data_HTL
#

_chem_comp.id                                   HTL
_chem_comp.name                                 "2-ACETYL-THIAMINE DIPHOSPHATE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C14 H21 N4 O8 P2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;2-ACETYL-3-[(4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL]-4-METHYL-5-(4,6,6-TRIHYDROXY-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)THIAZO
LIUM INNER SALT P,P'-DIOXIDE
;

_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2001-11-26
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       467.351
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HTL
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       "OpenEye/OEToolkits V1.4.2"
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1KEK
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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.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
HTL  "N1'"   N1*     N  0  1  Y  N  N  -27.307  -64.040  24.764   4.450   5.604   1.056  "N1'"   HTL   1  
HTL  "C2'"   C2*     C  0  1  Y  N  N  -25.993  -64.198  25.403   4.976   6.807   0.757  "C2'"   HTL   2  
HTL  C2A     C2A     C  0  1  N  N  N  -25.424  -63.174  26.151   6.115   7.264   1.604  C2A     HTL   3  
HTL  "N3'"   N3*     N  0  1  Y  N  N  -25.260  -65.408  25.276   4.583   7.641  -0.224  "N3'"   HTL   4  
HTL  "C4'"   C4*     C  0  1  Y  N  N  -25.802  -66.527  24.499   3.551   7.196  -0.970  "C4'"   HTL   5  
HTL  "N4'"   N4*     N  0  1  N  N  N  -24.969  -67.714  24.436   3.084   8.023  -2.021  "N4'"   HTL   6  
HTL  "C5'"   C5*     C  0  1  Y  N  N  -27.195  -66.399  23.802   2.938   5.990  -0.757  "C5'"   HTL   7  
HTL  "C6'"   C6*     C  0  1  Y  N  N  -27.858  -65.169  23.977   3.421   5.222   0.271  "C6'"   HTL   8  
HTL  C35     C35     C  0  1  N  N  N  -27.799  -67.521  22.988   1.787   5.498  -1.590  C35     HTL   9  
HTL  N3      N3      N  1  1  Y  N  N  -27.013  -67.782  21.798   1.364   4.198  -1.117  N3      HTL  10  
HTL  C2      C2      C  0  1  Y  N  N  -26.231  -69.056  21.568   0.444   4.059  -0.188  C2      HTL  11  
HTL  S1      S1      S  0  1  Y  N  N  -26.614  -69.552  20.078   0.159   2.409   0.160  S1      HTL  12  
HTL  C5      C5      C  0  1  Y  N  N  -26.793  -67.856  19.597   1.327   1.942  -0.996  C5      HTL  13  
HTL  C4      C4      C  0  1  Y  N  N  -27.453  -67.264  20.583   1.889   3.020  -1.601  C4      HTL  14  
HTL  C4A     C4A     C  0  1  N  N  N  -28.486  -66.335  20.269   2.924   3.091  -2.643  C4A     HTL  15  
HTL  C5A     C5A     C  0  1  N  N  N  -27.595  -67.951  18.307   1.601   0.481  -1.216  C5A     HTL  16  
HTL  C5B     C5B     C  0  1  N  N  N  -26.542  -67.438  17.346   0.713  -0.131  -2.295  C5B     HTL  17  
HTL  O5G     O5G     O  0  1  N  N  N  -26.802  -66.753  16.028   0.955   0.511  -3.536  O5G     HTL  18  
HTL  P1      P1      P  0  1  N  N  R  -25.866  -66.395  14.838   0.140   0.051  -4.856  P1      HTL  19  
HTL  O11     O11     O  0  1  N  N  N  -25.277  -67.823  14.566  -1.416   0.155  -4.431  O11     HTL  20  
HTL  O12     O12     O  0  1  N  N  N  -26.572  -65.883  13.643   0.488   0.809  -6.105  O12     HTL  21  
HTL  O13     O13     O  0  1  N  N  N  -24.815  -65.583  15.432   0.393  -1.544  -4.952  O13     HTL  22  
