data_CRU
# 
_chem_comp.id                                    CRU 
_chem_comp.name                                  "4-[(4Z)-1-(CARBOXYMETHYL)-4-(4-HYDROXYBENZYLIDENE)-5-OXO-4,5-DIHYDRO-1H-IMIDAZOL-2-YL]-4-IMINOBUTANOIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C16 H15 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               "GLU, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "CHROMOPHORE (GLU-TYR-GLY)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-03 
_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                        345.307 
_chem_comp.one_letter_code                       EYG 
_chem_comp.three_letter_code                     CRU 
_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        1YZW 
_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 
CRU OE1  OE1  O 0 1 N N N N N N 22.910 -16.194 39.318 5.450  -1.082 -0.920 OE1  CRU 1  
CRU CD3  CD3  C 0 1 N N N N N N 23.221 -15.016 38.688 5.790  0.013  -0.538 CD3  CRU 2  
CRU OE2  OE2  O 0 1 N N N N N N 24.020 -14.973 37.739 7.094  0.320  -0.457 OE2  CRU 3  
CRU CG1  CG1  C 0 1 N N N N N N 22.566 -13.766 39.200 4.750  1.036  -0.160 CG1  CRU 4  
CRU CB1  CB1  C 0 1 N N N N N N 21.036 -13.651 39.052 3.355  0.438  -0.348 CB1  CRU 5  
CRU CA1  CA1  C 0 1 N N N Y N N 20.171 -14.130 40.249 2.315  1.461  0.031  CA1  CRU 6  
CRU N1   N    N 0 1 N N N Y Y N 20.036 -15.373 40.457 2.674  2.664  0.345  N    CRU 7  
CRU C1   C1   C 0 1 N N N Y N N 19.520 -13.163 41.120 0.890  1.092  0.043  C1   CRU 8  
CRU N2   N2   N 0 1 N N N Y N N 19.698 -11.867 40.842 -0.091 1.927  0.261  N2   CRU 9  
CRU CA2  CA2  C 0 1 N N N Y N N 19.014 -11.123 41.763 -1.270 1.266  0.203  CA2  CRU 10 
CRU C2   C2   C 0 1 N N N Y N N 18.340 -12.022 42.715 -0.938 -0.141 -0.085 C2   CRU 11 
CRU O2   O2   O 0 1 N N N Y N N 17.623 -11.765 43.688 -1.715 -1.069 -0.218 O2   CRU 12 
CRU N3   N3   N 0 1 N N N Y N N 18.672 -13.323 42.272 0.409  -0.181 -0.178 N3   CRU 13 
CRU CA3  CA3  C 0 1 N N N Y N N 18.148 -14.586 43.044 1.218  -1.370 -0.461 CA3  CRU 14 
CRU C3   C    C 0 1 N N N Y N Y 18.911 -15.187 43.722 1.691  -1.975 0.835  C    CRU 15 
CRU O3   O    O 0 1 N N N Y N Y 18.535 -16.357 44.217 1.385  -1.466 1.888  O    CRU 16 
CRU CB2  CB2  C 0 1 N N N N N N 19.053 -9.739  41.686 -2.532 1.803  0.380  CB2  CRU 17 
CRU CG2  CG2  C 0 1 Y N N N N N 18.323 -8.701  42.475 -3.717 0.988  0.115  CG2  CRU 18 
CRU CD1  CD1  C 0 1 Y N N N N N 17.638 -7.593  41.874 -4.861 1.126  0.915  CD1  CRU 19 
CRU CE1  CE1  C 0 1 Y N N N N N 16.935 -6.613  42.653 -5.965 0.362  0.662  CE1  CRU 20 
CRU CZ   CZ   C 0 1 Y N N N N N 16.863 -6.679  44.086 -5.956 -0.552 -0.387 CZ   CRU 21 
CRU OH   OH   O 0 1 N N N N N N 16.192 -5.745  44.819 -7.055 -1.309 -0.633 OH   CRU 22 
CRU CE2  CE2  C 0 1 Y N N N N N 17.543 -7.785  44.701 -4.824 -0.694 -1.184 CE2  CRU 23 
CRU CD2  CD2  C 0 1 Y N N N N N 18.241 -8.755  43.921 -3.717 0.069  -0.946 CD2  CRU 24 
CRU OXT  OXT  O 0 1 N Y N Y N Y 20.118 -14.655 43.956 2.454  -3.080 0.821  OXT  CRU 25 
CRU HE21 HE21 H 0 0 N N N N N N 24.343 -15.848 37.556 7.724  -0.367 -0.715 HE21 CRU 26 
CRU HG11 HG11 H 0 0 N N N N N N 22.788 -13.707 40.276 4.885  1.322  0.883  HG11 CRU 27 
CRU HG12 HG12 H 0 0 N N N N N N 23.005 -12.925 38.643 4.857  1.915  -0.795 HG12 CRU 28 
CRU HB11 HB11 H 0 0 N N N N N N 20.807 -12.586 38.896 3.220  0.151  -1.391 HB11 CRU 29 
CRU HB12 HB12 H 0 0 N N N N N N 20.750 -14.263 38.184 3.247  -0.442 0.287  HB12 CRU 30 
CRU H    HN1  H 0 1 N Y N Y Y N 19.457 -15.559 41.251 2.014  3.301  0.659  HN1  CRU 31 
CRU HA31 HA31 H 0 0 N N N Y N N 17.344 -14.237 43.709 0.615  -2.098 -1.003 HA31 CRU 32 
CRU HA32 HA32 H 0 0 N N N Y N N 17.781 -15.290 42.283 2.079  -1.087 -1.066 HA32 CRU 33 
CRU HB1  HB1  H 0 1 N N N N N N 19.720 -9.347  40.932 -2.643 2.824  0.714  HB1  CRU 34 
CRU HD1  HD1  H 0 1 N N N N N N 17.652 -7.493  40.799 -4.870 1.835  1.730  HD1  CRU 35 
CRU HE1  HE1  H 0 1 N N N N N N 16.443 -5.798  42.144 -6.846 0.467  1.278  HE1  CRU 36 
