data_TDP
# 
_chem_comp.id                                    TDP 
_chem_comp.name                                  "THIAMIN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H18 N4 O7 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        424.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TDP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1QS0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TDP "N1'"  N1*  N 0  1 Y N N -6.527  -9.534  108.842 5.793  2.278  0.190  "N1'"  TDP 1  
TDP "C2'"  C2*  C 0  1 Y N N -5.186  -9.835  109.042 6.839  1.561  0.548  "C2'"  TDP 2  
TDP C2A    C2A  C 0  1 N N N -4.143  -8.756  109.094 7.943  2.218  1.336  C2A    TDP 3  
TDP "N3'"  N3*  N 0  1 Y N N -4.778  -11.089 109.196 6.950  0.287  0.230  "N3'"  TDP 4  
TDP "C4'"  C4*  C 0  1 Y N N -5.696  -12.135 109.161 5.992  -0.326 -0.460 "C4'"  TDP 5  
TDP "N4'"  N4*  N 0  1 N N N -5.188  -13.354 109.324 6.110  -1.667 -0.787 "N4'"  TDP 6  
TDP "C5'"  C5*  C 0  1 Y N N -7.100  -11.874 108.959 4.870  0.405  -0.854 "C5'"  TDP 7  
TDP "C6'"  C6*  C 0  1 Y N N -7.437  -10.564 108.808 4.800  1.739  -0.503 "C6'"  TDP 8  
TDP C35    C35  C 0  1 N N N -8.140  -12.988 108.909 3.763  -0.245 -1.643 C35    TDP 9  
TDP N3     N3   N 1  1 Y N N -7.978  -13.793 107.609 2.829  -0.901 -0.724 N3     TDP 10 
TDP C2     C2   C 0  1 Y N N -7.296  -14.930 107.645 2.988  -2.175 -0.449 C2     TDP 11 
TDP S1     S1   S 0  1 Y N N -7.151  -15.728 106.191 1.677  -2.479 0.649  S1     TDP 12 
TDP C5     C5   C 0  1 Y N N -8.058  -14.498 105.412 0.995  -0.827 0.657  C5     TDP 13 
TDP C4     C4   C 0  1 Y N N -8.438  -13.516 106.319 1.853  -0.199 -0.188 C4     TDP 14 
TDP C4A    C4A  C 0  1 N N N -9.230  -12.313 105.959 1.685  1.263  -0.512 C4A    TDP 15 
TDP C5A    C5A  C 0  1 N N N -8.305  -14.615 103.953 -0.197 -0.281 1.399  C5A    TDP 16 
TDP C5B    C5B  C 0  1 N N N -7.184  -14.087 103.087 -1.452 -0.442 0.539  C5B    TDP 17 
TDP O5G    O5G  O 0  1 N N N -7.287  -14.561 101.784 -2.582 0.076  1.243  O5G    TDP 18 
TDP P1     P1   P 0  1 N N R -6.295  -14.665 100.552 -3.860 -0.124 0.284  P1     TDP 19 
TDP O11    O11  O 0  1 N N N -5.678  -16.066 100.810 -5.151 0.557  0.961  O11    TDP 20 
TDP O12    O12  O 0  1 N N N -7.019  -14.626 99.293  -4.131 -1.697 0.073  O12    TDP 21 
TDP O13    O13  O 0  1 N N N -5.217  -13.675 100.796 -3.597 0.511  -1.027 O13    TDP 22 
TDP P2     P2   P 0  1 N N N -6.266  -17.560 100.783 -6.271 0.678  -0.190 P2     TDP 23 
TDP O21    O21  O 0  1 N N N -5.083  -18.460 100.401 -7.702 0.978  0.484  O21    TDP 24 
TDP O22    O22  O -1 1 N N N -7.033  -17.729 102.010 -5.901 1.832  -1.148 O22    TDP 25 
TDP O23    O23  O 0  1 N N N -7.202  -17.503 99.594  -6.341 -0.647 -0.981 O23    TDP 26 
TDP H2A1   1H2A H 0  0 N N N -3.066  -8.997  109.254 7.735  2.122  2.402  H2A1   TDP 27 
TDP H2A2   2H2A H 0  0 N N N -4.224  -8.153  108.159 8.892  1.734  1.105  H2A2   TDP 28 
TDP H2A3   3H2A H 0  0 N N N -4.449  -8.018  109.871 8.000  3.274  1.071  H2A3   TDP 29 
TDP "H4'1" 1H4* H 0  0 N N N -5.860  -14.120 109.298 5.409  -2.105 -1.294 "H4'1" TDP 30 
TDP "H4'2" 2H4* H 0  0 N N N -4.648  -13.393 110.188 6.893  -2.167 -0.509 "H4'2" TDP 31 
TDP "H6'"  H6*  H 0  1 N N N -8.502  -10.324 108.650 3.947  2.336  -0.791 "H6'"  TDP 32 
TDP H351   1H35 H 0  0 N N N -8.100  -13.639 109.813 3.233  0.514  -2.218 H351   TDP 33 
TDP H352   2H35 H 0  0 N N N -9.177  -12.599 109.035 4.186  -0.986 -2.321 H352   TDP 34 
TDP H2     H2   H 0  1 N N N -6.930  -15.160 108.659 3.740  -2.859 -0.813 H2     TDP 35 
