data_A1L2O
# 
_chem_comp.id                                    A1L2O 
_chem_comp.name                                  "(2~{R})-2-[(1~{R})-1-[[(2~{Z})-2-ethoxyimino-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]ethanoyl]amino]-2-oxidanylidene-ethyl]-5-[[4-(1-methylpyridin-4-yl)-1,3-thiazol-2-yl]sulfanyl]-3,6-dihydro-2~{H}-1,3-thiazine-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 N8 O8 P S4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2024-07-01 
_chem_comp.pdbx_modified_date                    2025-06-27 
_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                        687.709 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L2O 
_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        9IL7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1L2O N1  N1  N 0 1 N N N N N N 16.168 7.917  61.517 6.223   1.676  0.832  N1  A1L2O 1  
A1L2O N3  N2  N 0 1 Y N N N N N 15.056 10.414 61.803 5.760   -1.050 0.274  N3  A1L2O 2  
A1L2O C4  C1  C 0 1 Y N N N N N 15.189 9.778  60.593 4.816   -0.141 0.101  C4  A1L2O 3  
A1L2O C5  C2  C 0 1 Y N N N N N 14.091 11.350 61.715 5.464   -2.283 -0.069 C5  A1L2O 4  
A1L2O C6  C3  C 0 1 N N N N N N 16.770 8.576  59.043 3.925   2.249  0.375  C6  A1L2O 5  
A1L2O C7  C4  C 0 1 N N R N N N 17.723 7.479  57.051 1.557   2.761  0.123  C7  A1L2O 6  
A1L2O C8  C5  C 0 1 N N R N N N 19.140 6.940  57.070 0.438   2.248  -0.785 C8  A1L2O 7  
A1L2O C10 C6  C 0 1 N N N N N N 19.489 4.565  57.786 -1.970  2.761  -1.198 C10 A1L2O 8  
A1L2O C13 C7  C 0 1 Y N N N N N 21.992 3.535  60.142 -4.676  0.393  -0.663 C13 A1L2O 9  
A1L2O C15 C8  C 0 1 Y N N N N N 24.371 3.990  59.630 -5.232  -0.817 1.444  C15 A1L2O 10 
A1L2O C17 C9  C 0 1 Y N N N N N 24.837 0.862  61.659 -7.835  -2.067 1.878  C17 A1L2O 11 
A1L2O C20 C10 C 0 1 Y N N N N N 26.609 2.006  60.535 -8.498  -1.324 -0.306 C20 A1L2O 12 
A1L2O C21 C11 C 0 1 N N N N N N 27.969 -1.046 62.275 -11.294 -3.160 1.238  C21 A1L2O 13 
A1L2O C22 C12 C 0 1 N N N N N N 19.570 3.137  57.252 -2.924  3.786  -1.406 C22 A1L2O 14 
A1L2O C1  C13 C 0 1 N N N N N N 17.118 4.890  63.172 7.954   4.849  1.695  C1  A1L2O 15 
A1L2O C2  C14 C 0 1 N N N N N N 17.151 6.359  62.920 7.805   3.342  1.474  C2  A1L2O 16 
A1L2O O1  O1  O 0 1 N N N N N N 17.144 6.905  61.576 6.468   3.051  1.064  O1  A1L2O 17 
A1L2O C3  C15 C 0 1 N N N N N N 16.132 8.680  60.422 5.042   1.279  0.454  C3  A1L2O 18 
A1L2O N2  N3  N 0 1 Y N N N N N 14.360 10.173 59.613 3.672   -0.545 -0.394 N2  A1L2O 19 
A1L2O S1  S1  S 0 1 Y N N N N N 13.523 11.499 60.064 3.844   -2.216 -0.649 S1  A1L2O 20 
A1L2O N4  N4  N 0 1 N N N N N N 13.691 12.031 62.792 6.280   -3.396 0.017  N4  A1L2O 21 
A1L2O P1  P1  P 0 1 N N N N N N 12.305 12.954 62.964 5.721   -4.861 -0.465 P1  A1L2O 22 
