data_LF9 # _chem_comp.id LF9 _chem_comp.name "(2S)-tert-butoxy[6-(5-chloro-1H-benzimidazol-2-yl)-2,5-dimethyl-4-phenylpyridin-3-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H26 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-02 _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 463.956 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LF9 _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 4O5B _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 LF9 C1 C1 C 0 1 Y N N 37.715 -32.578 -27.556 -0.891 -0.566 0.064 C1 LF9 1 LF9 C2 C2 C 0 1 Y N N 36.937 -31.467 -27.884 -0.238 0.661 -0.007 C2 LF9 2 LF9 C3 C3 C 0 1 Y N N 35.641 -31.656 -28.293 1.157 0.689 0.049 C3 LF9 3 LF9 C4 C4 C 0 1 Y N N 35.144 -32.950 -28.346 1.838 -0.525 0.177 C4 LF9 4 LF9 C5 C5 C 0 1 Y N N 35.973 -34.032 -28.041 1.116 -1.702 0.241 C5 LF9 5 LF9 N1 N1 N 0 1 Y N N 37.226 -33.817 -27.649 -0.200 -1.694 0.190 N1 LF9 6 LF9 C7 C7 C 0 1 Y N N 34.764 -30.499 -28.642 1.897 1.973 -0.024 C7 LF9 7 LF9 C8 C8 C 0 1 Y N N 34.184 -29.684 -27.637 1.758 2.918 0.990 C8 LF9 8 LF9 C9 C9 C 0 1 Y N N 33.327 -28.612 -27.992 2.449 4.111 0.917 C9 LF9 9 LF9 C10 C10 C 0 1 Y N N 33.071 -28.324 -29.337 3.276 4.369 -0.160 C10 LF9 10 LF9 C11 C11 C 0 1 Y N N 33.654 -29.166 -30.324 3.418 3.434 -1.170 C11 LF9 11 LF9 C12 C12 C 0 1 Y N N 34.486 -30.255 -29.990 2.737 2.235 -1.104 C12 LF9 12 LF9 C13 C13 C 0 1 N N N 37.519 -30.068 -27.811 -1.024 1.940 -0.145 C13 LF9 13 LF9 C14 C14 C 0 1 N N N 35.570 -35.484 -28.075 1.845 -3.013 0.378 C14 LF9 14 LF9 C15 C15 C 0 1 N N S 33.723 -33.154 -28.738 3.344 -0.551 0.242 C15 LF9 15 LF9 C16 C16 C 0 1 N N N 33.540 -33.654 -30.163 3.780 -0.884 1.645 C16 LF9 16 LF9 O17 O17 O 0 1 N N N 33.110 -34.077 -27.794 3.843 -1.541 -0.660 O17 LF9 17 LF9 O18 O18 O 0 1 N N N 34.321 -33.175 -31.038 4.372 -1.914 1.866 O18 LF9 18 LF9 O19 O19 O 0 1 N N N 32.612 -34.500 -30.391 3.511 -0.036 2.651 O19 LF9 19 LF9 C20 C20 C 0 1 N N N 32.489 -33.606 -26.571 5.132 -1.240 -1.197 C20 LF9 20 LF9 C21 C21 C 0 1 N N N 33.568 -33.356 -25.551 5.069 0.080 -1.967 C21 LF9 21 LF9 C22 C22 C 0 1 N N N 31.554 -34.679 -25.995 6.144 -1.117 -0.056 C22 LF9 22 LF9 C23 C23 C 0 1 N N N 31.737 -32.303 -26.780 5.564 -2.362 -2.144 C23 LF9 23 LF9 C24 C24 C 0 1 Y N N 39.129 -32.402 -27.130 -2.369 -0.614 0.006 C24 LF9 24 LF9 N2 N2 N 0 1 Y N N 40.183 -32.627 -27.899 -3.116 -1.758 -0.071 N2 LF9 25 LF9 C26 C26 C 0 1 Y N N 41.288 -32.333 -27.192 -4.443 -1.378 -0.106 C26 LF9 26 LF9 C27 C27 C 0 1 Y N N 40.893 -31.910 -25.928 -4.449 0.028 -0.048 C27 LF9 27 LF9 N3 N3 N 0 1 Y N N 39.548 -31.969 -25.921 -3.158 