data_9LA # _chem_comp.id 9LA _chem_comp.name "4-{(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylethoxy}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H25 Cl F2 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 510.960 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9LA _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 5Q0P _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 9LA N1 N1 N 0 1 Y N N 13.216 24.185 3.947 1.271 0.939 -0.228 N1 9LA 1 9LA N3 N2 N 0 1 Y N N 13.499 25.682 2.289 2.841 2.439 -0.530 N3 9LA 2 9LA C4 C1 C 0 1 Y N N 11.994 24.866 3.811 0.669 2.180 -0.137 C4 9LA 3 9LA C5 C2 C 0 1 Y N N 12.193 25.786 2.780 1.690 3.127 -0.333 C5 9LA 4 9LA C6 C3 C 0 1 Y N N 10.789 24.745 4.492 -0.633 2.602 0.092 C6 9LA 5 9LA C7 C4 C 0 1 N N S 13.576 23.086 4.893 0.609 -0.361 -0.093 C7 9LA 6 9LA C8 C5 C 0 1 Y N N 11.143 26.631 2.402 1.382 4.491 -0.291 C8 9LA 7 9LA C10 C6 C 0 1 Y N N 15.456 24.262 2.825 3.615 0.089 -0.645 C10 9LA 8 9LA C13 C7 C 0 1 N N N 12.707 21.856 4.630 -0.903 -0.181 -0.243 C13 9LA 9 9LA C17 C8 C 0 1 N N N 13.584 23.552 6.353 0.918 -0.949 1.285 C17 9LA 10 9LA C20 C9 C 0 1 Y N N 10.030 19.082 2.960 -4.924 -2.721 -0.636 C20 9LA 11 9LA C21 C10 C 0 1 Y N N 10.771 19.704 0.766 -4.956 -0.302 -0.656 C21 9LA 12 9LA C24 C11 C 0 1 Y N N 11.639 20.850 2.693 -2.881 -1.482 -0.436 C24 9LA 13 9LA C26 C12 C 0 1 Y N N 18.059 23.358 2.502 5.515 -1.901 -0.963 C26 9LA 14 9LA C28 C13 C 0 1 Y N N 11.596 20.677 1.315 -3.586 -0.287 -0.520 C28 9LA 15 9LA O16 O1 O 0 1 N N N 12.473 21.822 3.204 -1.531 -1.464 -0.303 O16 9LA 16 9LA C27 C14 C 0 1 Y N N 10.852 20.051 3.515 -3.555 -2.697 -0.500 C27 9LA 17 9LA C14 C15 C 0 1 Y N N 9.976 18.895 1.579 -5.638 -1.521 -0.715 C14 9LA 18 9LA C12 C16 C 0 1 N N N 9.088 17.852 0.984 -7.105 -1.541 -0.861 C12 9LA 19 9LA O15 O2 O 0 1 N N N 8.889 17.959 -0.298 -7.723 -0.498 -0.931 O15 9LA 20 9LA O25 O3 O 0 1 N N N 8.582 16.959 1.650 -7.760 -2.718 -0.918 O25 9LA 21 9LA C32 C17 C 0 1 N N N 13.920 22.418 7.322 0.292 -0.068 2.368 C32 9LA 22 9LA C34 C18 C 0 1 N N N 13.900 22.889 8.777 0.602 -0.656 3.746 C34 9LA 23 9LA C36 C19 C 0 1 N N N 14.851 24.052 9.001 0.021 -2.069 3.839 C36 9LA 24 9LA C35 C20 C 0 1 N N N 14.560 25.198 8.035 0.646 -2.950 2.757 C35 9LA 25 9LA C33 C21 C 0 1 N N N 14.554 24.717 6.576 0.337 -2.362 1.379 C33 9LA 26 9LA C9 C22 C 0 1 Y N N 9.778 25.585 4.103 -0.923 3.951 0.126 C9 9LA 27 9LA C11 C23 C 0 1 Y N N 9.948 26.504 3.084 0.084 4.892 -0.064 C11 9LA 28 9LA C2 C24 C 0 1 Y N N 14.064 24.724 3.002 2.601 1.152 -0.476 C2 9LA 29 9LA C18 C25 C 0 1 Y N N 15.726 