data_QCD
# 
_chem_comp.id                                    QCD 
_chem_comp.name                                  
;{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl
}acetic acid
;
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C16 H19 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               "THR, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "PEPTIDE DERIVED CHROMOPHORE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-10-11 
_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                        349.339 
_chem_comp.one_letter_code                       TYG 
_chem_comp.three_letter_code                     QCD 
_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        6UN7 
_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 
QCD N1   N1  N 0 1 N N N Y Y N 8.342 6.920  2.066  -1.810 -2.516 -1.609 N1  QCD 1  
QCD CA1  CA1 C 0 1 N N R Y N N 7.218 6.869  2.908  -2.574 -1.543 -0.817 CA1 QCD 2  
QCD CB1  CB1 C 0 1 N N R N N N 7.525 7.106  4.260  -2.846 -2.118 0.574  CB1 QCD 3  
QCD CG1  CG1 C 0 1 N N N N N N 8.571 6.180  4.745  -3.541 -3.475 0.439  CG1 QCD 4  
QCD OG1  OG1 O 0 1 N N N N N N 7.902 8.393  4.557  -1.609 -2.284 1.270  OG1 QCD 5  
QCD C1   C1  C 0 1 N N N Y N N 6.244 7.804  2.356  -1.782 -0.268 -0.688 C1  QCD 6  
QCD N2   N2  N 0 1 N N N Y N N 5.985 9.031  2.810  -0.491 -0.217 -0.587 N2  QCD 7  
QCD N3   N3  N 0 1 N N N Y N N 5.503 7.556  1.209  -2.332 0.983  -0.668 N3  QCD 8  
QCD C2   C2  C 0 1 N N N Y N N 4.744 8.644  0.935  -1.334 1.885  -0.547 C2  QCD 9  
QCD O2   O2  O 0 1 N N N Y N N 3.979 8.759  0.020  -1.435 3.098  -0.495 O2  QCD 10 
QCD CA2  CA2 C 0 1 N N N Y N N 5.042 9.631  2.001  -0.096 1.089  -0.486 CA2 QCD 11 
QCD CA3  CA3 C 0 1 N N N Y N N 5.523 6.363  0.348  -3.761 1.292  -0.763 CA3 QCD 12 
QCD C3   C3  C 0 1 N N N Y N Y 4.388 5.422  0.579  -4.360 1.328  0.619  C3  QCD 13 
QCD O3   O3  O 0 1 N N N Y N Y 4.058 4.667  -0.308 -3.665 1.117  1.584  O3  QCD 14 
QCD CB2  CB2 C 0 1 N N N N N N 4.450 10.921 2.047  1.192  1.561  -0.362 CB2 QCD 15 
QCD CG2  CG2 C 0 1 Y N N N N N 4.825 12.065 2.914  2.304  0.622  -0.198 CG2 QCD 16 
QCD CD1  CD1 C 0 1 Y N N N N N 5.378 11.894 4.184  3.598  1.100  0.052  CD1 QCD 17 
QCD CD2  CD2 C 0 1 Y N N N N N 4.539 13.370 2.444  2.077  -0.759 -0.286 CD2 QCD 18 
QCD CE1  CE1 C 0 1 Y N N N N N 5.641 13.016 4.944  4.641  0.210  0.206  CE1 QCD 19 
QCD CE2  CE2 C 0 1 Y N N N N N 4.828 14.480 3.211  3.125  -1.639 -0.132 CE2 QCD 20 
QCD CZ   CZ  C 0 1 Y N N N N N 5.389 14.287 4.459  4.407  -1.163 0.112  CZ  QCD 21 
QCD OH   OH  O 0 1 N N N N N N 5.679 15.344 5.274  5.436  -2.036 0.263  OH  QCD 22 
QCD C4   C4  C 0 1 N N N N N N 6.172 11.610 6.785  6.064  2.087  0.532  C4  QCD 23 
QCD O4   O4  O 0 1 N N N N N N 6.232 12.925 6.271  5.897  0.670  0.449  O4  QCD 24 
QCD H    H1  H 0 1 N N N Y Y N 9.042 6.292  2.405  -0.927 -2.727 -1.168 H1  QCD 25 
QCD H2   H2  H 0 1 N Y N Y Y N 8.077 6.654  1.139  -2.346 -3.357 -1.765 H2  QCD 26 
QCD HA1  H4  H 0 1 N N N Y N N 6.783 5.862  2.831  -3.521 -1.334 -1.315 H4  QCD 27 
QCD H5   H5  H 0 1 N N N N N N 6.619 6.882  4.843  -3.487 -1.435 1.131  H5  QCD 28 
QCD H6   H6  H 0 1 N N N N N N 8.787 6.392  5.803  -2.899 -4.158 -0.118 H6  QCD 29 
QCD H7   H7  H 0 1 N N N N N N 8.218 5.143  4.643  -3.734 -3.885 1.430  H7  QCD 30 
QCD H8   H8  H 0 1 N N N N N N 9.486 6.316  4.150  -4.484 -3.348 -0.093 H8  QCD 31 
QCD H9   H9  H 0 1 N N N N N N 8.089 8.462  5.486  -1.705 -2.646 2.162  H9  QCD 32 
QCD HA31 H10 H 0 1 N N N Y N N 6.463 5.821  0.531  -3.891 2.263  -1.241 H10 QCD 33 
QCD HA32 H11 H 0 1 N N N Y N N 5.489 6.694  -0.701 -4.260 0.526  -1.356 H11 QCD 34 
QCD H13  H13 H 0 1 N N N N N N 3.627 11.090 1.368  1.382  2.624  -0.385 H13 QCD 35 
QCD H14  H14 H 0 1 N N N N N N 5.595 10.906 4.563  3.778  2.163  0.125  H14 QCD 36 
QCD H15  H15 H 0 1 N N N N N N 4.088 13.498 1.471  1.082  -1.132 -0.475 H15 QCD 37 
QCD H16  H16 H 0 1 N N N N N N 4.621 15.475 2.845  2.949  -2.702 -0.199 H16 QCD 38 
