data_A1H2A
# 
_chem_comp.id                                    A1H2A 
_chem_comp.name                                  "(2~{S})-2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-5-[2-[oxidanyl(phosphonooxy)phosphoryl]oxyethyl]-1,3-thiazol-2-yl]-2-oxidanyl-butanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H25 N4 O10 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Ketobutyryl-thiamine diphosphate" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2024-01-16 
_chem_comp.pdbx_modified_date                    2024-06-07 
_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                        527.403 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H2A 
_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        8RPH 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
A1H2A O2     O1  O 0 1 N N N N N N 45.364 4.407  69.211 -4.326 -0.544 1.541  O2     A1H2A 1  
A1H2A C9     C1  C 0 1 N N N N N N 47.802 7.085  68.245 -5.400 -3.228 2.022  C9     A1H2A 2  
A1H2A C8     C2  C 0 1 N N N N N N 47.072 6.009  69.030 -4.007 -2.939 1.460  C8     A1H2A 3  
A1H2A C7     C3  C 0 1 N N N N N N 41.940 10.631 69.003 1.891  -0.498 -0.263 C7     A1H2A 4  
A1H2A C6     C4  C 0 1 N N N N N N 42.898 10.081 67.983 1.087  -1.469 -1.130 C6     A1H2A 5  
A1H2A N3     N1  N 1 1 Y N N N N N 43.337 6.410  68.801 -2.473 -0.570 -0.943 N3     A1H2A 6  
A1H2A S1     S1  S 0 1 Y N N N N N 44.925 8.151  67.965 -1.262 -2.240 0.417  S1     A1H2A 7  
A1H2A C5     C5  C 0 1 Y N N N N N 43.319 8.658  68.245 -0.380 -1.333 -0.809 C5     A1H2A 8  
A1H2A C4     C6  C 0 1 Y N N N N N 42.589 7.604  68.688 -1.240 -0.502 -1.404 C4     A1H2A 9  
A1H2A C3     C7  C 0 1 N N N N N N 45.962 4.989  66.940 -5.108 -1.719 -0.397 C3     A1H2A 10 
A1H2A C1     C8  C 0 1 N N S N N N 45.748 5.502  68.400 -4.039 -1.634 0.662  C1     A1H2A 11 
A1H2A C2     C9  C 0 1 Y N N N N N 44.665 6.542  68.436 -2.700 -1.412 0.007  C2     A1H2A 12 
A1H2A "C2'"  C10 C 0 1 Y N N N N N 42.302 4.644  73.425 -4.032 3.633  0.973  "C2'"  A1H2A 13 
A1H2A "C4'"  C11 C 0 1 Y N N N N N 43.681 5.084  71.631 -2.976 2.650  -0.820 "C4'"  A1H2A 14 
A1H2A "C5'"  C12 C 0 1 Y N N N N N 42.593 4.992  70.736 -3.716 1.486  -0.599 "C5'"  A1H2A 15 
A1H2A "C6'"  C13 C 0 1 Y N N N N N 41.371 4.707  71.320 -4.619 1.471  0.446  "C6'"  A1H2A 16 
A1H2A "C7'"  C14 C 0 1 N N N N N N 42.709 5.169  69.261 -3.539 0.279  -1.483 "C7'"  A1H2A 17 
A1H2A CM2    C15 C 0 1 N N N N N N 42.143 4.456  74.897 -4.215 4.837  1.861  CM2    A1H2A 18 
A1H2A CM4    C16 C 0 1 N N N N N N 41.139 7.619  69.041 -0.835 0.437  -2.511 CM4    A1H2A 19 
A1H2A "N1'"  N2  N 0 1 Y N N N N N 41.204 4.534  72.644 -4.749 2.552  1.203  "N1'"  A1H2A 20 
A1H2A "N3'"  N3  N 0 1 Y N N N N N 43.512 4.908  72.962 -3.163 3.693  -0.016 "N3'"  A1H2A 21 
A1H2A "N4'"  N4  N 0 1 N N N N N N 44.928 5.350  71.225 -2.062 2.716  -1.858 "N4'"  A1H2A 22 
A1H2A O10    O2  O 0 1 N N N N N N 47.072 5.178  66.388 -5.045 -2.674 -1.339 O10    A1H2A 23 
A1H2A O1A    O3  O 0 1 N N N N N N 43.818 13.413 70.867 4.313  0.078  1.627  O1A    A1H2A 24 
A1H2A O1B    O4  O 0 1 N N N N N N 42.492 15.145 67.235 7.344  -0.410 1.714  O1B    A1H2A 25 
A1H2A O2A    O5  O 0 1 N N N N N N 41.520 13.655 69.786 4.232  1.799  -0.218 O2A    A1H2A 26 
A1H2A O2B    O6  O 0 1 N N N N N N 44.836 15.316 68.154 8.337  -1.155 -0.485 O2B    A1H2A 27 
A1H2A O3A    O7  O 0 1 N N N N N N 43.514 13.159 68.365 5.872  -0.252 -0.331 O3A    A1H2A 28 
