data_TDM
# 
_chem_comp.id                                    TDM 
_chem_comp.name                                  "2-[(2E)-3-[(4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL]-2-(1-HYDROXYETHYLIDENE)-4-METHYL-2,3-DIHYDRO-1,3-THIAZOL-5-YL]ETHYL TRIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H22 N4 O8 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-HYDROXYETHYLTHIAMIN DIPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-01 
_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                        468.359 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TDM 
_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        2EZT 
_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 
TDM O1A    O1A  O 0 1 N N N 85.010 62.843 -0.243 -3.882 -0.421 1.091  O1A    TDM 1  
TDM PA     PA   P 0 1 N N R 83.744 62.647 0.561  -4.124 0.010  -0.304 PA     TDM 2  
TDM O2A    O2A  O 0 1 N N N 83.390 63.702 1.561  -4.358 1.603  -0.340 O2A    TDM 3  
TDM O3A    O3A  O 0 1 N N N 83.856 61.279 1.377  -5.430 -0.737 -0.877 O3A    TDM 4  
TDM PB     PB   P 0 1 N N N 84.545 59.867 1.019  -6.556 -0.652 0.270  PB     TDM 5  
TDM O2B    O2B  O 0 1 N N N 85.411 59.603 2.261  -7.251 0.799  0.235  O2B    TDM 6  
TDM O3B    O3B  O 0 1 N N N 85.360 59.999 -0.258 -7.669 -1.787 0.014  O3B    TDM 7  
TDM O1B    O1B  O 0 1 N N N 83.324 58.982 0.960  -5.929 -0.867 1.594  O1B    TDM 8  
TDM O7     O7   O 0 1 N N N 82.478 62.438 -0.362 -2.849 -0.366 -1.212 O7     TDM 9  
TDM C7     C7   C 0 1 N N N 81.194 62.229 0.228  -1.708 0.228  -0.588 C7     TDM 10 
TDM C6     C6   C 0 1 N N N 80.357 61.668 -0.912 -0.455 -0.093 -1.405 C6     TDM 11 
TDM C5     C5   C 0 1 N N N 78.864 61.856 -0.727 0.747  0.532  -0.747 C5     TDM 12 
TDM S1     S1   S 0 1 N N N 78.132 61.030 0.627  1.375  2.194  -0.918 S1     TDM 13 
TDM C2     C2   C 0 1 N N N 76.545 61.631 0.144  2.773  2.048  0.185  C2     TDM 14 
TDM C27    C27  C 0 1 N N N 75.387 61.178 1.003  3.688  2.961  0.518  C27    TDM 15 
TDM C29    C29  C 0 1 N N N 75.613 60.272 2.176  3.718  4.291  -0.191 C29    TDM 16 
TDM O28    O28  O 0 1 N N N 74.132 61.577 0.788  4.597  2.691  1.500  O28    TDM 17 
TDM N3     N3   N 0 1 N N N 76.617 62.449 -0.969 2.654  0.715  0.602  N3     TDM 18 
TDM C4     C4   C 0 1 N N N 77.897 62.578 -1.465 1.606  -0.015 0.108  C4     TDM 19 
TDM CM4    CM4  C 0 1 N N N 78.265 63.388 -2.694 1.431  -1.451 0.530  CM4    TDM 20 
TDM "C7'"  C7*  C 0 1 N N N 75.473 63.163 -1.583 3.610  0.128  1.544  "C7'"  TDM 21 
TDM "C5'"  C5*  C 0 1 Y N N 75.535 64.637 -1.112 4.428  -0.923 0.839  "C5'"  TDM 22 
TDM "C4'"  C4*  C 0 1 Y N N 75.320 65.034 0.226  5.285  -0.579 -0.209 "C4'"  TDM 23 
TDM "N4'"  N4*  N 0 1 N N N 75.028 64.151 1.222  5.402  0.739  -0.618 "N4'"  TDM 24 
TDM "N3'"  N3*  N 0 1 Y N N 75.390 66.350 0.566  5.993  -1.536 -0.801 "N3'"  TDM 25 