HTL  P2      P2      P  0  1  N  N  N  -25.867  -69.177  13.790  -2.330   1.434  -4.056  P2      HTL  23  
HTL  O21     O21     O  0  1  N  N  N  -24.777  -69.648  12.836  -1.846   2.224  -2.875  O21     HTL  24  
HTL  O22     O22     O  0  1  N  N  N  -26.391  -70.031  14.843  -3.807   0.797  -3.900  O22     HTL  25  
HTL  O23     O23     O  0  1  N  N  N  -27.002  -68.568  12.936  -2.415   2.253  -5.447  O23     HTL  26  
HTL  "C1'"   "C1'"   C  0  1  N  N  N  -26.029  -70.529  22.865  -0.268   5.090   0.489  "C1'"   HTL  27  
HTL  "O2'"   "O2'"   O  0  1  N  N  N  -26.080  -70.358  24.089   0.156   6.241   0.734  "O2'"   HTL  28  
HTL  "C3'"   "C3'"   C  0  1  N  N  N  -25.571  -71.942  22.345  -1.676   4.802   0.971  "C3'"   HTL  29  
HTL  H2A1    1H2A    H  0  0  N  N  N  -24.427  -63.293  26.635   7.009   7.425   0.989  H2A1    HTL  30  
HTL  H2A2    2H2A    H  0  0  N  N  N  -25.388  -62.260  25.512   5.876   8.203   2.121  H2A2    HTL  31  
HTL  H2A3    3H2A    H  0  0  N  N  N  -26.155  -62.875  26.938   6.356   6.526   2.381  H2A3    HTL  32  
HTL  "H4'1"  1H4*    H  0  0  N  N  N  -25.346  -68.492  23.895   2.454   7.640  -2.692  "H4'1"  HTL  33  
HTL  "H4'2"  2H4*    H  0  0  N  N  N  -24.736  -68.026  25.379   3.467   8.939  -2.120  "H4'2"  HTL  34  
HTL  "H6'"   H6*     H  0  1  N  N  N  -28.840  -65.087  23.481   3.000   4.251   0.514  "H6'"   HTL  35  
HTL  H351    1H35    H  0  0  N  N  N  -27.938  -68.443  23.599   0.943   6.196  -1.542  H351    HTL  36  
HTL  H352    2H35    H  0  0  N  N  N  -28.867  -67.319  22.739   2.071   5.427  -2.647  H352    HTL  37  
HTL  H4A1    1H4A    H  0  0  N  N  N  -28.838  -65.920  19.295   3.822   2.514  -2.358  H4A1    HTL  38  
HTL  H4A2    2H4A    H  0  0  N  N  N  -29.401  -66.765  20.737   2.570   2.695  -3.612  H4A2    HTL  39  
HTL  H4A3    3H4A    H  0  0  N  N  N  -28.252  -65.437  20.887   3.247   4.129  -2.843  H4A3    HTL  40  
HTL  H5A1    1H5A    H  0  0  N  N  N  -28.038  -68.946  18.071   2.656   0.342  -1.485  H5A1    HTL  41  
HTL  H5A2    2H5A    H  0  0  N  N  N  -28.577  -67.423  18.294   1.443  -0.059  -0.274  H5A2    HTL  42  
HTL  H5B1    1H5B    H  0  0  N  N  N  -25.887  -66.752  17.933   0.954  -1.192  -2.415  H5B1    HTL  43  
HTL  H5B2    2H5B    H  0  0  N  N  N  -25.871  -68.300  17.125  -0.350  -0.037  -2.050  H5B2    HTL  44  
HTL  H22O    OH22    H  0  0  N  N  N  -26.726  -70.802  14.401  -4.539   1.368  -3.585  H22O    HTL  45  
HTL  H23O    OH23    H  0  0  N  N  N  -27.337  -69.339  12.494  -2.862   3.126  -5.458  H23O    HTL  46  
HTL  "H3'1"  "1H3'"  H  0  0  N  N  N  -25.456  -72.774  23.078  -1.739   3.915   1.620  "H3'1"  HTL  47  
HTL  "H3'2"  "2H3'"  H  0  0  N  N  N  -26.263  -72.268  21.534  -2.390   4.659   0.145  "H3'2"  HTL  48  
HTL  "H3'3"  "3H3'"  H  0  0  N  N  N  -24.616  -71.825  21.781  -2.121   5.609   1.580  "H3'3"  HTL  49  
HTL  HO1     HO1     H  0  1  N  N  N  -24.145  -65.406  14.782   1.237  -1.868  -5.332  HO1     HTL  50  
#   #
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
HTL  "N1'"  "C2'"   DOUB  Y  N   1  
HTL  "N1'"  "C6'"   SING  Y  N   2  
HTL  "C2'"  C2A     SING  N  N   3  
HTL  "C2'"  "N3'"   SING  Y  N   4  
HTL  C2A    H2A1    SING  N  N   5  
HTL  C2A    H2A2    SING  N  N   6  
