data_L0B # _chem_comp.id L0B _chem_comp.name Alpha-Lobeline _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-19 _chem_comp.pdbx_modified_date 2014-04-28 _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 337.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L0B _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 4AFH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 L0B O1 O1 O 0 1 N N N -26.508 132.970 18.004 1.690 0.342 -1.299 O1 L0B 1 L0B C3 C3 C 0 1 N N N -26.527 134.148 18.303 2.552 -0.012 -0.524 C3 L0B 2 L0B C21 C21 C 0 1 Y N N -18.667 136.862 11.540 -5.942 2.345 0.444 C21 L0B 3 L0B C10 C10 C 0 1 Y N N -18.847 135.484 11.531 -4.852 2.368 1.293 C10 L0B 4 L0B C19 C19 C 0 1 Y N N -19.853 134.913 12.321 -3.705 1.670 0.966 C19 L0B 5 L0B C17 C17 C 0 1 Y N N -20.681 135.716 13.097 -3.648 0.949 -0.212 C17 L0B 6 L0B C18 C18 C 0 1 Y N N -20.493 137.097 13.111 -4.738 0.925 -1.062 C18 L0B 7 L0B C20 C20 C 0 1 Y N N -19.488 137.671 12.329 -5.887 1.619 -0.731 C20 L0B 8 L0B C14 C14 C 0 1 N N N -23.115 135.281 13.223 -2.422 -1.185 0.092 C14 L0B 9 L0B C11 C11 C 0 1 N N S -24.286 134.626 13.980 -1.212 -1.999 -0.373 C11 L0B 10 L0B C13 C13 C 0 1 N N N -25.542 134.705 13.126 -1.306 -3.419 0.191 C13 L0B 11 L0B C15 C15 C 0 1 N N N -26.708 133.999 13.827 -0.084 -4.223 -0.260 C15 L0B 12 L0B C12 C12 C 0 1 N N N -26.914 134.610 15.212 1.188 -3.511 0.211 C12 L0B 13 L0B C9 C9 C 0 1 N N R -25.618 134.549 16.013 1.209 -2.089 -0.354 C9 L0B 14 L0B N1 N1 N 0 1 N N N -24.503 135.236 15.321 0.020 -1.361 0.106 N1 L0B 15 L0B C22 C22 C 0 1 N N N -24.813 136.681 15.197 0.014 -1.235 1.570 C22 L0B 16 L0B C8 C8 C 0 1 N N N -25.828 135.163 17.415 2.468 -1.367 0.129 C8 L0B 17 L0B C16 C16 C 0 1 N N S -21.767 135.112 13.928 -2.395 0.193 -0.572 C16 L0B 18 L0B O2 O2 O 0 1 N N N -21.807 135.796 15.182 -1.252 0.919 -0.116 O2 L0B 19 L0B C4 C4 C 0 1 Y N N -28.164 133.691 20.151 4.681 0.475 0.669 C4 L0B 20 L0B C1 C1 C 0 1 Y N N -27.277 134.577 19.534 3.684 0.880 -0.225 C1 L0B 21 L0B C2 C2 C 0 1 Y N N -27.099 135.857 20.052 3.769 2.137 -0.833 C2 L0B 22 L0B C5 C5 C 0 1 Y N N -27.805 136.257 21.183 4.832 2.966 -0.548 C5 L0B 23 L0B C6 C6 C 0 1 Y N N -28.692 135.377 21.795 5.815 2.559 0.338 C6 L0B 24 L0B C7 C7 C 0 1 Y N N -28.873 134.099 21.275 5.735 1.319 0.948 C7 L0B 25 L0B H81C H81C H 0 0 N N N -26.448 136.068 17.332 3.348 -1.954 -0.136 H81C L0B 26 L0B H82C H82C H 0 0 N N N -24.853 135.425 17.852 2.425 -1.247 1.212 H82C L0B 27 L0B H2 H2 H 0 1 N N N -26.412 136.541 19.576 3.003 2.456 -1.524 H2 L0B 28 L0B H4 H4 H 0 1 N N N -28.298 132.695 19.757 4.623 -0.493 1.143 H4 L0B 29 L0B H5 H5 H 0 1 N N N -27.664 137.249 21.585 4.899 3.937 -1.017 H5 L0B 30 L0B H6 H6 H 0 1 N N N -29.240 135.686 22.673 6.646 3.213 0.557 H6 L0B 31 L0B H7 H7 H 0 1 N N N -29.568 133.420 21.747 6.506 1.008 1.638 H7 L0B 32 L0B H9 H9 H 0 1 N N N -25.349 133.491 16.146 1.210 -2.131 -1.443 H9 L0B 33 L0B H121 H121 H 0 0 N N N -27.697 134.049 15.744 1.201 -3.471 1.300 H121 L0B 34 L0B H122 H122 H 0 0 N N N -27.225 135.660 15.103 2.062 -4.057 -0.144 H122 L0B 35 L0B H151 H151 H 0 0 N N N -26.480 132.928 13.929 -0.124 -5.222 0.176 H151 L0B 36 L0B H152 H152 H 0 0 N N N -27.624 134.124 13.231 -0.079 -4.300 -1.347 H152 L0B 37 L0B H131 H131 H 0 0 N N N -25.353 134.219 12.157 -1.332 -3.376 1.280 H131 L0B 38 L0B H132 H132 H 0 0 N N N -25.803 135.761 12.962 -2.213 -3.897 -0.176 H132 L0B 39 