data_XO3 # _chem_comp.id XO3 _chem_comp.name "5-[(2R,4S)-2-(phenylmethyl)piperidin-4-yl]-1,2-oxazol-3-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-10 _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 258.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XO3 _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 4CIK _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 XO3 C1 C1 C 0 1 N N N -5.396 -0.227 14.856 1.225 -1.788 -0.530 C1 XO3 1 XO3 C2 C2 C 0 1 N N N -5.111 -1.736 14.878 -0.239 -2.054 -0.891 C2 XO3 2 XO3 N3 N3 N 0 1 N N N -4.873 -2.050 16.311 -1.113 -1.332 0.042 N3 XO3 3 XO3 C4 C4 C 0 1 N N R -6.128 -1.903 17.075 -0.902 0.118 -0.047 C4 XO3 4 XO3 C5 C5 C 0 1 N N N -6.487 -0.394 17.120 0.541 0.449 0.340 C5 XO3 5 XO3 C6 C6 C 0 1 N N S -6.679 0.033 15.665 1.498 -0.283 -0.605 C6 XO3 6 XO3 C7 C7 C 0 1 N N N -7.040 1.483 15.683 2.921 -0.009 -0.193 C7 XO3 7 XO3 O8 O8 O 0 1 N N N -8.225 1.982 16.057 3.472 -0.298 0.990 O8 XO3 8 XO3 N9 N9 N 0 1 N N N -8.245 3.197 15.962 4.633 0.034 1.046 N9 XO3 9 XO3 C10 C10 C 0 1 N N N -7.039 3.649 15.565 5.021 0.600 -0.115 C10 XO3 10 XO3 C11 C11 C 0 1 N N N -6.217 2.504 15.376 3.879 0.570 -0.955 C11 XO3 11 XO3 O12 O12 O 0 1 N N N -6.702 4.793 15.376 6.125 1.042 -0.388 O12 XO3 12 XO3 C13 C13 C 0 1 N N N -5.865 -2.316 18.520 -1.861 0.832 0.908 C13 XO3 13 XO3 C14 C14 C 0 1 Y N N -7.162 -2.483 19.288 -3.281 0.608 0.454 C14 XO3 14 XO3 C15 C15 C 0 1 Y N N -7.362 -1.748 20.449 -3.992 -0.481 0.922 C15 XO3 15 XO3 C16 C16 C 0 1 Y N N -8.520 -1.915 21.193 -5.294 -0.687 0.506 C16 XO3 16 XO3 C17 C17 C 0 1 Y N N -9.501 -2.795 20.760 -5.885 0.196 -0.379 C17 XO3 17 XO3 C18 C18 C 0 1 Y N N -9.286 -3.542 19.613 -5.174 1.285 -0.846 C18 XO3 18 XO3 C19 C19 C 0 1 Y N N -8.126 -3.382 18.871 -3.873 1.493 -0.427 C19 XO3 19 XO3 H11C H11C H 0 0 N N N -4.554 0.317 15.308 1.420 -2.144 0.481 H11C XO3 20 XO3 H12C H12C H 0 0 N N N -5.536 0.110 13.818 1.874 -2.312 -1.232 H12C XO3 21 XO3 H21C H21C H 0 0 N N N -5.974 -2.300 14.495 -0.430 -1.711 -1.908 H21C XO3 22 XO3 H22C H22C H 0 0 N N N -4.222 -1.972 14.275 -0.440 -3.123 -0.825 H22C XO3 23 XO3 H6 H6 H 0 1 N N N -7.504 -0.547 15.225 1.340 0.065 -1.626 H6 XO3 24 XO3 H3 H3 H 0 1 N N N -4.543 -2.990 16.394 -2.082 -1.567 -0.116 H3 XO3 25 XO3 H4 H4 H 0 1 N N N -6.949 -2.489 16.636 -1.090 0.451 -1.067 H4 XO3 26 XO3 H51C H51C H 0 0 N N N -7.415 -0.238 17.690 0.702 1.524 0.259 H51C XO3 27 XO3 H52C H52C H 0 0 N N N -5.671 0.180 17.583 0.726 0.129 1.365 H52C XO3 28 XO3 H131 H131 H 0 0 N N N -5.319 -3.271 18.526 -1.735 0.435 1.915 H131 XO3 29 XO3 H132 H132 H 0 0 N N N -5.256 -1.542 19.009 -1.645 1.900 0.909 H132 XO3 30 XO3 H11 H11 H 0 1 N N N -5.184 2.463 15.063 3.793 0.929 -1.970 H11 XO3 31 XO3 H9 H9 H 0 1 N N N -9.040 3.774 16.151 5.207 -0.090 1.819 H9 XO3 32 XO3 H15 H15 H 0 1 N N N -6.612 -1.043 20.774 -3.531 -1.171 1.613 H15 XO3 33 XO3 H19 H19 H 0 1 N N N -7.976 -3.958 17.970 -3.319 2.346 -0.789 H19 XO3 34 XO3 H16 H16 H 0 1 N N N -8.658 -1.360 22.109 -5.850 -1.538 0.872 H16 XO3 35 XO3 H17 H17 H 0 1 N N N -10.424 -2.897 21.312 -6.902 0.035 -0.704 H17 XO3 36 XO3 H18 H18 H 0 1 N N N -10.030 -4.257 19.294 -5.635 1.975 -1.538 H18 XO3 37 # 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 XO3 C1 C2 SING N N 1 XO3 C1 C6 SING N N 2 XO3 C2 N3 SING N N 3 XO3 N3 C4 SING N N 4 XO3 C4 C5 SING N N 5 XO3 C4 C13 SING N N 6 XO3 C5 C6 SING N N 7 XO3 C6 C7 SING N N 8 XO3 C7 O8 SING N N 9 XO3 C7 C11 DOUB N N 10 XO3 O8 N9 SING N N 11 XO3 N9 C10 SING N N 12 XO3 C10 C11 SING N N 13 XO3 C10 O12 DOUB N N 14 XO3 C13 C14 SING N N 15 XO3 C14 C15 SING Y N 16 XO3 C14 C19 DOUB Y N 17 XO3 C15 C16 DOUB Y N 18 XO3 C16 C17 SING Y N 19 XO3 C17 C18 DOUB Y N 20 XO3 C18 C19 SING Y N 21 XO3 C1 H11C SING N N 22 XO3 C1 H12C SING N N 23 XO3 C2 H21C SING N N 24 XO3 C2 H22C SING N N 25 XO3 C6 H6 SING N N 26 XO3 N3 H3 SING N N 27 XO3 C4 H4 SING N N 28 XO3 C5 H51C SING N N 29 XO3 C5 H52C SING N N 30 XO3 C13 H131 SING N N 31 XO3 C13 H132 SING N N 32 XO3 C11 H11 SING N N 33 XO3 N9 H9 SING N N 34 XO3 C15 H15 SING N N 35 XO3 C19 H19 SING N N 36 XO3 C16 H16 SING N N 37 XO3 C17 H17 SING N N 38 XO3 C18 H18 SING N N 39 # 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 XO3 SMILES ACDLabs 12.01 "O=C1C=C(ON1)C3CCNC(Cc2ccccc2)C3" XO3 InChI InChI 1.03 "InChI=1S/C15H18N2O2/c18-15-10-14(19-17-15)12-6-7-16-13(9-12)8-11-4-2-1-3-5-11/h1-5,10,12-13,16H,6-9H2,(H,17,18)/t12-,13-/m0/s1" XO3 InChIKey InChI 1.03 LNFPEBXLWIXQLF-STQMWFEESA-N XO3 SMILES_CANONICAL CACTVS 3.385 "O=C1NOC(=C1)[C@H]2CCN[C@H](C2)Cc3ccccc3" XO3 SMILES CACTVS 3.385 "O=C1NOC(=C1)[CH]2CCN[CH](C2)Cc3ccccc3" XO3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C[C@H]2C[C@H](CCN2)C3=CC(=O)NO3" XO3 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CC2CC(CCN2)C3=CC(=O)NO3" # 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 XO3 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(2R,4S)-2-benzylpiperidin-4-yl]-1,2-oxazol-3(2H)-one" XO3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(2R,4S)-2-(phenylmethyl)piperidin-4-yl]-1,2-oxazol-3-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XO3 "Create component" 2013-12-10 EBI XO3 "Initial release" 2014-06-18 RCSB XO3 "Modify descriptor" 2014-09-05 RCSB #