HTL  C2A    H2A3    SING  N  N   7  
HTL  "N3'"  "C4'"   DOUB  Y  N   8  
HTL  "C4'"  "N4'"   SING  N  N   9  
HTL  "C4'"  "C5'"   SING  Y  N  10  
HTL  "N4'"  "H4'1"  SING  N  N  11  
HTL  "N4'"  "H4'2"  SING  N  N  12  
HTL  "C5'"  "C6'"   DOUB  Y  N  13  
HTL  "C5'"  C35     SING  N  N  14  
HTL  "C6'"  "H6'"   SING  N  N  15  
HTL  C35    N3      SING  N  N  16  
HTL  C35    H351    SING  N  N  17  
HTL  C35    H352    SING  N  N  18  
HTL  N3     C2      DOUB  Y  N  19  
HTL  N3     C4      SING  Y  N  20  
HTL  C2     S1      SING  Y  N  21  
HTL  C2     "C1'"   SING  N  N  22  
HTL  S1     C5      SING  Y  N  23  
HTL  C5     C4      DOUB  Y  N  24  
HTL  C5     C5A     SING  N  N  25  
HTL  C4     C4A     SING  N  N  26  
HTL  C4A    H4A1    SING  N  N  27  
HTL  C4A    H4A2    SING  N  N  28  
HTL  C4A    H4A3    SING  N  N  29  
HTL  C5A    C5B     SING  N  N  30  
HTL  C5A    H5A1    SING  N  N  31  
HTL  C5A    H5A2    SING  N  N  32  
HTL  C5B    O5G     SING  N  N  33  
HTL  C5B    H5B1    SING  N  N  34  
HTL  C5B    H5B2    SING  N  N  35  
HTL  O5G    P1      SING  N  N  36  
HTL  P1     O11     SING  N  N  37  
HTL  P1     O12     DOUB  N  N  38  
HTL  P1     O13     SING  N  N  39  
HTL  O11    P2      SING  N  N  40  
HTL  P2     O21     DOUB  N  N  41  
HTL  P2     O22     SING  N  N  42  
HTL  P2     O23     SING  N  N  43  
HTL  O22    H22O    SING  N  N  44  
HTL  O23    H23O    SING  N  N  45  
HTL  "C1'"  "O2'"   DOUB  N  N  46  
HTL  "C1'"  "C3'"   SING  N  N  47  
HTL  "C3'"  "H3'1"  SING  N  N  48  
HTL  "C3'"  "H3'2"  SING  N  N  49  
HTL  "C3'"  "H3'3"  SING  N  N  50  
HTL  HO1    O13     SING  N  N  51  
#   #
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
HTL  SMILES            ACDLabs               10.04  "O=C(c1sc(c([n+]1Cc2cnc(nc2N)C)C)CCOP(=O)(O)OP(=O)(O)O)C"  
HTL  SMILES_CANONICAL  CACTVS                3.341  "CC(=O)c1sc(CCO[P@](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N"  
HTL  SMILES            CACTVS                3.341  "CC(=O)c1sc(CCO[P](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N"  
HTL  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=O)C)CCO[P@@](=O)(O)OP(=O)(O)O"  
HTL  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=O)C)CCOP(=O)(O)OP(=O)(O)O"  
HTL  InChI             InChI                 1.03   "InChI=1S/C14H20N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1"  
HTL  InChIKey          InChI                 1.03   GYRGKLZCJRVYRV-UHFFFAOYSA-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
HTL  "SYSTEMATIC NAME"  ACDLabs               10.04  "2-acetyl-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium"  
HTL  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-2-ethanoyl-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen 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
HTL  "Create component"   2001-11-26  RCSB  
HTL  "Modify descriptor"  2011-06-04  RCSB  
HTL  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     HTL
_pdbx_chem_comp_synonyms.name        "2-ACETYL-3-[(4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL]-4-METHYL-5-(4,6,6-TRIHYDROXY-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)THIAZOLIUM INNER SALT P,P'-DIOXIDE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
