data_S88 # _chem_comp.id S88 _chem_comp.name "N-[(3-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 2014-01-31 _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 S88 _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 4OW0 _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 S88 F29 F1 F 0 1 N N N -20.971 37.054 -40.239 -7.867 -1.740 1.632 F29 S88 1 S88 C27 C1 C 0 1 Y N N -20.871 35.747 -40.103 -7.401 -1.000 0.603 C27 S88 2 S88 C26 C2 C 0 1 Y N N -22.009 34.987 -39.961 -8.019 -1.066 -0.635 C26 S88 3 S88 C25 C3 C 0 1 Y N N -21.897 33.574 -39.806 -7.541 -0.308 -1.687 C25 S88 4 S88 C24 C4 C 0 1 Y N N -20.617 32.940 -39.795 -6.446 0.516 -1.505 C24 S88 5 S88 C28 C5 C 0 1 Y N N -19.594 35.125 -40.095 -6.307 -0.170 0.785 C28 S88 6 S88 C23 C6 C 0 1 Y N N -19.482 33.732 -39.933 -5.827 0.582 -0.270 C23 S88 7 S88 C22 C7 C 0 1 N N N -18.070 33.090 -39.920 -4.637 1.485 -0.072 C22 S88 8 S88 N21 N1 N 0 1 N N N -17.173 33.661 -40.885 -3.408 0.743 -0.361 N21 S88 9 S88 C19 C8 C 0 1 N N N -15.850 33.907 -40.524 -2.211 1.352 -0.250 C19 S88 10 S88 O20 O1 O 0 1 N N N -15.459 33.620 -39.410 -2.151 2.515 0.090 O20 S88 11 S88 C16 C9 C 0 1 N N N -14.902 34.533 -41.570 -0.946 0.588 -0.547 C16 S88 12 S88 C15 C10 C 0 1 N N N -13.541 34.034 -41.316 -0.835 -0.607 0.403 C15 S88 13 S88 C14 C11 C 0 1 N N N -12.587 34.643 -42.334 0.481 -1.343 0.137 C14 S88 14 S88 N13 N2 N 0 1 N N N -12.610 36.119 -42.524 1.607 -0.424 0.343 N13 S88 15 S88 C18 C12 C 0 1 N N N -13.960 36.734 -42.316 1.548 0.708 -0.590 C18 S88 16 S88 C17 C13 C 0 1 N N N -14.899 36.006 -41.351 0.264 1.505 -0.346 C17 S88 17 S88 C11 C14 C 0 1 N N R -11.751 36.659 -43.659 2.890 -1.131 0.232 C11 S88 18 S88 C12 C15 C 0 1 N N N -10.266 36.346 -43.492 2.958 -2.235 1.289 C12 S88 19 S88 C10 C16 C 0 1 Y N N -11.941 38.184 -43.776 4.021 -0.158 0.449 C10 S88 20 S88 C2 C17 C 0 1 Y N N -12.844 38.768 -44.806 5.288 -0.413 -0.102 C2 S88 21 S88 C1 C18 C 0 1 Y N N -13.515 37.928 -45.725 5.534 -1.569 -0.863 C1 S88 22 S88 C6 C19 C 0 1 Y N N -14.351 38.502 -46.710 6.774 -1.782 -1.382 C6 S88 23 S88 C5 C20 C 0 1 Y N N -14.508 39.903 -46.740 7.807 -0.871 -1.170 C5 S88 24 S88 C4 C21 C 0 1 Y N N -13.866 40.732 -45.867 7.606 0.259 -0.439 C4 S88 25 S88 C3 C22 C 0 1 Y N N -13.009 40.143 -44.863 6.339 0.514 0.113 C3 S88 26 S88 C7 C23 C 0 1 Y N N -12.330 41.001 -43.925 6.092 1.670 0.873 C7 S88 27 S88 C8 C24 C 0 1 Y N N -11.459 40.440 -42.929 4.852 1.884 1.391 C8 S88 28 S88 C9 C25 C 0 1 Y N N -11.292 39.019 -42.855 3.818 0.975 1.175 C9 S88 29 S88 H1 H1 H 0 1 N N N -22.981 35.458 -39.967 -8.875 -1.710 -0.777 H1 S88 30 S88 H2 H2 H 0 1 N N N -22.790 32.976 -39.696 -8.023 -0.360 -2.652 H2 S88 31 S88 H3 H3 H 0 1 N N N -20.532 31.869 -39.682 -6.073 1.107 -2.328 H3 S88 32 S88 H4 H4 H 0 1 N N N -18.704 35.725 -40.214 -5.827 -0.114 1.751 H4 S88 33 S88 H5 H5 H 0 1 N N N -18.174 32.016 -40.134 -4.713 2.339 -0.745 H5 S88 34 S88 H6 H6 H 0 1 N N N -17.636 33.224 -38.918 -4.615 1.836 0.960 H6 S88 35 S88 H7 H7 H 0 1 N N N -17.494 33.880 -41.806 -3.455 -0.187 -0.633 H7 S88 36 S88 H8 H8 H 0 1 N N N -15.237 34.284 -42.588 -0.967 0.234 -1.578 H8 S88 37 S88 H9 H9 H 0 1 N N N -13.528 32.938 -41.409 -0.853 -0.255 1.434 H9 S88 38 S88 H10 H10 H 0 1 N N N -13.228 34.320 -40.301 -1.672 -1.285 0.235 H10 S88 39 S88 H11 H11 H 0 1 N N N -12.814 34.185 -43.308 0.570 -2.187 0.821 H11 S88 40 S88 H12 H12 H 0 1 N N N -11.566 34.369 -42.029 0.492 -1.706 -0.891 H12 S88 41 S88 H14 H14 H 0 1 N N N -13.808 37.753 -41.930 2.412 1.354 -0.434 H14 S88 42 S88 H15 H15 H 0 1 N N N -14.459 36.784 -43.295 1.554 0.335 -1.615 H15 S88 43 S88 H16 H16 H 0 1 N N N -14.574 36.210 -40.320 0.213 2.336 -1.049 H16 S88 44 S88 H17 H17 H 0 1 N N N -15.921 36.387 -41.496 0.264 1.890 0.674 H17 S88 45 S88 H18 H18 H 0 1 N N N -12.094 36.201 -44.598 2.977 -1.573 -0.761 H18 S88 46 S88 H19 H19 H 0 1 N N N -10.127 35.258 -43.408 2.871 -1.794 2.282 H19 S88 47 S88 H20 H20 H 0 1 N N N -9.712 36.720 -44.366 2.140 -2.939 1.132 H20 S88 48 S88 H21 H21 H 0 1 N N N -9.888 36.835 -42.582 3.910 -2.760 1.206 H21 S88 49 S88 H22 H22 H 0 1 N N N -13.390 36.856 -45.675 4.743 -2.284 -1.035 H22 S88 50 S88 H23 H23 H 0 1 N N N -14.861 37.877 -47.428 6.961 -2.671 -1.965 H23 S88 51 S88 H24 H24 H 0 1 N N N -15.162 40.336 -47.483 8.782 -1.064 -1.593 H24 S88 52 S88 H25 H25 H 0 1 N N N -13.995 41.803 -45.925 8.415 0.957 -0.283 H25 S88 53 S88 H26 H26 H 0 1 N N N -12.476 42.070 -43.971 6.883 2.385 1.045 H26 S88 54 S88 H27 H27 H 0 1 N N N -10.934 41.085 -42.241 4.666 2.773 1.975 H27 S88 55 S88 H28 H28 H 0 1 N N N -10.665 38.590 -42.088 2.842 1.170 1.594 H28 S88 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 S88 C5 C6 DOUB Y N 1 S88 C5 C4 SING Y N 2 S88 C6 C1 SING Y N 3 S88 C4 C3 DOUB Y N 4 S88 C1 C2 DOUB Y N 5 S88 C3 C2 SING Y N 6 S88 C3 C7 SING