data_XYG
# 
_chem_comp.id                                    XYG 
_chem_comp.name                                  "[(4Z)-2-[(1Z)-ETHANIMIDOYL]-4-(4-HYDROXYBENZYLIDENE)-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                               "C14 H13 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               "ASP, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "CHROMOPHORE (DECARBOXYLATED ASP-TYR-GLY)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-16 
_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                        287.271 
_chem_comp.one_letter_code                       DYG 
_chem_comp.three_letter_code                     XYG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2FL1 
_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 
XYG N    N    N 0 1 N N N -57.909 -49.130 -12.082 -6.233 -0.320 1.540  N    XYG 1  
XYG CB1  CB1  C 0 1 N N N -59.388 -50.423 -13.115 -6.417 -0.291 -0.863 CB1  XYG 2  
XYG CA1  CA1  C 0 1 N N N -57.928 -49.891 -13.171 -5.614 -0.386 0.406  CA1  XYG 3  
XYG C1   C1   C 0 1 N N N -57.197 -49.401 -14.343 -4.153 -0.548 0.296  C1   XYG 4  
XYG N2   N2   N 0 1 N N N -57.626 -49.543 -15.512 -3.354 0.471  0.250  N2   XYG 5  
XYG OH   OH   O 0 1 N N N -60.906 -50.047 -21.469 -0.344 6.110  0.104  OH   XYG 6  
XYG CD2  CD2  C 0 1 Y N N -57.693 -48.854 -20.028 -0.834 2.695  -1.115 CD2  XYG 7  
XYG CE2  CE2  C 0 1 Y N N -58.738 -49.153 -20.965 -0.686 4.082  -1.108 CE2  XYG 8  
XYG CZ   CZ   C 0 1 Y N N -59.971 -49.783 -20.597 -0.489 4.756  0.097  CZ   XYG 9  
XYG CE1  CE1  C 0 1 Y N N -60.126 -50.119 -19.173 -0.440 4.043  1.295  CE1  XYG 10 
XYG CD1  CD1  C 0 1 Y N N -59.103 -49.833 -18.227 -0.588 2.656  1.288  CD1  XYG 11 
XYG CG2  CG2  C 0 1 Y N N -57.844 -49.188 -18.635 -0.787 1.963  0.082  CG2  XYG 12 
XYG CB2  CB2  C 0 1 N N N -56.747 -48.861 -17.715 -0.940 0.536  0.075  CB2  XYG 13 
XYG CA2  CA2  C 0 1 N N N -56.690 -48.965 -16.370 -2.108 -0.103 0.151  CA2  XYG 14 
XYG C2   C2   C 0 1 N N N -55.558 -48.427 -15.562 -2.225 -1.586 0.140  C2   XYG 15 
XYG O2   O2   O 0 1 N N N -54.558 -47.873 -15.902 -1.313 -2.387 0.062  O2   XYG 16 
XYG N3   N3   N 0 1 N N N -55.933 -48.711 -14.256 -3.580 -1.778 0.237  N3   XYG 17 
XYG CA3  CA3  C 0 1 N N N -55.181 -48.246 -13.032 -4.236 -3.072 0.262  CA3  XYG 18 
XYG C    C    C 0 1 N N N -54.126 -49.151 -12.431 -4.570 -3.468 -1.144 C    XYG 19 
XYG O    O    O 0 1 N N N -53.223 -48.664 -11.715 -3.943 -3.171 -2.150 O    XYG 20 
XYG OXT  OXT  O 0 1 N Y N ?       ?       ?       -5.697 -4.226 -1.156 OXT  XYG 21 
XYG HXT  HXT  H 0 1 N Y N ?       ?       ?       -5.941 -4.502 -2.065 HXT  XYG 22 
XYG HA31 1HA3 H 0 0 N N N -54.667 -47.316 -13.318 -5.155 -2.993 0.849  HA31 XYG 23 
XYG HA32 2HA3 H 0 0 N N N -55.953 -48.176 -12.251 -3.559 -3.808 0.705  HA32 XYG 24 
XYG HN2  2HN  H 0 1 N N N -58.821 -49.207 -11.679 -7.242 -0.207 1.396  HN2  XYG 25 
XYG HB11 1HB1 H 0 0 N N N -59.693 -50.549 -12.066 -5.780 -0.367 -1.748 HB11 XYG 26 
XYG HB12 2HB1 H 0 0 N N N -60.059 -49.704 -13.608 -7.153 -1.100 -0.886 HB12 XYG 27 