A1H2A O3B    O8  O 0 1 N N N N N N 44.369 13.874 66.137 7.898  1.386  0.029  O3B    A1H2A 29 
A1H2A O7     O9  O 0 1 N N N N N N 42.680 11.422 69.958 3.281  -0.627 -0.567 O7     A1H2A 30 
A1H2A O9     O10 O 0 1 N N N N N N 44.989 4.419  66.389 -6.022 -0.928 -0.399 O9     A1H2A 31 
A1H2A PA     P1  P 0 1 N N N N N N 42.853 13.001 69.816 4.422  0.246  0.160  PA     A1H2A 32 
A1H2A PB     P2  P 0 1 N N N N N N 43.825 14.447 67.429 7.362  -0.114 0.263  PB     A1H2A 33 
A1H2A HO2    H1  H 0 1 N N N N N N 44.984 3.727  68.667 -3.678 -0.430 2.249  HO2    A1H2A 34 
A1H2A H92    H2  H 0 1 N N N N N N 48.721 7.369  68.779 -5.706 -2.410 2.674  H92    A1H2A 35 
A1H2A H91    H3  H 0 1 N N N N N N 48.061 6.699  67.248 -6.111 -3.322 1.201  H91    A1H2A 36 
A1H2A H9     H4  H 0 1 N N N N N N 47.152 7.966  68.139 -5.377 -4.157 2.591  H9     A1H2A 37 
A1H2A H8     H5  H 0 1 N N N N N N 46.839 6.415  70.025 -3.296 -2.844 2.282  H8     A1H2A 38 
A1H2A H81    H6  H 0 1 N N N N N N 47.749 5.148  69.134 -3.701 -3.756 0.808  H81    A1H2A 39 
A1H2A H72    H7  H 0 1 N N N N N N 41.190 11.261 68.503 1.568  0.523  -0.466 H72    A1H2A 40 
A1H2A H71    H8  H 0 1 N N N N N N 41.436 9.802  69.521 1.726  -0.728 0.790  H71    A1H2A 41 
A1H2A H61    H9  H 0 1 N N N N N N 43.798 10.713 67.977 1.252  -1.238 -2.182 H61    A1H2A 42 
A1H2A H62    H10 H 0 1 N N N N N N 42.414 10.123 66.996 1.410  -2.490 -0.926 H62    A1H2A 43 
A1H2A "H6'"  H11 H 0 1 N N N N N N 40.506 4.619  70.679 -5.208 0.589  0.646  "H6'"  A1H2A 44 
A1H2A "H7'1" H12 H 0 0 N N N N N N 43.301 4.329  68.869 -3.272 0.601  -2.489 "H7'1" A1H2A 45 
A1H2A "H7'2" H13 H 0 0 N N N N N N 41.694 5.131  68.839 -4.470 -0.286 -1.518 "H7'2" A1H2A 46 
A1H2A HM21   H14 H 0 0 N N N N N N 41.089 4.244  75.128 -4.996 5.476  1.449  HM21   A1H2A 47 
A1H2A HM23   H15 H 0 0 N N N N N N 42.768 3.613  75.229 -4.502 4.510  2.860  HM23   A1H2A 48 
A1H2A HM22   H16 H 0 0 N N N N N N 42.456 5.372  75.419 -3.280 5.394  1.915  HM22   A1H2A 49 
A1H2A HM42   H17 H 0 0 N N N N N N 41.023 7.867  70.106 -0.582 1.409  -2.089 HM42   A1H2A 50 
A1H2A HM41   H18 H 0 0 N N N N N N 40.621 8.374  68.431 0.032  0.031  -3.033 HM41   A1H2A 51 
A1H2A HM43   H19 H 0 0 N N N N N N 40.704 6.628  68.846 -1.661 0.549  -3.214 HM43   A1H2A 52 
A1H2A HN42   H20 H 0 0 N N N N N N 45.539 5.372  72.016 -2.197 2.184  -2.658 HN42   A1H2A 53 
A1H2A HN41   H21 H 0 0 N N N N N N 45.230 4.639  70.590 -1.286 3.294  -1.785 HN41   A1H2A 54 
A1H2A H1     H22 H 0 1 N N N N N N 47.052 4.826  65.506 -5.753 -2.689 -1.997 H1     A1H2A 55 
A1H2A H2     H23 H 0 1 N N N N N N 41.462 14.290 70.490 4.291  1.984  -1.165 H2     A1H2A 56 
A1H2A H3     H24 H 0 1 N N N N N N 44.443 16.156 68.359 9.253  -1.127 -0.176 H3     A1H2A 57 
A1H2A H4     H25 H 0 1 N N N N N N 43.764 14.060 65.428 7.936  1.649  -0.901 H4     A1H2A 58 
# 
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 
A1H2A "N1'" "C2'"  DOUB Y N 1  
A1H2A "N1'" "C6'"  SING Y N 2  
A1H2A "C2'" CM2    SING N N 3  
A1H2A "C2'" "N3'"  SING Y N 4  
A1H2A "N3'" "C4'"  DOUB Y N 5  
A1H2A "C4'" "N4'"  SING N N 6  
A1H2A "C4'" "C5'"  SING Y N 7  
A1H2A "C5'" "C6'"  DOUB Y N 8  
A1H2A "C5'" "C7'"  SING N N 9  
A1H2A "C7'" N3     SING N N 10 
A1H2A N3    C2     DOUB Y N 11 
A1H2A N3    C4     SING Y N 12 
A1H2A C2    S1     SING Y N 13 
A1H2A C2    C1     SING N N 14 
A1H2A S1    C5     SING Y N 15 