0.431 0.024 N3 LF9 28 LF9 C29 C29 C 0 1 Y N N 42.640 -32.393 -27.535 -5.642 -2.073 -0.180 C29 LF9 29 LF9 C30 C30 C 0 1 Y N N 41.856 -31.536 -24.978 -5.669 0.712 -0.066 C30 LF9 30 LF9 C31 C31 C 0 1 Y N N 43.604 -32.025 -26.598 -6.835 -1.384 -0.197 C31 LF9 31 LF9 C32 C32 C 0 1 Y N N 43.215 -31.596 -25.329 -6.848 0.004 -0.140 C32 LF9 32 LF9 CL CL CL 0 0 N N N 44.522 -31.140 -24.193 -8.362 0.853 -0.162 CL LF9 33 LF9 H1 H1 H 0 1 N N N 34.396 -29.881 -26.596 1.111 2.718 1.832 H1 LF9 34 LF9 H2 H2 H 0 1 N N N 32.868 -28.013 -27.219 2.342 4.845 1.703 H2 LF9 35 LF9 H3 H3 H 0 1 N N N 32.449 -27.487 -29.618 3.814 5.304 -0.214 H3 LF9 36 LF9 H4 H4 H 0 1 N N N 33.453 -28.964 -31.366 4.069 3.639 -2.007 H4 LF9 37 LF9 H5 H5 H 0 1 N N N 34.900 -30.888 -30.761 2.848 1.506 -1.893 H5 LF9 38 LF9 H6 H6 H 0 1 N N N 37.345 -29.650 -26.809 -1.358 2.268 0.839 H6 LF9 39 LF9 H7 H7 H 0 1 N N N 38.600 -30.110 -28.008 -0.392 2.709 -0.589 H7 LF9 40 LF9 H8 H8 H 0 1 N N N 37.034 -29.429 -28.564 -1.890 1.767 -0.784 H8 LF9 41 LF9 H9 H9 H 0 1 N N N 36.419 -36.108 -27.758 2.089 -3.186 1.426 H9 LF9 42 LF9 H10 H10 H 0 1 N N N 34.722 -35.645 -27.393 1.210 -3.821 0.015 H10 LF9 43 LF9 H11 H11 H 0 1 N N N 35.275 -35.759 -29.098 2.763 -2.981 -0.208 H11 LF9 44 LF9 H12 H12 H 0 1 N N N 33.208 -32.185 -28.659 3.736 0.426 -0.038 H12 LF9 45 LF9 H13 H13 H 0 1 N N N 32.598 -34.714 -31.317 3.811 -0.293 3.534 H13 LF9 46 LF9 H14 H14 H 0 1 N N N 33.113 -32.998 -24.616 4.761 0.879 -1.293 H14 LF9 47 LF9 H15 H15 H 0 1 N N N 34.114 -34.291 -25.358 6.052 0.310 -2.377 H15 LF9 48 LF9 H16 H16 H 0 1 N N N 34.266 -32.597 -25.934 4.348 -0.007 -2.780 H16 LF9 49 LF9 H17 H17 H 0 1 N N N 31.092 -34.305 -25.069 6.190 -2.058 0.492 H17 LF9 50 LF9 H18 H18 H 0 1 N N N 30.768 -34.912 -26.728 7.128 -0.888 -0.466 H18 LF9 51 LF9 H19 H19 H 0 1 N N N 32.132 -35.589 -25.775 5.837 -0.318 0.618 H19 LF9 52 LF9 H20 H20 H 0 1 N N N 31.284 -31.984 -25.830 4.843 -2.450 -2.956 H20 LF9 53 LF9 H21 H21 H 0 1 N N N 32.435 -31.529 -27.131 6.548 -2.133 -2.554 H21 LF9 54 LF9 H22 H22 H 0 1 N N N 30.947 -32.452 -27.531 5.610 -3.303 -1.595 H22 LF9 55 LF9 H23 H23 H 0 1 N N N 40.161 -32.958 -28.842 -2.777 -2.667 -0.095 H23 LF9 56 LF9 H25 H25 H 0 1 N N N 42.937 -32.722 -28.520 -5.640 -3.152 -0.225 H25 LF9 57 LF9 H26 H26 H 0 1 N N N 41.557 -31.208 -23.993 -5.687 1.791 -0.021 H26 LF9 58 LF9 H27 H27 H 0 1 N N N 44.652 -32.072 -26.854 -7.767 -1.926 -0.255 H27 LF9 59 # 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 LF9 O18 C16 DOUB N N 1 LF9 O19 C16 SING N N 2 LF9 C11 C12 DOUB Y N 3 LF9 C11 C10 SING Y N 4 LF9 C16 C15 SING N N 5 LF9 C12 C7 