data_XAG
# 
_chem_comp.id                                    XAG 
_chem_comp.name                                  "N-{2-[(2-aminoethyl)sulfanyl]ethyl}-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H28 N3 O7 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-12-07 
_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                        401.416 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XAG 
_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        7KW0 
_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 
XAG C01 C1  C 0 1 N N N N N N -55.372 22.217 -2.436 3.123   -0.735 -2.086 C01 XAG 1  
XAG C02 C2  C 0 1 N N N N N N -55.355 22.339 -0.915 4.162   -1.179 -1.053 C02 XAG 2  
XAG C03 C3  C 0 1 N N N N N N -53.991 22.871 -0.486 4.310   -0.096 0.018  C03 XAG 3  
XAG C09 C4  C 0 1 N N R N N N -55.569 20.979 -0.251 3.705   -2.484 -0.399 C09 XAG 4  
XAG C10 C5  C 0 1 N N N N N N -57.028 20.544 -0.337 2.453   -2.234 0.401  C10 XAG 5  
XAG C12 C6  C 0 1 N N N N N N -59.157 19.911 0.762  0.107   -1.592 0.550  C12 XAG 6  
XAG C13 C7  C 0 1 N N N N N N -59.236 18.402 0.983  -1.054  -1.291 -0.400 C13 XAG 7  
XAG C14 C8  C 0 1 N N N N N N -60.627 17.846 1.287  -2.282  -0.944 0.401  C14 XAG 8  
XAG C16 C9  C 0 1 N N N N N N -62.209 15.931 1.536  -4.628  -0.302 0.550  C16 XAG 9  
XAG C17 C10 C 0 1 N N N N N N -63.097 15.932 0.292  -5.789  -0.001 -0.400 C17 XAG 10 
XAG C19 C11 C 0 1 N N N N N N -64.656 13.452 0.505  -8.513  0.736  -0.715 C19 XAG 11 
XAG C20 C12 C 0 1 N N N N N N -65.226 12.671 1.692  -9.840  1.108  -0.052 C20 XAG 12 
XAG C25 C13 C 0 1 N N N N N N -56.440 23.317 -0.456 5.508   -1.399 -1.746 C25 XAG 13 
XAG N11 N1  N 0 1 N N N N N N -57.780 20.334 0.875  1.301   -1.930 -0.229 N11 XAG 14 
XAG N15 N2  N 0 1 N N N N N N -60.873 16.421 1.234  -3.434  -0.640 -0.229 N15 XAG 15 
XAG N21 N3  N 0 1 N N N N N N -65.240 11.238 1.429  -10.849 1.366  -1.088 N21 XAG 16 
XAG O04 O1  O 0 1 N N N N N N -53.830 24.135 -1.053 4.737   1.123  -0.593 O04 XAG 17 
XAG O07 O2  O 0 1 N N N N N N -52.040 24.890 0.679  3.607   2.992  0.871  O07 XAG 18 
XAG O08 O3  O 0 1 N N N N N N -52.623 26.400 -1.209 5.964   2.212  1.325  O08 XAG 19 
XAG O22 O4  O 0 1 N N N N N N -61.512 18.583 1.560  -2.234  -0.938 1.613  O22 XAG 20 
XAG O23 O5  O 0 1 N N N N N N -57.562 20.362 -1.376 2.481   -2.306 1.611  O23 XAG 21 
XAG O24 O6  O 0 1 N N N N N N -55.243 21.086 1.106  4.734   -2.968 0.467  O24 XAG 22 
XAG P05 P1  P 0 1 N N N N N N -52.433 24.965 -0.777 4.995   2.477  0.238  P05 XAG 23 
XAG S18 S1  S 0 1 N N N N N N -64.707 15.255 0.788  -7.267  0.417  0.565  S18 XAG 24 
XAG O1  O7  O 0 1 N Y N N N N -51.465 24.272 -1.780 5.588   3.606  -0.745 O1  XAG 25 
XAG H1  H1  H 0 1 N N N N N N -56.350 21.834 -2.763 3.500   0.130  -2.632 H1  XAG 26 
XAG H2  H2  H 0 1 N N N N N N -55.197 23.206 -2.885 2.934   -1.551 -2.783 H2  XAG 27 
