data_1M9 # _chem_comp.id 1M9 _chem_comp.name "2-{[(trans-4-methylcyclohexyl)carbonyl](propan-2-yl)amino}-5-[2-(trifluoromethyl)phenoxy]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 F3 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-26 _chem_comp.pdbx_modified_date 2013-06-07 _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 463.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1M9 _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 4JJS _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 1M9 C1 C1 C 0 1 N N N -27.071 47.374 55.327 -5.307 1.442 0.732 C1 BI 1 1M9 C2 C2 C 0 1 N N N -27.458 47.769 53.872 -6.795 1.112 0.866 C2 BI 2 1M9 C3 C3 C 0 1 N N N -28.115 49.169 53.790 -7.393 0.881 -0.522 C3 BI 3 1M9 C4 C4 C 0 1 N N N -27.220 50.225 54.461 -6.672 -0.285 -1.201 C4 BI 4 1M9 C5 C5 C 0 1 N N N -26.868 49.856 55.913 -5.184 0.045 -1.335 C5 BI 5 1M9 C6 C6 C 0 1 N N N -26.178 48.464 55.975 -4.585 0.276 0.054 C6 BI 6 1M9 C7 C7 C 0 1 N N N -25.867 48.126 57.456 -3.120 0.601 -0.078 C7 BI 7 1M9 O8 O8 O 0 1 N N N -26.770 47.727 58.187 -2.739 1.746 0.047 O8 BI 8 1M9 C9 C9 C 0 1 N N N -24.247 47.971 59.385 -2.703 -1.740 -0.608 C9 BI 9 1M9 N10 N10 N 0 1 N N N -24.532 48.298 57.931 -2.232 -0.380 -0.336 N10 BI 10 1M9 C11 C11 C 0 1 Y N N -23.446 48.773 57.093 -0.867 -0.100 -0.344 C11 BI 11 1M9 C12 C12 C 0 1 Y N N -22.608 47.902 56.276 -0.146 -0.077 0.860 C12 BI 12 1M9 C13 C13 C 0 1 Y N N -21.562 48.476 55.501 1.224 0.198 0.840 C13 BI 13 1M9 C14 C14 C 0 1 Y N N -21.338 49.858 55.528 1.859 0.446 -0.363 C14 BI 14 1M9 C15 C15 C 0 1 Y N N -22.170 50.718 56.325 1.139 0.422 -1.552 C15 BI 15 1M9 C16 C16 C 0 1 Y N N -23.203 50.185 57.098 -0.214 0.151 -1.543 C16 BI 16 1M9 C17 C17 C 0 1 N N N -22.811 46.445 56.215 -0.830 -0.342 2.138 C17 BI 17 1M9 O18 O18 O 0 1 N N N -21.642 45.753 56.039 -2.037 -0.484 2.163 O18 BI 18 1M9 O19 O19 O 0 1 N N N -23.884 45.866 56.300 -0.118 -0.427 3.279 O19 BI 19 1M9 O20 O20 O 0 1 N N N -20.289 50.314 54.755 3.191 0.714 -0.383 O20 BI 20 1M9 C21 C21 C 0 1 Y N N -19.429 51.272 55.296 4.054 -0.326 -0.242 C21 BI 21 1M9 C22 C22 C 0 1 Y N N -18.831 51.106 56.597 3.572 -1.626 -0.192 C22 BI 22 1M9 C23 C23 C 0 1 Y N N -17.965 52.101 57.122 4.451 -2.682 -0.049 C23 BI 23 1M9 C24 C24 C 0 1 Y N N -17.668 53.258 56.355 5.810 -2.445 0.044 C24 BI 24 1M9 C25 C25 C 0 1 Y N N -18.249 53.433 55.059 6.293 -1.150 -0.004 C25 BI 25 1M9 C26 C26 C 0 1 Y N N -19.135 52.431 54.505 5.419 -0.091 -0.153 C26 BI 26 1M9 C27 C27 C 0 1 N N N -19.756 52.600 53.114 5.946 1.320 -0.206 C27 BI 27 1M9 C28 C28 C 0 1 N N N -28.370 49.604 52.332 -8.881 0.551 -0.388 C28 BI 28 1M9 C29 C29 