L0B H11 H11 H 0 1 N N N -24.039 133.563 14.120 -1.200 -2.041 -1.462 H11 L0B 40 L0B H141 H141 H 0 0 N N N -23.046 134.825 12.224 -3.339 -1.705 -0.187 H141 L0B 41 L0B H142 H142 H 0 0 N N N -23.323 136.356 13.121 -2.386 -1.067 1.175 H142 L0B 42 L0B H221 H221 H 0 0 N N N -23.985 137.191 14.683 -0.064 -2.226 2.019 H221 L0B 43 L0B H222 H222 H 0 0 N N N -25.739 136.809 14.617 0.938 -0.760 1.898 H222 L0B 44 L0B H223 H223 H 0 0 N N N -24.945 137.115 16.199 -0.837 -0.628 1.879 H223 L0B 45 L0B H16 H16 H 0 1 N N N -21.568 134.040 14.077 -2.341 0.073 -1.655 H16 L0B 46 L0B HA HA H 0 1 N N N -20.973 135.695 15.625 -1.234 1.063 0.840 HA L0B 47 L0B H18 H18 H 0 1 N N N -21.124 137.722 13.726 -4.693 0.361 -1.982 H18 L0B 48 L0B H19 H19 H 0 1 N N N -19.986 133.841 12.327 -2.853 1.689 1.630 H19 L0B 49 L0B H20 H20 H 0 1 N N N -19.346 138.742 12.334 -6.739 1.600 -1.395 H20 L0B 50 L0B H21 H21 H 0 1 N N N -17.891 137.308 10.936 -6.839 2.890 0.700 H21 L0B 51 L0B H10 H10 H 0 1 N N N -18.215 134.857 10.919 -4.897 2.932 2.214 H10 L0B 52 # 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 L0B O1 C3 DOUB N N 1 L0B C3 C1 SING N N 2 L0B C3 C8 SING N N 3 L0B C1 C2 DOUB Y N 4 L0B C1 C4 SING Y N 5 L0B C2 C5 SING Y N 6 L0B C5 C6 DOUB Y N 7 L0B C6 C7 SING Y N 8 L0B C7 C4 DOUB Y N 9 L0B C8 C9 SING N N 10 L0B C9 C12 SING N N 11 L0B C9 N1 SING N N 12 L0B C12 C15 SING N N 13 L0B C15 C13 SING N N 14 L0B C13 C11 SING N N 15 L0B C11 N1 SING N N 16 L0B C11 C14 SING N N 17 L0B N1 C22 SING N N 18 L0B C14 C16 SING N N 19 L0B C16 O2 SING N N 20 L0B C16 C17 SING N N 21 L0B C17 C18 DOUB Y N 22 L0B C17 C19 SING Y N 23 L0B C18 C20 SING Y N 24 L0B C20 C21 DOUB Y N 25 L0B C21 C10 SING Y N 26 L0B C10 C19 DOUB Y N 27 L0B C8 H81C SING N N 28 L0B C8 H82C SING N N 29 L0B C2 H2 SING N N 30 L0B C4 H4 SING N N 31 L0B C5 H5 SING N N 32 L0B C6 H6 SING N N 33 L0B C7 H7 SING N N 34 L0B C9 H9 SING N N 35 L0B C12 H121 SING N N 36 L0B C12 H122 SING N N 37 L0B C15 H151 SING N N 38 L0B C15 H152 SING N N 39 L0B C13 H131 SING N N 40 L0B C13 H132 SING N N 41 L0B C11 H11 SING N N 42 L0B C14 H141 SING N N 43 L0B C14 H142 SING N N 44 L0B C22 H221 SING N N 45 L0B C22 H222 SING N N 46 L0B C22 H223 SING N N 47 L0B C16 H16 SING N N 48 L0B O2 HA SING N N 49 L0B C18 H18 SING N N 50 L0B C19 H19 SING N N 51 L0B C20 H20 SING N N 52 L0B C21 H21 SING N N 53 L0B C10 H10 SING N N 54 # 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 L0B SMILES ACDLabs 12.01 "O=C(c1ccccc1)CC3N(C)C(CC(O)c2ccccc2)CCC3" L0B InChI InChI 1.03 "InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1" L0B InChIKey InChI 1.03 MXYUKLILVYORSK-HBMCJLEFSA-N L0B SMILES_CANONICAL CACTVS 3.370 "CN1[C@@H](CCC[C@@H]1CC(=O)c2ccccc2)C[C@H](O)c3ccccc3" L0B SMILES CACTVS 3.370 "CN1[CH](CCC[CH]1CC(=O)c2ccccc2)C[CH](O)c3ccccc3" L0B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1[C@@H](CCC[C@@H]1CC(=O)c2ccccc2)C[C@@H](c3ccccc3)O" L0B SMILES "OpenEye OEToolkits" 1.7.6 "CN1C(CCCC1CC(=O)c2ccccc2)CC(c3ccccc3)O" # 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 L0B "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone" L0B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(2R,6S)-1-methyl-6-[(2S)-2-oxidanyl-2-phenyl-ethyl]piperidin-2-yl]-1-phenyl-ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L0B "Create component" 2012-01-19 EBI L0B "Other modification" 2012-05-02 EBI L0B "Other modification" 2014-04-28 EBI #