data_XOP # _chem_comp.id XOP _chem_comp.name "8-METHYL-8-AZABICYCLO[3.2.1]OCTAN-3-YL PHENYLPHOSPHONATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 N O3 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-25 _chem_comp.pdbx_modified_date 2011-09-16 _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 281.287 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XOP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2XZP _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 XOP C1 C1 C 0 1 Y N N -12.906 1.527 1.292 -2.358 -0.055 0.016 C1 XOP 1 XOP C2 C2 C 0 1 Y N N -13.811 2.162 0.444 -1.975 -1.381 0.079 C2 XOP 2 XOP C3 C3 C 0 1 Y N N -13.625 3.495 0.022 -2.931 -2.379 0.055 C3 XOP 3 XOP C4 C4 C 0 1 Y N N -12.574 4.243 0.453 -4.271 -2.050 -0.031 C4 XOP 4 XOP C5 C5 C 0 1 Y N N -11.667 3.628 1.263 -4.654 -0.724 -0.093 C5 XOP 5 XOP C6 C6 C 0 1 Y N N -11.857 2.317 1.660 -3.698 0.274 -0.070 C6 XOP 6 XOP C7 C7 C 0 1 N N N -14.472 -2.107 1.166 1.565 1.357 0.148 C7 XOP 7 XOP C8 C8 C 0 1 N N N -16.011 -2.016 1.093 2.345 0.885 1.379 C8 XOP 8 XOP C9 C9 C 0 1 N N R -16.567 -2.113 -0.318 2.820 -0.558 1.143 C9 XOP 9 XOP N N N 0 1 N N N -16.061 -3.415 -0.879 3.771 -0.527 -0.000 N XOP 10 XOP O1 O1 O 0 1 N N N -11.755 -0.704 2.202 -1.260 2.052 1.292 O1 XOP 11 XOP O2 O2 O 0 1 N N N -13.785 -0.853 0.760 0.364 0.593 0.024 O2 XOP 12 XOP O3 O3 O 0 1 N Y N ? ? ? -1.287 2.212 -1.227 O3 XOP 13 XOP P P P 0 1 N N N -13.030 -0.096 1.869 -1.103 1.255 0.054 P XOP 14 XOP C10 C10 C 0 1 N N N -15.950 -1.125 -1.327 1.613 -1.376 0.630 C10 XOP 15 XOP C11 C11 C 0 1 N N N -14.623 -1.781 -1.866 1.643 -1.206 -0.903 C11 XOP 16 XOP C12 C12 C 0 1 N N S -14.631 -3.187 -1.237 2.890 -0.292 -1.176 C12 XOP 17 XOP C13 C13 C 0 1 N N N -13.864 -3.099 0.112 2.420 1.169 -1.109 C13 XOP 18 XOP C14 C14 C 0 1 N N N -16.763 -3.947 -2.126 4.486 -1.804 -0.125 C14 XOP 19 XOP H2 H2 H 0 1 N N N -14.679 1.619 0.100 -0.928 -1.638 0.146 H2 XOP 20 XOP H3 H3 H 0 1 N N N -14.336 3.934 -0.662 -2.631 -3.415 0.103 H3 XOP 21 XOP H4 H4 H 0 1 N N N -12.463 5.278 0.166 -5.018 -2.830 -0.050 H4 XOP 22 XOP H5 H5 H 0 1 N N N -10.794 4.168 1.597 -5.701 -0.467 -0.160 H5 XOP 23 XOP H6 H6 H 0 1 N N N -11.115 1.884 2.314 -3.998 1.311 -0.114 H6 XOP 24 XOP H7 H7 H 0 1 N N N -14.316 -2.394 2.216 1.314 2.412 0.261 H7 XOP 25 XOP H8 H8 H 0 1 N N N -16.429 -2.846 1.681 3.207 1.533 1.536 H8 XOP 26 XOP H8A H8A H 0 1 N N N -16.294 -1.027 1.483 1.698 0.919 2.256 H8A XOP 27 XOP H9 H9 H 0 1 N N N -17.651 -1.956 -0.221 3.264 -0.995 2.037 H9 XOP 28 XOP HO3 HO3 H 0 1 N N N ? ? ? -1.198 1.756 -2.075 HO3 XOP 29 XOP H10 H10 H 0 1 N N N -16.649 -0.942 -2.157 1.725 -2.426 0.898 H10 XOP 30 XOP H10A H10A H 0 0 N N N -15.740 -0.158 -0.847 0.684 -0.978 1.039 H10A XOP 31 XOP H11 H11 H 0 1 N N N -14.617 -1.832 -2.965 1.770 -2.173 -1.389 H11 XOP 32 XOP H11A H11A H 0 0 N N N -13.726 -1.203 -1.601 0.729 -0.724 -1.249 H11A XOP 33 XOP H12 H12 H 0 1 N N N -14.198 -3.955 -1.895 3.379 -0.533 -2.120 H12 XOP 34 XOP H13 H13 H 0 1 N N N -12.840 -2.762 -0.109 1.820 1.401 -1.989 H13 XOP 35 XOP H13A H13A H 0 0 N N N -13.920 -4.100 0.564 3.286 1.830 -1.071 H13A XOP 36 XOP H14 H14 H 0 1 N N N -17.835 -4.075 -1.917 3.769 -2.608 -0.288 H14 XOP 37 XOP H14A H14A H 0 0 N N N -16.633 -3.233 -2.952 5.175 -1.754 -0.968 H14A XOP 38 XOP H14B H14B H 0 0 N N N -16.326 -4.917 -2.407 5.046 -1.997 0.790 H14B XOP 39 # 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 XOP C2 C1 DOUB Y N 1 XOP C1 C6 SING Y N 2 XOP C1 P SING N N 3 XOP C3 C2 SING Y N 4 XOP C2 H2 SING N N 5 XOP C3 C4 DOUB Y N 6 XOP C3 H3 SING N N 7 XOP C4 C5 SING Y N 8 XOP C4 H4 SING N N 9 XOP C5 C6 DOUB Y N 10 XOP C5 H5 SING N N 11 XOP C6 H6 SING N N 12 XOP C13 C7 SING N N 13 XOP O2 C7 SING N N 14 XOP C8 C7 SING N N 15 XOP C7 H7 SING N N 16 XOP C9 C8 SING N N 17 XOP C8 H8 SING N N 18 XOP C8 H8A SING N N 19 XOP C10 C9 SING N N 20 XOP N C9 SING N N 21 XOP C9 H9 SING N N 22 XOP C14 N SING N N 23 XOP C12 N SING N N 24 XOP P O1 DOUB N N 25 XOP O3 HO3 SING N N 26 XOP O2 P SING N N 27 XOP O3 P SING N N 28 XOP C11 C10 SING N N 29 XOP C10 H10 SING N N 30 XOP C10 H10A SING N N 31 XOP C11 C12 SING N N 32 XOP C11 H11 SING N N 33 XOP C11 H11A SING N N 34 XOP C12 C13 SING N N 35 XOP C12 H12 SING N N 36 XOP C13 H13 SING N N 37 XOP C13 H13A SING N N 38 XOP C14 H14 SING N N 39 XOP C14 H14A SING N N 40 XOP C14 H14B SING N N 41 # 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 XOP SMILES ACDLabs 12.01 "OP(OC2CC1N(C)C(CC1)C2)c3ccccc3" XOP SMILES_CANONICAL CACTVS 3.352 "CN1[C@@H]2CC[C@H]1CC(C2)O[P](O)(=O)c3ccccc3" XOP SMILES CACTVS 3.352 "CN1[CH]2CC[CH]1CC(C2)O[P](O)(=O)c3ccccc3" XOP SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CN1[C@@H]2CC[C@H]1CC(C2)O[P@@](=O)(c3ccccc3)O" XOP SMILES "OpenEye OEToolkits" 1.6.1 "CN1C2CCC1CC(C2)OP(=O)(c3ccccc3)O" XOP InChI InChI 1.03 "InChI=1S/C14H20NO3P/c1-15-11-7-8-12(15)10-13(9-11)18-19(16,17)14-5-3-2-4-6-14/h2-6,11-13H,7-10H2,1H3,(H,16,17)/t11-,12+,13+" XOP InChIKey InChI 1.03 DUXLOXDDMDLSLH-ITGUQSILSA-N # 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 XOP "SYSTEMATIC NAME" ACDLabs 12.01 "(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydrogen (R)-phenylphosphonite" XOP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]oxy-phenyl-phosphinic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XOP "Create component" 2010-11-25 EBI XOP "Modify aromatic_flag" 2011-06-04 RCSB XOP "Modify descriptor" 2011-06-04 RCSB #