XAG H3  H3  H 0 1 N N N N N N -54.581 21.523 -2.757 2.197   -0.469 -1.578 H3  XAG 28 
XAG H4  H4  H 0 1 N N N N N N -53.198 22.197 -0.842 3.351   0.061  0.511  H4  XAG 29 
XAG H5  H5  H 0 1 N N N N N N -53.946 22.944 0.611  5.050   -0.412 0.753  H5  XAG 30 
XAG H6  H6  H 0 1 N N N N N N -54.938 20.230 -0.751 3.501   -3.226 -1.171 H6  XAG 31 
XAG H7  H7  H 0 1 N N N N N N -59.764 20.427 1.521  0.310   -0.715 1.164  H7  XAG 32 
XAG H8  H8  H 0 1 N N N N N N -59.537 20.157 -0.241 -0.158  -2.433 1.192  H8  XAG 33 
XAG H9  H9  H 0 1 N N N N N N -58.867 17.908 0.072  -0.789  -0.451 -1.042 H9  XAG 34 
XAG H10 H10 H 0 1 N N N N N N -58.580 18.150 1.829  -1.257  -2.168 -1.015 H10 XAG 35 
XAG H11 H11 H 0 1 N N N N N N -62.663 16.578 2.301  -4.425  0.575  1.165  H11 XAG 36 
XAG H12 H12 H 0 1 N N N N N N -62.135 14.904 1.922  -4.892  -1.143 1.192  H12 XAG 37 
XAG H13 H13 H 0 1 N N N N N N -62.649 15.304 -0.492 -5.524  0.839  -1.042 H13 XAG 38 
XAG H14 H14 H 0 1 N N N N N N -63.219 16.958 -0.084 -5.992  -0.878 -1.014 H14 XAG 39 
XAG H15 H15 H 0 1 N N N N N N -65.247 13.216 -0.392 -8.648  -0.160 -1.321 H15 XAG 40 
XAG H16 H16 H 0 1 N N N N N N -63.611 13.146 0.347  -8.180  1.557  -1.349 H16 XAG 41 
XAG H17 H17 H 0 1 N N N N N N -64.606 12.866 2.579  -10.173 0.287  0.582  H17 XAG 42 
XAG H18 H18 H 0 1 N N N N N N -66.255 13.010 1.882  -9.705  2.004  0.554  H18 XAG 43 
XAG H19 H19 H 0 1 N N N N N N -56.421 23.399 0.641  5.862   -0.455 -2.160 H19 XAG 44 
XAG H20 H20 H 0 1 N N N N N N -56.254 24.306 -0.901 6.232   -1.773 -1.022 H20 XAG 45 
XAG H21 H21 H 0 1 N N N N N N -57.425 22.949 -0.779 5.389   -2.126 -2.549 H21 XAG 46 
XAG H22 H22 H 0 1 N N N N N N -57.359 20.477 1.771  1.262   -1.935 -1.198 H22 XAG 47 
XAG H23 H23 H 0 1 N N N N N N -60.139 15.786 0.994  -3.473  -0.645 -1.198 H23 XAG 48 
XAG H24 H24 H 0 1 N N N N N N -65.617 10.757 2.221  -10.946 0.573  -1.704 H24 XAG 49 
XAG H25 H25 H 0 1 N N N N N N -65.806 11.052 0.626  -11.736 1.615  -0.676 H25 XAG 50 
XAG H27 H27 H 0 1 N N N N N N -51.989 25.768 1.039  2.923   3.186  0.214  H27 XAG 51 
XAG H28 H28 H 0 1 N N N N N N -55.372 20.246 1.530  4.968   -2.358 1.180  H28 XAG 52 
XAG H29 H29 H 0 1 N Y N N N N -51.201 24.895 -2.447 5.768   4.451  -0.310 H29 XAG 53 
# 
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 
XAG C01 C02 SING N N 1  
XAG O23 C10 DOUB N N 2  
XAG O08 P05 DOUB N N 3  
XAG O04 P05 SING N N 4  
XAG O04 C03 SING N N 5  
XAG C02 C03 SING N N 6  
XAG C02 C25 SING N N 7  
XAG C02 C09 SING N N 8  
XAG P05 O07 SING N N 9  
XAG C10 C09 SING N N 10 
XAG C10 N11 SING N N 11 
XAG C09 O24 SING N N 12 
XAG C17 S18 SING N N 13 
XAG C17 C16 SING N N 14 
XAG C19 S18 SING N N 15 
XAG C19 C20 SING N N 16 
XAG C12 N11 SING N N 17 
XAG C12 C13 SING N N 18 
XAG C13 C14 SING N N 19 
XAG N15 C14 SING N N 20 
XAG N15 C16 SING N N 21 
XAG C14 O22 DOUB N N 22 
XAG N21 C20 SING N N 23 