TDM "C2'"  C2*  C 0 1 Y N N 75.664 67.295 -0.360 5.884  -2.791 -0.414 "C2'"  TDM 26 
TDM CM2    CM2  C 0 1 N N N 75.744 68.728 0.080  6.700  -3.847 -1.114 CM2    TDM 27 
TDM "N1'"  N1*  N 0 1 Y N N 75.875 66.958 -1.653 5.081  -3.148 0.568  "N1'"  TDM 28 
TDM "C6'"  C6*  C 0 1 Y N N 75.816 65.664 -2.029 4.346  -2.251 1.210  "C6'"  TDM 29 
TDM H2A    H2A  H 0 1 N N N 83.315 63.310 2.423  -4.512 1.842  -1.264 H2A    TDM 30 
TDM H2B    H2B  H 0 1 N N N 86.324 59.549 2.005  -7.647 0.898  -0.642 H2B    TDM 31 
TDM H3B    H3B  H 0 1 N N N 84.775 60.027 -1.006 -8.323 -1.702 0.722  H3B    TDM 32 
TDM H71    1H7  H 0 1 N N N 80.768 63.151 0.651  -1.597 -0.172 0.420  H71    TDM 33 
TDM H72    2H7  H 0 1 N N N 81.249 61.524 1.070  -1.843 1.308  -0.538 H72    TDM 34 
TDM H61    1H6  H 0 1 N N N 80.544 60.584 -0.946 -0.567 0.306  -2.413 H61    TDM 35 
TDM H62    2H6  H 0 1 N N N 80.653 62.184 -1.838 -0.321 -1.174 -1.455 H62    TDM 36 
TDM H291   1H29 H 0 0 N N N 74.780 60.378 2.887  4.527  4.900  0.213  H291   TDM 37 
TDM H292   2H29 H 0 0 N N N 76.556 60.544 2.673  3.881  4.132  -1.257 H292   TDM 38 
TDM H293   3H29 H 0 0 N N N 75.668 59.229 1.829  2.768  4.804  -0.041 H293   TDM 39 
TDM H28    H28  H 0 1 N N N 73.683 61.672 1.620  4.523  3.400  2.152  H28    TDM 40 
TDM HM41   1HM4 H 0 0 N N N 77.482 63.271 -3.458 0.534  -1.860 0.064  HM41   TDM 41 
TDM HM42   2HM4 H 0 0 N N N 79.225 63.031 -3.094 2.299  -2.031 0.217  HM42   TDM 42 
TDM HM43   3HM4 H 0 0 N N N 78.354 64.450 -2.421 1.332  -1.502 1.614  HM43   TDM 43 
TDM "H7'1" 1H7* H 0 0 N N N 74.522 62.701 -1.280 4.270  0.908  1.925  "H7'1" TDM 44 
TDM "H7'2" 2H7* H 0 0 N N N 75.541 63.113 -2.680 3.069  -0.328 2.373  "H7'2" TDM 45 
TDM "H4'1" 1H4* H 0 0 N N N 75.754 64.172 1.909  5.967  0.964  -1.374 "H4'1" TDM 46 
TDM "H4'2" 2H4* H 0 0 N N N 74.956 63.229 0.841  4.919  1.438  -0.149 "H4'2" TDM 47 
TDM HM21   1HM2 H 0 0 N N N 74.866 69.276 -0.294 6.134  -4.243 -1.958 HM21   TDM 48 
TDM HM22   2HM2 H 0 0 N N N 76.660 69.184 -0.322 7.630  -3.408 -1.475 HM22   TDM 49 
TDM HM23   3HM2 H 0 0 N N N 75.764 68.774 1.179  6.925  -4.654 -0.417 HM23   TDM 50 
TDM "H6'"  H6*  H 0 1 N N N 75.990 65.410 -3.064 3.692  -2.554 2.014  "H6'"  TDM 51 
# 
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 
TDM O1A   PA     DOUB N N 1  
TDM PA    O2A    SING N N 2  
TDM PA    O3A    SING N N 3  
TDM PA    O7     SING N N 4  
TDM O2A   H2A    SING N N 5  
TDM O3A   PB     SING N N 6  
TDM PB    O2B    SING N N 7  
TDM PB    O3B    SING N N 8  
TDM PB    O1B    DOUB N N 9  
TDM O2B   H2B    SING N N 10 
TDM O3B   H3B    SING N N 11 
TDM O7    C7     SING N N 12 
TDM C7    C6     SING N N 13 
TDM C7    H71    SING N N 14 
TDM C7    H72    SING N N 15 
TDM C6    C5     SING N N 16 
TDM C6    H61    SING N N 17 
TDM C6    H62    SING N N 18 
TDM C5    S1     SING N N 19 
TDM C5    C4     DOUB N N 20 
TDM S1    C2     SING N N 21 
TDM C2    C27    DOUB N E 22 
