data_TZD
# 
_chem_comp.id                                    TZD 
_chem_comp.name                                  "2-{3-[(4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL]-4-METHYL-2-OXO-2,3-DIHYDRO-1,3-THIAZOL-5-YL}ETHYL TRIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H18 N4 O8 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "THIAMIN THIAZOLONE DIPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-17 
_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                        440.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TZD 
_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   N 
_chem_comp.pdbx_model_coordinates_db_code        1RP7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TZD "N1'"  N1*  N 0 1 Y N N 26.855 -36.642 7.976  -0.360 -1.547 5.902  "N1'"  TZD 1  
TZD "C2'"  C2*  C 0 1 Y N N 27.573 -37.510 8.776  -1.063 -1.068 6.909  "C2'"  TZD 2  
TZD C2A    C2A  C 0 1 N N N 27.525 -38.956 8.421  -1.426 -1.983 8.050  C2A    TZD 3  
TZD "N3'"  N3*  N 0 1 Y N N 28.306 -37.101 9.814  -1.462 0.186  6.943  "N3'"  TZD 4  
TZD "C4'"  C4*  C 0 1 Y N N 28.357 -35.732 10.107 -1.156 1.023  5.955  "C4'"  TZD 5  
TZD "N4'"  N4*  N 0 1 N N N 29.119 -35.385 11.121 -1.572 2.344  5.997  "N4'"  TZD 6  
TZD "C5'"  C5*  C 0 1 Y N N 27.598 -34.766 9.270  -0.412 0.548  4.874  "C5'"  TZD 7  
TZD "C6'"  C6*  C 0 1 Y N N 26.874 -35.286 8.226  -0.020 -0.776 4.879  "C6'"  TZD 8  
TZD C35    C35  C 0 1 N N N 27.583 -33.269 9.498  -0.046 1.457  3.729  C35    TZD 9  
TZD N3     N3   N 0 1 Y N N 26.929 -32.853 10.807 0.728  0.707  2.737  N3     TZD 10 
TZD C2     C2   C 0 1 Y N N 27.639 -32.576 11.935 2.077  0.654  2.819  C2     TZD 11 
TZD OC2    OC2  O 0 1 N N N 28.874 -32.673 12.085 2.813  1.164  3.645  OC2    TZD 12 
TZD S1     S1   S 0 1 Y N N 26.546 -32.071 13.217 2.491  -0.331 1.453  S1     TZD 13 
TZD C5     C5   C 0 1 Y N N 25.153 -32.266 12.181 0.842  -0.615 0.835  C5     TZD 14 
TZD C4     C4   C 0 1 Y N N 25.517 -32.681 10.929 0.099  0.057  1.718  C4     TZD 15 
TZD C4A    C4A  C 0 1 N N N 24.598 -32.944 9.764  -1.401 0.097  1.590  C4A    TZD 16 
TZD C5A    C5A  C 0 1 N N N 23.766 -32.064 12.700 0.401  -1.407 -0.368 C5A    TZD 17 
TZD C5B    C5B  C 0 1 N N N 23.558 -32.759 14.012 0.354  -0.491 -1.592 C5B    TZD 18 
TZD O5G    O5G  O 0 1 N N N 22.143 -32.890 14.221 -0.063 -1.242 -2.734 O5G    TZD 19 
TZD P1     P1   P 0 1 N N R 21.572 -33.764 15.429 -0.089 -0.221 -3.979 P1     TZD 20 
TZD O11    O11  O 0 1 N N N 22.370 -33.202 16.696 -0.554 -1.005 -5.306 O11    TZD 21 
TZD O12    O12  O 0 1 N N N 20.137 -33.440 15.584 -1.040 0.876  -3.696 O12    TZD 22 
TZD O13    O13  O 0 1 N N N 21.976 -35.185 15.224 1.383  0.388  -4.204 O13    TZD 23 
TZD P2     P2   P 0 1 N N N 22.316 -31.867 17.575 -0.558 0.070  -6.504 P2     TZD 24 
TZD O21    O21  O 0 1 N N N 22.332 -32.318 19.068 -1.016 -0.649 -7.870 O21    TZD 25 
TZD O22    O22  O 0 1 N N N 23.554 -31.103 17.282 0.802  0.626  -6.672 O22    TZD 26 
TZD O23    O23  O 0 1 N N N 21.024 -31.210 17.281 -1.585 1.259  -6.154 O23    TZD 27 
TZD H2A1   1H2A H 0 0 N N N 28.104 -39.656 9.066  -0.644 -1.945 8.808  H2A1   TZD 28 
TZD H2A2   2H2A H 0 0 N N N 26.462 -39.290 8.369  -2.372 -1.662 8.486  H2A2   TZD 29 
TZD H2A3   3H2A H 0 0 N N N 27.834 -39.088 7.358  -1.524 -3.004 7.680  H2A3   TZD 30 
TZD "H4'1" 1H4* H 0 0 N N N 29.156 -34.388 11.334 -2.089 2.666  6.752  "H4'1" TZD 31 
TZD "H4'2" 2H4* H 0 0 N N N 30.063 -35.743 10.982 -1.348 2.946  5.271  "H4'2" TZD 32 
TZD "H6'"  H6*  H 0 1 N N N 26.298 -34.603 7.578  0.555  -1.178 4.059  "H6'"  TZD 33 
TZD H351   1H35 H 0 0 N N N 28.613 -32.850 9.423  -0.954 1.841  3.265  H351   TZD 34 
TZD H352   2H35 H 0 0 N N N 27.105 -32.745 8.637  0.550  2.289  4.102  H352   TZD 35 
TZD H4A1   1H4A H 0 0 N N N 23.495 -32.809 9.859  -1.706 -0.478 0.716  H4A1   TZD 36 
TZD H4A2   2H4A H 0 0 N N N 24.948 -32.329 8.901  -1.853 -0.330 2.484  H4A2   TZD 37 
TZD H4A3   3H4A H 0 0 N N N 24.789 -33.980 9.399  -1.728 1.131  1.476  H4A3   TZD 38 
