data_LF8 # _chem_comp.id LF8 _chem_comp.name "(2S)-tert-butoxy[4-(4-chlorophenyl)-6-(3,4-dimethylphenyl)-2,5-dimethylpyridin-3-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 Cl N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-03 _chem_comp.pdbx_modified_date 2014-06-27 _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 451.985 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LF8 _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 4O0J _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 LF8 N1 N1 N 0 1 Y N N 48.231 -15.400 28.077 -1.897 1.526 -0.271 N1 LF8 1 LF8 C2 C2 C 0 1 Y N N 47.389 -16.458 28.164 -2.225 0.249 -0.122 C2 LF8 2 LF8 C3 C3 C 0 1 Y N N 46.004 -16.292 28.413 -1.241 -0.729 -0.019 C3 LF8 3 LF8 C4 C4 C 0 1 Y N N 45.548 -14.972 28.538 0.100 -0.346 -0.075 C4 LF8 4 LF8 C5 C5 C 0 1 Y N N 46.448 -13.887 28.412 0.395 1.012 -0.233 C5 LF8 5 LF8 C6 C6 C 0 1 Y N N 47.824 -14.132 28.166 -0.640 1.920 -0.327 C6 LF8 6 LF8 C7 C7 C 0 1 Y N N 44.123 -14.739 28.748 1.184 -1.353 0.031 C7 LF8 7 LF8 C8 C8 C 0 1 Y N N 43.701 -14.400 30.036 1.338 -2.322 -0.959 C8 LF8 8 LF8 C9 C9 C 0 1 Y N N 42.362 -14.160 30.271 2.348 -3.256 -0.855 C9 LF8 9 LF8 C10 C10 C 0 1 Y N N 41.486 -14.276 29.191 3.208 -3.232 0.229 C10 LF8 10 LF8 C11 C11 C 0 1 Y N N 41.882 -14.564 27.896 3.059 -2.272 1.216 C11 LF8 11 LF8 C12 C12 C 0 1 Y N N 43.242 -14.844 27.668 2.056 -1.330 1.118 C12 LF8 12 LF8 CL CL CL 0 0 N N N 39.792 -13.933 29.582 4.476 -4.411 0.354 CL LF8 13 LF8 C14 C14 C 0 1 N N N 45.038 -17.476 28.518 -1.617 -2.179 0.150 C14 LF8 14 LF8 C15 C15 C 0 1 N N N 48.977 -13.131 28.078 -0.329 3.385 -0.497 C15 LF8 15 LF8 C16 C16 C 0 1 Y N N 48.062 -17.799 28.012 -3.656 -0.140 -0.065 C16 LF8 16 LF8 C17 C17 C 0 1 Y N N 48.177 -18.473 26.802 -4.074 -1.351 -0.615 C17 LF8 17 LF8 C18 C18 C 0 1 Y N N 48.837 -19.729 26.775 -5.406 -1.708 -0.559 C18 LF8 18 LF8 C19 C19 C 0 1 Y N N 49.399 -20.272 27.945 -6.325 -0.866 0.042 C19 LF8 19 LF8 C20 C20 C 0 1 Y N N 49.308 -19.565 29.150 -5.916 0.336 0.589 C20 LF8 20 LF8 C21 C21 C 0 1 Y N N 48.640 -18.333 29.149 -4.585 0.701 0.543 C21 LF8 21 LF8 C22 C22 C 0 1 N N N 50.106 -21.616 27.908 -7.778 -1.261 0.100 C22 LF8 22 LF8 C23 C23 C 0 1 N N N 49.893 -20.089 30.457 -6.924 1.248 1.240 C23 LF8 23 LF8 C24 C24 C 0 1 N N S 45.911 -12.508 28.617 1.826 1.479 -0.299 C24 LF8 24 LF8 C25 C25 C 0 1 N N N 46.408 -12.092 29.989 2.176 1.826 -1.723 C25 LF8 25 LF8 O26 O26 O 0 1 N N N 46.416 -11.584 27.677 1.990 2.634 0.526 O26 LF8 26 LF8 C27 C27 C 0 1 N N N 45.806 -11.418 26.388 3.298 2.768 1.086 C27 LF8 27 LF8 C28 C28 C 0 1 N N N 46.016 -12.614 25.507 3.357 4.032 1.946 C28 LF8 28 LF8 C29 C29 C 0 1 N N N 46.528 -10.223 25.718 3.610 