data_P2Q # _chem_comp.id P2Q _chem_comp.name "2-hydroxy-5-{[(1S,2E)-1-formyl-4-phenoxybut-2-en-1yl]amino}-L-tyrosine" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C20 H22 N2 O6" _chem_comp.mon_nstd_parent_comp_id TYR _chem_comp.pdbx_synonyms "3-{[(1S,2E)-1-formyl-4-phenoxybut-2-en-1-yl]amino}-6-hydroxy-L-tyrosine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-10 _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 386.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P2Q _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 3KII _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 P2Q C C C 0 1 N N N Y N Y 36.044 4.876 55.789 -5.750 2.598 0.156 C P2Q 1 P2Q N N N 0 1 N N N Y Y N 37.624 3.647 57.235 -4.240 1.512 -1.407 N P2Q 2 P2Q O O O 0 1 N N N Y N Y 35.534 5.438 56.761 -5.397 3.646 -0.330 O P2Q 3 P2Q C1 C1 C 0 1 N N S N N N 35.634 -1.200 60.385 0.510 -0.419 -0.864 C1 P2Q 4 P2Q C2 C2 C 0 1 N N N N N N 36.455 -0.134 61.063 1.994 -0.678 -0.821 C2 P2Q 5 P2Q C3 C3 C 0 1 N N N N N N 36.432 -0.192 62.461 2.733 -0.103 0.096 C3 P2Q 6 P2Q C4 C4 C 0 1 N N N N N N 37.114 0.750 63.195 4.217 -0.362 0.140 C4 P2Q 7 P2Q C5 C5 C 0 1 N N N N N N 34.364 -1.287 61.230 0.127 0.078 -2.234 C5 P2Q 8 P2Q C6 C6 C 0 1 Y N N N N N 37.001 2.755 64.487 6.267 0.815 0.387 C6 P2Q 9 P2Q C7 C7 C 0 1 Y N N N N N 38.401 2.903 64.484 6.917 -0.404 0.265 C7 P2Q 10 P2Q C8 C8 C 0 1 Y N N N N N 38.965 4.116 64.877 8.296 -0.460 0.322 C8 P2Q 11 P2Q C9 C9 C 0 1 Y N N N N N 38.156 5.177 65.275 9.029 0.699 0.501 C9 P2Q 12 P2Q CA CA C 0 1 N N S Y N N 36.864 3.632 55.956 -5.005 1.328 -0.167 CA P2Q 13 P2Q CB CB C 0 1 N N N N N N 35.821 2.536 55.832 -4.048 0.993 0.979 CB P2Q 14 P2Q CG CG C 0 1 Y N N N N N 36.173 1.167 56.271 -3.394 -0.338 0.714 CG P2Q 15 P2Q CZ CZ C 0 1 Y N N N N N 36.721 -1.374 57.202 -2.196 -2.792 0.227 CZ P2Q 16 P2Q C10 C10 C 0 1 Y N N N N N 36.769 5.036 65.282 8.384 1.916 0.623 C10 P2Q 17 P2Q C11 C11 C 0 1 Y N N N N N 36.195 3.826 64.892 7.005 1.977 0.566 C11 P2Q 18 P2Q OAD OAD O 0 1 N N N N N N 37.620 0.845 54.411 -5.335 -1.461 1.505 OAD P2Q 19 P2Q NAS NAS N 0 1 N N N N N N 35.156 -0.882 59.028 -0.211 -1.661 -0.576 NAS P2Q 20 P2Q OAT OAT O 0 1 N N N N N N 36.380 1.588 64.114 4.911 0.873 0.325 OAT P2Q 21 P2Q OAZ OAZ O 0 1 N N N N N N 37.006 -2.623 57.636 -1.606 -3.994 -0.012 OAZ P2Q 22 P2Q OC5 OC5 O 0 1 N N N N N N 