data_OOF # _chem_comp.id OOF _chem_comp.name "4-({(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylacetyl}amino)benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H24 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 523.958 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OOF _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 3OOF _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 OOF N1 N1 N 0 1 Y N N 22.709 11.099 52.250 -1.750 0.633 0.139 N1 OOF 1 OOF C2 C2 C 0 1 Y N N 23.235 11.872 53.332 -1.381 1.913 -0.176 C2 OOF 2 OOF N3 N3 N 0 1 Y N N 23.998 11.155 54.143 -2.313 2.476 -0.905 N3 OOF 3 OOF C4 C4 C 0 1 Y N N 23.119 9.790 52.453 -2.986 0.410 -0.438 C4 OOF 4 OOF C5 C5 C 0 1 Y N N 23.912 9.826 53.659 -3.329 1.601 -1.102 C5 OOF 5 OOF C6 C6 C 0 1 N N N 20.649 10.752 50.951 0.320 -0.631 0.230 C6 OOF 6 OOF C7 C7 C 0 1 N N S 21.973 11.576 51.106 -0.977 -0.324 0.935 C7 OOF 7 OOF C8 C8 C 0 1 Y N N 22.897 8.618 51.731 -3.851 -0.675 -0.468 C8 OOF 8 OOF C9 C9 C 0 1 Y N N 24.439 8.632 54.180 -4.546 1.681 -1.789 C9 OOF 9 OOF N10 N10 N 0 1 N N N 19.925 10.546 52.121 1.412 -0.966 0.945 N10 OOF 10 OOF C11 C11 C 0 1 Y N N 23.479 7.449 52.233 -5.047 -0.582 -1.151 C11 OOF 11 OOF C12 C12 C 0 1 Y N N 23.021 13.310 53.427 -0.120 2.562 0.242 C12 OOF 12 OOF C13 C13 C 0 1 Y N N 24.195 7.460 53.464 -5.393 0.595 -1.808 C13 OOF 13 OOF C14 C14 C 0 1 N N N 14.952 7.789 52.518 6.213 -2.296 -1.699 C14 OOF 14 OOF O15 O15 O 0 1 N N N 20.303 10.303 49.847 0.380 -0.575 -0.980 O15 OOF 15 OOF C16 C16 C 0 1 Y N N 16.217 8.539 52.488 4.958 -1.948 -1.008 C16 OOF 16 OOF O17 O17 O 0 1 N N N 14.130 7.638 51.614 6.917 -3.188 -1.269 O17 OOF 17 OOF C18 C18 C 0 1 N N N 22.798 11.507 49.786 -1.782 -1.614 1.105 C18 OOF 18 OOF C19 C19 C 0 1 Y N N 24.117 14.190 53.366 0.506 3.484 -0.599 C19 OOF 19 OOF C20 C20 C 0 1 Y N N 21.734 13.812 53.566 0.445 2.261 1.482 C20 OOF 20 OOF C21 C21 C 0 1 Y N N 18.690 9.885 52.281 2.599 -1.295 0.291 C21 OOF 21 OOF C22 C22 C 0 1 Y N N 16.708 9.273 53.572 4.576 -2.644 0.143 C22 OOF 22 OOF C23 C23 C 0 1 Y N N 16.954 8.498 51.299 4.150 -0.917 -1.498 C23 OOF 23 OOF F24 F24 F 0 1 N N N 23.328 6.252 51.616 -5.888 -1.639 -1.180 F24 OOF 24 OOF F25 F25 F 0 1 N N N 24.746 6.290 53.832 -6.568 0.673 -2.471 F25 OOF 25 OOF O26 O26 O 0 1 N N N 14.654 7.119 53.664 6.580 -1.623 -2.808 O26 OOF 26 OOF C27 C27 C 0 1 Y N N 22.581 16.055 53.515 2.241 3.779 1.026 C27 OOF 27 OOF C28 C28 C 0 1 Y N N 17.932 9.928 53.474 3.403 -2.317 0.785 C28 OOF 28 OOF C29 C29 C 0 1 Y N N 18.171 9.140 51.195 2.979 -0.596 -0.850 C29 OOF 29 OOF C30 C30 C 0 1 Y N N 23.894 15.573 53.419 1.681 4.087 -0.203 C30 OOF 30 OOF C31 C31 C 0 1 Y N N 