data_A1H4V
# 
_chem_comp.id                                    A1H4V 
_chem_comp.name                                  "(2~{R},4~{R})-5,5-dimethyl-2-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]-1,3-thiazolidine-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N2 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                     2024-02-19 
_chem_comp.pdbx_modified_date                    2025-02-28 
_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                        378.338 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4V 
_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        8S1Y 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1H4V N1   N1  N 0 1 Y N N N N N 14.940 -31.056 13.038 1.366  -3.351 0.123  N1   A1H4V 1  
A1H4V N3   N2  N 0 1 N N N N N N 10.300 -30.846 14.832 -1.755 0.448  0.911  N3   A1H4V 2  
A1H4V C4   C1  C 0 1 Y N N N N N 12.160 -31.002 13.323 -0.032 -1.009 -0.099 C4   A1H4V 3  
A1H4V C5   C2  C 0 1 Y N N N N N 12.768 -30.810 12.050 1.347  -1.003 0.032  C5   A1H4V 4  
A1H4V C6   C3  C 0 1 Y N N N N N 14.146 -30.885 11.961 2.020  -2.205 0.142  C6   A1H4V 5  
A1H4V C7   C4  C 0 1 N N R N N N 8.896  -31.201 14.899 -2.802 1.417  0.577  C7   A1H4V 6  
A1H4V C8   C5  C 0 1 N N N N N N 8.437  -30.800 16.295 -4.041 1.087  1.369  C8   A1H4V 7  
A1H4V C10  C6  C 0 1 N N N N N N 7.283  -32.908 14.442 -2.958 2.815  -1.520 C10  A1H4V 8  
A1H4V C2   C7  C 0 1 Y N N N N N 14.396 -31.169 14.245 0.055  -3.400 -0.002 C2   A1H4V 9  
A1H4V C2A  C8  C 0 1 N N N N N N 15.358 -31.324 15.393 -0.643 -4.735 -0.019 C2A  A1H4V 10 
A1H4V C3   C9  C 0 1 Y N N N N N 13.010 -31.113 14.435 -0.689 -2.235 -0.116 C3   A1H4V 11 
A1H4V O3   O1  O 0 1 N N N N N N 12.552 -31.337 15.611 -2.042 -2.290 -0.243 O3   A1H4V 12 
A1H4V C4A  C10 C 0 1 N N R N N N 10.654 -31.008 13.452 -0.802 0.281  -0.221 C4A  A1H4V 13 
A1H4V C5A  C11 C 0 1 N N N N N N 11.967 -30.658 10.777 2.105  0.300  0.055  C5A  A1H4V 14 
A1H4V O4P  O2  O 0 1 N N N N N N 11.804 -29.225 10.488 3.509  0.033  0.080  O4P  A1H4V 15 
A1H4V P    P1  P 0 1 N N N N N N 10.700 -28.876 9.317  4.622  1.197  0.109  P    A1H4V 16 
A1H4V O1P  O3  O 0 1 N N N N N N 11.169 -27.499 8.897  4.406  2.114  -1.032 O1P  A1H4V 17 
A1H4V O2P  O4  O 0 1 N N N N N N 10.925 -29.901 8.206  4.503  2.019  1.488  O2P  A1H4V 18 
A1H4V O3P  O5  O 0 1 N N N N N N 9.308  -28.802 9.931  6.087  0.540  0.000  O3P  A1H4V 19 
A1H4V S1   S1  S 0 1 N N N N N N 9.679  -32.556 13.002 -1.964 0.228  -1.649 S1   A1H4V 20 
A1H4V C9   C12 C 0 1 N N N N N N 8.775  -32.713 14.638 -3.158 1.421  -0.922 C9   A1H4V 21 
A1H4V C11  C13 C 0 1 N N N N N N 9.311  -33.717 15.701 -4.595 0.942  -1.136 C11  A1H4V 22 
A1H4V O12  O6  O 0 1 N N N N N N 7.276  -30.494 16.473 -4.999 2.013  1.532  O12  A1H4V 23 
A1H4V O14  O7  O 0 1 N N N N N N 9.300  -30.967 17.166 -4.171 -0.010 1.858  O14  A1H4V 24 
A1H4V HN3  H1  H 0 1 N N N N N N 10.845 -31.454 15.409 -2.155 -0.439 1.181  HN3  A1H4V 25 
A1H4V H6   H3  H 0 1 N N N N N N 14.606 -30.803 10.987 3.095  -2.207 0.246  H6   A1H4V 26 
A1H4V H7   H4  H 0 1 N N N N N N 8.317  -30.649 14.144 -2.461 2.414  0.857  H7   A1H4V 27 
A1H4V H10  H5  H 0 1 N N N N N N 6.792  -32.995 15.423 -1.916 3.114  -1.404 H10  A1H4V 28 
A1H4V H101 H6  H 0 0 N N N N N N 6.869  -32.045 13.900 -3.214 2.796  -2.579 H101 A1H4V 29 
A1H4V H102 H7  H 0 0 N N N N N N 7.106  -33.825 13.861 -3.601 3.527  -1.003 H102 A1H4V 30 
A1H4V H2A2 H8  H 0 0 N N N N N N 16.390 -31.316 15.011 -0.909 -5.019 1.000  H2A2 A1H4V 31 
A1H4V H2A3 H9  H 0 0 N N N N N N 15.222 -30.492 16.100 -1.546 -4.666 -0.624 H2A3 A1H4V 32 
A1H4V H2A1 H10 H 0 0 N N N N N N 15.165 -32.277 15.907 0.022  -5.488 -0.443 H2A1 A1H4V 33 
A1H4V H2   H11 H 0 1 N N N N N N 11.605 -31.268 15.601 -2.517 -2.273 0.599  H2   A1H4V 34 
A1H4V H4A  H12 H 0 1 N N N N N N 10.226 -30.199 12.841 -0.126 1.133  -0.295 H4A  A1H4V 35 
A1H4V H5A1 H13 H 0 0 N N N N N N 12.498 -31.145 9.946  1.861  0.878  -0.836 H5A1 A1H4V 36 
A1H4V H5A2 H14 H 0 0 N N N N N N 10.979 -31.124 10.904 1.827  0.866  0.944  H5A2 A1H4V 37 
A1H4V H3   H15 H 0 1 N N N N N N 11.321 -29.474 7.456  4.633  1.480  2.280  H3   A1H4V 38 
A1H4V H4   H16 H 0 1 N N N N N N 9.008  -27.901 9.929  6.809  1.184  0.011  H4   A1H4V 39 
A1H4V H11  H17 H 0 1 N N N N N N 8.669  -33.684 16.594 -5.281 1.605  -0.609 H11  A1H4V 40 
A1H4V H111 H18 H 0 0 N N N N N N 9.303  -34.734 15.282 -4.826 0.952  -2.201 H111 A1H4V 41 
A1H4V H112 H19 H 0 0 N N N N N N 10.340 -33.443 15.978 -4.701 -0.072 -0.751 H112 A1H4V 42 
A1H4V H5   H20 H 0 1 N N N N N N 7.113  -30.396 17.404 -5.775 1.755  2.048  H5   A1H4V 43 
# 
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 
A1H4V N1  C2   DOUB Y N 1  
A1H4V N1  C6   SING Y N 2  
A1H4V C2  C2A  SING N N 3  
A1H4V C2  C3   SING Y N 4  
A1H4V C3  O3   SING N N 5  
A1H4V C3  C4   DOUB Y N 6  
A1H4V C4  C4A  SING N N 7  
A1H4V C4  C5   SING Y N 8  
A1H4V C4A N3   SING N N 9  
A1H4V C4A S1   SING N N 10 
A1H4V C5  C6   DOUB Y N 11 
A1H4V C5  C5A  SING N N 12 
A1H4V C5A O4P  SING N N 13 
A1H4V O4P P    SING N N 14 
A1H4V P   O1P  DOUB N N 15 
A1H4V P   O2P  SING N N 16 
A1H4V P   O3P  SING N N 17 
A1H4V N3  C7   SING N N 18 
A1H4V S1  C9   SING N N 19 
A1H4V C7  C8   SING N N 20 
A1H4V C7  C9   SING N N 21 
A1H4V C8  O12  SING N N 22 
A1H4V C8  O14  DOUB N N 23 
A1H4V C9  C10  SING N N 24 
A1H4V C9  C11  SING N N 25 
A1H4V N3  HN3  SING N N 26 
A1H4V C6  H6   SING N N 27 
A1H4V C7  H7   SING N N 28 
A1H4V C10 H10  SING N N 29 
A1H4V C10 H101 SING N N 30 
A1H4V C10 H102 SING N N 31 
A1H4V C2A H2A2 SING N N 32 
A1H4V C2A H2A3 SING N N 33 
A1H4V C2A H2A1 SING N N 34 
A1H4V O3  H2   SING N N 35 
A1H4V C4A H4A  SING N N 36 
A1H4V C5A H5A1 SING N N 37 
A1H4V C5A H5A2 SING N N 38 
A1H4V O2P H3   SING N N 39 
A1H4V O3P H4   SING N N 40 
A1H4V C11 H11  SING N N 41 
A1H4V C11 H111 SING N N 42 
A1H4V C11 H112 SING N N 43 
A1H4V O12 H5   SING N N 44 
# 
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 
A1H4V InChI            InChI                1.06  "InChI=1S/C13H19N2O7PS/c1-6-9(16)8(7(4-14-6)5-22-23(19,20)21)11-15-10(12(17)18)13(2,3)24-11/h4,10-11,15-16H,5H2,1-3H3,(H,17,18)(H2,19,20,21)/t10-,11-/m1/s1" 
A1H4V InChIKey         InChI                1.06  YADZKSQVDLLMOU-GHMZBOCLSA-N                                                                                                                                  
A1H4V SMILES_CANONICAL CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c([C@@H]2N[C@H](C(O)=O)C(C)(C)S2)c1O"                                                                                                  
A1H4V SMILES           CACTVS               3.385 "Cc1ncc(CO[P](O)(O)=O)c([CH]2N[CH](C(O)=O)C(C)(C)S2)c1O"                                                                                                     
A1H4V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c(cn1)COP(=O)(O)O)[C@@H]2N[C@@H](C(S2)(C)C)C(=O)O)O"                                                                                                 
A1H4V SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c(cn1)COP(=O)(O)O)C2NC(C(S2)(C)C)C(=O)O)O"                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1H4V 
_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},4~{R})-5,5-dimethyl-2-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]-1,3-thiazolidine-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 
A1H4V "Create component" 2024-02-19 PDBE 
A1H4V "Initial release"  2025-03-05 RCSB 
# 
