data_P85 # _chem_comp.id P85 _chem_comp.name "N-[(4-fluorophenyl)methyl]-1-[(1R)-1-naphthalen-1-ylethyl]piperidine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 F N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-29 _chem_comp.pdbx_modified_date 2014-09-05 _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 390.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P85 _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 4OVZ _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 P85 F55 F1 F 0 1 N N N -7.462 45.903 -43.442 -7.943 -3.067 0.718 F55 P85 1 P85 C26 C1 C 0 1 Y N N -8.164 46.560 -42.528 -7.140 -2.027 0.400 C26 P85 2 P85 C27 C2 C 0 1 Y N N -9.224 45.924 -41.814 -7.076 -0.922 1.232 C27 P85 3 P85 C28 C3 C 0 1 Y N N -9.925 46.653 -40.864 -6.254 0.140 0.906 C28 P85 4 P85 C25 C4 C 0 1 Y N N -7.859 47.951 -42.237 -6.378 -2.068 -0.756 C25 P85 5 P85 C24 C5 C 0 1 Y N N -8.549 48.671 -41.271 -5.558 -1.004 -1.079 C24 P85 6 P85 C23 C6 C 0 1 Y N N -9.576 48.034 -40.562 -5.498 0.101 -0.251 C23 P85 7 P85 C22 C7 C 0 1 N N N -10.410 48.779 -39.570 -4.603 1.260 -0.606 C22 P85 8 P85 N21 N1 N 0 1 N N N -11.818 48.436 -39.807 -3.276 1.049 -0.022 N21 P85 9 P85 C19 C8 C 0 1 N N N -12.630 47.963 -38.755 -2.304 1.964 -0.210 C19 P85 10 P85 O20 O1 O 0 1 N N N -12.205 47.867 -37.647 -2.529 2.962 -0.861 O20 P85 11 P85 C16 C9 C 0 1 N N N -14.081 47.587 -39.021 -0.939 1.747 0.391 C16 P85 12 P85 C17 C10 C 0 1 N N N -14.121 46.135 -39.226 -0.334 0.456 -0.167 C17 P85 13 P85 C18 C11 C 0 1 N N N -15.468 45.702 -39.724 1.076 0.273 0.399 C18 P85 14 P85 N13 N2 N 0 1 N N N -16.619 46.104 -38.853 1.907 1.424 0.027 N13 P85 15 P85 C14 C12 C 0 1 N N N -16.393 47.373 -38.097 1.372 2.670 0.591 C14 P85 16 P85 C15 C13 C 0 1 N N N -14.997 47.941 -37.919 -0.029 2.925 0.031 C15 P85 17 P85 C11 C14 C 0 1 N N R -18.095 45.992 -39.428 3.303 1.219 0.434 C11 P85 18 P85 C12 C15 C 0 1 N N N -19.272 46.112 -38.534 4.111 2.486 0.145 C12 P85 19 P85 C1 C16 C 0 1 Y N N -18.227 44.575 -40.140 3.887 0.064 -0.337 C1 P85 20 P85 C2 C17 C 0 1 Y N N -18.302 43.470 -39.357 3.398 -0.255 -1.567 C2 P85 21 P85 C3 C18 C 0 1 Y N N -18.395 42.122 -39.963 3.925 -1.320 -2.295 C3 P85 22 P85 C4 C19 C 0 1 Y N N -18.382 41.997 -41.319 4.944 -2.072 -1.799 C4 P85 23 P85 C5 C20 C 0 1 Y N N -18.313 43.194 -42.166 5.477 -1.773 -0.533 C5 P85 24 P85 C6 C21 C 0 1 Y N N -18.223 44.439 -41.609 4.944 -0.687 0.206 C6 P85 25 P85 C10 C22 C 0 1 Y N N -18.299 43.047 -43.566 6.533 -2.523 0.010 C10 P85 26 P85 C9 C23 C 0 1 Y N N -18.199 44.206 -44.386 7.030 -2.198 1.235 C9 P85 27 P85 C8 C24 C 0 1 Y N N -18.112 45.464 -43.829 6.506 -1.130 1.962 C8 P85 28 P85 C7 C25 C 0 1 Y N N -18.108 45.609 -42.446 5.476 -0.388 1.472 C7 P85 29 P85 H271 H1 H 0 0 N N N -9.476 44.892 -42.010 -7.667 -0.891 2.135 H271 P85 30 P85 H281 H2 H 0 0 N N N -10.745 46.187 -40.338 -6.203 1.002 1.554 H281 P85 31 P85 H251 H3 H 0 0 N N N -7.071 48.440 -42.790 -6.425 -2.931 -1.403 H251 P85 32 P85 H241 H4 H 0 0 N N N -8.299 49.702 -41.070 -4.963 -1.036 -1.980 H241 P85 33 P85 H221 H5 H 0 0 N N N -10.123 48.489 -38.549 -4.516 1.334 -1.690 H221 P85 34 P85 H222 H6 H 0 0 N N N -10.263 49.862 -39.698 -5.031 2.183 -0.212 H222 P85 35 P85 H211 H7 H 0 0 N N N -12.205 48.539 -40.723 -3.097 0.251 0.499 H211 P85 36 P85 H161 H8 H 0 0 N N N -14.411 48.093 -39.941 -1.026 1.671 1.474 H161 P85 37 P85 H172 H9 H 0 0 N N N -13.911 45.631 -38.271 -0.956 -0.392 0.122 H172 P85 38 P85 H171 H10 H 0 0 N N N -13.356 45.854 -39.965 -0.286 0.517 -1.255 H171 P85 39 P85 H182 H11 H 0 0 N N N -15.622 46.143 -40.720 1.024 0.198 1.485 H182 P85 40 P85 H181 H12 H 0 0 N N N -15.467 44.605 -39.804 1.515 -0.638 -0.008 H181 P85 41 P85 H141 H14 H 0 0 N N N -16.983 48.149 -38.606 1.319 2.584 1.676 H141 P85 42 P85 H142 H15 H 0 0 N N N -16.795 47.210 -37.086 2.026 3.500 0.324 H142 P85 43 P85 H151 H16 H 0 0 N N N -14.579 47.553 -36.978 0.025 3.025 -1.053 H151 P85 44 P85 H152 H17 H 0 0 N N N -15.070 49.037 -37.863 -0.432 3.841 0.462 H152 P85 45 P85 H111 H18 H 0 0 N N N -18.188 46.753 -40.217 3.342 1.000 1.501 H111 P85 46 P85 H123 H19 H 0 0 N N N -19.238 47.078 -38.009 4.073 2.705 -0.922 H123 P85 47 P85 H122 H20 H 0 0 N N N -20.194 46.052 -39.131 3.689 3.322 0.703 H122 P85 48 P85 H121 H21 H 0 0 N N N -19.258 45.295 -37.798 5.147 2.333 0.447 H121 P85 49 P85 H21 H22 H 0 1 N N N -18.294 43.574 -38.282 2.588 0.326 -1.984 H21 P85 50 P85 H31 H23 H 0 1 N N N -18.472 41.246 -39.336 3.518 -1.551 -3.268 H31 P85 51 P85 H41 H24 H 0 1 N N N -18.422 41.017 -41.771 5.342 -2.895 -2.374 H41 P85 52 P85 H101 H25 H 0 0 N N N -18.363 42.066 -44.013 6.949 -3.354 -0.541 H101 P85 53 P85 H91 H26 H 0 1 N N N -18.191 44.098 -45.461 7.847 -2.771 1.647 H91 P85 54 P85 H81 H27 H 0 1 N N N -18.047 46.334 -44.465 6.919 -0.894 2.931 H81 P85 55 P85 H71 H28 H 0 1 N N N -18.020 46.589 -42.002 5.080 0.437 2.046 H71 P85 56 # 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 P85 C9 C8 DOUB Y N 1 P85 C9 C10 SING Y N 2 P85 C8 C7 SING Y N 3 P85 C10 C5 DOUB Y N 4 P85 F55 C26 SING N N 5 P85 C26 C25 DOUB Y