XAG P05 O1  SING N N 24 
XAG C01 H1  SING N N 25 
XAG C01 H2  SING N N 26 
XAG C01 H3  SING N N 27 
XAG C03 H4  SING N N 28 
XAG C03 H5  SING N N 29 
XAG C09 H6  SING N N 30 
XAG C12 H7  SING N N 31 
XAG C12 H8  SING N N 32 
XAG C13 H9  SING N N 33 
XAG C13 H10 SING N N 34 
XAG C16 H11 SING N N 35 
XAG C16 H12 SING N N 36 
XAG C17 H13 SING N N 37 
XAG C17 H14 SING N N 38 
XAG C19 H15 SING N N 39 
XAG C19 H16 SING N N 40 
XAG C20 H17 SING N N 41 
XAG C20 H18 SING N N 42 
XAG C25 H19 SING N N 43 
XAG C25 H20 SING N N 44 
XAG C25 H21 SING N N 45 
XAG N11 H22 SING N N 46 
XAG N15 H23 SING N N 47 
XAG N21 H24 SING N N 48 
XAG N21 H25 SING N N 49 
XAG O07 H27 SING N N 50 
XAG O24 H28 SING N N 51 
XAG O1  H29 SING N N 52 
# 
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 
XAG SMILES           ACDLabs              12.01 "CC(COP(O)(=O)O)(C)C(O)C(NCCC(=O)NCCSCCN)=O"                                                                                                                 
XAG InChI            InChI                1.03  "InChI=1S/C13H28N3O7PS/c1-13(2,9-23-24(20,21)22)11(18)12(19)16-5-3-10(17)15-6-8-25-7-4-14/h11,18H,3-9,14H2,1-2H3,(H,15,17)(H,16,19)(H2,20,21,22)/t11-/m0/s1" 
XAG InChIKey         InChI                1.03  CPTLMEGLDSUUPJ-NSHDSACASA-N                                                                                                                                  
XAG SMILES_CANONICAL CACTVS               3.385 "CC(C)(CO[P](O)(O)=O)[C@@H](O)C(=O)NCCC(=O)NCCSCCN"                                                                                                          
XAG SMILES           CACTVS               3.385 "CC(C)(CO[P](O)(O)=O)[CH](O)C(=O)NCCC(=O)NCCSCCN"                                                                                                            
XAG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(COP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSCCN)O"                                                                                                             
XAG SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NCCSCCN)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 
XAG "SYSTEMATIC NAME" ACDLabs              12.01 "N-{2-[(2-aminoethyl)sulfanyl]ethyl}-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide"                                       
XAG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(3~{R})-4-[[3-[2-(2-azanylethylsulfanyl)ethylamino]-3-oxidanylidene-propyl]amino]-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-butyl] dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XAG "Create component" 2020-12-07 RCSB 
XAG "Initial release"  2021-03-24 RCSB 
XAG "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XAG 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               P05 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