CRU HH   HH   H 0 1 N N N N N N 16.258 -5.959  45.742 -7.680 -0.905 -1.250 HH   CRU 37 
CRU HE2  HE2  H 0 1 N N N N N N 17.526 -7.884  45.776 -4.824 -1.406 -1.997 HE2  CRU 38 
CRU HD2  HD2  H 0 1 N N N N N N 18.732 -9.569  44.433 -2.841 -0.039 -1.569 HD2  CRU 39 
CRU HXT  HXT  H 0 1 N Y N Y N Y 20.621 -15.241 44.510 2.733  -3.431 1.678  HXT  CRU 40 
# 
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 
CRU OE1 CD3  DOUB N N 1  
CRU CD3 OE2  SING N N 2  
CRU CD3 CG1  SING N N 3  
CRU OE2 HE21 SING N N 4  
CRU CG1 CB1  SING N N 5  
CRU CG1 HG11 SING N N 6  
CRU CG1 HG12 SING N N 7  
CRU CB1 CA1  SING N N 8  
CRU CB1 HB11 SING N N 9  
CRU CB1 HB12 SING N N 10 
CRU CA1 N1   DOUB N N 11 
CRU CA1 C1   SING N N 12 
CRU N1  H    SING N N 13 
CRU C1  N2   DOUB N N 14 
CRU C1  N3   SING N N 15 
CRU N2  CA2  SING N N 16 
CRU CA2 C2   SING N N 17 
CRU CA2 CB2  DOUB N E 18 
CRU C2  O2   DOUB N N 19 
CRU C2  N3   SING N N 20 
CRU N3  CA3  SING N N 21 
CRU CA3 C3   SING N N 22 
CRU CA3 HA31 SING N N 23 
CRU CA3 HA32 SING N N 24 
CRU C3  O3   DOUB N N 25 
CRU C3  OXT  SING N N 26 
CRU CB2 CG2  SING N N 27 
CRU CB2 HB1  SING N N 28 
CRU CG2 CD1  DOUB Y N 29 
CRU CG2 CD2  SING Y N 30 
CRU CD1 CE1  SING Y N 31 
CRU CD1 HD1  SING N N 32 
CRU CE1 CZ   DOUB Y N 33 
CRU CE1 HE1  SING N N 34 
CRU CZ  OH   SING N N 35 
CRU CZ  CE2  SING Y N 36 
CRU OH  HH   SING N N 37 
CRU CE2 CD2  DOUB Y N 38 
CRU CE2 HE2  SING N N 39 
CRU CD2 HD2  SING N N 40 
CRU OXT HXT  SING N N 41 
# 
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 
CRU SMILES           ACDLabs              12.01 "O=C1C(\N=C(C(=[N@H])CCC(=O)O)N1CC(=O)O)=C/c2ccc(O)cc2"                                                                                              
CRU SMILES_CANONICAL CACTVS               3.370 "OC(=O)CCC(=N)C1=N\C(=C\c2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                                  
CRU SMILES           CACTVS               3.370 "OC(=O)CCC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                                    
CRU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "[H]/N=C(/CCC(=O)O)\C1=N/C(=C/c2ccc(cc2)O)/C(=O)N1CC(=O)O"                                                                                           
CRU SMILES           "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1C=C2C(=O)N(C(=N2)C(=N)CCC(=O)O)CC(=O)O)O"                                                                                                  
CRU InChI            InChI                1.03  "InChI=1S/C16H15N3O6/c17-11(5-6-13(21)22)15-18-12(16(25)19(15)8-14(23)24)7-9-1-3-10(20)4-2-9/h1-4,7,17,20H,5-6,8H2,(H,21,22)(H,23,24)/b12-7+,17-11-" 
CRU InChIKey         InChI                1.03  HQWMTGYOYORUQE-ZLCHUIHLSA-N                                                                                                                          
# 
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 
CRU "SYSTEMATIC NAME" ACDLabs              12.01 "(4Z)-4-[(4E)-1-(carboxymethyl)-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-2-yl]-4-iminobutanoic acid"     
CRU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-azanylidene-4-[(4E)-1-(carboxymethyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxidanylidene-imidazol-2-yl]butanoic 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 
CRU "Create component"       2005-03-03 RCSB 
CRU "Modify one letter code" 2011-04-28 RCSB 
CRU "Modify descriptor"      2011-06-04 RCSB 
CRU "Modify synonyms"        2021-03-01 PDBE 
CRU "Modify backbone"        2023-11-03 PDBE 
CRU "Modify PCM"             2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      CRU 
_pdbx_chem_comp_synonyms.name         "CHROMOPHORE (GLU-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                            CRU 
_pdbx_chem_comp_pcm.modified_residue_id                "GLU, 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      ? 
# 