C 0 1 N N N -22.931 47.198 59.702 -2.150 -2.212 -1.954 C29 BI 29 1M9 C30 C30 C 0 1 N N N -24.286 49.243 60.243 -2.218 -2.679 0.499 C30 BI 30 1M9 F31 F31 F 0 1 N N N -19.401 53.775 52.495 7.339 1.302 -0.086 F31 BI 31 1M9 F32 F32 F 0 1 N N N -19.366 51.632 52.265 5.590 1.905 -1.427 F32 BI 32 1M9 F33 F33 F 0 1 N N N -21.120 52.525 53.086 5.396 2.063 0.844 F33 BI 33 1M9 H1 H1 H 0 1 N N N -27.987 47.256 55.924 -5.188 2.343 0.130 H1 BI 34 1M9 H2 H2 H 0 1 N N N -26.521 46.422 55.308 -4.881 1.607 1.722 H2 BI 35 1M9 H3 H3 H 0 1 N N N -28.167 47.024 53.481 -6.914 0.212 1.468 H3 BI 36 1M9 H4 H4 H 0 1 N N N -26.548 47.770 53.253 -7.309 1.943 1.350 H4 BI 37 1M9 H5 H5 H 0 1 N N N -29.078 49.135 54.320 -7.274 1.781 -1.125 H5 BI 38 1M9 H6 H6 H 0 1 N N N -26.288 50.317 53.884 -6.791 -1.186 -0.599 H6 BI 39 1M9 H7 H7 H 0 1 N N N -27.749 51.189 54.460 -7.098 -0.451 -2.190 H7 BI 40 1M9 H8 H8 H 0 1 N N N -26.186 50.615 56.323 -4.669 -0.786 -1.818 H8 BI 41 1M9 H9 H9 H 0 1 N N N -27.790 49.829 56.512 -5.064 0.945 -1.937 H9 BI 42 1M9 H10 H10 H 0 1 N N N -25.230 48.518 55.420 -4.705 -0.625 0.656 H10 BI 43 1M9 H11 H11 H 0 1 N N N -25.072 47.332 59.734 -3.793 -1.748 -0.640 H11 BI 44 1M9 H12 H12 H 0 1 N N N -20.937 47.842 54.889 1.785 0.218 1.762 H12 BI 45 1M9 H13 H13 H 0 1 N N N -21.995 51.784 56.326 1.641 0.617 -2.488 H13 BI 46 1M9 H14 H14 H 0 1 N N N -23.819 50.837 57.700 -0.765 0.129 -2.471 H14 BI 47 1M9 H15 H15 H 0 1 N N N -23.746 44.929 56.225 -0.610 -0.602 4.092 H15 BI 48 1M9 H16 H16 H 0 1 N N N -19.043 50.219 57.176 2.511 -1.812 -0.265 H16 BI 49 1M9 H17 H17 H 0 1 N N N -17.533 51.978 58.104 4.076 -3.695 -0.010 H17 BI 50 1M9 H18 H18 H 0 1 N N N -17.001 54.009 56.751 6.495 -3.272 0.156 H18 BI 51 1M9 H19 H19 H 0 1 N N N -18.024 54.322 54.488 7.354 -0.967 0.069 H19 BI 52 1M9 H20 H20 H 0 1 N N N -28.836 50.600 52.322 -9.396 1.381 0.095 H20 BI 53 1M9 H21 H21 H 0 1 N N N -27.415 49.641 51.788 -9.308 0.386 -1.378 H21 BI 54 1M9 H22 H22 H 0 1 N N N -29.041 48.881 51.846 -9.001 -0.350 0.214 H22 BI 55 1M9 H23 H23 H 0 1 N N N -22.856 47.031 60.787 -2.581 -3.182 -2.204 H23 BI 56 1M9 H24 H24 H 0 1 N N N -22.941 46.229 59.182 -2.410 -1.489 -2.727 H24 BI 57 1M9 H25 H25 H 0 1 N N N -22.068 47.789 59.361 -1.066 -2.301 -1.890 H25 BI 58 1M9 H26 H26 H 0 1 N N N -24.077 48.985 61.292 -1.136 -2.597 0.596 H26 BI 59 1M9 H27 H27 H 0 1 N N N -23.527 49.952 59.882 -2.690 -2.402 1.442 H27 BI 60 1M9 H28 H28 H 0 1 N N N -25.282 49.704 60.170 -2.484 -3.705 0.248 H28 BI 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 1M9 F32 C27 SING N N 1 1M9 C28 C3 SING N N 2 1M9 F31 C27 SING N N 3 1M9 F33 C27 SING N N 4 1M9 C27 C26 