A1L2O O2  O2  O 0 1 N N N N N N 11.530 12.164 64.017 5.317   -4.795 -2.022 O2  A1L2O 23 
A1L2O O3  O3  O 0 1 N N N N N N 11.566 13.238 61.619 6.778   -5.879 -0.273 O3  A1L2O 24 
A1L2O O4  O4  O 0 1 N N N N N N 12.636 14.311 63.587 4.429   -5.257 0.409  O4  A1L2O 25 
A1L2O O5  O5  O 0 1 N N N N N N 16.955 9.686  58.538 4.133   3.432  0.563  O5  A1L2O 26 
A1L2O N5  N5  N 0 1 N N N N N N 17.135 7.476  58.384 2.679   1.820  0.095  N5  A1L2O 27 
A1L2O N6  N6  N 0 1 N N N N N N 19.160 5.480  56.867 -0.715  3.159  -0.723 N6  A1L2O 28 
A1L2O C9  C16 C 0 1 N N N N N N 16.903 6.675  56.013 1.041   2.886  1.534  C9  A1L2O 29 
A1L2O O6  O6  O 0 1 N N N N N N 16.321 5.692  56.411 1.558   2.254  2.424  O6  A1L2O 30 
A1L2O C11 C17 C 0 1 N N N N N N 19.742 4.883  59.144 -2.360  1.519  -1.473 C11 A1L2O 31 
A1L2O C12 C18 C 0 1 N N N N N N 19.587 6.221  59.775 -1.505  0.290  -1.352 C12 A1L2O 32 
A1L2O S2  S2  S 0 1 N N N N N N 19.938 7.515  58.588 -0.132  0.617  -0.206 S2  A1L2O 33 
A1L2O S3  S3  S 0 1 N N N N N N 20.256 3.660  60.311 -4.018  1.297  -2.025 S3  A1L2O 34 
A1L2O N7  N7  N 0 1 Y N N N N N 22.787 2.630  60.721 -5.867  -0.118 -0.608 N7  A1L2O 35 
A1L2O C14 C19 C 0 1 Y N N N N N 24.163 2.887  60.415 -6.192  -0.768 0.502  C14 A1L2O 36 
A1L2O S4  S4  S 0 1 Y N N N N N 22.841 4.728  59.182 -3.816  0.036  0.832  S4  A1L2O 37 
A1L2O C16 C20 C 0 1 Y N N N N N 25.253 1.942  60.866 -7.522  -1.393 0.693  C16 A1L2O 38 
A1L2O C18 C21 C 0 1 Y N N N N N 25.724 -0.083 62.107 -9.085  -2.634 2.015  C18 A1L2O 39 
A1L2O N8  N8  N 1 1 Y N N N N N 27.028 0.003  61.781 -9.980  -2.542 1.049  N8  A1L2O 40 
A1L2O C19 C22 C 0 1 Y N N N N N 27.468 1.036  61.003 -9.727  -1.910 -0.082 C19 A1L2O 41 
A1L2O O7  O7  O 0 1 N N N N N N 19.136 2.194  58.008 -2.565  5.081  -1.271 O7  A1L2O 42 
A1L2O O8  O8  O 0 1 N N N N N N 20.086 3.048  56.100 -4.068  3.501  -1.708 O8  A1L2O 43 
A1L2O H1  H1  H 0 1 N N N N N N 17.768 8.519  56.695 1.892   3.737  -0.229 H1  A1L2O 44 
A1L2O H2  H2  H 0 1 N N N N N N 19.700 7.418  56.252 0.798   2.173  -1.811 H2  A1L2O 45 
A1L2O H3  H3  H 0 1 N N N N N N 25.341 4.355  59.328 -5.313  -1.299 2.407  H3  A1L2O 46 
A1L2O H4  H4  H 0 1 N N N N N N 23.794 0.773  61.923 -7.108  -2.146 2.672  H4  A1L2O 47 
A1L2O H5  H5  H 0 1 N N N N N N 26.981 2.810  59.917 -8.296  -0.813 -1.236 H5  A1L2O 48 
A1L2O H6  H6  H 0 1 N N N N N N 27.416 -1.780 62.879 -11.973 -2.439 1.694  H6  A1L2O 49 
A1L2O H7  H7  H 0 1 N N N N N N 28.435 -1.554 61.418 -11.692 -3.471 0.272  H7  A1L2O 50 
A1L2O H8  H8  H 0 1 N N N N N N 28.750 -0.577 62.892 -11.197 -4.029 1.888  H8  A1L2O 51 
A1L2O H9  H9  H 0 1 N N N N N N 17.130 4.703  64.256 7.258   5.174  2.468  H9  A1L2O 52 
A1L2O H10 H10 H 0 1 N N N N N N 16.202 4.464  62.737 8.974   5.071  2.008  H10 A1L2O 53 
A1L2O H11 H11 H 0 1 N N N N N N 17.998 4.419  62.709 7.736   5.376  0.766  H11 A1L2O 54 
