data_XXY
# 
_chem_comp.id                                    XXY 
_chem_comp.name                                  "2-[(1R,2R)-1-amino-2-hydroxypropyl]-1-(carboxymethyl)-4-(1H-imidazol-5-ylmethyl)-1H-imidazol-5-olate" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C12 H16 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               "THR, HIS, GLY" 
_chem_comp.pdbx_synonyms                         "CHROMOPHORE THR-HIS-GLY" 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2006-02-10 
_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                        294.287 
_chem_comp.one_letter_code                       THG 
_chem_comp.three_letter_code                     XXY 
_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        2FWQ 
_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 
XXY C1   C1   C 0  1 Y N N Y N N 0.091  4.383 2.844  -0.805 0.503  0.263  C1   XXY 1  
XXY N2   N2   N 0  1 Y N N Y N N -1.082 3.792 2.830  0.236  0.912  -0.408 N2   XXY 2  
XXY CA2  CA2  C 0  1 Y N N Y N N -1.271 3.466 4.167  1.016  -0.139 -0.705 CA2  XXY 3  
XXY C2   C2   C 0  1 Y N N Y N N -0.221 3.858 4.948  0.435  -1.250 -0.197 C2   XXY 4  
XXY O2   O2   O -1 1 N N N Y N N 0.027  3.746 6.316  0.907  -2.521 -0.279 O2   XXY 5  
XXY N3   N3   N 0  1 Y N N Y N N 0.656  4.457 4.062  -0.720 -0.846 0.418  N3   XXY 6  
XXY CA1  CA1  C 0  1 N N R Y N N 0.858  4.977 1.672  -1.914 1.380  0.785  CA1  XXY 7  
XXY N1   N1   N 0  1 N N N Y Y N 1.823  4.004 1.268  -1.338 2.578  1.409  N1   XXY 8  
XXY CB1  CB1  C 0  1 N N R N N N -0.132 5.465 0.616  -2.824 1.795  -0.373 CB1  XXY 9  
XXY CG1  CG1  C 0  1 N N N N N N 0.655  5.979 -0.557 -3.875 2.784  0.134  CG1  XXY 10 
XXY OG1  OG1  O 0  1 N N N N N N -0.925 4.384 0.181  -2.041 2.415  -1.395 OG1  XXY 11 
XXY CA3  CA3  C 0  1 N N N Y N N 1.884  4.981 4.556  -1.683 -1.705 1.112  CA3  XXY 12 
XXY C3   C3   C 0  1 N N N Y N Y 2.046  6.397 5.104  -2.724 -2.184 0.134  C3   XXY 13 
XXY OXT  OXT  O 0  1 N Y N Y N Y 2.963  6.712 5.828  -3.714 -2.989 0.549  OXT  XXY 14 
XXY CB2  CB2  C 0  1 N N N N N N -2.502 2.761 4.580  2.312  -0.091 -1.471 CB2  XXY 15 
XXY CG2  CG2  C 0  1 Y N N N N N -3.675 3.495 5.024  3.456  0.110  -0.511 CG2  XXY 16 
XXY ND1  ND1  N 0  1 Y N N N N N -4.804 3.013 5.586  4.240  -0.868 0.040  ND1  XXY 17 
XXY CE1  CE1  C 0  1 Y N N N N N -5.628 4.000 5.887  5.140  -0.255 0.839  CE1  XXY 18 
XXY NE2  NE2  N 0  1 Y N N N N N -5.034 5.071 5.543  4.934  1.033  0.791  NE2  XXY 19 
XXY CD2  CD2  C 0  1 Y N N N N N -3.773 4.836 4.990  3.908  1.286  -0.035 CD2  XXY 20 
XXY O3   O3   O 0  1 N N N Y N Y 1.104  7.222 4.660  -2.668 -1.843 -1.024 O3   XXY 21 
XXY HA1  HA1  H 0  1 N N N Y N N 1.432  5.883 1.917  -2.495 0.829  1.524  HA1  XXY 22 
XXY H    HN11 H 0  0 N N N Y Y N 2.048  4.138 0.303  -0.794 3.107  0.744  HN11 XXY 23 
XXY H2   HN12 H 0  0 N Y N Y Y N 2.650  4.106 1.821  -2.058 3.151  1.824  HN12 XXY 24 
XXY HB1  HB1  H 0  1 N N N N N N -0.776 6.252 1.036  -3.320 0.914  -0.779 HB1  XXY 25 
XXY HG11 HG11 H 0  0 N N N N N N -0.014 6.105 -1.421 -3.379 3.665  0.541  HG11 XXY 26 
XXY HG12 HG12 H 0  0 N N N N N N 1.106  6.948 -0.299 -4.524 3.080  -0.691 HG12 XXY 27 
XXY HG13 HG13 H 0  0 N N N N N N 1.448  5.260 -0.809 -4.472 2.311  0.914  HG13 XXY 28 
XXY HOG1 HOG1 H 0  0 N N N N N N -1.103 4.475 -0.748 -1.570 3.208  -1.104 HOG1 XXY 29 
XXY HA31 HA31 H 0  0 N N N Y N N 2.158  4.321 5.392  -1.163 -2.562 1.538  HA31 XXY 30 
XXY HA32 HA32 H 0  0 N N N Y N N 2.488  5.030 3.638  -2.166 -1.139 1.909  HA32 XXY 31 
XXY HXT  HOXT H 0  0 N Y N Y N Y 2.905  7.639 6.029  -4.359 -3.271 -0.115 HOXT XXY 32 
XXY HB21 HB21 H 0  0 N N N N N N -2.825 2.185 3.701  2.451  -1.028 -2.011 HB21 XXY 33 
XXY HB22 HB22 H 0  0 N N N N N N -2.188 2.224 5.487  2.284  0.736  -2.181 HB22 XXY 34 