SING N N 5 1M9 C3 C2 SING N N 6 1M9 C3 C4 SING N N 7 1M9 C2 C1 SING N N 8 1M9 C4 C5 SING N N 9 1M9 C26 C25 DOUB Y N 10 1M9 C26 C21 SING Y N 11 1M9 O20 C21 SING N N 12 1M9 O20 C14 SING N N 13 1M9 C25 C24 SING Y N 14 1M9 C21 C22 DOUB Y N 15 1M9 C1 C6 SING N N 16 1M9 C13 C14 DOUB Y N 17 1M9 C13 C12 SING Y N 18 1M9 C14 C15 SING Y N 19 1M9 C5 C6 SING N N 20 1M9 C6 C7 SING N N 21 1M9 O18 C17 DOUB N N 22 1M9 C17 C12 SING N N 23 1M9 C17 O19 SING N N 24 1M9 C12 C11 DOUB Y N 25 1M9 C15 C16 DOUB Y N 26 1M9 C24 C23 DOUB Y N 27 1M9 C22 C23 SING Y N 28 1M9 C11 C16 SING Y N 29 1M9 C11 N10 SING N N 30 1M9 C7 N10 SING N N 31 1M9 C7 O8 DOUB N N 32 1M9 N10 C9 SING N N 33 1M9 C9 C29 SING N N 34 1M9 C9 C30 SING N N 35 1M9 C1 H1 SING N N 36 1M9 C1 H2 SING N N 37 1M9 C2 H3 SING N N 38 1M9 C2 H4 SING N N 39 1M9 C3 H5 SING N N 40 1M9 C4 H6 SING N N 41 1M9 C4 H7 SING N N 42 1M9 C5 H8 SING N N 43 1M9 C5 H9 SING N N 44 1M9 C6 H10 SING N N 45 1M9 C9 H11 SING N N 46 1M9 C13 H12 SING N N 47 1M9 C15 H13 SING N N 48 1M9 C16 H14 SING N N 49 1M9 O19 H15 SING N N 50 1M9 C22 H16 SING N N 51 1M9 C23 H17 SING N N 52 1M9 C24 H18 SING N N 53 1M9 C25 H19 SING N N 54 1M9 C28 H20 SING N N 55 1M9 C28 H21 SING N N 56 1M9 C28 H22 SING N N 57 1M9 C29 H23 SING N N 58 1M9 C29 H24 SING N N 59 1M9 C29 H25 SING N N 60 1M9 C30 H26 SING N N 61 1M9 C30 H27 SING N N 62 1M9 C30 H28 SING N N 63 # 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 1M9 SMILES ACDLabs 12.01 "O=C(N(c2ccc(Oc1ccccc1C(F)(F)F)cc2C(=O)O)C(C)C)C3CCC(C)CC3" 1M9 InChI InChI 1.03 "InChI=1S/C25H28F3NO4/c1-15(2)29(23(30)17-10-8-16(3)9-11-17)21-13-12-18(14-19(21)24(31)32)33-22-7-5-4-6-20(22)25(26,27)28/h4-7,12-17H,8-11H2,1-3H3,(H,31,32)/t16-,17-" 1M9 InChIKey InChI 1.03 ZPYBKNRAVNWEQX-QAQDUYKDSA-N 1M9 SMILES_CANONICAL CACTVS 3.370 "CC(C)N(C(=O)[C@H]1CC[C@H](C)CC1)c2ccc(Oc3ccccc3C(F)(F)F)cc2C(O)=O" 1M9 SMILES CACTVS 3.370 "CC(C)N(C(=O)[CH]1CC[CH](C)CC1)c2ccc(Oc3ccccc3C(F)(F)F)cc2C(O)=O" 1M9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1CCC(CC1)C(=O)N(c2ccc(cc2C(=O)O)Oc3ccccc3C(F)(F)F)C(C)C" 1M9 SMILES "OpenEye OEToolkits" 1.7.6 "CC1CCC(CC1)C(=O)N(c2ccc(cc2C(=O)O)Oc3ccccc3C(F)(F)F)C(C)C" # 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 1M9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(trans-4-methylcyclohexyl)carbonyl](propan-2-yl)amino}-5-[2-(trifluoromethyl)phenoxy]benzoic acid" 1M9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4-methylcyclohexyl)carbonyl-propan-2-yl-amino]-5-[2-(trifluoromethyl)phenoxy]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 1M9 "Create component" 2013-03-26 RCSB 1M9 "Initial release" 2013-06-12 RCSB #