data_D4T
# 
_chem_comp.id                                    D4T 
_chem_comp.name                                  
;2',3'-DEHYDRO-2',3'-DEOXY-THYMIDINE 5'-TRIPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H15 N2 O13 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-23 
_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                        464.153 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D4T 
_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        1F3F 
_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 
D4T PC     PC     P 0 1 N N N 20.441 42.752 38.397 -5.399 -1.743 0.160  PC     D4T 1  
D4T O1C    O1C    O 0 1 N N N 20.645 41.354 37.936 -4.394 -2.919 -0.287 O1C    D4T 2  
D4T O2C    O2C    O 0 1 N N N 21.476 43.354 39.278 -6.659 -2.380 0.933  O2C    D4T 3  
D4T O3C    O3C    O 0 1 N N N 19.023 42.818 38.837 -5.873 -1.016 -1.040 O3C    D4T 4  
D4T "O7'"  "O7'"  O 0 1 N N N 20.442 43.635 37.057 -4.629 -0.722 1.137  "O7'"  D4T 5  
D4T PB     PB     P 0 1 N N R 19.770 43.502 35.609 -3.754 0.250  0.198  PB     D4T 6  
D4T O1B    O1B    O 0 1 N N N 19.131 42.167 35.468 -3.154 -0.536 -0.903 O1B    D4T 7  
D4T O2B    O2B    O 0 1 N N N 18.975 44.718 35.304 -4.701 1.399  -0.416 O2B    D4T 8  
D4T "O6'"  "O6'"  O 0 1 N N N 21.033 43.541 34.637 -2.584 0.930  1.072  "O6'"  D4T 9  
D4T PA     PA     P 0 1 N N S 22.155 42.455 34.309 -1.527 1.553  0.029  PA     D4T 10 
D4T O1A    O1A    O 0 1 N N N 21.789 41.174 34.985 -1.350 0.624  -1.109 O1A    D4T 11 
D4T O2A    O2A    O 0 1 N N N 22.367 42.464 32.829 -2.077 2.966  -0.512 O2A    D4T 12 
D4T "O5'"  "O5'"  O 0 1 N N N 23.413 43.083 35.058 -0.113 1.774  0.767  "O5'"  D4T 13 
D4T "C5'"  "C5'"  C 0 1 N N N 23.703 42.726 36.415 0.809  2.215  -0.232 "C5'"  D4T 14 
D4T "C4'"  "C4'"  C 0 1 N N S 24.220 43.924 37.196 2.180  2.445  0.406  "C4'"  D4T 15 
D4T "O4'"  "O4'"  O 0 1 N N N 25.513 44.328 36.681 2.735  1.195  0.857  "O4'"  D4T 16 
D4T "C1'"  "C1'"  C 0 1 N N R 25.519 45.717 36.464 4.152  1.358  0.658  "C1'"  D4T 17 
D4T N1     N1     N 0 1 Y N N 25.887 45.946 35.057 4.762  0.077  0.292  N1     D4T 18 
D4T C6     C6     C 0 1 Y N N 25.158 45.368 34.041 5.842  -0.385 0.993  C6     D4T 19 
D4T C2     C2     C 0 1 Y N N 26.964 46.761 34.795 4.255  -0.634 -0.732 C2     D4T 20 
D4T O2     O2     O 0 1 N N N 27.643 47.267 35.671 3.295  -0.205 -1.342 O2     D4T 21 
D4T N3     N3     N 0 1 Y N N 27.220 46.961 33.468 4.795  -1.813 -1.090 N3     D4T 22 
D4T C4     C4     C 0 1 Y N N 26.527 46.437 32.399 5.863  -2.301 -0.427 C4     D4T 23 
D4T O4     O4     O 0 1 N N N 26.866 46.731 31.254 6.353  -3.368 -0.750 O4     D4T 24 
D4T C5     C5     C 0 1 Y N N 25.420 45.562 32.745 6.404  -1.565 0.656  C5     D4T 25 
