data_9MM # _chem_comp.id 9MM _chem_comp.name "4-{(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylethoxy}-3-fluorobenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H24 Cl F3 N2 O3" _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 528.950 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9MM _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 5Q14 _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 9MM N1 N1 N 0 1 Y N N 13.264 24.169 3.823 1.406 1.008 -0.224 N1 9MM 1 9MM N3 N2 N 0 1 Y N N 13.518 25.680 2.172 3.026 2.446 -0.560 N3 9MM 2 9MM C4 C1 C 0 1 Y N N 12.026 24.804 3.673 0.849 2.270 -0.144 C4 9MM 3 9MM C5 C2 C 0 1 Y N N 12.204 25.730 2.647 1.901 3.177 -0.362 C5 9MM 4 9MM C6 C3 C 0 1 Y N N 10.819 24.638 4.337 -0.435 2.741 0.090 C6 9MM 5 9MM C7 C4 C 0 1 N N S 13.647 23.070 4.789 0.699 -0.266 -0.064 C7 9MM 6 9MM C8 C5 C 0 1 Y N N 11.133 26.537 2.258 1.643 4.551 -0.335 C8 9MM 7 9MM C10 C6 C 0 1 N N N 9.208 18.085 0.723 -7.050 -1.194 -0.841 C10 9MM 8 9MM C13 C7 C 0 1 Y N N 10.241 18.972 1.334 -5.584 -1.222 -0.686 C13 9MM 9 9MM C15 C8 C 0 1 Y N N 10.934 21.147 2.012 -3.543 -2.467 -0.437 C15 9MM 10 9MM C17 C9 C 0 1 Y N N 12.138 20.673 2.481 -2.827 -1.273 -0.396 C17 9MM 11 9MM C20 C10 C 0 1 Y N N 11.453 18.463 1.806 -4.861 -0.027 -0.638 C20 9MM 12 9MM C21 C11 C 0 1 Y N N 12.408 19.304 2.382 -3.492 -0.057 -0.494 C21 9MM 13 9MM C22 C12 C 0 1 N N N 13.538 23.532 6.253 0.985 -0.837 1.326 C22 9MM 14 9MM C24 C13 C 0 1 Y N N 15.838 23.197 2.001 5.020 0.214 -0.181 C24 9MM 15 9MM C14 C14 C 0 1 N N N 12.829 21.819 4.466 -0.805 -0.038 -0.223 C14 9MM 16 9MM O18 O1 O 0 1 N N N 12.984 21.599 3.031 -1.477 -1.298 -0.258 O18 9MM 17 9MM C16 C15 C 0 1 Y N N 9.985 20.334 1.444 -4.914 -2.445 -0.582 C16 9MM 18 9MM F27 F1 F 0 1 N N N 10.677 22.471 2.114 -2.893 -3.647 -0.341 F27 9MM 19 9MM O19 O2 O 0 1 N N N 9.488 16.829 0.718 -7.694 -0.014 -0.941 O19 9MM 20 9MM O28 O3 O 0 1 N N N 8.174 18.531 0.272 -7.678 -2.233 -0.877 O28 9MM 21 9MM C33 C16 C 0 1 N N N 14.089 22.466 7.221 0.387 0.086 2.389 C33 9MM 22 9MM C35 C17 C 0 1 N N N 13.969 22.897 8.691 0.673 -0.485 3.780 C35 9MM 23 9MM C37 C18 C 0 1 N N N 14.680 24.217 8.939 0.044 -1.875 3.899 C37 9MM 24 9MM C36 C19 C 0 1 N N N 14.160 25.322 7.973 0.643 -2.798 2.836 C36 9MM 25 9MM C34 C20 C 0 1 N N N 14.257 24.864 6.486 0.357 -2.227 1.445 C34 9MM 26 9MM C9 C21 C 0 1 Y N N 9.781 25.435 3.935 -0.676 4.100 0.108 C9 9MM 27 9MM C12 C22 C 0 1 Y N N 9.930 26.365 2.921 0.362 5.003 -0.103 C12 9MM 28 9MM C2 C23 C 0 1 Y N N 14.106 24.738 2.895 2.740 1.169 -0.487 C2 9MM 29 9MM C11 C24 C 0 1 Y N N 15.514 24.337 2.737 