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 
# 
