data_LF0 # _chem_comp.id LF0 _chem_comp.name "(2S)-tert-butoxy[4-(3,4-dihydro-2H-chromen-6-yl)-2-methylquinolin-3-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-21 _chem_comp.pdbx_modified_date 2013-04-26 _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 405.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LF0 _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 4ID1 _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 LF0 C1 C1 C 0 1 Y N N 45.234 -15.181 28.331 -0.438 -1.108 -0.107 C1 LF0 1 LF0 C2 C2 C 0 1 Y N N 46.125 -14.107 28.435 -1.562 -0.294 -0.039 C2 LF0 2 LF0 C3 C3 C 0 1 Y N N 47.495 -14.328 28.235 -2.810 -0.863 0.182 C3 LF0 3 LF0 N1 N1 N 0 1 Y N N 47.952 -15.587 27.932 -2.965 -2.157 0.331 N1 LF0 4 LF0 C5 C5 C 0 1 Y N N 47.117 -16.642 27.825 -1.930 -3.001 0.278 C5 LF0 5 LF0 C6 C6 C 0 1 Y N N 45.728 -16.466 28.017 -0.623 -2.505 0.050 C6 LF0 6 LF0 C7 C7 C 0 1 Y N N 43.773 -14.954 28.539 0.907 -0.536 -0.341 C7 LF0 7 LF0 C8 C8 C 0 1 Y N N 42.946 -14.945 27.416 1.198 0.100 -1.548 C8 LF0 8 LF0 C9 C9 C 0 1 Y N N 41.586 -14.709 27.593 2.451 0.628 -1.759 C9 LF0 9 LF0 C10 C10 C 0 1 Y N N 41.067 -14.487 28.872 3.432 0.531 -0.774 C10 LF0 10 LF0 C11 C11 C 0 1 Y N N 41.882 -14.514 30.007 3.145 -0.098 0.427 C11 LF0 11 LF0 C12 C12 C 0 1 Y N N 43.236 -14.759 29.831 1.887 -0.627 0.646 C12 LF0 12 LF0 C13 C13 C 0 1 Y N N 44.874 -17.560 27.926 0.458 -3.395 -0.005 C13 LF0 13 LF0 C14 C14 C 0 1 Y N N 45.373 -18.831 27.609 0.241 -4.730 0.161 C14 LF0 14 LF0 C15 C15 C 0 1 Y N N 46.751 -18.996 27.400 -1.043 -5.222 0.385 C15 LF0 15 LF0 C16 C16 C 0 1 Y N N 47.630 -17.914 27.526 -2.115 -4.386 0.439 C16 LF0 16 LF0 C17 C17 C 0 1 N N N 48.521 -13.196 28.341 -4.020 0.032 0.253 C17 LF0 17 LF0 C18 C18 C 0 1 N N S 45.604 -12.718 28.763 -1.428 1.198 -0.204 C18 LF0 18 LF0 C19 C19 C 0 1 N N N 46.019 -12.325 30.180 -2.016 1.612 -1.529 C19 LF0 19 LF0 O20 O20 O 0 1 N N N 46.123 -13.246 31.017 -1.454 1.193 -2.673 O20 LF0 20 LF0 O21 O21 O 0 1 N N N 46.243 -11.131 30.497 -2.994 2.321 -1.561 O21 LF0 21 LF0 O22 O22 O 0 1 N N N 46.111 -11.767 27.825 -2.125 1.859 0.854 O22 LF0 22 LF0 C23 C23 C 0 1 N N N 45.423 -11.474 26.602 -1.565 3.122 1.219 C23 LF0 23 LF0 C24 C24 C 0 1 N N N 43.915 -11.258 26.828 -1.586 4.059 0.010 C24 LF0 24 LF0 C25 C25 C 0 1 N N N 45.678 -12.648 25.684 -2.387 3.735 2.355 C25 LF0 25 LF0 C26 C26 C 0 1 N N N 46.052 -10.189 25.991 -0.121 2.923 1.685 C26 LF0 26 LF0 O27 O27 O 0 1 N N N 39.741 -14.276 28.995 4.656 