1.546 1.952 C29 LF8 29 LF8 C30 C30 C 0 1 N N N 44.324 -11.174 26.617 4.326 2.870 -0.042 C30 LF8 30 LF8 O33 O33 O 0 1 N N N 46.655 -10.898 30.186 2.441 2.967 -2.019 O33 LF8 31 LF8 O34 O34 O 0 1 N N N 46.586 -12.929 30.903 2.193 0.867 -2.663 O34 LF8 32 LF8 H1 H1 H 0 1 N N N 44.417 -14.326 30.841 0.668 -2.341 -1.805 H1 LF8 33 LF8 H2 H2 H 0 1 N N N 42.006 -13.892 31.255 2.468 -4.007 -1.622 H2 LF8 34 LF8 H3 H3 H 0 1 N N N 41.169 -14.573 27.085 3.732 -2.258 2.060 H3 LF8 35 LF8 H4 H4 H 0 1 N N N 43.594 -15.131 26.688 1.941 -0.581 1.888 H4 LF8 36 LF8 H5 H5 H 0 1 N N N 44.975 -17.807 29.565 -1.717 -2.645 -0.830 H5 LF8 37 LF8 H6 H6 H 0 1 N N N 44.041 -17.167 28.171 -0.841 -2.691 0.719 H6 LF8 38 LF8 H7 H7 H 0 1 N N N 45.404 -18.304 27.893 -2.565 -2.248 0.684 H7 LF8 39 LF8 H8 H8 H 0 1 N N N 49.926 -13.674 27.957 -0.245 3.855 0.483 H8 LF8 40 LF8 H9 H9 H 0 1 N N N 48.821 -12.468 27.215 0.612 3.496 -1.035 H9 LF8 41 LF8 H10 H10 H 0 1 N N N 49.013 -12.531 28.999 -1.130 3.863 -1.062 H10 LF8 42 LF8 H11 H11 H 0 1 N N N 47.770 -18.048 25.896 -3.357 -2.008 -1.084 H11 LF8 43 LF8 H12 H12 H 0 1 N N N 48.909 -20.274 25.846 -5.731 -2.645 -0.984 H12 LF8 44 LF8 H13 H13 H 0 1 N N N 48.574 -17.778 30.073 -4.266 1.638 0.974 H13 LF8 45 LF8 H14 H14 H 0 1 N N N 51.173 -21.464 27.688 -7.966 -1.822 1.015 H14 LF8 46 LF8 H15 H15 H 0 1 N N N 50.000 -22.113 28.884 -8.399 -0.365 0.089 H15 LF8 47 LF8 H16 H16 H 0 1 N N N 49.657 -22.245 27.125 -8.021 -1.882 -0.763 H16 LF8 48 LF8 H17 H17 H 0 1 N N N 50.929 -19.735 30.564 -7.004 1.002 2.299 H17 LF8 49 LF8 H18 H18 H 0 1 N N N 49.291 -19.721 31.301 -6.601 2.283 1.131 H18 LF8 50 LF8 H19 H19 H 0 1 N N N 49.880 -21.189 30.449 -7.894 1.117 0.762 H19 LF8 51 LF8 H20 H20 H 0 1 N N N 44.811 -12.526 28.609 2.484 0.684 0.054 H20 LF8 52 LF8 H21 H21 H 0 1 N N N 45.516 -13.488 25.950 3.135 4.902 1.329 H21 LF8 53 LF8 H22 H22 H 0 1 N N N 45.593 -12.415 24.511 2.624 3.959 2.750 H22 LF8 54 LF8 H23 H23 H 0 1 N N N 47.093 -12.816 25.414 4.355 4.135 2.372 H23 LF8 55 LF8 H24 H24 H 0 1 N N N 46.398 -9.322 26.336 4.608 1.649 2.378 H24 LF8 56 LF8 H25 H25 H 0 1 N N N 47.600 -10.450 25.622 2.877 1.474 2.755 H25 LF8 57 LF8 H26 H26 H 0 1 N N N 46.099 -10.049 24.720 3.568 0.646 1.339 H26 LF8 58 LF8 H27 H27 H 0 1 N N N 44.192 -10.294 27.264 4.104 3.741 -0.660 H27 LF8 59 LF8 H28 H28 H 0 1 N N N 43.828 -10.996 25.651 5.324 2.973 0.384 H28 LF8 60 LF8 H29 H29 H 0 1 N N N 43.878 -12.055 27.101 4.284 1.970 -0.655 H29 LF8 61 LF8 H30 H30 H 0 1 N N N 46.912 -12.487 31.678 2.423 1.138 -3.562 H30 LF8 62 # 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 LF8 C28 C27 SING N N 1 LF8 C29 C27 SING N N 2 LF8 C27 C30 SING N N 3 LF8 C27 O26 SING N N 4 LF8 C18 C17 DOUB Y