A1L2O H12 H12 H 0 1 N N N N N N 18.066 6.734  63.401 8.501   3.018  0.701  H12 A1L2O 55 
A1L2O H13 H13 H 0 1 N N N N N N 16.271 6.779  63.429 8.023   2.816  2.404  H13 A1L2O 56 
A1L2O H14 H14 H 0 1 N N N N N N 13.632 11.346 63.519 7.182   -3.311 0.363  H14 A1L2O 57 
A1L2O H15 H15 H 0 1 N N N N N N 10.667 11.950 63.682 4.627   -4.147 -2.222 H15 A1L2O 58 
A1L2O H16 H16 H 0 1 N N N N N N 12.320 15.005 63.021 4.045   -6.114 0.178  H16 A1L2O 59 
A1L2O H17 H17 H 0 1 N N N N N N 16.996 6.593  58.833 2.525   0.888  -0.125 H17 A1L2O 60 
A1L2O H18 H18 H 0 1 N N N N N N 16.853 6.979  54.978 0.210   3.541  1.749  H18 A1L2O 61 
A1L2O H20 H20 H 0 1 N N N N N N 20.285 6.306  60.621 -2.107  -0.535 -0.970 H20 A1L2O 62 
A1L2O H21 H21 H 0 1 N N N N N N 18.555 6.333  60.139 -1.107  0.027  -2.332 H21 A1L2O 63 
A1L2O H22 H22 H 0 1 N N N N N N 25.376 -0.899 62.723 -9.335  -3.160 2.924  H22 A1L2O 64 
A1L2O H23 H23 H 0 1 N N N N N N 28.516 1.094  60.748 -10.487 -1.862 -0.847 H23 A1L2O 65 
A1L2O H24 H24 H 0 1 N N N N N N 19.255 1.358  57.572 -3.299  5.704  -1.357 H24 A1L2O 66 
A1L2O H25 H25 H 0 1 N N N N N N 18.232 5.242  56.580 -0.604  4.047  -0.349 H25 A1L2O 67 
# 
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 
A1L2O C9  O6  DOUB N N 1  
A1L2O C9  C7  SING N N 2  
A1L2O O8  C22 DOUB N N 3  
A1L2O N6  C8  SING N N 4  
A1L2O N6  C10 SING N N 5  
A1L2O C7  C8  SING N N 6  
A1L2O C7  N5  SING N N 7  
A1L2O C8  S2  SING N N 8  
A1L2O C22 C10 SING N N 9  
A1L2O C22 O7  SING N N 10 
A1L2O C10 C11 DOUB N N 11 
A1L2O N5  C6  SING N N 12 
A1L2O O5  C6  DOUB N N 13 
A1L2O S2  C12 SING N N 14 
A1L2O C6  C3  SING N N 15 
A1L2O C11 C12 SING N N 16 
A1L2O C11 S3  SING N N 17 
A1L2O S4  C15 SING Y N 18 
A1L2O S4  C13 SING Y N 19 
A1L2O N2  S1  SING Y N 20 
A1L2O N2  C4  DOUB Y N 21 
A1L2O C15 C14 DOUB Y N 22 
A1L2O S1  C5  SING Y N 23 
A1L2O C13 S3  SING N N 24 
A1L2O C13 N7  DOUB Y N 25 
A1L2O C14 N7  SING Y N 26 
A1L2O C14 C16 SING N N 27 
A1L2O C3  C4  SING N N 28 
A1L2O C3  N1  DOUB N Z 29 
A1L2O C20 C16 DOUB Y N 30 
A1L2O C20 C19 SING Y N 31 
A1L2O C4  N3  SING Y N 32 
A1L2O C16 C17 SING Y N 33 
A1L2O C19 N8  DOUB Y N 34 
A1L2O N1  O1  SING N N 35 
A1L2O O1  C2  SING N N 36 
A1L2O O3  P1  DOUB N N 37 
A1L2O C17 C18 DOUB Y N 38 
A1L2O C5  N3  DOUB Y N 39 
A1L2O C5  N4  SING N N 40 
A1L2O N8  C18 SING Y N 41 
A1L2O N8  C21 SING N N 42 
A1L2O N4  P1  SING N N 43 
A1L2O C2  C1  SING N N 44 
A1L2O P1  O4  SING N N 45 
A1L2O P1  O2  SING N N 46 
A1L2O C7  H1  SING N N 47 
A1L2O C8  H2  SING N N 48 
A1L2O C15 H3  SING N N 49 
A1L2O C17 H4  SING N N 50 
A1L2O C20 H5  SING N N 51 
A1L2O C21 H6  SING N N 52 
A1L2O C21 H7  SING N N 53 
A1L2O C21 H8  SING N N 54 
A1L2O C1  H9  SING N N 55 
A1L2O C1  H10 SING N N 56 
A1L2O C1  H11 SING N N 57 
A1L2O C2  H12 SING N N 58 