XYG HB13 3HB1 H 0 0 N N N -59.445 -51.392 -13.632 -6.943 0.668  -0.887 HB13 XYG 28 
XYG HB2  HB2  H 0 1 N N N -55.852 -48.480 -18.184 -0.039 -0.069 -0.027 HB2  XYG 29 
XYG HD2  HD2  H 0 1 N N N -56.787 -48.375 -20.370 -0.987 2.184  -2.063 HD2  XYG 30 
XYG HE2  HE2  H 0 1 N N N -58.587 -48.889 -22.001 -0.725 4.632  -2.044 HE2  XYG 31 
XYG HOH  HOH  H 0 1 N N N -61.744 -50.111 -21.026 -0.897 6.511  -0.585 HOH  XYG 32 
XYG HE1  HE1  H 0 1 N N N -61.037 -50.593 -18.839 -0.286 4.563  2.237  HE1  XYG 33 
XYG HD1  HD1  H 0 1 N N N -59.253 -50.094 -17.190 -0.548 2.115  2.230  HD1  XYG 34 
# 
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 
XYG N   CA1  DOUB N Z 1  
XYG N   HN2  SING N N 2  
XYG CB1 CA1  SING N N 3  
XYG CB1 HB11 SING N N 4  
XYG CB1 HB12 SING N N 5  
XYG CB1 HB13 SING N N 6  
XYG CA1 C1   SING N N 7  
XYG C1  N2   DOUB N N 8  
XYG C1  N3   SING N N 9  
XYG N2  CA2  SING N N 10 
XYG OH  CZ   SING N N 11 
XYG OH  HOH  SING N N 12 
XYG CD2 CG2  DOUB Y N 13 
XYG CD2 CE2  SING Y N 14 
XYG CD2 HD2  SING N N 15 
XYG CE2 CZ   DOUB Y N 16 
XYG CE2 HE2  SING N N 17 
XYG CZ  CE1  SING Y N 18 
XYG CE1 CD1  DOUB Y N 19 
XYG CE1 HE1  SING N N 20 
XYG CD1 CG2  SING Y N 21 
XYG CD1 HD1  SING N N 22 
XYG CG2 CB2  SING N N 23 
XYG CB2 CA2  DOUB N Z 24 
XYG CB2 HB2  SING N N 25 
XYG CA2 C2   SING N N 26 
XYG C2  N3   SING N N 27 
XYG C2  O2   DOUB N N 28 
XYG N3  CA3  SING N N 29 
XYG CA3 C    SING N N 30 
XYG CA3 HA31 SING N N 31 
XYG CA3 HA32 SING N N 32 
XYG C   OXT  SING N N 33 
XYG C   O    DOUB N N 34 
XYG OXT HXT  SING N N 35 
# 
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 
XYG SMILES           ACDLabs              10.04 "O=C1C(\N=C(C(=[N@H])C)N1CC(=O)O)=C\c2ccc(O)cc2"                                                                                   
XYG InChI            InChI                1.02b "InChI=1/C14H13N3O4/c1-8(15)13-16-11(14(21)17(13)7-12(19)20)6-9-2-4-10(18)5-3-9/h2-6,15,18H,7H2,1H3,(H,19,20)/b11-6-,15-8+/f/h19H" 
XYG InChIKey         InChI                1.02b FSJJUXNBJXUIPS-BXHUBPHZDO                                                                                                          
XYG SMILES_CANONICAL CACTVS               3.341 "CC(=N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                       
XYG SMILES           CACTVS               3.341 "CC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                         
XYG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\C)/C1=N/C(=C\c2ccc(cc2)O)/C(=O)N1CC(=O)O"                                                                                
XYG SMILES           "OpenEye OEToolkits" 1.5.0 "[H]N=C(C)C1=NC(=Cc2ccc(cc2)O)C(=O)N1CC(=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 
XYG "SYSTEMATIC NAME" ACDLabs              10.04 "{(4Z)-2-[(1E)-ethanimidoyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
XYG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(4Z)-2-ethanimidoyl-4-[(4-hydroxyphenyl)methylidene]-5-oxo-imidazol-1-yl]ethanoic acid"                   
# 