TZD H5A1   1H5A H 0 0 N N N 23.511 -30.980 12.769 1.107  -2.218 -0.548 H5A1   TZD 39 
TZD H5A2   2H5A H 0 0 N N N 23.002 -32.374 11.949 -0.590 -1.822 -0.187 H5A2   TZD 40 
TZD H5B1   1H5B H 0 0 N N N 24.096 -33.733 14.075 -0.351 0.319  -1.413 H5B1   TZD 41 
TZD H5B2   2H5B H 0 0 N N N 24.074 -32.248 14.858 1.346  -0.076 -1.774 H5B2   TZD 42 
TZD H13    H13  H 0 1 N N N 21.636 -35.705 15.942 1.970  -0.357 -4.385 H13    TZD 43 
TZD H21    H21  H 0 1 N N N 22.299 -31.525 19.590 -1.005 0.027  -8.560 H21    TZD 44 
TZD H23    H23  H 0 1 N N N 20.991 -30.417 17.803 -2.457 0.855  -6.053 H23    TZD 45 
# 
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 
TZD "N1'" "C2'"  DOUB Y N 1  
TZD "N1'" "C6'"  SING Y N 2  
TZD "C2'" C2A    SING N N 3  
TZD "C2'" "N3'"  SING Y N 4  
TZD C2A   H2A1   SING N N 5  
TZD C2A   H2A2   SING N N 6  
TZD C2A   H2A3   SING N N 7  
TZD "N3'" "C4'"  DOUB Y N 8  
TZD "C4'" "N4'"  SING N N 9  
TZD "C4'" "C5'"  SING Y N 10 
TZD "N4'" "H4'1" SING N N 11 
TZD "N4'" "H4'2" SING N N 12 
TZD "C5'" "C6'"  DOUB Y N 13 
TZD "C5'" C35    SING N N 14 
TZD "C6'" "H6'"  SING N N 15 
TZD C35   N3     SING N N 16 
TZD C35   H351   SING N N 17 
TZD C35   H352   SING N N 18 
TZD N3    C2     SING Y N 19 
TZD N3    C4     SING Y N 20 
TZD C2    OC2    DOUB N N 21 
TZD C2    S1     SING Y N 22 
TZD S1    C5     SING Y N 23 
TZD C5    C4     DOUB Y N 24 
TZD C5    C5A    SING N N 25 
TZD C4    C4A    SING N N 26 
TZD C4A   H4A1   SING N N 27 
TZD C4A   H4A2   SING N N 28 
TZD C4A   H4A3   SING N N 29 
TZD C5A   C5B    SING N N 30 
TZD C5A   H5A1   SING N N 31 
TZD C5A   H5A2   SING N N 32 
TZD C5B   O5G    SING N N 33 
TZD C5B   H5B1   SING N N 34 
TZD C5B   H5B2   SING N N 35 
TZD O5G   P1     SING N N 36 
TZD P1    O11    SING N N 37 
TZD P1    O12    DOUB N N 38 
TZD P1    O13    SING N N 39 
TZD O11   P2     SING N N 40 
TZD O13   H13    SING N N 41 
TZD P2    O21    SING N N 42 
TZD P2    O22    DOUB N N 43 
TZD P2    O23    SING N N 44 
TZD O21   H21    SING N N 45 
TZD O23   H23    SING N N 46 
# 
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 
TZD SMILES           ACDLabs              10.04 O=C1SC(=C(N1Cc2c(nc(nc2)C)N)C)CCOP(=O)(O)OP(=O)(O)O                                                                                                                        
TZD InChI            InChI                1.02b InChI=1/C12H18N4O8P2S/c1-7-10(3-4-23-26(21,22)24-25(18,19)20)27-12(17)16(7)6-9-5-14-8(2)15-11(9)13/h5H,3-4,6H2,1-2H3,(H,21,22)(H2,13,14,15)(H2,18,19,20)/f/h18-19,21H,13H2 
TZD InChIKey         InChI                1.02b ZGJUYGIRPQSCFA-DFPPOOHTCS                                                                                                                                                  
TZD SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CN2C(=C(CCO[P@](O)(=O)O[P](O)(O)=O)SC2=O)C)c(N)n1                                                                                                                   
TZD SMILES           CACTVS               3.341 Cc1ncc(CN2C(=C(CCO[P](O)(=O)O[P](O)(O)=O)SC2=O)C)c(N)n1                                                                                                                    
TZD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN2C(=C(SC2=O)CCO[P@@](=O)(O)OP(=O)(O)O)C                                                                                                                    
TZD SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN2C(=C(SC2=O)CCOP(=O)(O)OP(=O)(O)O)C                                                                                                                        
# 
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 
TZD "SYSTEMATIC NAME" ACDLabs              10.04 "2-{3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-2-oxo-2,3-dihydro-1,3-thiazol-5-yl}ethyl trihydrogen diphosphate" 
TZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-oxo-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate"       
# 