33.329 -0.709 60.899 -0.667 -0.541 -2.901 OC5 P2Q 23 P2Q CD1 CD1 C 0 1 Y N N N N N 35.573 0.709 57.431 -2.112 -0.387 0.198 CD1 P2Q 24 P2Q CD2 CD2 C 0 1 Y N N N N N 37.044 0.366 55.544 -4.077 -1.513 0.993 CD2 P2Q 25 P2Q CE1 CE1 C 0 1 Y N N N N N 35.837 -0.553 57.918 -1.509 -1.611 -0.047 CE1 P2Q 26 P2Q CE2 CE2 C 0 1 Y N N N N N 37.326 -0.907 56.016 -3.477 -2.740 0.749 CE2 P2Q 27 P2Q OXT OXT O 0 1 N Y N Y N Y 35.895 5.295 54.781 -6.803 2.566 0.988 OXT P2Q 28 P2Q H H H 0 1 N N N Y Y N 38.159 2.806 57.315 -4.854 1.671 -2.191 H P2Q 29 P2Q H2 HNA H 0 1 N Y N Y Y N 38.239 4.435 57.248 -3.573 2.263 -1.312 HNA P2Q 30 P2Q H1 H1 H 0 1 N N N N N N 36.266 -2.096 60.300 0.251 0.334 -0.119 H1 P2Q 31 P2Q H12 H2 H 0 1 N N N N N N 37.014 0.611 60.517 2.449 -1.337 -1.545 H2 P2Q 32 P2Q H3 H3 H 0 1 N N N N N N 35.880 -0.974 62.962 2.279 0.556 0.821 H3 P2Q 33 P2Q H4 H4 H 0 1 N N N N N N 37.852 0.200 63.798 4.444 -1.035 0.967 H4 P2Q 34 P2Q H4A H4A H 0 1 N N N N N N 37.588 1.426 62.469 4.533 -0.820 -0.798 H4A P2Q 35 P2Q H5 H5 H 0 1 N N N N N N 34.375 -1.870 62.139 0.562 0.988 -2.620 H5 P2Q 36 P2Q H7 H7 H 0 1 N N N N N N 39.034 2.083 64.179 6.345 -1.310 0.126 H7 P2Q 37 P2Q H8 H8 H 0 1 N N N N N N 40.039 4.234 64.873 8.803 -1.409 0.228 H8 P2Q 38 P2Q H9 H9 H 0 1 N N N N N N 38.604 6.111 65.579 10.107 0.654 0.547 H9 P2Q 39 P2Q HA HA H 0 1 N N N Y N N 37.667 3.501 55.216 -5.717 0.513 -0.296 HA P2Q 40 P2Q HB HB H 0 1 N N N N N N 34.963 2.850 56.445 -3.283 1.766 1.051 HB P2Q 41 P2Q HBA HBA H 0 1 N N N N N N 35.567 2.466 54.764 -4.605 0.945 1.915 HBA P2Q 42 P2Q H10 H10 H 0 1 N N N N N N 36.142 5.860 65.588 8.958 2.820 0.763 H10 P2Q 43 P2Q H11 H11 H 0 1 N N N N N N 35.121 3.714 64.902 6.501 2.927 0.660 H11 P2Q 44 P2Q HOAD HOAD H 0 0 N N N N N N 38.184 0.179 54.036 -6.032 -1.447 0.836 HOAD P2Q 45 P2Q HNAS HNAS H 0 0 N N N N N N 34.676 -1.716 58.758 0.209 -2.517 -0.750 HNAS P2Q 46 P2Q HOAZ HOAZ H 0 0 N N N N N N 36.529 -2.796 58.439 -1.106 -4.343 0.738 HOAZ P2Q 47 P2Q HD1 HD1 H 0 1 N N N N N N 34.887 1.351 57.963 -1.581 0.529 -0.015 HD1 P2Q 48 P2Q HE2 HE2 H 0 1 N N N N N N 38.011 -1.543 55.474 -4.010 -3.654 0.966 HE2 P2Q 49 P2Q HXT HXT H 0 1 N Y N Y N Y 35.358 6.077 54.839 -7.248 3.405 1.165 HXT P2Q 50 # 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 P2Q C CA SING N N 1 P2Q C O DOUB N N 2 P2Q C OXT SING N N 3 P2Q CA N SING N N 4 P2Q N