data_508 # _chem_comp.id 508 _chem_comp.name "(1R,4'S)-3,4-dihydro-2H-spiro[naphthalene-1,3'-pyrrolidin]-4'-yl[(2S,4R)-2,4-diphenylpiperidin-1-yl]methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H34 N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-04 _chem_comp.pdbx_modified_date 2012-01-13 _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 450.614 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 508 _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 3UFL _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 508 C C C 0 1 N N R 30.833 38.749 2.312 -2.936 0.075 -0.261 C 508 1 508 C1 C1 C 0 1 N N N 30.673 39.181 3.776 -4.123 0.829 -0.890 C1 508 2 508 N N N 0 1 N N N 30.172 38.020 4.565 -3.494 1.849 -1.770 N 508 3 508 C2 C2 C 0 1 N N N 30.163 36.824 3.684 -2.338 1.142 -2.379 C2 508 4 508 C3 C3 C 0 1 N N S 31.016 37.228 2.480 -1.761 0.278 -1.235 C3 508 5 508 C4 C4 C 0 1 N N N 30.668 36.370 1.281 -0.632 1.003 -0.550 C4 508 6 508 O O O 0 1 N N N 29.488 36.220 0.989 -0.558 2.212 -0.616 O 508 7 508 N5 N5 N 0 1 N N N 31.670 35.803 0.571 0.297 0.308 0.136 N5 508 8 508 C6 C6 C 0 1 N N N 33.109 35.908 0.877 0.280 -1.161 0.141 C6 508 9 508 C7 C7 C 0 1 N N N 33.771 36.790 -0.188 1.656 -1.673 -0.294 C7 508 10 508 C8 C8 C 0 1 N N R 32.879 36.845 -1.435 2.732 -1.053 0.601 C8 508 11 508 C9 C9 C 0 1 N N N 32.271 35.467 -1.763 2.712 0.469 0.448 C9 508 12 508 C10 C10 C 0 1 N N S 31.372 34.971 -0.611 1.350 1.005 0.887 C10 508 13 508 C11 C11 C 0 1 Y N N 33.545 37.544 -2.602 4.085 -1.580 0.198 C11 508 14 508 C12 C12 C 0 1 Y N N 33.195 38.873 -2.884 4.857 -2.275 1.110 C12 508 15 508 C13 C13 C 0 1 Y N N 33.774 39.569 -3.950 6.098 -2.758 0.740 C13 508 16 508 C14 C14 C 0 1 Y N N 34.722 38.927 -4.749 6.568 -2.546 -0.542 C14 508 17 508 C15 C15 C 0 1 Y N N 35.082 37.605 -4.471 5.797 -1.851 -1.455 C15 508 18 508 C16 C16 C 0 1 Y N N 34.502 36.918 -3.407 4.553 -1.373 -1.087 C16 508 19 508 C17 C17 C 0 1 N N N 29.520 39.121 1.579 -2.598 0.676 1.097 C17 508 20 508 C18 C18 C 0 1 N N N 29.472 40.495 0.899 -3.701 0.285 2.089 C18 508 21 508 C19 C19 C 0 1 N N N 30.595 40.557 -0.138 -3.606 -1.216 2.350 C19 508 22 508 C20 C20 C 0 1 Y N N 31.931 40.346 0.529 -3.578 -1.982 1.054 C20 508 23 508 C21 C21 C 0 1 Y N N 32.057 39.461 1.734 -3.261 -1.388 -0.149 C21 508 24 508 C22 C22 C 0 1 Y N N 32.978 40.979 0.014 -3.883 -3.336 1.092 C22 508 25 508 C23 C23 C 0 1 Y N N 34.331 40.829 0.619 -3.868 -4.092 -0.062 C23 508 26 508 C24 C24 C 0 1 Y N N 34.462 40.051 1.684 -3.546 -3.497 -1.267 C24 508 27 508 C25 C25 C 0 1 Y N N 33.277 39.347 2.256 -3.244 -2.151 -1.309 C25 508 28 508 C26 C26 C 0 1 Y N N 31.201 33.481 -0.333 1.276 2.484 0.610 C26 508 29 508 C27 C27 C 0 1 Y N N 30.780 33.084 0.947 0.976 3.365 1.632 C27 508 30 508 C28 C28 C 0 1 Y N N 30.597 31.743 1.288 0.908 4.722 1.378 C28 508 31 508 C29 C29 C 0 1 Y N N 30.838 30.756 0.335 1.140 5.198 