data_XAK
# 
_chem_comp.id                                    XAK 
_chem_comp.name                                  "S-(carboxymethyl)-L-cysteinylglycinamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C7 H13 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-08 
_chem_comp.pdbx_modified_date                    2025-10-10 
_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                        235.261 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XAK 
_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        8F1F 
_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 
XAK C7  C1  C 0 1 N N N N N N 20.446 -17.274 8.183 -4.556 -1.174 -0.102 C7  XAK 1  
XAK C1  C2  C 0 1 N N R N N N 23.111 -13.177 7.780 -0.303 1.211  -0.457 C1  XAK 2  
XAK C6  C3  C 0 1 N N N N N N 20.949 -16.102 8.966 -3.848 0.055  0.407  C6  XAK 3  
XAK C4  C4  C 0 1 N N N N N N 25.968 -13.804 5.737 3.241  -0.803 0.617  C4  XAK 4  
XAK C3  C5  C 0 1 N N N N N N 22.197 -14.048 8.606 -1.684 1.143  0.141  C3  XAK 5  
XAK C2  C6  C 0 1 N N N N N N 24.596 -13.228 8.277 0.632  0.274  0.310  C2  XAK 6  
XAK N   N1  N 0 1 N N N N N N 22.620 -11.810 7.918 0.203  2.587  -0.367 N   XAK 7  
XAK C   C7  C 0 1 N N N N N N 25.345 -13.666 4.330 4.669  -0.848 0.137  C   XAK 8  
XAK O   O1  O 0 1 N N N N N N 25.551 -14.462 3.377 5.013  -0.169 -0.801 O   XAK 9  
XAK N5  N2  N 0 1 N N N N N N 21.800 -15.243 8.170 -2.505 0.121  -0.174 N5  XAK 10 
XAK O8  O2  O 0 1 N N N N N N 20.596 -17.362 6.957 -3.992 -1.924 -0.871 O8  XAK 11 
XAK N9  N3  N 0 1 N N N N N N 19.777 -18.161 8.906 -5.814 -1.443 0.300  N9  XAK 12 
XAK O4  O3  O 0 1 N N N N N N 21.742 -13.677 9.663 -2.057 2.007  0.905  O4  XAK 13 
XAK S3  S1  S 0 1 N N N N N N 25.663 -12.554 7.026 2.295  0.356  -0.410 S3  XAK 14 
XAK H1  H1  H 0 1 N N N N N N 23.075 -13.494 6.727 -0.344 0.907  -1.503 H1  XAK 15 
XAK H2  H2  H 0 1 N N N N N N 21.524 -16.471 9.828 -4.412 0.943  0.122  H2  XAK 16 
XAK H3  H3  H 0 1 N N N N N N 20.088 -15.517 9.323 -3.772 0.006  1.493  H3  XAK 17 
XAK H4  H4  H 0 1 N N N N N N 25.615 -14.764 6.142 2.801  -1.797 0.542  H4  XAK 18 
XAK H5  H5  H 0 1 N N N N N N 27.058 -13.845 5.594 3.217  -0.472 1.655  H5  XAK 19 
XAK H6  H6  H 0 1 N N N N N N 24.880 -14.272 8.478 0.673  0.578  1.356  H6  XAK 20 
XAK H7  H7  H 0 1 N N N N N N 24.694 -12.637 9.200 0.257  -0.748 0.243  H7  XAK 21 
XAK H8  H8  H 0 1 N N N N N N 21.672 -11.763 7.604 -0.361 3.216  -0.919 H8  XAK 22 
XAK H9  H9  H 0 1 N Y N N N N 22.667 -11.534 8.878 0.250  2.893  0.593  H9  XAK 23 
XAK H11 H11 H 0 1 N Y N N N N 24.146 -12.580 3.348 6.463  -1.639 0.408  H11 XAK 24 
XAK H12 H12 H 0 1 N N N N N N 22.098 -15.555 7.268 -2.207 -0.570 -0.786 H12 XAK 25 
XAK H13 H13 H 0 1 N N N N N N 19.360 -18.955 8.463 -6.263 -0.846 0.918  H13 XAK 26 
XAK H14 H14 H 0 1 N N N N N N 19.689 -18.036 9.894 -6.269 -2.234 -0.028 H14 XAK 27 
XAK OXT O4  O 0 1 N Y N N N N 24.516 -12.605 4.222 5.559  -1.643 0.752  OXT XAK 28 
# 
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 
XAK O   C   DOUB N N 1  
XAK C   C4  SING N N 2  
XAK C4  S3  SING N N 3  
XAK O8  C7  DOUB N N 4  
XAK S3  C2  SING N N 5  
XAK C1  N   SING N N 6  
XAK C1  C2  SING N N 7  
XAK C1  C3  SING N N 8  
XAK N5  C3  SING N N 9  
XAK N5  C6  SING N N 10 
XAK C7  N9  SING N N 11 
XAK C7  C6  SING N N 12 
XAK C3  O4  DOUB N N 13 
XAK C1  H1  SING N N 14 
XAK C6  H2  SING N N 15 
XAK C6  H3  SING N N 16 
XAK C4  H4  SING N N 17 
XAK C4  H5  SING N N 18 
XAK C2  H6  SING N N 19 
XAK C2  H7  SING N N 20 
XAK N   H8  SING N N 21 
XAK N   H9  SING N N 22 
XAK N5  H12 SING N N 23 
XAK N9  H13 SING N N 24 
XAK N9  H14 SING N N 25 
XAK C   OXT SING N N 26 
XAK OXT H11 SING N N 27 
# 
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 
XAK SMILES           ACDLabs              12.01 "O=C(NCC(N)=O)C(N)CSCC(O)=O"                                                                                 
XAK InChI            InChI                1.06  "InChI=1S/C7H13N3O4S/c8-4(2-15-3-6(12)13)7(14)10-1-5(9)11/h4H,1-3,8H2,(H2,9,11)(H,10,14)(H,12,13)/t4-/m0/s1" 
XAK InChIKey         InChI                1.06  ZZXDBFLMVILUCE-BYPYZUCNSA-N                                                                                  
XAK SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CSCC(O)=O)C(=O)NCC(N)=O"                                                                            
XAK SMILES           CACTVS               3.385 "N[CH](CSCC(O)=O)C(=O)NCC(N)=O"                                                                              
XAK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C([C@@H](C(=O)NCC(=O)N)N)SCC(=O)O"                                                                          
XAK SMILES           "OpenEye OEToolkits" 2.0.7 "C(C(C(=O)NCC(=O)N)N)SCC(=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 
XAK "SYSTEMATIC NAME" ACDLabs              12.01 "S-(carboxymethyl)-L-cysteinylglycinamide"                                                                   
XAK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[(2~{R})-2-azanyl-3-[(2-azanyl-2-oxidanylidene-ethyl)amino]-3-oxidanylidene-propyl]sulfanylethanoic 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 
XAK "Create component" 2022-11-08 RCSB 
XAK "Modify PCM"       2025-10-06 PDBE 
XAK "Initial release"  2025-10-15 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XAK 
_pdbx_chem_comp_pcm.modified_residue_id                ASN 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid 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      ? 
# 