H SING N N 5 P2Q N H2 SING N N 6 P2Q NAS C1 SING N N 7 P2Q C1 C2 SING N N 8 P2Q C1 C5 SING N E 9 P2Q C1 H1 SING N N 10 P2Q C2 C3 DOUB N N 11 P2Q C2 H12 SING N N 12 P2Q C3 C4 SING N N 13 P2Q C3 H3 SING N N 14 P2Q C4 OAT SING N N 15 P2Q C4 H4 SING N N 16 P2Q C4 H4A SING N N 17 P2Q OC5 C5 DOUB N N 18 P2Q C5 H5 SING N N 19 P2Q OAT C6 SING N N 20 P2Q C7 C6 DOUB Y N 21 P2Q C6 C11 SING Y N 22 P2Q C7 C8 SING Y N 23 P2Q C7 H7 SING N N 24 P2Q C8 C9 DOUB Y N 25 P2Q C8 H8 SING N N 26 P2Q C9 C10 SING Y N 27 P2Q C9 H9 SING N N 28 P2Q CB CA SING N N 29 P2Q CA HA SING N N 30 P2Q CB CG SING N N 31 P2Q CB HB SING N N 32 P2Q CB HBA SING N N 33 P2Q CD2 CG DOUB Y N 34 P2Q CG CD1 SING Y N 35 P2Q CE2 CZ DOUB Y N 36 P2Q CZ OAZ SING N N 37 P2Q CZ CE1 SING Y N 38 P2Q C11 C10 DOUB Y N 39 P2Q C10 H10 SING N N 40 P2Q C11 H11 SING N N 41 P2Q OAD CD2 SING N N 42 P2Q OAD HOAD SING N N 43 P2Q CE1 NAS SING N N 44 P2Q NAS HNAS SING N N 45 P2Q OAZ HOAZ SING N N 46 P2Q CD1 CE1 DOUB Y N 47 P2Q CD1 HD1 SING N N 48 P2Q CD2 CE2 SING Y N 49 P2Q CE2 HE2 SING N N 50 P2Q OXT HXT SING N N 51 # 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 P2Q SMILES_CANONICAL CACTVS 3.352 "N[C@@H](Cc1cc(N[C@H](C=O)\C=C\COc2ccccc2)c(O)cc1O)C(O)=O" P2Q SMILES CACTVS 3.352 "N[CH](Cc1cc(N[CH](C=O)C=CCOc2ccccc2)c(O)cc1O)C(O)=O" P2Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)OC/C=C/[C@@H](C=O)Nc2cc(c(cc2O)O)C[C@@H](C(=O)O)N" P2Q SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)OCC=CC(C=O)Nc2cc(c(cc2O)O)CC(C(=O)O)N" P2Q InChI InChI 1.03 "InChI=1S/C20H22N2O6/c21-16(20(26)27)9-13-10-17(19(25)11-18(13)24)22-14(12-23)5-4-8-28-15-6-2-1-3-7-15/h1-7,10-12,14,16,22,24-25H,8-9,21H2,(H,26,27)/b5-4+/t14-,16-/m0/s1" P2Q InChIKey InChI 1.03 KEYWGUHMZKSCTL-QNKPMFPBSA-N # _pdbx_chem_comp_identifier.comp_id P2Q _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "(2S)-2-azanyl-3-[2,4-dihydroxy-5-[[(E,2S)-1-oxo-5-phenoxy-pent-3-en-2-yl]amino]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 P2Q "Create component" 2009-11-10 PDBJ P2Q "Modify aromatic_flag" 2011-06-04 RCSB P2Q "Modify descriptor" 2011-06-04 RCSB P2Q "Modify synonyms" 2020-06-05 PDBE P2Q "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id P2Q _pdbx_chem_comp_synonyms.name "3-{[(1S,2E)-1-formyl-4-phenoxybut-2-en-1-yl]amino}-6-hydroxy-L-tyrosine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #