data_0LR # _chem_comp.id 0LR _chem_comp.name "(3R,4R)-3-(naphthalen-2-ylmethoxy)-4-phenylpiperidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-16 _chem_comp.pdbx_modified_date 2013-03-01 _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 317.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0LR _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 4GJ5 _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 0LR C1 C1 C 0 1 Y N N 4.720 14.406 57.029 -1.690 -3.354 -1.054 C1 0LR 1 0LR C2 C2 C 0 1 Y N N 4.390 15.417 56.105 -2.070 -2.054 -1.329 C2 0LR 2 0LR C3 C3 C 0 1 Y N N 4.904 15.376 54.781 -2.599 -1.262 -0.327 C3 0LR 3 0LR C4 C4 C 0 1 Y N N 5.729 14.289 54.392 -2.746 -1.769 0.950 C4 0LR 4 0LR C5 C5 C 0 1 Y N N 6.069 13.285 55.319 -2.366 -3.070 1.225 C5 0LR 5 0LR C6 C6 C 0 1 Y N N 5.562 13.342 56.629 -1.843 -3.864 0.221 C6 0LR 6 0LR C7 C7 C 0 1 N N R 4.480 16.412 53.719 -3.013 0.156 -0.627 C7 0LR 7 0LR C8 C8 C 0 1 N N R 5.223 17.780 53.813 -2.209 1.120 0.249 C8 0LR 8 0LR C9 C9 C 0 1 N N N 2.438 17.612 52.668 -4.906 1.784 -0.574 C9 0LR 9 0LR C10 C10 C 0 1 N N N 2.913 16.550 53.693 -4.504 0.328 -0.326 C10 0LR 10 0LR N11 N11 N 0 1 N N N 3.253 18.841 52.858 -4.109 2.666 0.288 N11 0LR 11 0LR C12 C12 C 0 1 N N N 4.720 18.700 52.676 -2.677 2.553 -0.015 C12 0LR 12 0LR O13 O13 O 0 1 N N N 6.623 17.521 53.700 -0.820 1.005 -0.065 O13 0LR 13 0LR C14 C14 C 0 1 N N N 7.425 18.043 54.767 0.050 1.281 1.035 C14 0LR 14 0LR C15 C15 C 0 1 Y N N 8.825 17.491 54.475 1.483 1.130 0.592 C15 0LR 15 0LR C16 C16 C 0 1 Y N N 9.098 16.144 54.776 2.161 2.233 0.077 C16 0LR 16 0LR C17 C17 C 0 1 Y N N 10.360 15.591 54.532 3.455 2.131 -0.332 C17 0LR 17 0LR C18 C18 C 0 1 Y N N 9.825 18.302 53.900 2.096 -0.079 0.707 C18 0LR 18 0LR C19 C19 C 0 1 Y N N 11.104 17.753 53.662 3.432 -0.223 0.296 C19 0LR 19 0LR C20 C20 C 0 1 Y N N 11.379 16.400 54.013 4.121 0.898 -0.234 C20 0LR 20 0LR C21 C21 C 0 1 Y N N 12.659 15.846 53.811 5.457 0.754 -0.644 C21 0LR 21 0LR C22 C22 C 0 1 Y N N 13.659 16.620 53.226 6.071 -0.455 -0.529 C22 0LR 22 0LR C23 C23 C 0 1 Y N N 13.383 17.953 52.853 5.394 -1.556 -0.008 C23 0LR 23 0LR C24 C24 C 0 1 Y N N 12.122 18.530 53.080 4.100 -1.455 0.400 C24 0LR 24 0LR H1 H1 H 0 1 N N N 4.333 14.443 58.036 -1.277 -3.973 -1.837 H1 0LR 25 0LR H2 H2 H 0 1 N N N 3.743 16.228 56.405 -1.955 -1.657 -2.327 H2 0LR 26 0LR H3 H3 H 0 1 N N N 6.098 14.231 53.379 -3.158 -1.150 1.733 H3 0LR 27 0LR H4 H4 H 0 1 N N N 6.718 12.473 55.024 -2.481 -3.467 2.223 H4 0LR 28 0LR H5 H5 H 0 1 N N N 5.818 12.567 57.336 -1.546 -4.879 0.436 H5 0LR 29 0LR H6 H6 H 0 1 N N N 4.759 15.983 52.745 -2.825 0.376 -1.678 H6 0LR 30 0LR H7 H7 H 0 1 N N N 4.990 18.246 54.782 -2.366 0.874 1.300 H7 0LR 31 0LR H8 H8 H 0 1 N N N 1.375 17.841 52.835 -4.725 2.037 -1.618 H8 0LR 32 0LR H9 H9 H 0 1 N N N 2.574 17.229 51.646 -5.964 1.913 -0.346 H9 0LR 33 0LR H10 H10 H 0 1 N N N 2.566 16.844 54.695 -5.085 -0.326 -0.977 H10 0LR 34 0LR H11 H11 H 0 1 N N N 2.476 15.577 53.424 -4.697 0.070 0.715 H11 0LR 35 0LR H12 H12 H 0 1 N N N 2.930 19.524 52.202 -4.420 3.623 0.213 H12 0LR 36 0LR H14 H14 H 