data_QCA
# 
_chem_comp.id                                    QCA 
_chem_comp.name                                  "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(4-hydroxy-3-nitrophenyl)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                               "C15 H16 N4 O7" 
_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                    2024-09-27 
_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                        364.310 
_chem_comp.one_letter_code                       TYG 
_chem_comp.three_letter_code                     QCA 
_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        6UN6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
QCA N1   N1  N 0  1 N N N Y Y N 8.643 6.282  2.158  2.122  2.520  -1.607 N1  QCA 1  
QCA CA1  CA1 C 0  1 N N R Y N N 7.524 6.269  2.997  2.879  1.550  -0.804 CA1 QCA 2  
QCA CB1  CB1 C 0  1 N N R N N N 7.819 6.480  4.354  3.130  2.127  0.590  CB1 QCA 3  
QCA CG1  CG1 C 0  1 N N N N N N 8.716 5.425  4.867  3.822  3.486  0.462  CG1 QCA 4  
QCA OG1  OG1 O 0  1 N N N N N N 8.339 7.675  4.652  1.884  2.289  1.270  OG1 QCA 5  
QCA C1   C1  C 0  1 N N N Y N N 6.576 7.225  2.470  2.089  0.272  -0.684 C1  QCA 6  
QCA N2   N2  N 0  1 N N N Y N N 6.369 8.466  2.933  0.797  0.216  -0.600 N2  QCA 7  
QCA N3   N3  N 0  1 N N N Y N N 5.771 6.990  1.342  2.644  -0.977 -0.657 N3  QCA 8  
QCA C2   C2  C 0  1 N N N Y N N 5.016 8.126  1.066  1.647  -1.883 -0.548 C2  QCA 9  
QCA O2   O2  O 0  1 N N N Y N N 4.216 8.306  0.165  1.753  -3.095 -0.493 O2  QCA 10 
QCA CA2  CA2 C 0  1 N N N Y N N 5.417 9.101  2.123  0.406  -1.091 -0.504 CA2 QCA 11 
QCA CA3  CA3 C 0  1 N N N Y N N 5.764 5.743  0.514  4.075  -1.281 -0.732 CA3 QCA 12 
QCA C3   C3  C 0  1 N N N Y N Y 4.538 4.892  0.686  4.656  -1.314 0.658  C3  QCA 13 
QCA O3   O3  O 0  1 N N N Y N Y 4.197 4.137  -0.197 3.947  -1.105 1.614  O3  QCA 14 
QCA CB2  CB2 C 0  1 N N N N N N 4.877 10.423 2.193  -0.882 -1.568 -0.396 CB2 QCA 15 
QCA CG2  CG2 C 0  1 Y N N N N N 5.320 11.496 3.076  -1.999 -0.632 -0.249 CG2 QCA 16 
QCA CD1  CD1 C 0  1 Y N N N N N 6.109 11.268 4.196  -3.295 -1.114 -0.015 CD1 QCA 17 
QCA CD2  CD2 C 0  1 Y N N N N N 4.866 12.798 2.716  -1.777 0.750  -0.337 CD2 QCA 18 
QCA CE1  CE1 C 0  1 Y N N N N N 6.437 12.367 4.951  -4.335 -0.239 0.121  CE1 QCA 19 
QCA CE2  CE2 C 0  1 Y N N N N N 5.195 13.872 3.490  -2.833 1.621  -0.197 CE2 QCA 20 
QCA CZ   CZ  C 0  1 Y N N N N N 5.975 13.654 4.605  -4.115 1.131  0.029  CZ  QCA 21 
QCA OH   OH  O 0  1 N N N N N N 6.315 14.735 5.406  -5.154 1.993  0.165  OH  QCA 22 
QCA N4   N4  N 1  1 N N N N N N 7.251 12.203 6.150  -5.701 -0.751 0.368  N4  QCA 23 
QCA O4   O4  O -1 1 N N N N N N 7.903 11.186 6.302  -5.897 -1.951 0.449  O4  QCA 24 
QCA O5   O5  O 0  1 N N N N N N 6.998 12.918 7.100  -6.630 0.027  0.490  O5  QCA 25 
QCA H    H1  H 0  1 N N N Y Y N 9.321 5.629  2.496  1.998  2.189  -2.552 H1  QCA 26 
QCA H2   H2  H 0  1 N Y N Y Y N 8.368 6.027  1.231  1.232  2.728  -1.178 H2  QCA 27 
QCA HA1  H4  H 0  1 N N N Y N N 7.058 5.276  2.912  3.833  1.343  -1.290 H4  QCA 28 
QCA H5   H5  H 0  1 N N N N N N 6.875 6.375  4.908  3.767  1.447  1.156  H5  QCA 29 
QCA H6   H6  H 0  1 N N N N N N 8.932 5.611  5.929  4.001  3.897  1.456  H6  QCA 30 
QCA H7   H7  H 0  1 N N N N N N 8.229 4.445  4.759  4.773  3.362  -0.056 H7  QCA 31 
QCA H8   H8  H 0  1 N N N N N N 9.655 5.433  4.295  3.185  4.166  -0.103 H8  QCA 32 
QCA H9   H9  H 0  1 N N N N N N 8.504 7.725  5.586  1.967  2.652  2.163  H9  QCA 33 
QCA HA31 H10 H 0  1 N N N Y N N 6.642 5.141  0.791  4.215  -2.252 -1.208 H10 QCA 34 
QCA HA32 H11 H 0  1 N N N Y N N 5.836 6.032  -0.545 4.579  -0.513 -1.319 H11 QCA 35 
QCA H13  H13 H 0  1 N N N N N N 4.059 10.650 1.525  -1.068 -2.631 -0.420 H13 QCA 36 
QCA H14  H14 H 0  1 N N N N N N 6.447 10.277 4.460  -3.471 -2.178 0.057  H14 QCA 37 
QCA H15  H15 H 0  1 N N N N N N 4.262 12.934 1.831  -0.781 1.128  -0.512 H15 QCA 38 
QCA H16  H16 H 0  1 N N N N N N 4.854 14.865 3.236  -2.666 2.686  -0.264 H16 QCA 39 
