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 
# 
