data_WCR
# 
_chem_comp.id                                    WCR 
_chem_comp.name                                  "[(2R,4Z)-2-(aminomethyl)-2-hydroxy-4-(4-hydroxybenzylidene)-5-oxoimidazolidin-1-yl]acetic acid" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H15 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               "GLY, TYR, GLY" 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-07-18 
_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                        293.275 
_chem_comp.one_letter_code                       GYG 
_chem_comp.three_letter_code                     WCR 
_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        3ST3 
_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 
WCR C1   C1   C 0 1 N N R Y N N 13.274 -0.042 36.145 -1.374 1.037  0.257  C1   WCR 1  
WCR N1   N1   N 0 1 N N N Y Y N 13.836 -2.628 35.959 -0.827 3.270  1.098  N1   WCR 2  
WCR O1   O1   O 0 1 N N N N N N 12.886 0.890  35.192 -1.743 1.593  -1.007 O1   WCR 3  
WCR C2   C2   C 0 1 N N N Y N N 14.726 0.599  37.890 -1.304 -1.213 0.641  C2   WCR 4  
WCR N2   N2   N 0 1 N N N Y N N 12.503 -0.005 37.474 0.039  0.640  0.236  N2   WCR 5  
WCR O2   O2   O 0 1 N N N Y N N 15.644 1.273  38.329 -1.629 -2.364 0.862  O2   WCR 6  
WCR C3   C3   C 0 1 N N N Y N Y 16.494 1.058  35.065 -4.202 -0.517 -0.740 C3   WCR 7  
WCR N3   N3   N 0 1 N N N Y N N 14.707 0.136  36.547 -2.154 -0.177 0.516  N3   WCR 8  
WCR O3   O3   O 0 1 N N N Y N Y 17.672 1.181  34.979 -3.477 -0.635 -1.700 O3   WCR 9  
WCR OH   OH   O 0 1 N N N N N N 8.290  1.325  42.764 6.163  0.673  -0.832 OH   WCR 10 
WCR CZ   CZ   C 0 1 Y N N N N N 9.436  1.339  41.964 4.956  0.145  -0.501 CZ   WCR 11 
WCR CA1  CA1  C 0 1 N N N Y N N 13.114 -1.440 35.467 -1.613 2.059  1.369  CA1  WCR 12 
WCR CA2  CA2  C 0 1 N N N Y N N 13.346 0.704  38.319 0.074  -0.739 0.472  CA2  WCR 13 
WCR CA3  CA3  C 0 1 N N N Y N N 16.004 -0.095 35.875 -3.613 -0.250 0.621  CA3  WCR 14 
WCR CB2  CB2  C 0 1 N N N N N N 13.067 1.285  39.565 1.188  -1.505 0.534  CB2  WCR 15 
WCR CD1  CD1  C 0 1 Y N N N N N 11.786 1.958  41.607 2.568  0.147  -0.711 CD1  WCR 16 
WCR CD2  CD2  C 0 1 Y N N N N N 10.583 0.639  39.886 3.668  -1.471 0.715  CD2  WCR 17 
WCR CE1  CE1  C 0 1 Y N N N N N 10.602 1.968  42.425 3.794  0.679  -1.044 CE1  WCR 18 
WCR CE2  CE2  C 0 1 Y N N N N N 9.421  0.653  40.697 4.889  -0.932 0.375  CE2  WCR 19 
WCR CG2  CG2  C 0 1 Y N N N N N 11.773 1.292  40.349 2.494  -0.933 0.176  CG2  WCR 20 
WCR OXT  OXT  O 0 1 N Y N Y N Y 15.518 1.830  34.590 -5.532 -0.625 -0.887 OXT  WCR 21 
WCR H    HN1  H 0 1 N N N Y Y N 13.600 -3.419 35.395 -1.046 3.647  0.188  HN1  WCR 22 
WCR HO1  HO1  H 0 1 N N N N N N 12.964 1.765  35.554 -1.262 2.400  -1.237 HO1  WCR 23 
WCR HN2  HN2  H 0 1 N N N Y N N 11.619 0.450  37.372 0.802  1.221  0.087  HN2  WCR 24 
WCR HXT  HXT  H 0 1 N Y N Y N Y 15.895 2.568  34.126 -5.863 -0.797 -1.779 HXT  WCR 25 
WCR HOH  HOH  H 0 1 N N N N N N 8.453  1.816  43.561 6.453  1.388  -0.249 HOH  WCR 26 
WCR HA1  HA1  H 0 1 N N N Y N N 12.046 -1.688 35.551 -2.672 2.314  1.406  HA1  WCR 27 
WCR HA31 HA3  H 0 1 N N N Y N N 15.885 -0.955 35.200 -3.997 0.695  1.004  HA3  WCR 28 
WCR HA32 HA3A H 0 0 N N N Y N N 16.754 -0.304 36.652 -3.888 -1.057 1.301  HA3A WCR 29 
WCR HB2  HB2  H 0 1 N N N N N N 13.894 1.801  40.031 1.118  -2.536 0.847  HB2  WCR 30 
WCR HD1  HD1  H 0 1 N N N N N N 12.683 2.455  41.947 1.665  0.563  -1.133 HD1  WCR 31 
