N 13.136 22.451 2.336 -1.381 -2.478 -0.999 H20 9ND 54 9ND H21 H21 H 0 1 N N N 13.894 19.581 2.128 -2.871 -0.540 1.545 H21 9ND 55 9ND H22 H22 H 0 1 N N N 12.912 17.715 0.852 -4.643 -1.316 3.067 H22 9ND 56 9ND H23 H23 H 0 1 N N N 10.547 17.785 0.178 -5.277 -3.694 3.111 H23 9ND 57 9ND H24 H24 H 0 1 N N N 9.155 19.728 0.763 -4.146 -5.301 1.630 H24 9ND 58 # 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 9ND C34 C32 DOUB Y N 1 9ND C34 C31 SING Y N 2 9ND C32 C28 SING Y N 3 9ND C31 C27 DOUB Y N 4 9ND C23 C16 DOUB Y N 5 9ND C23 C21 SING Y N 6 9ND C28 C20 DOUB Y N 7 9ND C16 C12 SING Y N 8 9ND C27 C20 SING Y N 9 9ND CL24 C21 SING N N 10 9ND C20 N10 SING N N 11 9ND N3 C5 SING Y N 12 9ND N3 C2 DOUB Y N 13 9ND C21 C22 DOUB Y N 14 9ND C9 C5 DOUB Y N 15 9ND C9 C13 SING Y N 16 9ND C12 C2 SING N N 17 9ND C12 C17 DOUB Y N 18 9ND C5 C4 SING Y N 19 9ND F19 C13 SING N N 20 9ND C2 N1 SING Y N 21 9ND N10 C6 SING N N 22 9ND C13 C11 DOUB Y N 23 9ND C22 C17 SING Y N 24 9ND C4 N1 SING Y N 25 9ND C4 C8 DOUB Y N 26 9ND N1 C7 SING N N 27 9ND C11 C8 SING Y N 28 9ND C11 F18 SING N N 29 9ND C6 C7 SING N N 30 9ND C6 O14 DOUB N N 31 9ND C7 C15 SING N N 32 9ND C15 C26 SING N N 33 9ND C15 C25 SING N N 34 9ND C26 C30 SING N N 35 9ND C25 C29 SING N N 36 9ND C30 C33 SING N N 37 9ND C29 C33 SING N N 38 9ND C7 H1 SING N N 39 9ND C8 H2 SING N N 40 9ND C15 H3 SING N N 41 9ND C17 H4 SING N N 42 9ND C22 H5 SING N N 43 9ND C26 H6 SING N N 44 9ND C26 H7 SING N N 45 9ND C28 H8 SING N N 46 9ND C9 H9 SING N N 47 9ND C16 H10 SING N N 48 9ND C23 H11 SING N N 49 9ND C25 H12 SING N N 50 9ND C25 H13 SING N N 51 9ND C29 H14 SING N N 52 9ND C29 H15 SING N N 53 9ND C33 H16 SING N N 54 9ND C33 H17 SING N N 55 9ND C30 H18 SING N N 56 9ND C30 H19 SING N N 57 9ND N10 H20 SING N N 58 9ND C27 H21 SING N N 59 9ND C31 H22 SING N N 60 9ND C34 H23 SING N N 61 9ND C32 H24 SING N N 62 # 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 9ND SMILES ACDLabs 12.01 "n3(C(C(=O)Nc1ccccc1)C2CCCCC2)c5cc(c(F)cc5nc3c4ccc(cc4)Cl)F" 9ND InChI InChI 1.03 "InChI=1S/C27H24ClF2N3O/c28-19-13-11-18(12-14-19)26-32-23-15-21(29)22(30)16-24(23)33(26)25(17-7-3-1-4-8-17)27(34)31-20-9-5-2-6-10-20/h2,5-6,9-17,25H,1,3-4,7-8H2,(H,31,34)/t25-/m0/s1" 9ND InChIKey InChI 1.03 ARWUUCFDBAFWCD-VWLOTQADSA-N 9ND SMILES_CANONICAL CACTVS 3.385 "Fc1cc2nc(n([C@@H](C3CCCCC3)C(=O)Nc4ccccc4)c2cc1F)c5ccc(Cl)cc5" 9ND SMILES CACTVS 3.385 "Fc1cc2nc(n([CH](C3CCCCC3)C(=O)Nc4ccccc4)c2cc1F)c5ccc(Cl)cc5" 9ND SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)NC(=O)[C@H](C2CCCCC2)n3c4cc(c(cc4nc3c5ccc(cc5)Cl)F)F" 9ND SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)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 9ND "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexyl-N-phenylacetamide" 9ND "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[2-(4-chlorophenyl)-5,6-bis(fluoranyl)benzimidazol-1-yl]-2-cyclohexyl-~{N}-phenyl-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 9ND "Create component" 2017-05-19 RCSB 9ND "Initial release" 2017-07-05 RCSB #