21.495 15.179 53.593 1.621 2.870 1.867 C31 OOF 31 OOF CL32 CL32 CL 0 0 N N N 22.281 17.716 53.520 3.721 4.542 1.518 CL32 OOF 32 OOF C33 C33 C 0 1 N N N 22.172 12.418 48.731 -0.896 -2.688 1.740 C33 OOF 33 OOF C34 C34 C 0 1 N N N 24.283 11.853 49.986 -2.987 -1.347 2.009 C34 OOF 34 OOF C35 C35 C 0 1 N N N 25.063 11.822 48.683 -3.792 -2.636 2.180 C35 OOF 35 OOF C36 C36 C 0 1 N N N 22.962 12.355 47.435 -1.701 -3.977 1.911 C36 OOF 36 OOF C37 C37 C 0 1 N N N 24.416 12.731 47.648 -2.906 -3.710 2.815 C37 OOF 37 OOF H7 H7 H 0 1 N N N 21.743 12.637 51.285 -0.766 0.105 1.914 H7 OOF 38 OOF H8 H8 H 0 1 N N N 22.305 8.613 50.828 -3.589 -1.591 0.041 H8 OOF 39 OOF H9 H9 H 0 1 N N N 25.009 8.622 55.097 -4.819 2.591 -2.302 H9 OOF 40 OOF HN10 HN10 H 0 0 N N N 20.333 10.914 52.956 1.372 -0.979 1.914 HN10 OOF 41 OOF H18 H18 H 0 1 N N N 22.766 10.463 49.440 -2.128 -1.958 0.131 H18 OOF 42 OOF H19 H19 H 0 1 N N N 25.122 13.803 53.279 0.071 3.724 -1.557 H19 OOF 43 OOF H20 H20 H 0 1 N N N 20.904 13.127 53.655 -0.037 1.552 2.138 H20 OOF 44 OOF H22 H22 H 0 1 N N N 16.137 9.332 54.487 5.199 -3.438 0.527 H22 OOF 45 OOF H23 H23 H 0 1 N N N 16.564 7.956 50.450 4.445 -0.374 -2.384 H23 OOF 46 OOF H28 H28 H 0 1 N N N 18.309 10.478 54.323 3.105 -2.857 1.672 H28 OOF 47 OOF H29 H29 H 0 1 N N N 18.733 9.073 50.275 2.352 0.197 -1.231 H29 OOF 48 OOF H30 H30 H 0 1 N N N 24.726 16.261 53.386 2.167 4.800 -0.852 H30 OOF 49 OOF H31 H31 H 0 1 N N N 20.487 15.559 53.673 2.059 2.637 2.826 H31 OOF 50 OOF H33 H33 H 0 1 N N N 21.139 12.091 48.540 -0.037 -2.878 1.096 H33 OOF 51 OOF H33A H33A H 0 0 N N N 22.172 13.453 49.103 -0.550 -2.343 2.715 H33A OOF 52 OOF H34 H34 H 0 1 N N N 24.352 12.865 50.411 -2.641 -1.003 2.984 H34 OOF 53 OOF H34A H34A H 0 0 N N N 24.724 11.117 50.675 -3.618 -0.582 1.557 H34A OOF 54 OOF H35 H35 H 0 1 N N N 26.091 12.166 48.871 -4.651 -2.446 2.824 H35 OOF 55 OOF H35A H35A H 0 0 N N N 25.078 10.792 48.297 -4.138 -2.981 1.206 H35A OOF 56 OOF H36 H36 H 0 1 N N N 22.916 11.329 47.042 -2.047 -4.321 0.937 H36 OOF 57 OOF H36A H36A H 0 0 N N N 22.517 13.057 46.715 -1.070 -4.742 2.364 H36A OOF 58 OOF H37 H37 H 0 1 N N N 24.469 13.771 48.001 -2.560 -3.366 3.790 H37 OOF 59 OOF H37A H37A H 0 0 N N N 24.956 12.631 46.695 -3.480 -4.629 2.937 H37A OOF 60 OOF H26 H26 H 0 1 N N N 13.840 6.643 53.550 7.411 -1.887 -3.226 H26 OOF 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 OOF N1 C2 SING Y N 1 OOF N1 C4 SING Y N 2 OOF N1 C7 SING N N 3 OOF C2 N3 DOUB Y N 4 OOF C2 C12 SING Y N 5 OOF N3 C5 SING Y N 6 OOF C4 C5 DOUB Y N 7 OOF C4 C8 SING Y N 8 OOF C5 C9 SING Y N 9 OOF C6 C7 SING N N 10 OOF C6 N10 SING N N 11 OOF C6 O15 DOUB N N 12 OOF C7 C18 SING N N 