QCA H17  H17 H 0  1 N N N N N N 6.655 14.421 6.236  -5.596 2.210  -0.666 H17 QCA 40 
QCA OXT  OXT O 0  1 N Y N Y N Y 4.189 4.785  2.064  5.960  -1.576 0.834  O1  QCA 41 
QCA HXT  HXT H 0  1 N Y N Y N Y 3.639 4.021  2.194  6.287  -1.587 1.745  H3  QCA 42 
# 
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 
QCA O3  C3   DOUB N N 1  
QCA O2  C2   DOUB N N 2  
QCA CA3 C3   SING N N 3  
QCA CA3 N3   SING N N 4  
QCA C2  N3   SING N N 5  
QCA C2  CA2  SING N N 6  
QCA N3  C1   SING N N 7  
QCA CA2 CB2  DOUB N Z 8  
QCA CA2 N2   SING N N 9  
QCA N1  CA1  SING N N 10 
QCA CB2 CG2  SING N N 11 
QCA C1  N2   DOUB N N 12 
QCA C1  CA1  SING N N 13 
QCA CD2 CG2  DOUB Y N 14 
QCA CD2 CE2  SING Y N 15 
QCA CA1 CB1  SING N N 16 
QCA CG2 CD1  SING Y N 17 
QCA CE2 CZ   DOUB Y N 18 
QCA CD1 CE1  DOUB Y N 19 
QCA CB1 OG1  SING N N 20 
QCA CB1 CG1  SING N N 21 
QCA CZ  CE1  SING Y N 22 
QCA CZ  OH   SING N N 23 
QCA CE1 N4   SING N N 24 
QCA N4  O4   SING N N 25 
QCA N4  O5   DOUB N N 26 
QCA N1  H    SING N N 27 
QCA N1  H2   SING N N 28 
QCA CA1 HA1  SING N N 29 
QCA CB1 H5   SING N N 30 
QCA CG1 H6   SING N N 31 
QCA CG1 H7   SING N N 32 
QCA CG1 H8   SING N N 33 
QCA OG1 H9   SING N N 34 
QCA CA3 HA31 SING N N 35 
QCA CA3 HA32 SING N N 36 
QCA CB2 H13  SING N N 37 
QCA CD1 H14  SING N N 38 
QCA CD2 H15  SING N N 39 
QCA CE2 H16  SING N N 40 
QCA OH  H17  SING N N 41 
QCA C3  OXT  SING N N 42 
QCA OXT HXT  SING N N 43 
# 
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 
QCA SMILES           ACDLabs              12.01 "NC(C(O)C)C1=N/C(C(N1CC(O)=O)=O)=C\c2cc(N(=O)=O)c(cc2)O"                                                                                                   
QCA InChI            InChI                1.03  "InChI=1S/C15H16N4O7/c1-7(20)13(16)14-17-9(15(24)18(14)6-12(22)23)4-8-2-3-11(21)10(5-8)19(25)26/h2-5,7,13,20-21H,6,16H2,1H3,(H,22,23)/b9-4-/t7-,13+/m1/s1" 
QCA InChIKey         InChI                1.03  LHLFOMIKJUVYFB-ADWIAXRPSA-N                                                                                                                                
QCA SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@H](N)C1=N\C(=C/c2ccc(O)c(c2)[N](=O)=O)C(=O)N1CC(O)=O"                                                                                        
QCA SMILES           CACTVS               3.385 "C[CH](O)[CH](N)C1=NC(=Cc2ccc(O)c(c2)[N](=O)=O)C(=O)N1CC(O)=O"                                                                                             
QCA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]([C@@H](C1=N/C(=C\c2ccc(c(c2)N(=O)=O)O)/C(=O)N1CC(=O)O)N)O"                                                                                         
QCA SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(C1=NC(=Cc2ccc(c(c2)N(=O)=O)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 
QCA "SYSTEMATIC NAME" ACDLabs              12.01 "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(4-hydroxy-3-nitrophenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid"              
QCA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[(4~{Z})-2-[(1~{R},2~{R})-1-azanyl-2-oxidanyl-propyl]-4-[(3-nitro-4-oxidanyl-phenyl)methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic 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 
QCA "Create component" 2019-10-11 RCSB 
QCA "Initial release"  2020-10-14 RCSB 
QCA "Modify synonyms"  2021-03-01 PDBE 
QCA "Modify backbone"  2023-11-03 PDBE 
QCA "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      QCA 
_pdbx_chem_comp_synonyms.name         "PEPTIDE DERIVED CHROMOPHORE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            QCA 
_pdbx_chem_comp_pcm.modified_residue_id                "THR, TYR, GLY" 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           Chromophore/chromophore-like 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain and backbone" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
