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                    2009-01-07 
_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        ? 
_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 
# 
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.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 N    N    N 0 1 N N N 4.811 76.792 -14.975 2.299  -0.099 -0.822 N    CRQ 1  
CRQ CA1  CA1  C 0 1 N N N 4.885 75.595 -15.451 1.107  -0.221 -1.314 CA1  CRQ 2  
CRQ CB1  CB1  C 0 1 N N N 5.279 75.352 -16.900 0.911  -0.296 -2.806 CB1  CRQ 3  
CRQ CG1  CG1  C 0 1 N N N 4.917 76.495 -17.858 2.247  -0.047 -3.509 CG1  CRQ 4  
CRQ C1   C1   C 0 1 N N N 4.550 74.468 -14.622 -0.056 -0.285 -0.414 C1   CRQ 5  
CRQ N2   N2   N 0 1 N N N 4.758 73.216 -15.049 0.001  -0.145 0.883  N2   CRQ 6  
CRQ N3   N3   N 0 1 N N N 3.989 74.484 -13.324 -1.353 -0.495 -0.828 N3   CRQ 7  
CRQ C2   C2   C 0 1 N N N 3.825 73.146 -12.910 -2.146 -0.496 0.266  C2   CRQ 8  
CRQ O2   O2   O 0 1 N N N 3.355 72.776 -11.823 -3.352 -0.654 0.303  O2   CRQ 9  
CRQ CA2  CA2  C 0 1 N N N 4.349 72.368 -14.050 -1.241 -0.258 1.405  CA2  CRQ 10 
CRQ CA3  CA3  C 0 1 N N N 3.682 75.702 -12.490 -1.795 -0.692 -2.211 CA3  CRQ 11 
CRQ CB2  CB2  C 0 1 N N N 4.385 70.955 -14.031 -1.592 -0.169 2.740  CB2  CRQ 12 
CRQ CG2  CG2  C 0 1 Y N N 4.872 70.010 -14.956 -0.553 -0.041 3.762  CG2  CRQ 13 
CRQ CD1  CD1  C 0 1 Y N N 5.536 70.324 -16.236 0.789  0.110  3.387  CD1  CRQ 14 
CRQ CD2  CD2  C 0 1 Y N N 4.728 68.588 -14.625 -0.897 -0.064 5.123  CD2  CRQ 15 
CRQ CE1  CE1  C 0 1 Y N N 6.000 69.323 -17.088 1.754  0.229  4.346  CE1  CRQ 16 
CRQ CE2  CE2  C 0 1 Y N N 5.189 67.588 -15.474 0.077  0.050  6.072  CE2  CRQ 17 
CRQ CZ   CZ   C 0 1 Y N N 5.852 67.898 -16.756 1.407  0.200  5.693  CZ   CRQ 18 
CRQ OH   OH   O 0 1 N N N 6.267 66.996 -17.518 2.370  0.319  6.641  OH   CRQ 19 
CRQ OE1  OE1  O 0 1 N N N 6.198 75.821 -19.706 0.951  -0.353 -5.457 OE1  CRQ 20 
CRQ C    C    C 0 1 N N N 2.486 76.640 -12.704 -2.012 0.648  -2.864 C    CRQ 21 
CRQ O    O    O 0 1 N N N 1.783 76.597 -11.693 -1.818 1.663  -2.239 O    CRQ 22 
CRQ CD3  CD3  C 0 1 N N N 5.135 76.323 -19.344 2.051  -0.122 -5.001 CD3  CRQ 23 
CRQ NE1  NE1  N 0 1 N N N 4.177 76.740 -20.217 3.098  0.065  -5.829 NE1  CRQ 24 
CRQ OXT  OXT  O 0 1 N Y N 1.910 76.713 -13.925 -2.422 0.713  -4.141 OXT  CRQ 25 
CRQ HN1  HN1  H 0 1 N N N 5.601 77.315 -15.351 2.432  -0.124 0.137  HN1  CRQ 26 
CRQ HB11 1HB1 H 0 0 N N N 6.366 75.114 -16.972 0.190  0.459  -3.116 HB11 CRQ 27 
CRQ HB12 2HB1 H 0 0 N N N 4.848 74.389 -17.263 0.538  -1.285 -3.074 HB12 CRQ 28 
CRQ HG11 1HG1 H 0 0 N N N 3.852 76.778 -17.686 2.968  -0.803 -3.198 HG11 CRQ 29 
CRQ HG12 2HG1 H 0 0 N N N 5.447 77.417 -17.526 2.620  0.941  -3.241 HG12 CRQ 30 
CRQ HA31 1HA3 H 0 0 N N N 3.635 75.360 -11.429 -1.033 -1.245 -2.760 HA31 CRQ 31 
CRQ HA32 2HA3 H 0 0 N N N 4.596 76.340 -12.506 -2.728 -1.255 -2.217 HA32 CRQ 32 
CRQ HB1  1HB  H 0 1 N N N 3.951 70.504 -13.122 -2.632 -0.194 3.028  HB1  CRQ 33 
CRQ HD1  HD1  H 0 1 N N N 5.693 71.362 -16.573 1.060  0.132  2.341  HD1  CRQ 34 
CRQ HD2  HD2  H 0 1 N N N 4.248 68.253 -13.689 -1.929 -0.180 5.418  HD2  CRQ 35 
CRQ HE1  HE1  H 0 1 N N N 6.482 69.657 -18.021 2.789  0.346  4.058  HE1  CRQ 36 
CRQ HE2  HE2  H 0 1 N N N 5.029 66.551 -15.131 -0.185 0.029  7.120  HE2  CRQ 37 
CRQ HH   HH   H 0 1 N N N 6.171 66.075 -17.303 2.463  1.263  6.829  HH   CRQ 38 
CRQ HE11 1HE1 H 0 0 N N N 3.295 77.156 -19.916 2.972  0.017  -6.789 HE11 CRQ 39 
CRQ HE12 2HE1 H 0 0 N N N 4.324 76.623 -21.219 3.977  0.253  -5.464 HE12 CRQ 40 
CRQ HXT  HXT  H 0 1 N Y N 1.169 77.293 -14.057 -2.561 1.573  -4.561 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 N   CA1  DOUB N N 1  
CRQ N   HN1  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 C    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 C   O    DOUB N N 37 
CRQ C   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              10.04 "O=C(N)CCC(=[N@H])C1=N/C(C(=O)N1CC(=O)O)=C\c2ccc(O)cc2"                                                                                                          
CRQ InChI            InChI                1.02b "InChI=1/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+/f/h23H,18H2" 
CRQ InChIKey         InChI                1.02b AKDAWRYTXGWULZ-SNNZHSQUDI                                                                                                                                        
CRQ SMILES_CANONICAL CACTVS               3.341 "NC(=O)CCC(=N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                                              
CRQ SMILES           CACTVS               3.341 "NC(=O)CCC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                                                
CRQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1\C=C/2\C(=O)N(C(=N2)C(=N)CCC(=O)N)CC(=O)O)O"                                                                                                           
CRQ SMILES           "OpenEye OEToolkits" 1.5.0 "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              10.04 "{(4Z)-2-[(1E)-4-amino-4-oxobutanimidoyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
CRQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(4Z)-2-(4-amino-4-oxo-butanimidoyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxo-imidazol-1-yl]ethanoic acid"                
# 