0 1 N N N 4.939 18.248 51.698 -2.116 3.241 0.618 H14 0LR 37 0LR H15 H15 H 0 1 N N N 5.206 19.684 52.742 -2.507 2.803 -1.063 H15 0LR 38 0LR H16 H16 H 0 1 N N N 7.427 19.143 54.754 -0.117 2.300 1.384 H16 0LR 39 0LR H17 H17 H 0 1 N N N 7.059 17.688 55.742 -0.155 0.581 1.845 H17 0LR 40 0LR H18 H18 H 0 1 N N N 8.321 15.527 55.202 1.652 3.183 0.000 H18 0LR 41 0LR H19 H19 H 0 1 N N N 10.547 14.548 54.742 3.968 2.994 -0.730 H19 0LR 42 0LR H20 H20 H 0 1 N N N 9.615 19.330 53.645 1.560 -0.924 1.112 H20 0LR 43 0LR H21 H21 H 0 1 N N N 12.863 14.828 54.108 5.994 1.599 -1.050 H21 0LR 44 0LR H22 H22 H 0 1 N N N 14.641 16.202 53.059 7.098 -0.562 -0.845 H22 0LR 45 0LR H23 H23 H 0 1 N N N 14.157 18.542 52.383 5.904 -2.505 0.072 H23 0LR 46 0LR H24 H24 H 0 1 N N N 11.936 19.559 52.810 3.588 -2.318 0.801 H24 0LR 47 # 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 0LR C9 N11 SING N N 1 0LR C9 C10 SING N N 2 0LR C12 N11 SING N N 3 0LR C12 C8 SING N N 4 0LR C23 C24 DOUB Y N 5 0LR C23 C22 SING Y N 6 0LR C24 C19 SING Y N 7 0LR C22 C21 DOUB Y N 8 0LR C19 C18 DOUB Y N 9 0LR C19 C20 SING Y N 10 0LR C10 C7 SING N N 11 0LR O13 C8 SING N N 12 0LR O13 C14 SING N N 13 0LR C7 C8 SING N N 14 0LR C7 C3 SING N N 15 0LR C21 C20 SING Y N 16 0LR C18 C15 SING Y N 17 0LR C20 C17 DOUB Y N 18 0LR C4 C3 DOUB Y N 19 0LR C4 C5 SING Y N 20 0LR C15 C14 SING N N 21 0LR C15 C16 DOUB Y N 22 0LR C17 C16 SING Y N 23 0LR C3 C2 SING Y N 24 0LR C5 C6 DOUB Y N 25 0LR C2 C1 DOUB Y N 26 0LR C6 C1 SING Y N 27 0LR C1 H1 SING N N 28 0LR C2 H2 SING N N 29 0LR C4 H3 SING N N 30 0LR C5 H4 SING N N 31 0LR C6 H5 SING N N 32 0LR C7 H6 SING N N 33 0LR C8 H7 SING N N 34 0LR C9 H8 SING N N 35 0LR C9 H9 SING N N 36 0LR C10 H10 SING N N 37 0LR C10 H11 SING N N 38 0LR N11 H12 SING N N 39 0LR C12 H14 SING N N 40 0LR C12 H15 SING N N 41 0LR C14 H16 SING N N 42 0LR C14 H17 SING N N 43 0LR C16 H18 SING N N 44 0LR C17 H19 SING N N 45 0LR C18 H20 SING N N 46 0LR C21 H21 SING N N 47 0LR C22 H22 SING N N 48 0LR C23 H23 SING N N 49 0LR C24 H24 SING N N 50 # 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 0LR SMILES ACDLabs 12.01 "O(Cc2cc1ccccc1cc2)C4C(c3ccccc3)CCNC4" 0LR InChI InChI 1.03 "InChI=1S/C22H23NO/c1-2-7-19(8-3-1)21-12-13-23-15-22(21)24-16-17-10-11-18-6-4-5-9-20(18)14-17/h1-11,14,21-23H,12-13,15-16H2/t21-,22+/m1/s1" 0LR InChIKey InChI 1.03 CLTKEDPZPCYCIO-YADHBBJMSA-N 0LR SMILES_CANONICAL CACTVS 3.370 "C1C[C@@H]([C@H](CN1)OCc2ccc3ccccc3c2)c4ccccc4" 0LR SMILES CACTVS 3.370 "C1C[CH]([CH](CN1)OCc2ccc3ccccc3c2)c4ccccc4" 0LR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@H]2CCNC[C@@H]2OCc3ccc4ccccc4c3" 0LR SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2CCNCC2OCc3ccc4ccccc4c3" # 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 0LR "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4R)-3-(naphthalen-2-ylmethoxy)-4-phenylpiperidine" 0LR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R,4R)-3-(naphthalen-2-ylmethoxy)-4-phenyl-piperidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0LR "Create component" 2012-08-16 RCSB 0LR "Initial release" 2013-03-06 RCSB #