data_WPA # _chem_comp.id WPA _chem_comp.name "(betaR)-beta-methoxy-L-phenylalanine" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C10 H13 N O3" _chem_comp.mon_nstd_parent_comp_id PHE _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-18 _chem_comp.pdbx_modified_date 2023-11-03 _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 195.215 _chem_comp.one_letter_code F _chem_comp.three_letter_code WPA _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 3WDC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 WPA N N N 0 1 N N N Y Y N -21.730 16.210 -5.734 0.797 -1.331 1.289 N WPA 1 WPA CA CA C 0 1 N N S Y N N -20.596 16.630 -4.943 1.156 -0.897 -0.067 CA WPA 2 WPA C C C 0 1 N N N Y N Y -20.085 15.406 -4.192 2.629 -0.583 -0.121 C WPA 3 WPA CB CB C 0 1 N N R N N N -20.949 17.740 -3.943 0.354 0.354 -0.432 CB WPA 4 WPA OB OB O 0 1 N N N N N N -21.789 17.124 -2.974 0.738 1.432 0.424 OB WPA 5 WPA CB1 CB1 C 0 1 N N N N N N -21.761 17.803 -1.720 0.622 2.722 -0.179 CB1 WPA 6 WPA CG CG C 0 1 Y N N N N N -21.523 18.945 -4.611 -1.117 0.075 -0.260 CG WPA 7 WPA CD1 CD1 C 0 1 Y N N N N N -20.664 19.930 -5.135 -1.876 -0.325 -1.344 CD1 WPA 8 WPA CE1 CE1 C 0 1 Y N N N N N -21.168 21.097 -5.715 -3.225 -0.580 -1.186 CE1 WPA 9 WPA CZ CZ C 0 1 Y N N N N N -22.516 21.253 -5.806 -3.816 -0.435 0.056 CZ WPA 10 WPA CE2 CE2 C 0 1 Y N N N N N -23.386 20.320 -5.310 -3.057 -0.035 1.139 CE2 WPA 11 WPA CD2 CD2 C 0 1 Y N N N N N -22.868 19.155 -4.666 -1.706 0.214 0.983 CD2 WPA 12 WPA O O O 0 1 N N N Y N Y -20.719 14.364 -4.155 3.235 -0.353 0.899 O WPA 13 WPA OXT OXT O 0 1 N Y N Y N Y -18.968 15.594 -3.483 3.268 -0.558 -1.301 OXT WPA 14 WPA H H1 H 0 1 N N N Y Y N -22.091 16.992 -6.242 0.998 -0.609 1.965 H1 WPA 15 WPA H2 H2 H 0 1 N Y N Y Y N -21.443 15.499 -6.377 -0.172 -1.609 1.335 H2 WPA 16 WPA HA H4 H 0 1 N N N Y N N -19.797 16.996 -5.604 0.929 -1.694 -0.776 H4 WPA 17 WPA H5 H5 H 0 1 N N N N N N -20.013 18.044 -3.452 0.554 0.624 -1.469 H5 WPA 18 WPA H6 H6 H 0 1 N N N N N N -22.424 17.289 -1.009 0.932 3.486 0.534 H6 WPA 19 WPA H7 H7 H 0 1 N N N N N N -20.734 17.805 -1.327 1.259 2.770 -1.062 H7 WPA 20 WPA H8 H8 H 0 1 N N N N N N -22.103 18.839 -1.857 -0.415 2.895 -0.469 H8 WPA 21 WPA H9 H9 H 0 1 N N N N N N -19.595 19.781 -5.088 -1.415 -0.438 -2.314 H9 WPA 22 WPA H10 H10 H 0 1 N N N N N N -20.500 21.861 -6.084 -3.818 -0.893 -2.033 H10 WPA 23 WPA H11 H11 H 0 1 N N N N N N -22.911 22.138 -6.283 -4.870 -0.633 0.178 H11 WPA 24 WPA H12 H12 H 0 1 N N N N N N -24.452 20.463 -5.405 -3.518 0.079 2.109 H12 WPA 25 WPA H13 H13 H 0 1 N N N N N N -23.544 18.439 -4.222 -1.113 0.527 1.830 H13 WPA 26 WPA HXT H14 H 0 1 N Y N Y N Y -18.777 14.812 -2.979 4.212 -0.352 -1.285 H14 WPA 27 # 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 WPA CZ CE1 DOUB Y N 1 WPA CZ CE2 SING Y N 2 WPA N CA SING N N 3 WPA CE1 CD1 SING Y N 4 WPA CE2 CD2 DOUB Y N 5 WPA CD1 CG DOUB Y N 6 WPA CA C SING N N 7 WPA CA CB SING N N 8 WPA CD2 CG SING Y N 9 WPA CG CB SING N N 10 WPA C O DOUB N N 11 WPA C OXT SING N N 12 WPA CB OB SING N N 13 WPA OB CB1 SING N N 14 WPA N H SING N N 15 WPA N H2 SING N N 16 WPA CA HA SING N N 17 WPA CB H5 SING N N 18 WPA CB1 H6 SING N N 19 WPA CB1 H7 SING N N 20 WPA CB1 H8 SING N N 21 WPA CD1 H9 SING N N 22 WPA CE1 H10 SING N N 23 WPA CZ H11 SING N N 24 WPA CE2 H12 SING N N 25 WPA CD2 H13 SING N N 26 WPA OXT HXT SING N N 27 # 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 WPA SMILES ACDLabs 12.01 "O=C(O)C(N)C(OC)c1ccccc1" WPA InChI InChI 1.03 "InChI=1S/C10H13NO3/c1-14-9(8(11)10(12)13)7-5-3-2-4-6-7/h2-6,8-9H,11H2,1H3,(H,12,13)/t8-,9+/m0/s1" WPA InChIKey InChI 1.03 KKXIHXAQVMPMHW-DTWKUNHWSA-N WPA SMILES_CANONICAL CACTVS 3.370 "CO[C@@H]([C@H](N)C(O)=O)c1ccccc1" WPA SMILES CACTVS 3.370 "CO[CH]([CH](N)C(O)=O)c1ccccc1" WPA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CO[C@H](c1ccccc1)[C@@H](C(=O)O)N" WPA SMILES "OpenEye OEToolkits" 1.7.6 "COC(c1ccccc1)C(C(=O)O)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 WPA "SYSTEMATIC NAME" ACDLabs 12.01 "(betaR)-beta-methoxy-L-phenylalanine" WPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-2-azanyl-3-methoxy-3-phenyl-propanoic 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 WPA "Create component" 2013-06-18 PDBJ WPA "Initial release" 2013-09-18 RCSB WPA "Modify backbone" 2023-11-03 PDBE #