data_CRQ
# 
_chem_comp.id                                    CRQ 
_chem_comp.name                                  "[2-(3-CARBAMOYL-1-IMINO-PROPYL)-4-(4-HYDROXY-BENZYLIDENE)-5-OXO-4,5-DIHYDRO-IMIDAZOL-1-YL]-ACETIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C16 H16 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               "GLN, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "CHROMOPHORE (GLN-TYR-GLY)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-10-19 
_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                        344.322 
_chem_comp.one_letter_code                       QYG 
_chem_comp.three_letter_code                     CRQ 
_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        1GGX 
_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 
CRQ N1   N    N 0 1 N N N Y Y N 4.811 76.792 -14.975 0.852  -2.240 -0.363 N    CRQ 1  
CRQ CA1  CA1  C 0 1 N N N Y N N 4.885 75.595 -15.451 1.325  -1.096 0.015  CA1  CRQ 2  
CRQ CB1  CB1  C 0 1 N N N N N N 5.279 75.352 -16.900 2.799  -0.945 0.292  CB1  CRQ 3  
CRQ CG1  CG1  C 0 1 N N N N N N 4.917 76.495 -17.858 3.521  -2.245 -0.065 CG1  CRQ 4  
CRQ C1   C1   C 0 1 N N N Y N N 4.550 74.468 -14.622 0.424  0.057  0.176  C1   CRQ 5  
CRQ N2   N2   N 0 1 N N N Y N N 4.758 73.216 -15.049 -0.877 0.003  0.062  N2   CRQ 6  
CRQ N3   N3   N 0 1 N N N Y N N 3.989 74.484 -13.324 0.837  1.338  0.471  N3   CRQ 7  
CRQ C2   C2   C 0 1 N N N Y N N 3.825 73.146 -12.910 -0.259 2.125  0.541  C2   CRQ 8  
CRQ O2   O2   O 0 1 N N N Y N N 3.355 72.776 -11.823 -0.297 3.318  0.781  O2   CRQ 9  
CRQ CA2  CA2  C 0 1 N N N Y N N 4.349 72.368 -14.050 -1.400 1.232  0.268  CA2  CRQ 10 
CRQ CA3  CA3  C 0 1 N N N Y N N 3.682 75.702 -12.490 2.222  1.770  0.675  CA3  CRQ 11 
CRQ CB2  CB2  C 0 1 N N N N N N 4.385 70.955 -14.031 -2.738 1.582  0.232  CB2  CRQ 12 
CRQ CG2  CG2  C 0 1 Y N N N N N 4.872 70.010 -14.956 -3.761 0.547  0.090  CG2  CRQ 13 
CRQ CD1  CD1  C 0 1 Y N N N N N 5.536 70.324 -16.236 -3.401 -0.809 0.124  CD1  CRQ 14 
CRQ CD2  CD2  C 0 1 Y N N N N N 4.728 68.588 -14.625 -5.108 0.905  -0.077 CD2  CRQ 15 
CRQ CE1  CE1  C 0 1 Y N N N N N 6.000 69.323 -17.088 -4.361 -1.771 -0.010 CE1  CRQ 16 
CRQ CE2  CE2  C 0 1 Y N N N N N 5.189 67.588 -15.474 -6.058 -0.067 -0.210 CE2  CRQ 17 
CRQ CZ   CZ   C 0 1 Y N N N N N 5.852 67.898 -16.756 -5.694 -1.410 -0.180 CZ   CRQ 18 
CRQ OH   OH   O 0 1 N N N N N N 6.267 66.996 -17.518 -6.642 -2.370 -0.313 OH   CRQ 19 
CRQ OE1  OE1  O 0 1 N N N N N N 6.198 75.821 -19.706 5.425  -1.048 0.651  OE1  CRQ 20 
CRQ C3   C    C 0 1 N N N Y N Y 2.486 76.640 -12.704 2.855  2.074  -0.658 C    CRQ 21 
CRQ O3   O    O 0 1 N N N Y N Y 1.783 76.597 -11.693 2.215  1.943  -1.675 O    CRQ 22 
CRQ CD3  CD3  C 0 1 N N N N N N 5.135 76.323 -19.344 4.995  -2.094 0.211  CD3  CRQ 23 
CRQ NE1  NE1  N 0 1 N N N N N N 4.177 76.740 -20.217 5.835  -3.120 -0.030 NE1  CRQ 24 
CRQ OXT  OXT  O 0 1 N Y N Y N Y 1.910 76.713 -13.925 4.130  2.491  -0.717 OXT  CRQ 25 
CRQ H    HN1  H 0 1 N Y N Y Y N 4.509 76.798 -14.022 -0.105 -2.357 -0.471 HN1  CRQ 26 
CRQ HB11 HB11 H 0 0 N N N N N N 6.368 75.202 -16.940 3.200  -0.129 -0.310 HB11 CRQ 27 
CRQ HB12 HB12 H 0 0 N N N N N N 4.771 74.440 -17.246 2.949  -0.724 1.349  HB12 CRQ 28 
CRQ HG11 HG11 H 0 0 N N N N N N 3.847 76.705 -17.715 3.121  -3.060 0.537  HG11 CRQ 29 
CRQ HG12 HG12 H 0 0 N N N N N N 5.507 77.370 -17.548 3.371  -2.466 -1.122 HG12 CRQ 30 
CRQ HA31 HA31 H 0 0 N N N Y N N 3.584 75.333 -11.458 2.236  2.666  1.296  HA31 CRQ 31 
CRQ HA32 HA32 H 0 0 N N N Y N N 4.573 76.342 -12.567 2.782  0.976  1.170  HA32 CRQ 32 
CRQ HB1  HB1  H 0 1 N N N N N N 3.959 70.517 -13.140 -3.027 2.620  0.310  HB1  CRQ 33 
CRQ HD1  HD1  H 0 1 N N N N N N 5.666 71.358 -16.520 -2.367 -1.092 0.256  HD1  CRQ 34 
CRQ HD2  HD2  H 0 1 N N N N N N 4.251 68.310 -13.697 -5.392 1.946  -0.100 HD2  CRQ 35 