N 5 LF8 C18 C19 SING Y N 6 LF8 C17 C16 SING Y N 7 LF8 C12 C11 DOUB Y N 8 LF8 C12 C7 SING Y N 9 LF8 O26 C24 SING N N 10 LF8 C11 C10 SING Y N 11 LF8 C22 C19 SING N N 12 LF8 C19 C20 DOUB Y N 13 LF8 C16 C2 SING N N 14 LF8 C16 C21 DOUB Y N 15 LF8 N1 C2 DOUB Y N 16 LF8 N1 C6 SING Y N 17 LF8 C15 C6 SING N N 18 LF8 C2 C3 SING Y N 19 LF8 C6 C5 DOUB Y N 20 LF8 C5 C4 SING Y N 21 LF8 C5 C24 SING N N 22 LF8 C3 C14 SING N N 23 LF8 C3 C4 DOUB Y N 24 LF8 C4 C7 SING N N 25 LF8 C24 C25 SING N N 26 LF8 C7 C8 DOUB Y N 27 LF8 C21 C20 SING Y N 28 LF8 C20 C23 SING N N 29 LF8 C10 CL SING N N 30 LF8 C10 C9 DOUB Y N 31 LF8 C25 O33 DOUB N N 32 LF8 C25 O34 SING N N 33 LF8 C8 C9 SING Y N 34 LF8 C8 H1 SING N N 35 LF8 C9 H2 SING N N 36 LF8 C11 H3 SING N N 37 LF8 C12 H4 SING N N 38 LF8 C14 H5 SING N N 39 LF8 C14 H6 SING N N 40 LF8 C14 H7 SING N N 41 LF8 C15 H8 SING N N 42 LF8 C15 H9 SING N N 43 LF8 C15 H10 SING N N 44 LF8 C17 H11 SING N N 45 LF8 C18 H12 SING N N 46 LF8 C21 H13 SING N N 47 LF8 C22 H14 SING N N 48 LF8 C22 H15 SING N N 49 LF8 C22 H16 SING N N 50 LF8 C23 H17 SING N N 51 LF8 C23 H18 SING N N 52 LF8 C23 H19 SING N N 53 LF8 C24 H20 SING N N 54 LF8 C28 H21 SING N N 55 LF8 C28 H22 SING N N 56 LF8 C28 H23 SING N N 57 LF8 C29 H24 SING N N 58 LF8 C29 H25 SING N N 59 LF8 C29 H26 SING N N 60 LF8 C30 H27 SING N N 61 LF8 C30 H28 SING N N 62 LF8 C30 H29 SING N N 63 LF8 O34 H30 SING N N 64 # 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 LF8 SMILES ACDLabs 12.01 "O=C(O)C(OC(C)(C)C)c1c(c(c(nc1C)c2ccc(c(c2)C)C)C)c3ccc(Cl)cc3" LF8 InChI InChI 1.03 "InChI=1S/C27H30ClNO3/c1-15-8-9-20(14-16(15)2)24-17(3)22(19-10-12-21(28)13-11-19)23(18(4)29-24)25(26(30)31)32-27(5,6)7/h8-14,25H,1-7H3,(H,30,31)/t25-/m0/s1" LF8 InChIKey InChI 1.03 DQQCEFPUGHRAEE-VWLOTQADSA-N LF8 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1C)c2nc(C)c([C@H](OC(C)(C)C)C(O)=O)c(c2C)c3ccc(Cl)cc3" LF8 SMILES CACTVS 3.385 "Cc1ccc(cc1C)c2nc(C)c([CH](OC(C)(C)C)C(O)=O)c(c2C)c3ccc(Cl)cc3" LF8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1C)c2c(c(c(c(n2)C)[C@@H](C(=O)O)OC(C)(C)C)c3ccc(cc3)Cl)C" LF8 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1C)c2c(c(c(c(n2)C)C(C(=O)O)OC(C)(C)C)c3ccc(cc3)Cl)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 LF8 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-tert-butoxy[4-(4-chlorophenyl)-6-(3,4-dimethylphenyl)-2,5-dimethylpyridin-3-yl]ethanoic acid" LF8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[4-(4-chlorophenyl)-6-(3,4-dimethylphenyl)-2,5-dimethyl-pyridin-3-yl]-2-[(2-methylpropan-2-yl)oxy]ethanoic 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 LF8 "Create component" 2014-01-03 RCSB LF8 "Initial release" 2014-07-02 RCSB #