3.714 0.069 -0.651 C11 9MM 30 9MM C23 C25 C 0 1 Y N N 16.544 25.065 3.333 3.330 -1.119 -1.276 C23 9MM 31 9MM C31 C26 C 0 1 Y N N 17.869 24.670 3.186 4.244 -2.141 -1.426 C31 9MM 32 9MM C29 C27 C 0 1 Y N N 18.155 23.541 2.445 5.538 -1.992 -0.958 C29 9MM 33 9MM C30 C28 C 0 1 Y N N 17.155 22.799 1.852 5.926 -0.814 -0.342 C30 9MM 34 9MM CL32 CL1 CL 0 0 N N N 19.811 23.037 2.257 6.682 -3.284 -1.151 CL32 9MM 35 9MM F26 F2 F 0 1 N N N 8.873 27.119 2.578 0.113 6.330 -0.077 F26 9MM 36 9MM F25 F3 F 0 1 N N N 8.574 25.313 4.547 -1.927 4.557 0.336 F25 9MM 37 9MM H1 H1 H 0 1 N N N 10.704 23.916 5.132 -1.244 2.046 0.257 H1 9MM 38 9MM H2 H2 H 0 1 N N N 14.703 22.824 4.605 1.042 -0.969 -0.824 H2 9MM 39 9MM H3 H3 H 0 1 N N N 11.239 27.268 1.470 2.445 5.257 -0.496 H3 9MM 40 9MM H4 H4 H 0 1 N N N 11.654 17.405 1.725 -5.375 0.919 -0.715 H4 9MM 41 9MM H5 H5 H 0 1 N N N 13.342 18.903 2.746 -2.933 0.867 -0.457 H5 9MM 42 9MM H6 H6 H 0 1 N N N 12.472 23.677 6.483 2.062 -0.911 1.474 H6 9MM 43 9MM H7 H7 H 0 1 N N N 15.051 22.618 1.542 5.323 1.130 0.303 H7 9MM 44 9MM H8 H8 H 0 1 N N N 11.770 21.979 4.716 -1.175 0.547 0.619 H8 9MM 45 9MM H9 H9 H 0 1 N N N 13.212 20.955 5.029 -0.995 0.501 -1.151 H9 9MM 46 9MM H10 H10 H 0 1 N N N 9.053 20.747 1.088 -5.469 -3.370 -0.614 H10 9MM 47 9MM H11 H11 H 0 1 N N N 8.774 16.347 0.318 -8.655 -0.046 -1.041 H11 9MM 48 9MM H12 H12 H 0 1 N N N 13.524 21.533 7.079 0.834 1.077 2.304 H12 9MM 49 9MM H13 H13 H 0 1 N N N 15.150 22.292 6.989 -0.691 0.161 2.241 H13 9MM 50 9MM H14 H14 H 0 1 N N N 12.905 23.010 8.946 1.750 -0.559 3.928 H14 9MM 51 9MM H15 H15 H 0 1 N N N 14.419 22.122 9.329 0.246 0.173 4.537 H15 9MM 52 9MM H16 H16 H 0 1 N N N 15.760 24.079 8.780 0.248 -2.281 4.890 H16 9MM 53 9MM H17 H17 H 0 1 N N N 14.500 24.533 9.977 -1.033 -1.800 3.751 H17 9MM 54 9MM H18 H18 H 0 1 N N N 14.765 26.231 8.109 1.720 -2.872 2.984 H18 9MM 55 9MM H19 H19 H 0 1 N N N 13.109 25.542 8.213 0.195 -3.788 2.921 H19 9MM 56 9MM H20 H20 H 0 1 N N N 15.317 24.748 6.218 -0.720 -2.153 1.298 H20 9MM 57 9MM H21 H21 H 0 1 N N N 13.799 25.633 5.846 0.783 -2.885 0.688 H21 9MM 58 9MM H22 H22 H 0 1 N N N 16.310 25.944 3.915 2.321 -1.237 -1.641 H22 9MM 59 9MM H23 H23 H 0 1 N N N 18.664 25.239 3.645 3.948 -3.061 -1.910 H23 9MM 60 9MM H24 H24 H 0 1 N N N 17.397 21.917 1.278 6.937 -0.703 0.021 H24 9MM 61 # 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 9MM O28 C10 DOUB N N 1 9MM O19 C10 SING N N 2 9MM C10 C13 SING N N 3 9MM C13 C16 DOUB Y N 4 9MM C13 C20 SING Y N 5 9MM C16 C15 SING Y N 6 9MM C20 C21 DOUB Y N 7 9MM C30 C24 DOUB Y N 8 9MM C30 C29 SING Y N 9 9MM C24 C11 SING Y N 10 