CRQ HE1  HE1  H 0 1 N N N N N N 6.480 69.601 -18.015 -4.085 -2.815 0.016  HE1  CRQ 36 
CRQ HE2  HE2  H 0 1 N N N N N N 5.058 66.555 -15.187 -7.095 0.207  -0.338 HE2  CRQ 37 
CRQ HH   HH   H 0 1 N N N N N N 6.082 66.147 -17.135 -7.032 -2.657 0.524  HH   CRQ 38 
CRQ HE11 HE11 H 0 0 N N N N N N 4.322 76.644 -21.202 5.491  -3.956 -0.381 HE11 CRQ 39 
CRQ HE12 HE12 H 0 0 N N N N N N 3.328 77.142 -19.873 6.783  -3.022 0.148  HE12 CRQ 40 
CRQ HXT  HXT  H 0 1 N Y N Y N Y 0.965 76.722 -13.830 4.492  2.674  -1.594 HXT  CRQ 41 
# 
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 
CRQ N1  CA1  DOUB N N 1  
CRQ N1  H    SING N N 2  
CRQ CA1 CB1  SING N N 3  
CRQ CA1 C1   SING N N 4  
CRQ CB1 CG1  SING N N 5  
CRQ CB1 HB11 SING N N 6  
CRQ CB1 HB12 SING N N 7  
CRQ CG1 CD3  SING N N 8  
CRQ CG1 HG11 SING N N 9  
CRQ CG1 HG12 SING N N 10 
CRQ C1  N2   DOUB N N 11 
CRQ C1  N3   SING N N 12 
CRQ N2  CA2  SING N N 13 
CRQ N3  C2   SING N N 14 
CRQ N3  CA3  SING N N 15 
CRQ C2  O2   DOUB N N 16 
CRQ C2  CA2  SING N N 17 
CRQ CA2 CB2  DOUB N Z 18 
CRQ CA3 C3   SING N N 19 
CRQ CA3 HA31 SING N N 20 
CRQ CA3 HA32 SING N N 21 
CRQ CB2 CG2  SING N N 22 
CRQ CB2 HB1  SING N N 23 
CRQ CG2 CD1  DOUB Y N 24 
CRQ CG2 CD2  SING Y N 25 
CRQ CD1 CE1  SING Y N 26 
CRQ CD1 HD1  SING N N 27 
CRQ CD2 CE2  DOUB Y N 28 
CRQ CD2 HD2  SING N N 29 
CRQ CE1 CZ   DOUB Y N 30 
CRQ CE1 HE1  SING N N 31 
CRQ CE2 CZ   SING Y N 32 
CRQ CE2 HE2  SING N N 33 
CRQ CZ  OH   SING N N 34 
CRQ OH  HH   SING N N 35 
CRQ OE1 CD3  DOUB N N 36 
CRQ C3  O3   DOUB N N 37 
CRQ C3  OXT  SING N N 38 
CRQ CD3 NE1  SING N N 39 
CRQ NE1 HE11 SING N N 40 
CRQ NE1 HE12 SING N N 41 
CRQ OXT HXT  SING N N 42 
# 
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 
CRQ SMILES           ACDLabs              12.01 "O=C1C(\N=C(C(=[N@H])CCC(=O)N)N1CC(=O)O)=C\c2ccc(O)cc2"                                                                                               
CRQ InChI            InChI                1.03  "InChI=1S/C16H16N4O5/c17-11(5-6-13(18)22)15-19-12(16(25)20(15)8-14(23)24)7-9-1-3-10(21)4-2-9/h1-4,7,17,21H,5-6,8H2,(H2,18,22)(H,23,24)/b12-7-,17-11+" 
CRQ InChIKey         InChI                1.03  AKDAWRYTXGWULZ-KAOAWJDNSA-N                                                                                                                           
CRQ SMILES_CANONICAL CACTVS               3.370 "NC(=O)CCC(=N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                                   
CRQ SMILES           CACTVS               3.370 "NC(=O)CCC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                                     
CRQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1/C=C\2/C(=O)N(C(=N2)C(=N)CCC(=O)N)CC(=O)O)O"                                                                                                
CRQ SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C=C2C(=O)N(C(=N2)C(=N)CCC(=O)N)CC(=O)O)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 
CRQ "SYSTEMATIC NAME" ACDLabs              12.01 "[(4Z)-2-[(1E)-4-amino-4-oxobutanimidoyl]-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid"               
CRQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4Z)-2-(4-azanyl-4-oxidanylidene-butanimidoyl)-4-[(4-hydroxyphenyl)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 
CRQ "Create component"         2000-10-19 RCSB 
CRQ "Modify descriptor"        2011-06-04 RCSB 
CRQ "Modify leaving atom flag" 2014-03-04 RCSB 
CRQ "Modify synonyms"          2021-03-01 PDBE 
CRQ "Modify backbone"          2023-11-03 PDBE 
CRQ "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      CRQ 
_pdbx_chem_comp_synonyms.name         "CHROMOPHORE (GLN-TYR-GLY)" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            CRQ 
_pdbx_chem_comp_pcm.modified_residue_id                "GLN, 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      ? 
# 