0.102 C29 508 32 508 C30 C30 C 0 1 Y N N 31.255 31.119 -0.947 1.440 4.318 -0.921 C30 508 33 508 C31 C31 C 0 1 Y N N 31.428 32.470 -1.276 1.514 2.961 -0.666 C31 508 34 508 H1 H1 H 0 1 N N N 31.644 39.509 4.175 -4.739 0.148 -1.477 H1 508 35 508 H2 H2 H 0 1 N N N 29.955 40.012 3.842 -4.720 1.312 -0.115 H2 508 36 508 H3 H3 H 0 1 N N N 29.246 38.207 4.893 -3.188 2.648 -1.236 H3 508 37 508 H5 H5 H 0 1 N N N 29.139 36.565 3.376 -2.670 0.510 -3.203 H5 508 38 508 H6 H6 H 0 1 N N N 30.590 35.950 4.197 -1.595 1.859 -2.728 H6 508 39 508 H7 H7 H 0 1 N N N 32.092 37.042 2.615 -1.418 -0.681 -1.621 H7 508 40 508 H8 H8 H 0 1 N N N 33.566 34.907 0.868 0.057 -1.520 1.146 H8 508 41 508 H9 H9 H 0 1 N N N 33.246 36.358 1.871 -0.482 -1.520 -0.551 H9 508 42 508 H10 H10 H 0 1 N N N 34.750 36.367 -0.457 1.687 -2.758 -0.202 H10 508 43 508 H11 H11 H 0 1 N N N 33.907 37.806 0.211 1.838 -1.390 -1.331 H11 508 44 508 H12 H12 H 0 1 N N N 32.018 37.488 -1.201 2.536 -1.316 1.641 H12 508 45 508 H13 H13 H 0 1 N N N 31.666 35.552 -2.678 3.494 0.908 1.068 H13 508 46 508 H14 H14 H 0 1 N N N 33.086 34.744 -1.917 2.884 0.732 -0.596 H14 508 47 508 H15 H15 H 0 1 N N N 30.343 35.111 -0.973 1.214 0.825 1.953 H15 508 48 508 H16 H16 H 0 1 N N N 32.463 39.369 -2.265 4.490 -2.441 2.112 H16 508 49 508 H17 H17 H 0 1 N N N 33.491 40.591 -4.153 6.701 -3.301 1.453 H17 508 50 508 H18 H18 H 0 1 N N N 35.175 39.449 -5.578 7.540 -2.919 -0.830 H18 508 51 508 H19 H19 H 0 1 N N N 35.818 37.111 -5.088 6.164 -1.685 -2.457 H19 508 52 508 H20 H20 H 0 1 N N N 34.792 35.898 -3.203 3.950 -0.830 -1.800 H20 508 53 508 H21 H21 H 0 1 N N N 28.715 39.103 2.329 -1.640 0.287 1.442 H21 508 54 508 H22 H22 H 0 1 N N N 29.363 38.366 0.794 -2.545 1.762 1.015 H22 508 55 508 H23 H23 H 0 1 N N N 29.611 41.288 1.648 -3.563 0.829 3.023 H23 508 56 508 H24 H24 H 0 1 N N N 28.499 40.634 0.405 -4.676 0.526 1.665 H24 508 57 508 H25 H25 H 0 1 N N N 30.585 41.543 -0.625 -2.696 -1.426 2.911 H25 508 58 508 H26 H26 H 0 1 N N N 30.437 39.770 -0.890 -4.470 -1.534 2.935 H26 508 59 508 H27 H27 H 0 1 N N N 32.848 41.610 -0.853 -4.134 -3.801 2.034 H27 508 60 508 H28 H28 H 0 1 N N N 35.184 41.342 0.200 -4.107 -5.144 -0.023 H28 508 61 508 H29 H29 H 0 1 N N N 35.433 39.926 2.141 -3.531 -4.084 -2.174 H29 508 62 508 H30 H30 H 0 1 N N N 33.414 38.722 3.126 -2.993 -1.688 -2.251 H30 508 63 508 H31 H31 H 0 1 N N N 30.592 33.842 1.693 0.794 2.992 2.630 H31 508 64 508 H32 H32 H 0 1 N N N 30.271 31.473 2.282 0.673 5.410 2.177 H32 508 65 508 H33 H33 H 0 1 N N N 30.703 29.714 0.587 1.086 6.259 -0.097 H33 508 66 508 H34 H34 H 0 1 N N N 31.445 30.356 -1.687 1.621 4.690 -1.918 H34 508 67 508 H35 H35 H 0 1 N N N 31.742 32.737 -2.274 1.748 2.273 -1.464 H35 508 68 # 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 508 C14 C15 DOUB Y N 1 508 C14 C13 SING Y N 2 508 C15 C16 SING Y N 3 508 C13 C12 DOUB Y N 4 508 C16 C11 DOUB Y N 5 508 