Y N 7 S88 C2 C10 SING Y N 8 S88 C7 C8 DOUB Y N 9 S88 C10 C11 SING N N 10 S88 C10 C9 DOUB Y N 11 S88 C11 C12 SING N N 12 S88 C11 N13 SING N N 13 S88 C8 C9 SING Y N 14 S88 N13 C14 SING N N 15 S88 N13 C18 SING N N 16 S88 C14 C15 SING N N 17 S88 C18 C17 SING N N 18 S88 C16 C17 SING N N 19 S88 C16 C15 SING N N 20 S88 C16 C19 SING N N 21 S88 N21 C19 SING N N 22 S88 N21 C22 SING N N 23 S88 C19 O20 DOUB N N 24 S88 F29 C27 SING N N 25 S88 C27 C28 DOUB Y N 26 S88 C27 C26 SING Y N 27 S88 C28 C23 SING Y N 28 S88 C26 C25 DOUB Y N 29 S88 C23 C22 SING N N 30 S88 C23 C24 DOUB Y N 31 S88 C25 C24 SING Y N 32 S88 C26 H1 SING N N 33 S88 C25 H2 SING N N 34 S88 C24 H3 SING N N 35 S88 C28 H4 SING N N 36 S88 C22 H5 SING N N 37 S88 C22 H6 SING N N 38 S88 N21 H7 SING N N 39 S88 C16 H8 SING N N 40 S88 C15 H9 SING N N 41 S88 C15 H10 SING N N 42 S88 C14 H11 SING N N 43 S88 C14 H12 SING N N 44 S88 C18 H14 SING N N 45 S88 C18 H15 SING N N 46 S88 C17 H16 SING N N 47 S88 C17 H17 SING N N 48 S88 C11 H18 SING N N 49 S88 C12 H19 SING N N 50 S88 C12 H20 SING N N 51 S88 C12 H21 SING N N 52 S88 C1 H22 SING N N 53 S88 C6 H23 SING N N 54 S88 C5 H24 SING N N 55 S88 C4 H25 SING N N 56 S88 C7 H26 SING N N 57 S88 C8 H27 SING N N 58 S88 C9 H28 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 S88 SMILES ACDLabs 12.01 "Fc1cccc(c1)CNC(=O)C4CCN(C(c3c2ccccc2ccc3)C)CC4" S88 InChI InChI 1.03 "InChI=1S/C25H27FN2O/c1-18(23-11-5-8-20-7-2-3-10-24(20)23)28-14-12-21(13-15-28)25(29)27-17-19-6-4-9-22(26)16-19/h2-11,16,18,21H,12-15,17H2,1H3,(H,27,29)/t18-/m1/s1" S88 InChIKey InChI 1.03 XJTWGMHOQKGBDO-GOSISDBHSA-N S88 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](N1CC[C@H](CC1)C(=O)NCc2cccc(F)c2)c3cccc4ccccc34" S88 SMILES CACTVS 3.385 "C[CH](N1CC[CH](CC1)C(=O)NCc2cccc(F)c2)c3cccc4ccccc34" S88 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](c1cccc2c1cccc2)N3CCC(CC3)C(=O)NCc4cccc(c4)F" S88 SMILES "OpenEye OEToolkits" 1.9.2 "CC(c1cccc2c1cccc2)N3CCC(CC3)C(=O)NCc4cccc(c4)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 S88 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-fluorobenzyl)-1-[(1R)-1-(naphthalen-1-yl)ethyl]piperidine-4-carboxamide" S88 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(3-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 S88 "Create component" 2014-01-31 RCSB S88 "Initial release" 2014-04-23 RCSB S88 "Modify descriptor" 2014-09-05 RCSB #