A1L2O C2  H13 SING N N 59 
A1L2O N4  H14 SING N N 60 
A1L2O O2  H15 SING N N 61 
A1L2O O4  H16 SING N N 62 
A1L2O N5  H17 SING N N 63 
A1L2O C9  H18 SING N N 64 
A1L2O C12 H20 SING N N 65 
A1L2O C12 H21 SING N N 66 
A1L2O C18 H22 SING N N 67 
A1L2O C19 H23 SING N N 68 
A1L2O O7  H24 SING N N 69 
A1L2O N6  H25 SING N N 70 
# 
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 
A1L2O InChI            InChI                1.06  "InChI=1S/C22H23N8O8PS4/c1-3-38-27-16(17-26-21(43-29-17)28-39(35,36)37)18(32)23-12(8-31)19-25-15(20(33)34)14(10-40-19)42-22-24-13(9-41-22)11-4-6-30(2)7-5-11/h4-9,12,19,25H,3,10H2,1-2H3,(H4-,23,26,28,29,32,33,34,35,36,37)/p+1/b27-16-/t12-,19-/m1/s1" 
A1L2O InChIKey         InChI                1.06  FPOBTJLCBVZDBU-WMEYXJDLSA-O                                                                                                                                                                                                                              
A1L2O SMILES_CANONICAL CACTVS               3.385 "CCO/N=C(C(=O)N[C@H](C=O)[C@@H]1NC(=C(CS1)Sc2scc(n2)c3cc[n+](C)cc3)C(O)=O)/c4nsc(N[P](O)(O)=O)n4"                                                                                                                                                        
A1L2O SMILES           CACTVS               3.385 "CCON=C(C(=O)N[CH](C=O)[CH]1NC(=C(CS1)Sc2scc(n2)c3cc[n+](C)cc3)C(O)=O)c4nsc(N[P](O)(O)=O)n4"                                                                                                                                                             
A1L2O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCO/N=C(/c1nc(sn1)NP(=O)(O)O)\C(=O)N[C@H](C=O)[C@@H]2NC(=C(CS2)Sc3nc(cs3)c4cc[n+](cc4)C)C(=O)O"                                                                                                                                                         
A1L2O SMILES           "OpenEye OEToolkits" 2.0.7 "CCON=C(c1nc(sn1)NP(=O)(O)O)C(=O)NC(C=O)C2NC(=C(CS2)Sc3nc(cs3)c4cc[n+](cc4)C)C(=O)O"                                                                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1L2O 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R})-2-[(1~{R})-1-[[(2~{Z})-2-ethoxyimino-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]ethanoyl]amino]-2-oxidanylidene-ethyl]-5-[[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-3,6-dihydro-2~{H}-1,3-thiazine-4-carboxylic 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 
A1L2O "Create component" 2024-07-01 PDBJ 
A1L2O "Modify PCM"       2024-09-27 PDBE 
A1L2O "Initial release"  2025-07-02 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1L2O 
_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               C9 
_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      ? 
# 
