data_C12
# 
_chem_comp.id                                    C12 
_chem_comp.name                                  "2-(1-AMINO-2-HYDROXYPROPYL)-4-(4-HYDROXYBENZYL)-1-(2-OXOETHYL)-1H-IMIDAZOL-5-OLATE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C15 H18 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               "THR, TYR, GLY" 
_chem_comp.pdbx_synonyms                         "PEPTIDE DERIVED CHROMOPHORE" 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2006-02-23 
_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                        320.321 
_chem_comp.one_letter_code                       TYG 
_chem_comp.three_letter_code                     C12 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2FZU 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
C12 C1   C1   C 0  1 Y N N N Y N 0.080  4.684 3.027  1.280  -0.505 0.225  C1   C12 1  
C12 N2   N2   N 0  1 Y N N N Y N -1.162 4.212 3.085  0.288  -0.859 -0.544 N2   C12 2  
C12 CA2  CA2  C 0  1 Y N N N Y N -1.463 3.962 4.405  -0.417 0.229  -0.891 CA2  C12 3  
C12 CG1  CG1  C 0  1 N N N N N N 0.427  5.470 -0.635 4.246  -2.921 0.333  CG1  C12 4  
C12 OG1  OG1  O 0  1 N N N N N N -1.110 4.213 0.587  2.571  -2.454 -1.345 OG1  C12 5  
C12 C2   C2   C 0  1 Y N N N Y N -0.391 4.277 5.210  0.162  1.306  -0.314 C2   C12 6  
C12 O2   O2   O -1 1 N N N N Y N -0.090 4.264 6.428  -0.247 2.598  -0.417 O2   C12 7  
C12 N3   N3   N 0  1 Y N N N Y N 0.578  4.736 4.291  1.238  0.844  0.395  N3   C12 8  
C12 CA1  CA1  C 0  1 N N R N Y N 0.783  5.080 1.774  2.299  -1.436 0.830  CA1  C12 9  
C12 N1   N1   N 0  1 N N N Y Y N 1.766  4.055 1.361  1.618  -2.613 1.385  N1   C12 10 
C12 CB1  CB1  C 0  1 N N R N N N -0.241 5.368 0.645  3.288  -1.881 -0.250 CB1  C12 11 
C12 CA3  CA3  C 0  1 N N N N Y N 1.862  5.159 4.851  2.170  1.651  1.187  CA3  C12 12 
C12 C3   C3   C 0  1 N N N N Y Y 2.060  6.565 5.089  3.315  2.097  0.315  C3   C12 13 
C12 O3   O3   O 0  1 N N N N Y Y 2.978  6.994 5.890  3.350  1.775  -0.849 O    C12 14 
C12 CB2  CB2  C 0  1 N N N N N N -2.824 3.395 4.897  -1.639 0.247  -1.772 CB2  C12 15 
C12 CG2  CG2  C 0  1 Y N N N N N -3.688 2.977 3.886  -2.873 0.084  -0.922 CG2  C12 16 
C12 CD1  CD1  C 0  1 Y N N N N N -4.377 3.913 3.129  -3.510 1.199  -0.409 CD1  C12 17 
C12 CE1  CE1  C 0  1 Y N N N N N -5.270 3.567 2.089  -4.641 1.052  0.370  CE1  C12 18 
C12 CD2  CD2  C 0  1 Y N N N N N -3.948 1.654 3.534  -3.370 -1.180 -0.662 CD2  C12 19 
C12 CE2  CE2  C 0  1 Y N N N N N -4.837 1.321 2.496  -4.501 -1.332 0.116  CE2  C12 20 
C12 CZ   CZ   C 0  1 Y N N N N N -5.506 2.264 1.764  -5.138 -0.216 0.637  CZ   C12 21 
C12 OH   OH   O 0  1 N N N N N N -6.367 1.957 0.758  -6.251 -0.363 1.404  OH   C12 22 
C12 HG11 HG11 H 0  0 N N N N N N 1.100  6.340 -0.630 4.950  -3.238 -0.436 HG11 C12 23 
C12 HG12 HG12 H 0  0 N N N N N N 1.012  4.556 -0.817 4.793  -2.484 1.168  HG12 C12 24 
C12 HG13 HG13 H 0  0 N N N N N N -0.323 5.591 -1.431 3.678  -3.783 0.683  HG13 C12 25 
C12 HG1  HG1  H 0  1 N N N N N N -1.565 4.117 1.415  2.042  -3.228 -1.107 HG1  C12 26 
C12 HA1  HA1  H 0  1 N N N N Y N 1.326  6.016 1.970  2.837  -0.919 1.624  HA1  C12 27 
C12 H    HN11 H 0  1 N N N Y Y N 2.220  4.348 0.520  1.112  -3.110 0.667  H    C12 28 
C12 H2   HN12 H 0  1 N Y N Y Y N 2.447  3.936 2.084  2.273  -3.222 1.853  H2   C12 29 
C12 HB1  HB1  H 0  1 N N N N N N -0.805 6.283 0.877  3.856  -1.019 -0.600 HB1  C12 30 
C12 HA31 HA31 H 0  0 N N N N Y N 1.986  4.643 5.814  1.650  2.525  1.580  HA31 C12 31 
C12 HA32 HA32 H 0  0 N N N N Y N 2.648  4.830 4.155  2.554  1.054  2.014  HA32 C12 32 
C12 HB21 HB21 H 0  0 N N N N N N -2.619 2.533 5.549  -1.689 1.196  -2.306 HB21 C12 33 
C12 HB22 HB22 H 0  0 N N N N N N -3.331 4.180 5.476  -1.582 -0.571 -2.490 HB22 C12 34 
C12 HD1  HD1  H 0  1 N N N N N N -4.223 4.960 3.345  -3.122 2.185  -0.617 HD1  C12 35 
C12 HE1  HE1  H 0  1 N N N N N N -5.775 4.349 1.542  -5.138 1.923  0.772  HE1  C12 36 