C12 C11 SING Y N 6 508 C11 C8 SING N N 7 508 C9 C8 SING N N 8 508 C9 C10 SING N N 9 508 C8 C7 SING N N 10 508 C31 C30 DOUB Y N 11 508 C31 C26 SING Y N 12 508 C30 C29 SING Y N 13 508 C10 C26 SING N N 14 508 C10 N5 SING N N 15 508 C26 C27 DOUB Y N 16 508 C7 C6 SING N N 17 508 C19 C20 SING N N 18 508 C19 C18 SING N N 19 508 C22 C20 DOUB Y N 20 508 C22 C23 SING Y N 21 508 C29 C28 DOUB Y N 22 508 C20 C21 SING Y N 23 508 N5 C6 SING N N 24 508 N5 C4 SING N N 25 508 C23 C24 DOUB Y N 26 508 C18 C17 SING N N 27 508 C27 C28 SING Y N 28 508 O C4 DOUB N N 29 508 C4 C3 SING N N 30 508 C17 C SING N N 31 508 C24 C25 SING Y N 32 508 C21 C25 DOUB Y N 33 508 C21 C SING N N 34 508 C C3 SING N N 35 508 C C1 SING N N 36 508 C3 C2 SING N N 37 508 C2 N SING N N 38 508 C1 N SING N N 39 508 C1 H1 SING N N 40 508 C1 H2 SING N N 41 508 N H3 SING N N 42 508 C2 H5 SING N N 43 508 C2 H6 SING N N 44 508 C3 H7 SING N N 45 508 C6 H8 SING N N 46 508 C6 H9 SING N N 47 508 C7 H10 SING N N 48 508 C7 H11 SING N N 49 508 C8 H12 SING N N 50 508 C9 H13 SING N N 51 508 C9 H14 SING N N 52 508 C10 H15 SING N N 53 508 C12 H16 SING N N 54 508 C13 H17 SING N N 55 508 C14 H18 SING N N 56 508 C15 H19 SING N N 57 508 C16 H20 SING N N 58 508 C17 H21 SING N N 59 508 C17 H22 SING N N 60 508 C18 H23 SING N N 61 508 C18 H24 SING N N 62 508 C19 H25 SING N N 63 508 C19 H26 SING N N 64 508 C22 H27 SING N N 65 508 C23 H28 SING N N 66 508 C24 H29 SING N N 67 508 C25 H30 SING N N 68 508 C27 H31 SING N N 69 508 C28 H32 SING N N 70 508 C29 H33 SING N N 71 508 C30 H34 SING N N 72 508 C31 H35 SING N N 73 # 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 508 SMILES ACDLabs 12.01 "O=C(N3C(c1ccccc1)CC(c2ccccc2)CC3)C6C5(c4ccccc4CCC5)CNC6" 508 InChI InChI 1.03 "InChI=1S/C31H34N2O/c34-30(28-21-32-22-31(28)18-9-15-24-12-7-8-16-27(24)31)33-19-17-26(23-10-3-1-4-11-23)20-29(33)25-13-5-2-6-14-25/h1-8,10-14,16,26,28-29,32H,9,15,17-22H2/t26-,28+,29+,31+/m1/s1" 508 InChIKey InChI 1.03 MXPUWFOJTXJTTA-RNWXARPHSA-N 508 SMILES_CANONICAL CACTVS 3.370 "O=C([C@@H]1CNC[C@]12CCCc3ccccc23)N4CC[C@H](C[C@H]4c5ccccc5)c6ccccc6" 508 SMILES CACTVS 3.370 "O=C([CH]1CNC[C]12CCCc3ccccc23)N4CC[CH](C[CH]4c5ccccc5)c6ccccc6" 508 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)[C@@H]2CCN([C@@H](C2)c3ccccc3)C(=O)[C@@H]4CNC[C@]45CCCc6c5cccc6" 508 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C2CCN(C(C2)c3ccccc3)C(=O)C4CNCC45CCCc6c5cccc6" # 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 508 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,4'S)-3,4-dihydro-2H-spiro[naphthalene-1,3'-pyrrolidin]-4'-yl[(2S,4R)-2,4-diphenylpiperidin-1-yl]methanone" 508 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2S,4R)-2,4-diphenylpiperidin-1-yl]-[(3'S,4R)-spiro[2,3-dihydro-1H-naphthalene-4,4'-pyrrolidine]-3'-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 508 "Create component" 2011-11-04 RCSB #