data_OLF # _chem_comp.id OLF _chem_comp.name "4-({(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylacetyl}amino)-3-methylbenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H26 Cl F2 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 537.985 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OLF _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 3OLF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 OLF N1 N1 N 0 1 Y N N 12.923 24.367 3.429 -1.826 0.634 0.088 N1 OLF 1 OLF C2 C2 C 0 1 Y N N 13.790 25.059 2.630 -1.555 1.936 -0.239 C2 OLF 2 OLF N3 N3 N 0 1 Y N N 13.191 26.064 2.056 -2.523 2.417 -0.980 N3 OLF 3 OLF C4 C4 C 0 1 Y N N 11.705 24.970 3.319 -3.036 0.310 -0.495 C4 OLF 4 OLF C5 C5 C 0 1 Y N N 11.895 26.053 2.433 -3.466 1.463 -1.174 C5 OLF 5 OLF C6 C6 C 0 1 N N N 12.347 22.010 3.891 0.290 -0.553 0.156 C6 OLF 6 OLF C7 C7 C 0 1 N N S 13.263 23.167 4.209 -0.986 -0.251 0.899 C7 OLF 7 OLF C8 C8 C 0 1 Y N N 10.464 24.698 3.869 -3.813 -0.840 -0.520 C8 OLF 8 OLF N9 N9 N 0 1 N N N 11.995 21.863 2.586 1.430 -0.777 0.839 N9 OLF 9 OLF C10 C10 C 0 1 Y N N 10.811 26.877 2.123 -4.679 1.441 -1.871 C10 OLF 10 OLF C11 C11 C 0 1 Y N N 9.409 25.534 3.558 -5.008 -0.848 -1.212 C11 OLF 11 OLF C12 C12 C 0 1 Y N N 11.163 20.848 2.097 2.596 -1.119 0.155 C12 OLF 12 OLF C13 C13 C 0 1 N N N 8.561 17.815 0.556 6.146 -2.161 -1.928 C13 OLF 13 OLF C14 C14 C 0 1 Y N N 15.195 24.685 2.471 -0.352 2.686 0.182 C14 OLF 14 OLF C15 C15 C 0 1 Y N N 9.588 26.596 2.690 -5.439 0.292 -1.884 C15 OLF 15 OLF C16 C16 C 0 1 Y N N 9.456 18.869 1.097 4.913 -1.799 -1.204 C16 OLF 16 OLF C17 C17 C 0 1 Y N N 10.797 18.569 1.386 4.700 -2.268 0.095 C17 OLF 17 OLF C18 C18 C 0 1 Y N N 11.660 19.559 1.862 3.547 -1.928 0.768 C18 OLF 18 OLF O19 O19 O 0 1 N N N 11.928 21.255 4.752 0.290 -0.594 -1.056 O19 OLF 19 OLF O20 O20 O 0 1 N N N 7.449 18.072 0.149 6.978 -2.868 -1.394 O20 OLF 20 OLF C21 C21 C 0 1 Y N N 9.823 21.150 1.807 2.802 -0.654 -1.140 C21 OLF 21 OLF C22 C22 C 0 1 Y N N 8.980 20.168 1.316 3.952 -0.991 -1.819 C22 OLF 22 OLF C23 C23 C 0 1 N N N 13.703 23.456 5.657 -1.737 -1.555 1.174 C23 OLF 23 OLF C24 C24 C 0 1 Y N N 16.193 25.472 3.054 0.200 3.653 -0.660 C24 OLF 24 OLF C25 C25 C 0 1 Y N N 15.526 23.499 1.803 0.232 2.434 1.423 C25 OLF 25 OLF F26 F26 F 0 1 N N N 8.192 25.339 4.100 -5.763 -1.967 -1.235 F26 OLF 26 OLF F27 F27 F 0 1 N N N 8.528 27.352 2.419 -6.611 0.271 -2.556 F27 OLF 27 OLF O28 O28 O 0 1 N N N 8.982 16.538 0.513 6.350 -1.709 -3.180 O28 OLF 28 OLF C29 C29 C 0 1 Y N N 17.853 23.935 2.242 1.900 4.092 0.969 C29 OLF 29 OLF C30 C30 C 0 1 Y N N 17.515 25.098 2.919 1.321 4.350 -0.262 C30 OLF 30 OLF C31 C31 C 0 1 Y N N 16.855 23.124 1.698 1.354 3.137 1.810 C31 OLF 31 OLF CL32 CL32 CL 0 0 N N N 19.531 23.481 2.106 3.312 4.972 