1.062 -1.028 O27 LF0 27 LF0 C4 C4 C 0 1 N N N 39.206 -13.722 30.204 5.525 1.298 0.081 C4 LF0 28 LF0 C20 C20 C 0 1 N N N 39.776 -14.542 31.371 5.574 0.025 0.936 C20 LF0 29 LF0 C21 C21 C 0 1 N N N 41.309 -14.295 31.403 4.179 -0.216 1.518 C21 LF0 30 LF0 H1 H1 H 0 1 N N N 43.352 -15.117 26.430 0.441 0.178 -2.315 H1 LF0 31 LF0 H2 H2 H 0 1 N N N 40.927 -14.697 26.737 2.676 1.120 -2.694 H2 LF0 32 LF0 H3 H3 H 0 1 N N N 43.887 -14.801 30.692 1.664 -1.115 1.583 H3 LF0 33 LF0 H4 H4 H 0 1 N N N 43.816 -17.429 28.101 1.457 -3.024 -0.178 H4 LF0 34 LF0 H5 H5 H 0 1 N N N 44.704 -19.675 27.526 1.075 -5.415 0.118 H5 LF0 35 LF0 H6 H6 H 0 1 N N N 47.138 -19.970 27.139 -1.191 -6.284 0.510 H6 LF0 36 LF0 H7 H7 H 0 1 N N N 48.692 -18.056 27.394 -3.104 -4.783 0.614 H7 LF0 37 LF0 H8 H8 H 0 1 N N N 49.528 -13.593 28.145 -4.377 0.242 -0.755 H8 LF0 38 LF0 H9 H9 H 0 1 N N N 48.285 -12.417 27.602 -4.807 -0.465 0.821 H9 LF0 39 LF0 H10 H10 H 0 1 N N N 48.487 -12.764 29.352 -3.752 0.967 0.745 H10 LF0 40 LF0 H11 H11 H 0 1 N N N 44.505 -12.737 28.716 -0.374 1.474 -0.173 H11 LF0 41 LF0 H12 H12 H 0 1 N N N 46.381 -12.884 31.856 -1.866 1.484 -3.498 H12 LF0 42 LF0 H13 H13 H 0 1 N N N 43.763 -10.399 27.498 -2.615 4.200 -0.322 H13 LF0 43 LF0 H14 H14 H 0 1 N N N 43.424 -11.061 25.863 -1.158 5.022 0.289 H14 LF0 44 LF0 H15 H15 H 0 1 N N N 43.480 -12.160 27.284 -1.000 3.622 -0.799 H15 LF0 45 LF0 H16 H16 H 0 1 N N N 45.233 -13.556 26.117 -3.416 3.877 2.023 H16 LF0 46 LF0 H17 H17 H 0 1 N N N 45.225 -12.450 24.701 -2.372 3.067 3.216 H17 LF0 47 LF0 H18 H18 H 0 1 N N N 46.762 -12.792 25.565 -1.959 4.698 2.634 H18 LF0 48 LF0 H19 H19 H 0 1 N N N 45.866 -9.336 26.660 0.307 3.886 1.964 H19 LF0 49 LF0 H20 H20 H 0 1 N N N 47.136 -10.332 25.873 -0.106 2.255 2.547 H20 LF0 50 LF0 H21 H21 H 0 1 N N N 45.599 -9.991 25.009 0.465 2.486 0.877 H21 LF0 51 LF0 H22 H22 H 0 1 N N N 39.507 -12.668 30.301 6.525 1.536 -0.281 H22 LF0 52 LF0 H23 H23 H 0 1 N N N 38.108 -13.790 30.196 5.142 2.126 0.677 H23 LF0 53 LF0 H24 H24 H 0 1 N N N 39.322 -14.215 32.318 5.865 -0.823 0.316 H24 LF0 54 LF0 H25 H25 H 0 1 N N N 39.570 -15.611 31.216 6.293 0.154 1.745 H25 LF0 55 LF0 H26 H26 H 0 1 N N N 41.780 -14.996 32.108 3.976 0.525 2.292 H26 LF0 56 LF0 H27 H27 H 0 1 N N N 41.508 -13.262 31.725 4.135 -1.214 1.953 H27 LF0 57 # 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 LF0 C25 C23 SING N N 1 LF0 C26 C23 SING N N 2 LF0 C23 C24 SING N N 3 LF0 C23 O22 SING N N 4 LF0 C15 C16 DOUB Y N 5 LF0 C15 