TDM C2    N3     SING N N 23 
TDM C27   C29    SING N N 24 
TDM C27   O28    SING N N 25 
TDM C29   H291   SING N N 26 
TDM C29   H292   SING N N 27 
TDM C29   H293   SING N N 28 
TDM O28   H28    SING N N 29 
TDM N3    C4     SING N N 30 
TDM N3    "C7'"  SING N N 31 
TDM C4    CM4    SING N N 32 
TDM CM4   HM41   SING N N 33 
TDM CM4   HM42   SING N N 34 
TDM CM4   HM43   SING N N 35 
TDM "C7'" "C5'"  SING N N 36 
TDM "C7'" "H7'1" SING N N 37 
TDM "C7'" "H7'2" SING N N 38 
TDM "C5'" "C4'"  DOUB Y N 39 
TDM "C5'" "C6'"  SING Y N 40 
TDM "C4'" "N4'"  SING N N 41 
TDM "C4'" "N3'"  SING Y N 42 
TDM "N4'" "H4'1" SING N N 43 
TDM "N4'" "H4'2" SING N N 44 
TDM "N3'" "C2'"  DOUB Y N 45 
TDM "C2'" CM2    SING N N 46 
TDM "C2'" "N1'"  SING Y N 47 
TDM CM2   HM21   SING N N 48 
TDM CM2   HM22   SING N N 49 
TDM CM2   HM23   SING N N 50 
TDM "N1'" "C6'"  DOUB Y N 51 
TDM "C6'" "H6'"  SING N N 52 
# 
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 
TDM SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCCC=1S\C(=C(\O)C)N(C=1C)Cc2cnc(nc2N)C                                                                                                                                    
TDM InChI            InChI                1.02b InChI=1/C14H22N4O8P2S/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/h6,19H,4-5,7H2,1-3H3,(H,23,24)(H2,15,16,17)(H2,20,21,22)/b14-9+/f/h20-21,23H,15H2 
TDM InChIKey         InChI                1.02b ZZLCKFKIIVXBQU-QRESKLJQDK                                                                                                                                                                   
TDM SMILES_CANONICAL CACTVS               3.341 C\C(O)=C1/SC(=C(C)N1Cc2cnc(C)nc2N)CCO[P@](O)(=O)O[P](O)(O)=O                                                                                                                                
TDM SMILES           CACTVS               3.341 CC(O)=C1SC(=C(C)N1Cc2cnc(C)nc2N)CCO[P](O)(=O)O[P](O)(O)=O                                                                                                                                   
TDM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN\2C(=C(S/C2=C(\C)/O)CCO[P@@](=O)(O)OP(=O)(O)O)C                                                                                                                             
TDM SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN2C(=C(SC2=C(C)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 
TDM "SYSTEMATIC NAME" ACDLabs              10.04 "2-[(2E)-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-(1-hydroxyethylidene)-4-methyl-2,3-dihydro-1,3-thiazol-5-yl]ethyl trihydrogen diphosphate" 
TDM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2E)-3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-2-(1-hydroxyethylidene)-4-methyl-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate"       
# 
