data_P3Q # _chem_comp.id P3Q _chem_comp.name "2-hydroxy-5-{[(1E)-1-(2-oxoethylidene)-4-phenylbutyl]amino}-L-tyrosine" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C21 H24 N2 O5" _chem_comp.mon_nstd_parent_comp_id TYR _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-19 _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 384.426 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P3Q _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 3KN4 _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.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 P3Q C C C 0 1 N N N Y N Y -1.667 5.029 27.809 4.171 -2.932 0.923 C P3Q 1 P3Q N N N 0 1 N N N Y Y N -1.123 3.847 25.699 1.972 -2.240 0.154 N P3Q 2 P3Q O O O 0 1 N N N Y N Y -0.568 5.575 27.882 3.600 -3.606 1.747 O P3Q 3 P3Q C1 C1 C 0 1 N N N N N N 2.721 -0.561 26.280 -0.812 1.971 0.825 C1 P3Q 4 P3Q C2 C2 C 0 1 N N N N N N 3.928 -0.691 25.306 -1.150 0.503 0.867 C2 P3Q 5 P3Q C3 C3 C 0 1 N N N N N N 4.082 0.561 24.411 -2.524 0.278 0.233 C3 P3Q 6 P3Q C4 C4 C 0 1 N N N N N N 5.558 1.009 24.198 -2.868 -1.212 0.275 C4 P3Q 7 P3Q C5 C5 C 0 1 Y N N N N N 5.693 2.285 23.317 -4.221 -1.434 -0.350 C5 P3Q 8 P3Q C6 C6 C 0 1 Y N N N N N 6.591 3.291 23.666 -4.324 -1.685 -1.705 C6 P3Q 9 P3Q C7 C7 C 0 1 Y N N N N N 6.718 4.445 22.885 -5.566 -1.888 -2.278 C7 P3Q 10 P3Q C8 C8 C 0 1 Y N N N N N 5.945 4.609 21.734 -6.704 -1.840 -1.496 C8 P3Q 11 P3Q C9 C9 C 0 1 Y N N N N N 5.048 3.606 21.376 -6.601 -1.588 -0.140 C9 P3Q 12 P3Q CA CA C 0 1 N N S Y N N -1.894 3.799 26.949 3.403 -1.913 0.120 CA P3Q 13 P3Q CB CB C 0 1 N N N N N N -1.435 2.665 27.861 3.624 -0.522 0.718 CB P3Q 14 P3Q CG CG C 0 1 Y N N N N N -1.230 1.316 27.160 2.958 0.511 -0.154 CG P3Q 15 P3Q CZ CZ C 0 1 Y N N N N N -0.829 -1.126 25.884 1.738 2.412 -1.765 CZ P3Q 16 P3Q C10 C10 C 0 1 Y N N N N N 4.929 2.454 22.156 -5.359 -1.392 0.434 C10 P3Q 17 P3Q C11 C11 C 0 1 N N N N N N 2.852 -0.550 27.668 -1.173 2.780 1.853 C11 P3Q 18 P3Q C12 C12 C 0 1 N N N N N N 4.099 -0.624 28.287 -1.956 2.275 2.900 C12 P3Q 19 P3Q O12 O12 O 0 1 N N N N N N 4.150 -0.598 29.515 -2.279 3.000 3.820 O12 P3Q 20 P3Q OAD OAD O 0 1 N N N N N N -3.582 0.831 27.283 4.803 0.450 -1.654 OAD P3Q 21 P3Q NAE NAE N 0 1 N N N N N N 1.520 -0.560 25.692 -0.144 2.487 -0.245 NAE P3Q 22 P3Q OAZ OAZ O 0 1 N N N N N N -0.730 -2.331 25.280 1.136 3.340 -2.555 OAZ P3Q 23 P3Q CD1 CD1 C 0 1 Y N N N N N 0.046 0.928 26.756 1.724 1.022 0.200 CD1 P3Q 24 P3Q CD2 CD2 C 0 1 Y N N N N N -2.316 0.475 26.929 3.587 0.951 -1.310 CD2 P3Q 25 P3Q CE1 CE1 C 0 1 Y N N N N N 0.278 -0.305 26.141 1.110 1.973 -0.601 CE1 P3Q 26 P3Q CE2 CE2 C 0 1 Y N N N N N -2.101 -0.747 26.295 2.977 1.902 -2.115 CE2 P3Q 27 P3Q OXT OXT O 0 1 N Y N Y N Y -2.712 5.454 28.496 5.489 -3.087 0.725 OXT P3Q 28 P3Q H HN H 0 1 N N N Y Y N -1.301 3.021 25.165 1.792 -3.126 -0.294 HN P3Q 29 P3Q H2 HNA H 0 1 N Y N Y Y N -1.395 4.651 25.170 1.622 -2.236 1.101 HNA P3Q 30 P3Q H2B H2 H 0 1 N N N N N N 4.847 -0.817 25.898 -0.398 -0.058 0.313 H2 P3Q 31 P3Q H2A H2A H 0 1 N N N N N N 3.768 -1.568 24.661 -1.168 0.164 1.902 H2A P3Q 32 P3Q H3 H3 H 0 1 N N N N N N 3.652 0.329 23.426 -3.276 0.840 0.786 H3 P3Q 33 P3Q H3A H3A H 0 1 N N N N N N 3.541 1.390 24.890 -2.507 0.618 -0.803 H3A P3Q 34 P3Q H4 H4 H 0 1 N N N N N N 5.998 1.223 25.183 -2.115 -1.774 -0.279 H4 P3Q 35 P3Q H4A H4A H 0 1 N N N N N N 6.098 0.189 23.701 -2.885 -1.552 1.310 H4A P3Q 36 P3Q H6 H6 H 0 1 N N N N N N 7.198 3.179 24.552 -3.435 -1.722 -2.317 H6 P3Q 37 P3Q H7 H7 H 0 1 N N N N N N 7.419 5.214 23.175 -5.646 -2.084 -3.337 H7 P3Q 38 P3Q H8 H8 H 0 1 N N N N N N 6.041 5.500 21.131 -7.674 -1.998 -1.943 H8 P3Q 39 P3Q H9 H9 H 0 1 N N N N N N 4.441 3.720 20.490 -7.491 -1.550 0.471 H9 P3Q 40 P3Q HA HA H 0 1 N N N Y N N -2.936 3.692 26.614 3.754 -1.924 -0.912 HA P3Q 41 P3Q HB HB H 0 1 N N N N N N -0.473 2.961 28.305 3.193 -0.484 1.719 HB P3Q 42 P3Q HBA HBA H 0 1 N N N N N N -2.204 2.526 28.635 4.692 -0.316 0.774 HBA P3Q 43 P3Q H10 H10 H 0 1 N N N N N N 4.236 1.681 21.859 -5.279 -1.195 1.493 H10 P3Q 44 P3Q H11 H11 H 0 1 N N N N N N 1.964 -0.482 28.280 -0.857 3.813 1.864 H11 P3Q 45 P3Q H12 H12 H 0 1 N N N N N N 5.002 -0.703 27.700 -2.272 1.242 2.888 H12 P3Q 46 P3Q HOAD HOAD H 0 0 N N N N N N -4.185 0.135 27.048 4.760 -0.338 -2.213 HOAD P3Q 47 P3Q HOAZ HOAZ H 0 0 N N N N N N -1.594 -2.719 25.203 1.357 4.254 -2.327 HOAZ P3Q 48 P3Q HD1 HD1 H 0 1 N N N N N N 0.877 1.598 26.923 1.238 0.681 1.102 HD1 P3Q 49 P3Q HE2 HE2 H 0 1 N N N N N N -2.936 -1.410 26.120 3.467 2.241 -3.016 HE2 P3Q 50 P3Q HXT HXT H 0 1 N Y N Y N Y -2.463 6.208 29.018 5.939 -3.750 1.267 HXT P3Q 51 P3Q HNAE HNAE H 0 0 N N N N N N 1.552 -0.797 24.721 -0.537 3.209 -0.760 HNAE P3Q 52 # 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 P3Q CA C SING N N 1 P3Q C O DOUB N N 2 P3Q C OXT SING N N 3 P3Q N CA SING N N 4 P3Q N H SING N N 5 P3Q N H2 SING N E 6 P3Q C2 C1 SING N N 7 P3Q NAE C1 SING N N 8 P3Q C1 C11 DOUB N N 9 P3Q C3 C2 SING N N 10 P3Q C2 H2B SING N N 11 P3Q C2 H2A SING N N 12 P3Q C4 C3 SING N N 13 P3Q C3 H3 SING N N 14 P3Q C3 H3A SING N N 15 P3Q C5 C4 SING N N 16 P3Q C4 H4 SING N N 17 P3Q C4 H4A SING N N 18 P3Q C10 C5 DOUB Y N 19 P3Q C5 C6 SING Y N 20 P3Q C7 C6 DOUB Y N 21 P3Q C6 H6 SING N N 22 P3Q C8 C7 SING Y N 23 P3Q C7 H7 SING N N 24 P3Q C9 C8 DOUB Y N 25 P3Q C8 H8 SING N N 26 P3Q C9 C10 SING Y N 27 P3Q C9 H9 SING N N 28 P3Q CA CB SING N N 29 P3Q CA HA SING N N 30 P3Q CG CB SING N N 31 P3Q CB HB SING N N 32 P3Q CB HBA SING N N 33 P3Q CD1 CG DOUB Y N 34 P3Q CD2 CG SING Y N 35 P3Q OAZ CZ SING N N 36 P3Q CZ CE1 DOUB Y N 37 P3Q CZ CE2 SING Y N 38 P3Q C10 H10 SING N N 39 P3Q C11 C12 SING N N 40 P3Q C11 H11 SING N N 41 P3Q C12 O12 DOUB N N 42 P3Q C12 H12 SING N N 43 P3Q CD2 OAD SING N N 44 P3Q OAD HOAD SING N N 45 P3Q NAE CE1 SING N N 46 P3Q OAZ HOAZ SING N N 47 P3Q CE1 CD1 SING Y N 48 P3Q CD1 HD1 SING N N 49 P3Q CE2 CD2 DOUB Y N 50 P3Q CE2 HE2 SING N N 51 P3Q OXT HXT SING N N 52 P3Q NAE HNAE SING N N 53 # 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 P3Q SMILES_CANONICAL CACTVS 3.352 "N[C@@H](Cc1cc(NC(/CCCc2ccccc2)=C/C=O)c(O)cc1O)C(O)=O" P3Q SMILES CACTVS 3.352 "N[CH](Cc1cc(NC(CCCc2ccccc2)=CC=O)c(O)cc1O)C(O)=O" P3Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CCC/C(=C\C=O)/Nc2cc(c(cc2O)O)C[C@@H](C(=O)O)N" P3Q SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CCCC(=CC=O)Nc2cc(c(cc2O)O)CC(C(=O)O)N" P3Q InChI InChI 1.03 "InChI=1S/C21H24N2O5/c22-17(21(27)28)11-15-12-18(20(26)13-19(15)25)23-16(9-10-24)8-4-7-14-5-2-1-3-6-14/h1-3,5-6,9-10,12-13,17,23,25-26H,4,7-8,11,22H2,(H,27,28)/b16-9+/t17-/m0/s1" P3Q InChIKey InChI 1.03 HHNJWLBRCQJYIP-NDCSFFLDSA-N # _pdbx_chem_comp_identifier.comp_id P3Q _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)-1-oxo-6-phenyl-hex-2-en-3-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 P3Q "Create component" 2009-11-19 RCSB P3Q "Modify aromatic_flag" 2011-06-04 RCSB P3Q "Modify descriptor" 2011-06-04 RCSB P3Q "Modify backbone" 2023-11-03 PDBE #