A1H2A C5    C4     DOUB Y N 16 
A1H2A C5    C6     SING N N 17 
A1H2A C4    CM4    SING N N 18 
A1H2A C6    C7     SING N N 19 
A1H2A C7    O7     SING N N 20 
A1H2A O7    PA     SING N N 21 
A1H2A PA    O1A    DOUB N N 22 
A1H2A PA    O2A    SING N N 23 
A1H2A PA    O3A    SING N N 24 
A1H2A O3A   PB     SING N N 25 
A1H2A PB    O1B    DOUB N N 26 
A1H2A PB    O2B    SING N N 27 
A1H2A PB    O3B    SING N N 28 
A1H2A C1    O2     SING N N 29 
A1H2A C1    C3     SING N N 30 
A1H2A C1    C8     SING N N 31 
A1H2A C3    O9     DOUB N N 32 
A1H2A C3    O10    SING N N 33 
A1H2A C8    C9     SING N N 34 
A1H2A O2    HO2    SING N N 35 
A1H2A C9    H92    SING N N 36 
A1H2A C9    H91    SING N N 37 
A1H2A C9    H9     SING N N 38 
A1H2A C8    H8     SING N N 39 
A1H2A C8    H81    SING N N 40 
A1H2A C7    H72    SING N N 41 
A1H2A C7    H71    SING N N 42 
A1H2A C6    H61    SING N N 43 
A1H2A C6    H62    SING N N 44 
A1H2A "C6'" "H6'"  SING N N 45 
A1H2A "C7'" "H7'1" SING N N 46 
A1H2A "C7'" "H7'2" SING N N 47 
A1H2A CM2   HM21   SING N N 48 
A1H2A CM2   HM23   SING N N 49 
A1H2A CM2   HM22   SING N N 50 
A1H2A CM4   HM42   SING N N 51 
A1H2A CM4   HM41   SING N N 52 
A1H2A CM4   HM43   SING N N 53 
A1H2A "N4'" HN42   SING N N 54 
A1H2A "N4'" HN41   SING N N 55 
A1H2A O10   H1     SING N N 56 
A1H2A O2A   H2     SING N N 57 
A1H2A O2B   H3     SING N N 58 
A1H2A O3B   H4     SING N N 59 
# 
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 
A1H2A InChI            InChI                1.06  "InChI=1S/C16H24N4O10P2S/c1-4-16(23,15(21)22)14-20(8-11-7-18-10(3)19-13(11)17)9(2)12(33-14)5-6-29-32(27,28)30-31(24,25)26/h7,23H,4-6,8H2,1-3H3,(H5-,17,18,19,21,22,24,25,26,27,28)/p+1/t16-/m1/s1" 
A1H2A InChIKey         InChI                1.06  FMOBPODOIDIUAY-MRXNPFEDSA-O                                                                                                                                                                        
A1H2A SMILES_CANONICAL CACTVS               3.385 "CC[C@](O)(C(O)=O)c1sc(CCO[P](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N"                                                                                                                           
A1H2A SMILES           CACTVS               3.385 "CC[C](O)(C(O)=O)c1sc(CCO[P](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N"                                                                                                                            
A1H2A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@@](c1[n+](c(c(s1)CCOP(=O)(O)OP(=O)(O)O)C)Cc2cnc(nc2N)C)(C(=O)O)O"                                                                                                                            
A1H2A SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(c1[n+](c(c(s1)CCOP(=O)(O)OP(=O)(O)O)C)Cc2cnc(nc2N)C)(C(=O)O)O"                                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1H2A 
_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~{S})-2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-5-[2-[oxidanyl(phosphonooxy)phosphoryl]oxyethyl]-1,3-thiazol-3-ium-2-yl]-2-oxidanyl-butanoic acid" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H2A 
_pdbx_chem_comp_synonyms.name         "Ketobutyryl-thiamine diphosphate" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H2A "Create component" 2024-01-16 PDBE 
A1H2A "Initial release"  2024-06-12 RCSB 
# 