C12 HD2  HD2  H 0  1 N N N N N N -3.452 0.861 4.074  -2.873 -2.049 -1.068 HD2  C12 37 
C12 HE2  HE2  H 0  1 N N N N N N -4.998 0.278 2.267  -4.889 -2.320 0.318  HE2  C12 38 
C12 HOH  HOH  H 0  1 N N N N N N -6.418 1.013 0.661  -7.077 -0.360 0.902  HOH  C12 39 
C12 OXT  OXT  O 0  1 N Y N N Y Y ?      ?     ?      4.297  2.853  0.832  OXT  C12 40 
C12 HXT  HXT  H 0  1 N Y N N Y Y ?      ?     ?      5.010  3.115  0.233  HXT  C12 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 
C12 C1  N2   DOUB Y N 1  
C12 C1  N3   SING Y N 2  
C12 C1  CA1  SING N N 3  
C12 N2  CA2  SING Y N 4  
C12 CA2 C2   DOUB Y N 5  
C12 CA2 CB2  SING N N 6  
C12 CG1 CB1  SING N N 7  
C12 CG1 HG11 SING N N 8  
C12 CG1 HG12 SING N N 9  
C12 CG1 HG13 SING N N 10 
C12 OG1 CB1  SING N N 11 
C12 OG1 HG1  SING N N 12 
C12 C2  O2   SING N N 13 
C12 C2  N3   SING Y N 14 
C12 N3  CA3  SING N N 15 
C12 CA1 N1   SING N N 16 
C12 CA1 CB1  SING N N 17 
C12 CA1 HA1  SING N N 18 
C12 N1  H    SING N N 19 
C12 N1  H2   SING N N 20 
C12 CB1 HB1  SING N N 21 
C12 CA3 C3   SING N N 22 
C12 CA3 HA31 SING N N 23 
C12 CA3 HA32 SING N N 24 
C12 C3  O3   DOUB N N 25 
C12 CB2 CG2  SING N N 26 
C12 CB2 HB21 SING N N 27 
C12 CB2 HB22 SING N N 28 
C12 CG2 CD1  SING Y N 29 
C12 CG2 CD2  DOUB Y N 30 
C12 CD1 CE1  DOUB Y N 31 
C12 CD1 HD1  SING N N 32 
C12 CE1 CZ   SING Y N 33 
C12 CE1 HE1  SING N N 34 
C12 CD2 CE2  SING Y N 35 
C12 CD2 HD2  SING N N 36 
C12 CE2 CZ   DOUB Y N 37 
C12 CE2 HE2  SING N N 38 
C12 CZ  OH   SING N N 39 
C12 OH  HOH  SING N N 40 
C12 C3  OXT  SING N N 41 
C12 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 
C12 SMILES           ACDLabs              10.04 "[O-]c1c(nc(n1CC=O)C(N)C(O)C)Cc2ccc(O)cc2"                                                                                                           
C12 InChI            InChI                1.06  "InChI=1S/C15H19N3O5/c1-8(19)13(16)14-17-11(15(23)18(14)7-12(21)22)6-9-2-4-10(20)5-3-9/h2-5,8,13,19-20,23H,6-7,16H2,1H3,(H,21,22)/p-1/t8-,13+/m1/s1" 
C12 InChIKey         InChI                1.06  ZZDUPPDIGFNMHM-OQPBUACISA-M                                                                                                                          
C12 SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)[C@H](N)c1nc(Cc2ccc(O)cc2)c([O-])n1CC(O)=O"                                                                                               
C12 SMILES           CACTVS               3.385 "C[CH](O)[CH](N)c1nc(Cc2ccc(O)cc2)c([O-])n1CC(O)=O"                                                                                                  
C12 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]([C@@H](c1nc(c(n1CC(=O)O)[O-])Cc2ccc(cc2)O)N)O"                                                                                               
C12 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(c1nc(c(n1CC(=O)O)[O-])Cc2ccc(cc2)O)N)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 
C12 "SYSTEMATIC NAME" ACDLabs              10.04 "2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-(4-hydroxybenzyl)-1-(2-oxoethyl)-1H-imidazol-5-olate"                        
C12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[(1~{R},2~{R})-1-azanyl-2-oxidanyl-propyl]-3-(2-hydroxy-2-oxoethyl)-5-[(4-hydroxyphenyl)methyl]imidazol-4-olate" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      C12 
_pdbx_chem_comp_synonyms.name         "PEPTIDE DERIVED CHROMOPHORE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
C12 "Create component"   2006-02-23 RCSB 
C12 "Modify descriptor"  2011-06-04 RCSB 
C12 "Modify synonyms"    2020-06-05 PDBE 
C12 "Modify backbone"    2023-11-03 PDBE 
C12 "Other modification" 2024-06-28 PDBE 
C12 "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            C12 
_pdbx_chem_comp_pcm.modified_residue_id                "THR, 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      ? 
# 