QCD H17  H17 H 0 1 N N N N N N 6.056 15.025 6.085  5.887  -2.259 -0.563 H17 QCD 39 
QCD H18  H18 H 0 1 N N N N N N 6.628 11.586 7.786  5.762  2.544  -0.410 H18 QCD 40 
QCD H19  H19 H 0 1 N N N N N N 5.122 11.291 6.853  5.448  2.478  1.341  H19 QCD 41 
QCD H20  H20 H 0 1 N N N N N N 6.720 10.930 6.116  7.111  2.318  0.729  H20 QCD 42 
QCD OXT  OXT O 0 1 N Y N Y N Y 4.063 5.295  1.961  -5.666 1.595  0.778  O1  QCD 43 
QCD HXT  HXT H 0 1 N Y N Y N Y 3.537 4.515  2.093  -6.004 1.607  1.684  H3  QCD 44 
# 
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 
QCD O3  C3   DOUB N N 1  
QCD O2  C2   DOUB N N 2  
QCD CA3 C3   SING N N 3  
QCD CA3 N3   SING N N 4  
QCD C2  N3   SING N N 5  
QCD C2  CA2  SING N N 6  
QCD N3  C1   SING N N 7  
QCD CA2 CB2  DOUB N Z 8  
QCD CA2 N2   SING N N 9  
QCD CB2 CG2  SING N N 10 
QCD N1  CA1  SING N N 11 
QCD C1  N2   DOUB N N 12 
QCD C1  CA1  SING N N 13 
QCD CD2 CG2  DOUB Y N 14 
QCD CD2 CE2  SING Y N 15 
QCD CA1 CB1  SING N N 16 
QCD CG2 CD1  SING Y N 17 
QCD CE2 CZ   DOUB Y N 18 
QCD CD1 CE1  DOUB Y N 19 
QCD CB1 OG1  SING N N 20 
QCD CB1 CG1  SING N N 21 
QCD CZ  CE1  SING Y N 22 
QCD CZ  OH   SING N N 23 
QCD CE1 O4   SING N N 24 
QCD O4  C4   SING N N 25 
QCD N1  H    SING N N 26 
QCD N1  H2   SING N N 27 
QCD CA1 HA1  SING N N 28 
QCD CB1 H5   SING N N 29 
QCD CG1 H6   SING N N 30 
QCD CG1 H7   SING N N 31 
QCD CG1 H8   SING N N 32 
QCD OG1 H9   SING N N 33 
QCD CA3 HA31 SING N N 34 
QCD CA3 HA32 SING N N 35 
QCD CB2 H13  SING N N 36 
QCD CD1 H14  SING N N 37 
QCD CD2 H15  SING N N 38 
QCD CE2 H16  SING N N 39 
QCD OH  H17  SING N N 40 
QCD C4  H18  SING N N 41 
QCD C4  H19  SING N N 42 
QCD C4  H20  SING N N 43 
QCD C3  OXT  SING N N 44 
QCD OXT HXT  SING N N 45 
# 
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 
QCD SMILES           ACDLabs              12.01 "NC(C(O)C)C1=N/C(C(N1CC(O)=O)=O)=C\c2cc(OC)c(cc2)O"                                                                                                        
QCD InChI            InChI                1.03  "InChI=1S/C16H19N3O6/c1-8(20)14(17)15-18-10(16(24)19(15)7-13(22)23)5-9-3-4-11(21)12(6-9)25-2/h3-6,8,14,20-21H,7,17H2,1-2H3,(H,22,23)/b10-5-/t8-,14+/m1/s1" 
QCD InChIKey         InChI                1.03  GBSWTVBFPAABMW-ROYMEAFZSA-N                                                                                                                                
QCD SMILES_CANONICAL CACTVS               3.385 "COc1cc(ccc1O)\C=C2/N=C([C@@H](N)[C@@H](C)O)N(CC(O)=O)C2=O"                                                                                                
QCD SMILES           CACTVS               3.385 "COc1cc(ccc1O)C=C2N=C([CH](N)[CH](C)O)N(CC(O)=O)C2=O"                                                                                                      
QCD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]([C@@H](C1=N/C(=C\c2ccc(c(c2)OC)O)/C(=O)N1CC(=O)O)N)O"                                                                                              
QCD SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(C1=NC(=Cc2ccc(c(c2)OC)O)C(=O)N1CC(=O)O)N)O"                                                                                                          
# 
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 
QCD "SYSTEMATIC NAME" ACDLabs              12.01 "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid"              
QCD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[(4~{Z})-2-[(1~{R},2~{R})-1-azanyl-2-oxidanyl-propyl]-4-[(3-methoxy-4-oxidanyl-phenyl)methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      QCD 
_pdbx_chem_comp_synonyms.name         "PEPTIDE DERIVED CHROMOPHORE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QCD "Create component" 2019-10-11 RCSB 
QCD "Modify synonyms"  2020-06-05 PDBE 
QCD "Initial release"  2020-10-14 RCSB 
QCD "Modify backbone"  2023-11-03 PDBE 
# 