XXY HND1 HND1 H 0  0 N N N N N N -4.990 2.044 5.751  4.163  -1.822 -0.114 HND1 XXY 35 
XXY HE1  HE1  H 0  1 N N N N N N -6.607 3.915 6.334  5.905  -0.749 1.421  HE1  XXY 36 
XXY HD2  HD2  H 0  1 N N N N N N -3.054 5.554 4.625  3.512  2.262  -0.275 HD2  XXY 37 
# 
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 
XXY CG1 CB1  SING N N 1  
XXY OG1 CB1  SING N N 2  
XXY CB1 CA1  SING N N 3  
XXY N1  CA1  SING N N 4  
XXY CA1 C1   SING N N 5  
XXY N2  C1   DOUB Y N 6  
XXY N2  CA2  SING Y N 7  
XXY C1  N3   SING Y N 8  
XXY N3  CA3  SING N N 9  
XXY N3  C2   SING Y N 10 
XXY CA2 CB2  SING N N 11 
XXY CA2 C2   DOUB Y N 12 
XXY CA3 C3   SING N N 13 
XXY CB2 CG2  SING N N 14 
XXY O3  C3   DOUB N N 15 
XXY C2  O2   SING N N 16 
XXY CD2 CG2  DOUB Y N 17 
XXY CD2 NE2  SING Y N 18 
XXY CG2 ND1  SING Y N 19 
XXY C3  OXT  SING N N 20 
XXY NE2 CE1  DOUB Y N 21 
XXY ND1 CE1  SING Y N 22 
XXY CA1 HA1  SING N N 23 
XXY N1  H    SING N N 24 
XXY N1  H2   SING N N 25 
XXY CB1 HB1  SING N N 26 
XXY CG1 HG11 SING N N 27 
XXY CG1 HG12 SING N N 28 
XXY CG1 HG13 SING N N 29 
XXY OG1 HOG1 SING N N 30 
XXY CA3 HA31 SING N N 31 
XXY CA3 HA32 SING N N 32 
XXY OXT HXT  SING N N 33 
XXY CB2 HB21 SING N N 34 
XXY CB2 HB22 SING N N 35 
XXY ND1 HND1 SING N N 36 
XXY CE1 HE1  SING N N 37 
XXY CD2 HD2  SING N N 38 
# 
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 
XXY SMILES           ACDLabs              10.04 "[O-]c1c(nc(n1CC(=O)O)C(N)C(O)C)Cc2cncn2"                                                                                                            
XXY SMILES_CANONICAL CACTVS               3.341 "C[C@@H](O)[C@H](N)c1nc(Cc2[nH]cnc2)c([O-])n1CC(O)=O"                                                                                                
XXY SMILES           CACTVS               3.341 "C[CH](O)[CH](N)c1nc(Cc2[nH]cnc2)c([O-])n1CC(O)=O"                                                                                                   
XXY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]([C@@H](c1nc(c(n1CC(=O)O)[O-])Cc2cnc[nH]2)N)O"                                                                                                
XXY SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C(c1nc(c(n1CC(=O)O)[O-])Cc2cnc[nH]2)N)O"                                                                                                         
XXY InChI            InChI                1.03  "InChI=1S/C12H17N5O4/c1-6(18)10(13)11-16-8(2-7-3-14-5-15-7)12(21)17(11)4-9(19)20/h3,5-6,10,18,21H,2,4,13H2,1H3,(H,14,15)(H,19,20)/p-1/t6-,10+/m1/s1" 
XXY InChIKey         InChI                1.03  PKFPQVBROAQRSI-LDWIPMOCSA-M                                                                                                                          
# 
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 
XXY "SYSTEMATIC NAME" ACDLabs              10.04 "2-[(1R,2R)-1-amino-2-hydroxypropyl]-1-(carboxymethyl)-4-(1H-imidazol-5-ylmethyl)-1H-imidazol-5-olate" 
XXY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(1R,2R)-1-amino-2-hydroxy-propyl]-3-(carboxymethyl)-5-(3H-imidazol-4-ylmethyl)imidazol-4-olate"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XXY "Create component"     2006-02-10 RCSB 
XXY "Modify aromatic_flag" 2011-06-04 RCSB 
XXY "Modify descriptor"    2011-06-04 RCSB 
XXY "Modify synonyms"      2021-03-01 PDBE 
XXY "Modify backbone"      2023-11-03 PDBE 
XXY "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      XXY 
_pdbx_chem_comp_synonyms.name         "CHROMOPHORE THR-HIS-GLY" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XXY 
_pdbx_chem_comp_pcm.modified_residue_id                "THR, HIS, 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      ? 
# 