9MM C15 F27 SING N N 11 9MM C15 C17 DOUB Y N 12 9MM N3 C5 SING Y N 13 9MM N3 C2 DOUB Y N 14 9MM CL32 C29 SING N N 15 9MM C8 C5 DOUB Y N 16 9MM C8 C12 SING Y N 17 9MM C21 C17 SING Y N 18 9MM C29 C31 DOUB Y N 19 9MM C17 O18 SING N N 20 9MM F26 C12 SING N N 21 9MM C5 C4 SING Y N 22 9MM C11 C2 SING N N 23 9MM C11 C23 DOUB Y N 24 9MM C2 N1 SING Y N 25 9MM C12 C9 DOUB Y N 26 9MM O18 C14 SING N N 27 9MM C31 C23 SING Y N 28 9MM C4 N1 SING Y N 29 9MM C4 C6 DOUB Y N 30 9MM N1 C7 SING N N 31 9MM C9 C6 SING Y N 32 9MM C9 F25 SING N N 33 9MM C14 C7 SING N N 34 9MM C7 C22 SING N N 35 9MM C22 C34 SING N N 36 9MM C22 C33 SING N N 37 9MM C34 C36 SING N N 38 9MM C33 C35 SING N N 39 9MM C36 C37 SING N N 40 9MM C35 C37 SING N N 41 9MM C6 H1 SING N N 42 9MM C7 H2 SING N N 43 9MM C8 H3 SING N N 44 9MM C20 H4 SING N N 45 9MM C21 H5 SING N N 46 9MM C22 H6 SING N N 47 9MM C24 H7 SING N N 48 9MM C14 H8 SING N N 49 9MM C14 H9 SING N N 50 9MM C16 H10 SING N N 51 9MM O19 H11 SING N N 52 9MM C33 H12 SING N N 53 9MM C33 H13 SING N N 54 9MM C35 H14 SING N N 55 9MM C35 H15 SING N N 56 9MM C37 H16 SING N N 57 9MM C37 H17 SING N N 58 9MM C36 H18 SING N N 59 9MM C36 H19 SING N N 60 9MM C34 H20 SING N N 61 9MM C34 H21 SING N N 62 9MM C23 H22 SING N N 63 9MM C31 H23 SING N N 64 9MM C30 H24 SING N N 65 # 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 9MM SMILES ACDLabs 12.01 "n3(C(C1CCCCC1)COc2c(F)cc(C(O)=O)cc2)c5cc(F)c(cc5nc3c4ccc(cc4)Cl)F" 9MM InChI InChI 1.03 "InChI=1S/C28H24ClF3N2O3/c29-19-9-6-17(7-10-19)27-33-23-13-20(30)21(31)14-24(23)34(27)25(16-4-2-1-3-5-16)15-37-26-11-8-18(28(35)36)12-22(26)32/h6-14,16,25H,1-5,15H2,(H,35,36)/t25-/m1/s1" 9MM InChIKey InChI 1.03 CPOSGAZIIDJVMJ-RUZDIDTESA-N 9MM SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(OC[C@H](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)c(F)c1" 9MM SMILES CACTVS 3.385 "OC(=O)c1ccc(OC[CH](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)c(F)c1" 9MM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2[C@H](COc4ccc(cc4F)C(=O)O)C5CCCCC5)F)F)Cl" 9MM SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2C(COc4ccc(cc4F)C(=O)O)C5CCCCC5)F)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 9MM "SYSTEMATIC NAME" ACDLabs 12.01 "4-{(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylethoxy}-3-fluorobenzoic acid" 9MM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[(2~{S})-2-[2-(4-chlorophenyl)-5,6-bis(fluoranyl)benzimidazol-1-yl]-2-cyclohexyl-ethoxy]-3-fluoranyl-benzoic 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 9MM "Create component" 2017-05-19 RCSB 9MM "Initial release" 2017-07-05 RCSB #