1.463 CL32 OLF 32 OLF C33 C33 C 0 1 N N N 13.108 19.206 2.171 3.317 -2.433 2.169 C33 OLF 33 OLF C34 C34 C 0 1 N N N 13.649 24.929 6.068 -0.826 -2.517 1.939 C34 OLF 34 OLF C35 C35 C 0 1 N N N 13.148 22.542 6.745 -2.984 -1.260 2.011 C35 OLF 35 OLF C36 C36 C 0 1 N N N 13.919 22.744 8.057 -3.734 -2.564 2.286 C36 OLF 36 OLF C37 C37 C 0 1 N N N 14.460 25.135 7.362 -1.577 -3.822 2.214 C37 OLF 37 OLF C38 C38 C 0 1 N N N 13.959 24.216 8.478 -2.823 -3.526 3.051 C38 OLF 38 OLF H7 H7 H 0 1 N N N 14.223 22.755 3.863 -0.749 0.238 1.844 H7 OLF 39 OLF H8 H8 H 0 1 N N N 10.324 23.852 4.526 -3.484 -1.727 0.001 H8 OLF 40 OLF HN9 HN9 H 0 1 N N N 12.355 22.526 1.930 1.439 -0.700 1.806 HN9 OLF 41 OLF H10 H10 H 0 1 N N N 10.929 27.716 1.453 -5.019 2.321 -2.395 H10 OLF 42 OLF H17 H17 H 0 1 N N N 11.164 17.564 1.239 5.438 -2.896 0.572 H17 OLF 43 OLF H21 H21 H 0 1 N N N 9.449 22.150 1.967 2.060 -0.030 -1.614 H21 OLF 44 OLF H22 H22 H 0 1 N N N 7.949 20.405 1.100 4.113 -0.627 -2.822 H22 OLF 45 OLF H23 H23 H 0 1 N N N 14.767 23.183 5.592 -2.034 -2.010 0.229 H23 OLF 46 OLF H24 H24 H 0 1 N N N 15.932 26.364 3.605 -0.251 3.856 -1.620 H24 OLF 47 OLF H25 H25 H 0 1 N N N 14.751 22.882 1.373 -0.193 1.689 2.080 H25 OLF 48 OLF H30 H30 H 0 1 N N N 18.292 25.716 3.344 1.750 5.099 -0.912 H30 OLF 49 OLF H31 H31 H 0 1 N N N 17.119 22.205 1.196 1.807 2.943 2.771 H31 OLF 50 OLF H33 H33 H 0 1 N N N 13.188 18.863 3.213 2.795 -3.389 2.129 H33 OLF 51 OLF H33A H33A H 0 0 N N N 13.442 18.405 1.495 4.276 -2.563 2.671 H33A OLF 52 OLF H33B H33B H 0 0 N N N 13.740 20.095 2.028 2.714 -1.712 2.720 H33B OLF 53 OLF H34 H34 H 0 1 N N N 14.076 25.549 5.266 0.062 -2.728 1.343 H34 OLF 54 OLF H34A H34A H 0 0 N N N 12.603 25.222 6.241 -0.529 -2.062 2.884 H34A OLF 55 OLF H35 H35 H 0 1 N N N 12.087 22.779 6.909 -2.687 -0.805 2.956 H35 OLF 56 OLF H35A H35A H 0 0 N N N 13.250 21.495 6.424 -3.633 -0.575 1.466 H35A OLF 57 OLF H36 H36 H 0 1 N N N 13.422 22.165 8.849 -4.622 -2.353 2.882 H36 OLF 58 OLF H36A H36A H 0 0 N N N 14.951 22.390 7.916 -4.031 -3.019 1.341 H36A OLF 59 OLF H37 H37 H 0 1 N N N 15.517 24.908 7.161 -1.873 -4.276 1.269 H37 OLF 60 OLF H37A H37A H 0 0 N N N 14.355 26.181 7.687 -0.927 -4.507 2.759 H37A OLF 61 OLF H38 H38 H 0 1 N N N 12.940 24.527 8.753 -2.526 -3.071 3.996 H38 OLF 62 OLF H38A H38A H 0 0 N N N 14.637 24.313 9.339 -3.358 -4.455 3.247 H38A OLF 63 OLF H28 H28 H 0 1 N N N 8.298 15.991 0.145 7.173 -1.973 -3.614 H28 OLF 64 # 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 OLF N1 C2 SING Y N 1 OLF N1 C4 SING Y N 2 OLF N1 C7 SING N N 3 OLF C2 N3 DOUB Y N 4 OLF C2 C14 SING Y N 5 OLF N3 C5 SING Y N 6 OLF C4 C5 DOUB Y N 7 OLF C4 C8 SING Y N 8 OLF C5 C10 SING Y N 9 OLF C6 C7 SING N N 10 OLF C6 N9 SING N N 11 OLF C6 O19 DOUB N N 12 OLF C7 C23 SING N N 