TDP H4A1   1H4A H 0  0 N N N -9.597  -12.092 104.929 2.325  1.855  0.142  H4A1   TDP 36 
TDP H4A2   2H4A H 0  0 N N N -10.117 -12.291 106.633 1.965  1.439  -1.550 H4A2   TDP 37 
TDP H4A3   3H4A H 0  0 N N N -8.646  -11.424 106.295 0.645  1.551  -0.361 H4A3   TDP 38 
TDP H5A1   1H5A H 0  0 N N N -8.542  -15.670 103.681 -0.325 -0.828 2.334  H5A1   TDP 39 
TDP H5A2   2H5A H 0  0 N N N -9.269  -14.126 103.681 -0.038 0.775  1.616  H5A2   TDP 40 
TDP H5B1   1H5B H 0  0 N N N -7.134  -12.973 103.114 -1.324 0.105  -0.395 H5B1   TDP 41 
TDP H5B2   2H5B H 0  0 N N N -6.185  -14.313 103.527 -1.611 -1.498 0.322  H5B2   TDP 42 
TDP H13    H13  H 0  1 N N N -4.622  -13.737 100.057 ?      ?      ?      H13    TDP 43 
TDP H23    H23  H 0  1 N N N -7.549  -18.386 99.578  ?      ?      ?      H23    TDP 44 
# 
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 
TDP "N1'" "C2'"  DOUB Y N 1  
TDP "N1'" "C6'"  SING Y N 2  
TDP "C2'" C2A    SING N N 3  
TDP "C2'" "N3'"  SING Y N 4  
TDP C2A   H2A1   SING N N 5  
TDP C2A   H2A2   SING N N 6  
TDP C2A   H2A3   SING N N 7  
TDP "N3'" "C4'"  DOUB Y N 8  
TDP "C4'" "N4'"  SING N N 9  
TDP "C4'" "C5'"  SING Y N 10 
TDP "N4'" "H4'1" SING N N 11 
TDP "N4'" "H4'2" SING N N 12 
TDP "C5'" "C6'"  DOUB Y N 13 
TDP "C5'" C35    SING N N 14 
TDP "C6'" "H6'"  SING N N 15 
TDP C35   N3     SING N N 16 
TDP C35   H351   SING N N 17 
TDP C35   H352   SING N N 18 
TDP N3    C2     DOUB Y N 19 
TDP N3    C4     SING Y N 20 
TDP C2    S1     SING Y N 21 
TDP C2    H2     SING N N 22 
TDP S1    C5     SING Y N 23 
TDP C5    C4     DOUB Y N 24 
TDP C5    C5A    SING N N 25 
TDP C4    C4A    SING N N 26 
TDP C4A   H4A1   SING N N 27 
TDP C4A   H4A2   SING N N 28 
TDP C4A   H4A3   SING N N 29 
TDP C5A   C5B    SING N N 30 
TDP C5A   H5A1   SING N N 31 
TDP C5A   H5A2   SING N N 32 
TDP C5B   O5G    SING N N 33 
TDP C5B   H5B1   SING N N 34 
TDP C5B   H5B2   SING N N 35 
TDP O5G   P1     SING N N 36 
TDP P1    O11    SING N N 37 
TDP P1    O12    DOUB N N 38 
TDP P1    O13    SING N N 39 
TDP O11   P2     SING N N 40 
TDP O13   H13    SING N N 41 
TDP P2    O21    DOUB N N 42 
TDP P2    O22    SING N N 43 
TDP P2    O23    SING N N 44 
TDP O23   H23    SING N N 45 
# 
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 
TDP InChI            InChI                1.02b InChI=1/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/f/h17,20H,13H2 
TDP InChIKey         InChI                1.02b AYEKOFBPNLCAJY-RAYBCTOLCV                                                                                                                                         
TDP SMILES_CANONICAL CACTVS               3.341 Cc1ncc(C[n+]2csc(CCO[P@](O)(=O)O[P](O)([O-])=O)c2C)c(N)n1                                                                                                         
TDP SMILES           CACTVS               3.341 Cc1ncc(C[n+]2csc(CCO[P](O)(=O)O[P](O)([O-])=O)c2C)c(N)n1                                                                                                          
TDP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO[P@@](=O)(O)O[P@](=O)(O)[O-]                                                                                                         
TDP SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCOP(=O)(O)OP(=O)(O)[O-]                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           TDP 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "[2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethoxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