C14 SING Y N 6 LF0 C8 C9 DOUB Y N 7 LF0 C8 C7 SING Y N 8 LF0 C16 C5 SING Y N 9 LF0 C9 C10 SING Y N 10 LF0 C14 C13 DOUB Y N 11 LF0 C5 N1 DOUB Y N 12 LF0 C5 C6 SING Y N 13 LF0 O22 C18 SING N N 14 LF0 C13 C6 SING Y N 15 LF0 N1 C3 SING Y N 16 LF0 C6 C1 DOUB Y N 17 LF0 C3 C17 SING N N 18 LF0 C3 C2 DOUB Y N 19 LF0 C1 C2 SING Y N 20 LF0 C1 C7 SING N N 21 LF0 C2 C18 SING N N 22 LF0 C7 C12 DOUB Y N 23 LF0 C18 C19 SING N N 24 LF0 C10 O27 SING N N 25 LF0 C10 C11 DOUB Y N 26 LF0 O27 C4 SING N N 27 LF0 C12 C11 SING Y N 28 LF0 C11 C21 SING N N 29 LF0 C19 O21 DOUB N N 30 LF0 C19 O20 SING N N 31 LF0 C4 C20 SING N N 32 LF0 C20 C21 SING N N 33 LF0 C8 H1 SING N N 34 LF0 C9 H2 SING N N 35 LF0 C12 H3 SING N N 36 LF0 C13 H4 SING N N 37 LF0 C14 H5 SING N N 38 LF0 C15 H6 SING N N 39 LF0 C16 H7 SING N N 40 LF0 C17 H8 SING N N 41 LF0 C17 H9 SING N N 42 LF0 C17 H10 SING N N 43 LF0 C18 H11 SING N N 44 LF0 O20 H12 SING N N 45 LF0 C24 H13 SING N N 46 LF0 C24 H14 SING N N 47 LF0 C24 H15 SING N N 48 LF0 C25 H16 SING N N 49 LF0 C25 H17 SING N N 50 LF0 C25 H18 SING N N 51 LF0 C26 H19 SING N N 52 LF0 C26 H20 SING N N 53 LF0 C26 H21 SING N N 54 LF0 C4 H22 SING N N 55 LF0 C4 H23 SING N N 56 LF0 C20 H24 SING N N 57 LF0 C20 H25 SING N N 58 LF0 C21 H26 SING N N 59 LF0 C21 H27 SING N N 60 # 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 LF0 SMILES ACDLabs 12.01 "O=C(O)C(OC(C)(C)C)c4c(nc1c(cccc1)c4c3ccc2OCCCc2c3)C" LF0 InChI InChI 1.03 "InChI=1S/C25H27NO4/c1-15-21(23(24(27)28)30-25(2,3)4)22(18-9-5-6-10-19(18)26-15)17-11-12-20-16(14-17)8-7-13-29-20/h5-6,9-12,14,23H,7-8,13H2,1-4H3,(H,27,28)/t23-/m0/s1" LF0 InChIKey InChI 1.03 ZFERZAMPQIXCPM-QHCPKHFHSA-N LF0 SMILES_CANONICAL CACTVS 3.370 "Cc1nc2ccccc2c(c3ccc4OCCCc4c3)c1[C@H](OC(C)(C)C)C(O)=O" LF0 SMILES CACTVS 3.370 "Cc1nc2ccccc2c(c3ccc4OCCCc4c3)c1[CH](OC(C)(C)C)C(O)=O" LF0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c2ccccc2n1)c3ccc4c(c3)CCCO4)[C@@H](C(=O)O)OC(C)(C)C" LF0 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c2ccccc2n1)c3ccc4c(c3)CCCO4)C(C(=O)O)OC(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 LF0 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-tert-butoxy[4-(3,4-dihydro-2H-chromen-6-yl)-2-methylquinolin-3-yl]ethanoic acid" LF0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[4-(3,4-dihydro-2H-chromen-6-yl)-2-methyl-quinolin-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 LF0 "Create component" 2012-12-21 RCSB LF0 "Initial release" 2013-05-01 RCSB #