13 OLF C8 C11 DOUB Y N 14 OLF N9 C12 SING N N 15 OLF C10 C15 DOUB Y N 16 OLF C11 C15 SING Y N 17 OLF C11 F26 SING N N 18 OLF C12 C18 DOUB Y N 19 OLF C12 C21 SING Y N 20 OLF C13 C16 SING N N 21 OLF C13 O20 DOUB N N 22 OLF C13 O28 SING N N 23 OLF C14 C24 DOUB Y N 24 OLF C14 C25 SING Y N 25 OLF C15 F27 SING N N 26 OLF C16 C17 DOUB Y N 27 OLF C16 C22 SING Y N 28 OLF C17 C18 SING Y N 29 OLF C18 C33 SING N N 30 OLF C21 C22 DOUB Y N 31 OLF C23 C34 SING N N 32 OLF C23 C35 SING N N 33 OLF C24 C30 SING Y N 34 OLF C25 C31 DOUB Y N 35 OLF C29 C30 DOUB Y N 36 OLF C29 C31 SING Y N 37 OLF C29 CL32 SING N N 38 OLF C34 C37 SING N N 39 OLF C35 C36 SING N N 40 OLF C36 C38 SING N N 41 OLF C37 C38 SING N N 42 OLF C7 H7 SING N N 43 OLF C8 H8 SING N N 44 OLF N9 HN9 SING N N 45 OLF C10 H10 SING N N 46 OLF C17 H17 SING N N 47 OLF C21 H21 SING N N 48 OLF C22 H22 SING N N 49 OLF C23 H23 SING N N 50 OLF C24 H24 SING N N 51 OLF C25 H25 SING N N 52 OLF C30 H30 SING N N 53 OLF C31 H31 SING N N 54 OLF C33 H33 SING N N 55 OLF C33 H33A SING N N 56 OLF C33 H33B SING N N 57 OLF C34 H34 SING N N 58 OLF C34 H34A SING N N 59 OLF C35 H35 SING N N 60 OLF C35 H35A SING N N 61 OLF C36 H36 SING N N 62 OLF C36 H36A SING N N 63 OLF C37 H37 SING N N 64 OLF C37 H37A SING N N 65 OLF C38 H38 SING N N 66 OLF C38 H38A SING N N 67 OLF O28 H28 SING N N 68 # 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 OLF SMILES ACDLabs 12.01 "O=C(O)c1ccc(c(c1)C)NC(=O)C(n3c4cc(F)c(F)cc4nc3c2ccc(Cl)cc2)C5CCCCC5" OLF SMILES_CANONICAL CACTVS 3.370 "Cc1cc(ccc1NC(=O)[C@H](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)C(O)=O" OLF SMILES CACTVS 3.370 "Cc1cc(ccc1NC(=O)[CH](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)C(O)=O" OLF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(ccc1NC(=O)[C@H](C2CCCCC2)n3c4cc(c(cc4nc3c5ccc(cc5)Cl)F)F)C(=O)O" OLF SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(ccc1NC(=O)C(C2CCCCC2)n3c4cc(c(cc4nc3c5ccc(cc5)Cl)F)F)C(=O)O" OLF InChI InChI 1.03 "InChI=1S/C29H26ClF2N3O3/c1-16-13-19(29(37)38)9-12-23(16)34-28(36)26(17-5-3-2-4-6-17)35-25-15-22(32)21(31)14-24(25)33-27(35)18-7-10-20(30)11-8-18/h7-15,17,26H,2-6H2,1H3,(H,34,36)(H,37,38)/t26-/m0/s1" OLF InChIKey InChI 1.03 XAVJTYOBWCSWFJ-SANMLTNESA-N # 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 OLF "SYSTEMATIC NAME" ACDLabs 12.01 "4-({(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylacetyl}amino)-3-methylbenzoic acid" OLF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-[[(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-benzimidazol-1-yl]-2-cyclohexyl-ethanoyl]amino]-3-methyl-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 OLF "Create component" 2010-09-08 PDBJ OLF "Modify aromatic_flag" 2011-06-04 RCSB OLF "Modify descriptor" 2011-06-04 RCSB #