WCR HD2  HD2  H 0 1 N N N N N N 10.573 0.141  38.928 3.617  -2.305 1.399  HD2  WCR 32 
WCR HE1  HE1  H 0 1 N N N N N N 10.611 2.457  43.388 3.852  1.513  -1.727 HE1  WCR 33 
WCR HE2  HE2  H 0 1 N N N N N N 8.525  0.150  40.366 5.796  -1.346 0.791  HE2  WCR 34 
WCR H2   HN   H 0 1 N Y N Y Y N 14.821 -2.464 35.908 -0.969 3.962  1.819  HN   WCR 35 
WCR HA1A HA1A H 0 0 N N N Y N N 13.445 -1.303 34.427 -1.308 1.634  2.325  HA1A WCR 36 
# 
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 
WCR O1  C1   SING N N 1  
WCR CA1 C1   SING N N 2  
WCR C1  N3   SING N N 3  
WCR C1  N2   SING N N 4  
WCR CA1 N1   SING N N 5  
WCR N1  H    SING N N 6  
WCR O1  HO1  SING N N 7  
WCR N3  C2   SING N N 8  
WCR C2  CA2  SING N N 9  
WCR C2  O2   DOUB N N 10 
WCR N2  CA2  SING N N 11 
WCR N2  HN2  SING N N 12 
WCR OXT C3   SING N N 13 
WCR O3  C3   DOUB N N 14 
WCR C3  CA3  SING N N 15 
WCR CA3 N3   SING N N 16 
WCR OXT HXT  SING N N 17 
WCR CZ  OH   SING N N 18 
WCR OH  HOH  SING N N 19 
WCR CE2 CZ   DOUB Y N 20 
WCR CZ  CE1  SING Y N 21 
WCR CA1 HA1  SING N N 22 
WCR CA2 CB2  DOUB N Z 23 
WCR CA3 HA31 SING N N 24 
WCR CA3 HA32 SING N N 25 
WCR CB2 CG2  SING N N 26 
WCR CB2 HB2  SING N N 27 
WCR CG2 CD1  SING Y N 28 
WCR CD1 CE1  DOUB Y N 29 
WCR CD1 HD1  SING N N 30 
WCR CD2 CG2  DOUB Y N 31 
WCR CD2 CE2  SING Y N 32 
WCR CD2 HD2  SING N N 33 
WCR CE1 HE1  SING N N 34 
WCR CE2 HE2  SING N N 35 
WCR N1  H2   SING N N 36 
WCR CA1 HA1A SING N N 37 
# 
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 
WCR SMILES           ACDLabs              12.01 "O=C(O)CN1C(=O)/C(NC1(O)CN)=C/c2ccc(O)cc2"                                                                                            
WCR InChI            InChI                1.03  "InChI=1S/C13H15N3O5/c14-7-13(21)15-10(12(20)16(13)6-11(18)19)5-8-1-3-9(17)4-2-8/h1-5,15,17,21H,6-7,14H2,(H,18,19)/b10-5-/t13-/m1/s1" 
WCR InChIKey         InChI                1.03  UQGMLEZTYYSNFC-OMPYUXFZSA-N                                                                                                           
WCR SMILES_CANONICAL CACTVS               3.370 "NC[C@@]1(O)NC(=C\c2ccc(O)cc2)/C(=O)N1CC(O)=O"                                                                                        
WCR SMILES           CACTVS               3.370 "NC[C]1(O)NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O"                                                                                            
WCR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1/C=C\2/C(=O)N([C@](N2)(CN)O)CC(=O)O)O"                                                                                      
WCR SMILES           "OpenEye OEToolkits" 1.7.2 "c1cc(ccc1C=C2C(=O)N(C(N2)(CN)O)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 
WCR "SYSTEMATIC NAME" ACDLabs              12.01 "[(2R,4Z)-2-(aminomethyl)-2-hydroxy-4-(4-hydroxybenzylidene)-5-oxoimidazolidin-1-yl]acetic acid"                         
WCR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[(2R,4Z)-2-(aminomethyl)-4-[(4-hydroxyphenyl)methylidene]-2-oxidanyl-5-oxidanylidene-imidazolidin-1-yl]ethanoic 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 
WCR "Create component" 2011-07-18 RCSB 
WCR "Modify backbone"  2023-11-03 PDBE 
WCR "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            WCR 
_pdbx_chem_comp_pcm.modified_residue_id                "GLY, 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      ? 
# 