23.117 2.075 3.280 -1.103 -1.288 C18 9LA 30 9LA C30 C26 C 0 1 Y N N 17.026 22.662 1.910 4.230 -2.091 -1.443 C30 9LA 31 9LA C29 C27 C 0 1 Y N N 17.822 24.490 3.254 5.855 -0.717 -0.329 C29 9LA 32 9LA C19 C28 C 0 1 Y N N 16.519 24.937 3.416 4.913 0.278 -0.168 C19 9LA 33 9LA CL31 CL1 CL 0 0 N N N 19.699 22.793 2.302 6.705 -3.148 -1.161 CL31 9LA 34 9LA F23 F1 F 0 1 N N N 8.916 27.293 2.757 -0.213 6.210 -0.024 F23 9LA 35 9LA F22 F2 F 0 1 N N N 8.557 25.508 4.741 -2.191 4.360 0.349 F22 9LA 36 9LA H1 H1 H 0 1 N N N 10.656 24.026 5.287 -1.419 1.875 0.242 H1 9LA 37 9LA H2 H2 H 0 1 N N N 14.609 22.791 4.657 0.974 -1.036 -0.867 H2 9LA 38 9LA H3 H3 H 0 1 N N N 11.262 27.354 1.608 2.159 5.226 -0.435 H3 9LA 39 9LA H4 H4 H 0 1 N N N 11.753 21.941 5.171 -1.290 0.374 0.611 H4 9LA 40 9LA H5 H5 H 0 1 N N N 13.231 20.944 4.952 -1.114 0.369 -1.160 H5 9LA 41 9LA H6 H6 H 0 1 N N N 12.572 23.909 6.595 1.998 -0.990 1.429 H6 9LA 42 9LA H7 H7 H 0 1 N N N 9.424 18.464 3.606 -5.447 -3.665 -0.686 H7 9LA 43 9LA H8 H8 H 0 1 N N N 10.744 19.572 -0.306 -5.503 0.627 -0.721 H8 9LA 44 9LA H9 H9 H 0 1 N N N 12.203 21.298 0.672 -3.059 0.654 -0.475 H9 9LA 45 9LA H10 H10 H 0 1 N N N 10.881 20.185 4.586 -3.002 -3.623 -0.442 H10 9LA 46 9LA H11 H11 H 0 1 N N N 8.056 16.403 1.087 -8.722 -2.681 -1.014 H11 9LA 47 9LA H12 H12 H 0 1 N N N 13.181 21.613 7.198 0.706 0.938 2.301 H12 9LA 48 9LA H13 H13 H 0 1 N N N 14.923 22.034 7.086 -0.787 -0.027 2.224 H13 9LA 49 9LA H14 H14 H 0 1 N N N 12.879 23.208 9.035 1.681 -0.697 3.890 H14 9LA 50 9LA H15 H15 H 0 1 N N N 14.199 22.053 9.427 0.156 -0.028 4.518 H15 9LA 51 9LA H16 H16 H 0 1 N N N 15.884 23.706 8.846 0.241 -2.488 4.821 H16 9LA 52 9LA H17 H17 H 0 1 N N N 14.737 24.415 10.033 -1.059 -2.028 3.696 H17 9LA 53 9LA H18 H18 H 0 1 N N N 15.334 25.971 8.153 1.726 -2.991 2.900 H18 9LA 54 9LA H19 H19 H 0 1 N N N 13.575 25.626 8.274 0.233 -3.956 2.823 H19 9LA 55 9LA H20 H20 H 0 1 N N N 15.569 24.389 6.307 -0.742 -2.321 1.235 H20 9LA 56 9LA H21 H21 H 0 1 N N N 14.256 25.555 5.928 0.783 -2.990 0.607 H21 9LA 57 9LA H22 H22 H 0 1 N N N 14.911 22.577 1.616 2.278 -1.253 -1.662 H22 9LA 58 9LA H23 H23 H 0 1 N N N 17.226 21.776 1.326 3.971 -3.014 -1.940 H23 9LA 59 9LA H24 H24 H 0 1 N N N 18.642 25.023 3.712 6.859 -0.574 0.043 H24 9LA 60 9LA H25 H25 H 0 1 N N N 16.327 25.820 4.008 5.180 1.200 0.326 H25 9LA 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 9LA O15 C12 DOUB N N 1 9LA C21 C28 DOUB Y N 2 9LA C21 C14 SING Y N 3 9LA C12 C14 SING N N 4 9LA C12 O25 SING N N 5 9LA C28 C24 SING Y N 6 9LA C14 C20 DOUB Y N 7 9LA C30 C18 DOUB Y N 8 9LA