13 OOF C8 C11 DOUB Y N 14 OOF C9 C13 DOUB Y N 15 OOF N10 C21 SING N N 16 OOF C11 C13 SING Y N 17 OOF C11 F24 SING N N 18 OOF C12 C19 DOUB Y N 19 OOF C12 C20 SING Y N 20 OOF C13 F25 SING N N 21 OOF C14 C16 SING N N 22 OOF C14 O17 DOUB N N 23 OOF C14 O26 SING N N 24 OOF C16 C22 DOUB Y N 25 OOF C16 C23 SING Y N 26 OOF C18 C33 SING N N 27 OOF C18 C34 SING N N 28 OOF C19 C30 SING Y N 29 OOF C20 C31 DOUB Y N 30 OOF C21 C28 DOUB Y N 31 OOF C21 C29 SING Y N 32 OOF C22 C28 SING Y N 33 OOF C23 C29 DOUB Y N 34 OOF C27 C30 DOUB Y N 35 OOF C27 C31 SING Y N 36 OOF C27 CL32 SING N N 37 OOF C33 C36 SING N N 38 OOF C34 C35 SING N N 39 OOF C35 C37 SING N N 40 OOF C36 C37 SING N N 41 OOF C7 H7 SING N N 42 OOF C8 H8 SING N N 43 OOF C9 H9 SING N N 44 OOF N10 HN10 SING N N 45 OOF C18 H18 SING N N 46 OOF C19 H19 SING N N 47 OOF C20 H20 SING N N 48 OOF C22 H22 SING N N 49 OOF C23 H23 SING N N 50 OOF C28 H28 SING N N 51 OOF C29 H29 SING N N 52 OOF C30 H30 SING N N 53 OOF C31 H31 SING N N 54 OOF C33 H33 SING N N 55 OOF C33 H33A SING N N 56 OOF C34 H34 SING N N 57 OOF C34 H34A SING N N 58 OOF C35 H35 SING N N 59 OOF C35 H35A SING N N 60 OOF C36 H36 SING N N 61 OOF C36 H36A SING N N 62 OOF C37 H37 SING N N 63 OOF C37 H37A SING N N 64 OOF O26 H26 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 OOF SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)NC(=O)C(n3c4cc(F)c(F)cc4nc3c2ccc(Cl)cc2)C5CCCCC5" OOF SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1ccc(NC(=O)[C@H](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)cc1" OOF SMILES CACTVS 3.370 "OC(=O)c1ccc(NC(=O)[CH](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5)cc1" OOF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1c2nc3cc(c(cc3n2[C@@H](C4CCCCC4)C(=O)Nc5ccc(cc5)C(=O)O)F)F)Cl" OOF SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1c2nc3cc(c(cc3n2C(C4CCCCC4)C(=O)Nc5ccc(cc5)C(=O)O)F)F)Cl" OOF InChI InChI 1.03 "InChI=1S/C28H24ClF2N3O3/c29-19-10-6-17(7-11-19)26-33-23-14-21(30)22(31)15-24(23)34(26)25(16-4-2-1-3-5-16)27(35)32-20-12-8-18(9-13-20)28(36)37/h6-16,25H,1-5H2,(H,32,35)(H,36,37)/t25-/m0/s1" OOF InChIKey InChI 1.03 OZGKPOZAIWDSQB-VWLOTQADSA-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 OOF "SYSTEMATIC NAME" ACDLabs 12.01 "4-({(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylacetyl}amino)benzoic acid" OOF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-[[(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-benzimidazol-1-yl]-2-cyclohexyl-ethanoyl]amino]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 OOF "Create component" 2010-09-08 PDBJ OOF "Modify aromatic_flag" 2011-06-04 RCSB OOF "Modify descriptor" 2011-06-04 RCSB #