N 6 P85 C26 C27 SING Y N 7 P85 C7 C6 DOUB Y N 8 P85 C25 C24 SING Y N 9 P85 C5 C6 SING Y N 10 P85 C5 C4 SING Y N 11 P85 C27 C28 DOUB Y N 12 P85 C6 C1 SING Y N 13 P85 C4 C3 DOUB Y N 14 P85 C24 C23 DOUB Y N 15 P85 C28 C23 SING Y N 16 P85 C23 C22 SING N N 17 P85 C1 C11 SING N N 18 P85 C1 C2 DOUB Y N 19 P85 C3 C2 SING Y N 20 P85 N21 C22 SING N N 21 P85 N21 C19 SING N N 22 P85 C18 C17 SING N N 23 P85 C18 N13 SING N N 24 P85 C11 N13 SING N N 25 P85 C11 C12 SING N N 26 P85 C17 C16 SING N N 27 P85 C16 C19 SING N N 28 P85 C16 C15 SING N N 29 P85 N13 C14 SING N N 30 P85 C19 O20 DOUB N N 31 P85 C14 C15 SING N N 32 P85 C27 H271 SING N N 33 P85 C28 H281 SING N N 34 P85 C25 H251 SING N N 35 P85 C24 H241 SING N N 36 P85 C22 H221 SING N N 37 P85 C22 H222 SING N N 38 P85 N21 H211 SING N N 39 P85 C16 H161 SING N N 40 P85 C17 H172 SING N N 41 P85 C17 H171 SING N N 42 P85 C18 H182 SING N N 43 P85 C18 H181 SING N N 44 P85 C14 H141 SING N N 45 P85 C14 H142 SING N N 46 P85 C15 H151 SING N N 47 P85 C15 H152 SING N N 48 P85 C11 H111 SING N N 49 P85 C12 H123 SING N N 50 P85 C12 H122 SING N N 51 P85 C12 H121 SING N N 52 P85 C2 H21 SING N N 53 P85 C3 H31 SING N N 54 P85 C4 H41 SING N N 55 P85 C10 H101 SING N N 56 P85 C9 H91 SING N N 57 P85 C8 H81 SING N N 58 P85 C7 H71 SING N N 59 # 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 P85 SMILES ACDLabs 12.01 "Fc1ccc(cc1)CNC(=O)C4CCN(C(c3c2ccccc2ccc3)C)CC4" P85 InChI InChI 1.03 "InChI=1S/C25H27FN2O/c1-18(23-8-4-6-20-5-2-3-7-24(20)23)28-15-13-21(14-16-28)25(29)27-17-19-9-11-22(26)12-10-19/h2-12,18,21H,13-17H2,1H3,(H,27,29)/t18-/m1/s1" P85 InChIKey InChI 1.03 VTAUBQMDNJOEAK-GOSISDBHSA-N P85 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](N1CC[C@@H](CC1)C(=O)NCc2ccc(F)cc2)c3cccc4ccccc34" P85 SMILES CACTVS 3.385 "C[CH](N1CC[CH](CC1)C(=O)NCc2ccc(F)cc2)c3cccc4ccccc34" P85 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](c1cccc2c1cccc2)N3CCC(CC3)C(=O)NCc4ccc(cc4)F" P85 SMILES "OpenEye OEToolkits" 1.9.2 "CC(c1cccc2c1cccc2)N3CCC(CC3)C(=O)NCc4ccc(cc4)F" # 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 P85 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-fluorobenzyl)-1-[(1R)-1-(naphthalen-1-yl)ethyl]piperidine-4-carboxamide" P85 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(4-fluorophenyl)methyl]-1-[(1R)-1-naphthalen-1-ylethyl]piperidine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site P85 "Create component" 2014-01-29 RCSB P85 "Initial release" 2014-04-23 RCSB P85 "Modify descriptor" 2014-09-05 RCSB #