C30 C26 SING Y N 9 9LA C18 C10 SING Y N 10 9LA N3 C5 SING Y N 11 9LA N3 C2 DOUB Y N 12 9LA CL31 C26 SING N N 13 9LA C8 C5 DOUB Y N 14 9LA C8 C11 SING Y N 15 9LA C26 C29 DOUB Y N 16 9LA C24 O16 SING N N 17 9LA C24 C27 DOUB Y N 18 9LA F23 C11 SING N N 19 9LA C5 C4 SING Y N 20 9LA C10 C2 SING N N 21 9LA C10 C19 DOUB Y N 22 9LA C20 C27 SING Y N 23 9LA C2 N1 SING Y N 24 9LA C11 C9 DOUB Y N 25 9LA O16 C13 SING N N 26 9LA C29 C19 SING Y N 27 9LA C4 N1 SING Y N 28 9LA C4 C6 DOUB Y N 29 9LA N1 C7 SING N N 30 9LA C9 C6 SING Y N 31 9LA C9 F22 SING N N 32 9LA C13 C7 SING N N 33 9LA C7 C17 SING N N 34 9LA C17 C33 SING N N 35 9LA C17 C32 SING N N 36 9LA C33 C35 SING N N 37 9LA C32 C34 SING N N 38 9LA C35 C36 SING N N 39 9LA C34 C36 SING N N 40 9LA C6 H1 SING N N 41 9LA C7 H2 SING N N 42 9LA C8 H3 SING N N 43 9LA C13 H4 SING N N 44 9LA C13 H5 SING N N 45 9LA C17 H6 SING N N 46 9LA C20 H7 SING N N 47 9LA C21 H8 SING N N 48 9LA C28 H9 SING N N 49 9LA C27 H10 SING N N 50 9LA O25 H11 SING N N 51 9LA C32 H12 SING N N 52 9LA C32 H13 SING N N 53 9LA C34 H14 SING N N 54 9LA C34 H15 SING N N 55 9LA C36 H16 SING N N 56 9LA C36 H17 SING N N 57 9LA C35 H18 SING N N 58 9LA C35 H19 SING N N 59 9LA C33 H20 SING N N 60 9LA C33 H21 SING N N 61 9LA C18 H22 SING N N 62 9LA C30 H23 SING N N 63 9LA C29 H24 SING N N 64 9LA C19 H25 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 9LA SMILES ACDLabs 12.01 "n3(C(C1CCCCC1)COc2ccc(cc2)C(O)=O)c5cc(F)c(cc5nc3c4ccc(cc4)Cl)F" 9LA InChI InChI 1.03 "InChI=1S/C28H25ClF2N2O3/c29-20-10-6-18(7-11-20)27-32-24-14-22(30)23(31)15-25(24)33(27)26(17-4-2-1-3-5-17)16-36-21-12-8-19(9-13-21)28(34)35/h6-15,17,26H,1-5,16H2,(H,34,35)/t26-/m1/s1" 9LA InChIKey InChI 1.03 DLAMZHRFSSYYFX-AREMUKBSSA-N 9LA SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(OC[C@H](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)cc1" 9LA SMILES CACTVS 3.385 "OC(=O)c1ccc(OC[CH](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)cc1" 9LA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2[C@H](COc4ccc(cc4)C(=O)O)C5CCCCC5)F)F)Cl" 9LA SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2C(COc4ccc(cc4)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 9LA "SYSTEMATIC NAME" ACDLabs 12.01 "4-{(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylethoxy}benzoic acid" 9LA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[(2~{S})-2-[2-(4-chlorophenyl)-5,6-bis(fluoranyl)benzimidazol-1-yl]-2-cyclohexyl-ethoxy]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 9LA "Create component" 2017-05-19 RCSB 9LA "Initial release" 2017-07-05 RCSB #