SING Y N 6 LF9 C10 C9 DOUB Y N 7 LF9 C15 C4 SING N N 8 LF9 C15 O17 SING N N 9 LF9 C7 C3 SING N N 10 LF9 C7 C8 DOUB Y N 11 LF9 C4 C3 DOUB Y N 12 LF9 C4 C5 SING Y N 13 LF9 C3 C2 SING Y N 14 LF9 C14 C5 SING N N 15 LF9 C5 N1 DOUB Y N 16 LF9 C9 C8 SING Y N 17 LF9 N2 C26 SING Y N 18 LF9 N2 C24 SING Y N 19 LF9 C2 C13 SING N N 20 LF9 C2 C1 DOUB Y N 21 LF9 O17 C20 SING N N 22 LF9 N1 C1 SING Y N 23 LF9 C1 C24 SING N N 24 LF9 C29 C26 DOUB Y N 25 LF9 C29 C31 SING Y N 26 LF9 C26 C27 SING Y N 27 LF9 C24 N3 DOUB Y N 28 LF9 C23 C20 SING N N 29 LF9 C31 C32 DOUB Y N 30 LF9 C20 C22 SING N N 31 LF9 C20 C21 SING N N 32 LF9 C27 N3 SING Y N 33 LF9 C27 C30 DOUB Y N 34 LF9 C32 C30 SING Y N 35 LF9 C32 CL SING N N 36 LF9 C8 H1 SING N N 37 LF9 C9 H2 SING N N 38 LF9 C10 H3 SING N N 39 LF9 C11 H4 SING N N 40 LF9 C12 H5 SING N N 41 LF9 C13 H6 SING N N 42 LF9 C13 H7 SING N N 43 LF9 C13 H8 SING N N 44 LF9 C14 H9 SING N N 45 LF9 C14 H10 SING N N 46 LF9 C14 H11 SING N N 47 LF9 C15 H12 SING N N 48 LF9 O19 H13 SING N N 49 LF9 C21 H14 SING N N 50 LF9 C21 H15 SING N N 51 LF9 C21 H16 SING N N 52 LF9 C22 H17 SING N N 53 LF9 C22 H18 SING N N 54 LF9 C22 H19 SING N N 55 LF9 C23 H20 SING N N 56 LF9 C23 H21 SING N N 57 LF9 C23 H22 SING N N 58 LF9 N2 H23 SING N N 59 LF9 C29 H25 SING N N 60 LF9 C30 H26 SING N N 61 LF9 C31 H27 SING N N 62 # 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 LF9 SMILES ACDLabs 12.01 "O=C(O)C(OC(C)(C)C)c2c(c1ccccc1)c(c(nc2C)c4nc3cc(Cl)ccc3n4)C" LF9 InChI InChI 1.03 "InChI=1S/C26H26ClN3O3/c1-14-20(16-9-7-6-8-10-16)21(23(25(31)32)33-26(3,4)5)15(2)28-22(14)24-29-18-12-11-17(27)13-19(18)30-24/h6-13,23H,1-5H3,(H,29,30)(H,31,32)/t23-/m0/s1" LF9 InChIKey InChI 1.03 CTTJHLOYHQRQKO-QHCPKHFHSA-N LF9 SMILES_CANONICAL CACTVS 3.385 "Cc1nc(c(C)c(c2ccccc2)c1[C@H](OC(C)(C)C)C(O)=O)c3[nH]c4ccc(Cl)cc4n3" LF9 SMILES CACTVS 3.385 "Cc1nc(c(C)c(c2ccccc2)c1[CH](OC(C)(C)C)C(O)=O)c3[nH]c4ccc(Cl)cc4n3" LF9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(nc1c2[nH]c3ccc(cc3n2)Cl)C)[C@@H](C(=O)O)OC(C)(C)C)c4ccccc4" LF9 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(nc1c2[nH]c3ccc(cc3n2)Cl)C)C(C(=O)O)OC(C)(C)C)c4ccccc4" # 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 LF9 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-tert-butoxy[6-(5-chloro-1H-benzimidazol-2-yl)-2,5-dimethyl-4-phenylpyridin-3-yl]ethanoic acid" LF9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[6-(5-chloranyl-1H-benzimidazol-2-yl)-2,5-dimethyl-4-phenyl-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 LF9 "Create component" 2014-01-02 RCSB LF9 "Initial release" 2014-07-02 RCSB #