D4T C5A    C5A    C 0 1 N N N 24.630 44.918 31.652 7.594  -2.090 1.417  C5A    D4T 26 
D4T "C2'"  "C2'"  C 0 1 N N N 24.123 46.211 36.783 4.297  2.348  -0.475 "C2'"  D4T 27 
D4T "C3'"  "C3'"  C 0 1 N N N 23.370 45.175 37.196 3.153  2.977  -0.622 "C3'"  D4T 28 
D4T H1CO   OH1C   H 0 0 N N N 19.983 40.969 37.373 -4.110 -3.366 0.521  H1CO   D4T 29 
D4T H2CO   OH2C   H 0 0 N N N 21.345 44.247 39.572 -7.092 -2.984 0.314  H2CO   D4T 30 
D4T H2BO   OH2B   H 0 0 N N N 18.576 44.639 34.445 -5.070 1.886  0.333  H2BO   D4T 31 
D4T H2AO   OH2A   H 0 0 N N N 23.035 41.817 32.633 -2.179 3.541  0.259  H2AO   D4T 32 
D4T "H5'1" "1H5'" H 0 0 N N N 22.822 42.258 36.914 0.451  3.146  -0.671 "H5'1" D4T 33 
D4T "H5'2" "2H5'" H 0 0 N N N 24.407 41.863 36.471 0.892  1.455  -1.010 "H5'2" D4T 34 
D4T "H4'C" "CH4'" H 0 0 N N N 24.231 43.540 38.243 2.095  3.142  1.239  "H4'C" D4T 35 
D4T "H1'C" "CH1'" H 0 0 N N N 26.250 46.264 37.103 4.617  1.750  1.563  "H1'C" D4T 36 
D4T H66    6H6    H 0 1 N N N 24.309 44.706 34.281 6.243  0.192  1.814  H66    D4T 37 
D4T HN3    HN3    H 0 1 N N N 28.012 47.565 33.252 4.418  -2.313 -1.831 HN3    D4T 38 
D4T HCA1   1HCA   H 0 0 N N N 24.848 45.079 30.570 7.251  -2.702 2.251  HCA1   D4T 39 
D4T HCA2   2HCA   H 0 0 N N N 24.642 43.818 31.834 8.212  -2.694 0.753  HCA2   D4T 40 
D4T HCA3   3HCA   H 0 0 N N N 23.557 45.175 31.818 8.179  -1.253 1.797  HCA3   D4T 41 
D4T "H2'C" "CH2'" H 0 0 N N N 23.696 47.226 36.720 5.187  2.509  -1.064 "H2'C" D4T 42 
D4T "H3'C" "CH3'" H 0 0 N N N 22.310 45.317 37.468 2.944  3.745  -1.352 "H3'C" D4T 43 
# 
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 
D4T PC    O1C    SING N N 1  
D4T PC    O2C    SING N N 2  
D4T PC    O3C    DOUB N N 3  
D4T PC    "O7'"  SING N N 4  
D4T O1C   H1CO   SING N N 5  
D4T O2C   H2CO   SING N N 6  
D4T "O7'" PB     SING N N 7  
D4T PB    O1B    DOUB N N 8  
D4T PB    O2B    SING N N 9  
D4T PB    "O6'"  SING N N 10 
D4T O2B   H2BO   SING N N 11 
D4T "O6'" PA     SING N N 12 
D4T PA    O1A    DOUB N N 13 
D4T PA    O2A    SING N N 14 
D4T PA    "O5'"  SING N N 15 
D4T O2A   H2AO   SING N N 16 
D4T "O5'" "C5'"  SING N N 17 
D4T "C5'" "C4'"  SING N N 18 
D4T "C5'" "H5'1" SING N N 19 
D4T "C5'" "H5'2" SING N N 20 
D4T "C4'" "O4'"  SING N N 21 
D4T "C4'" "C3'"  SING N N 22 
D4T "C4'" "H4'C" SING N N 23 
D4T "O4'" "C1'"  SING N N 24 
D4T "C1'" N1     SING N N 25 
D4T "C1'" "C2'"  SING N N 26 
D4T "C1'" "H1'C" SING N N 27 
D4T N1    C6     SING Y N 28 
D4T N1    C2     SING Y N 29 
D4T C6    C5     DOUB Y N 30 
D4T C6    H66    SING N N 31 
D4T C2    O2     DOUB N N 32 
D4T C2    N3     SING Y N 33 
D4T N3    C4     SING Y N 34 
D4T N3    HN3    SING N N 35 
D4T C4    O4     DOUB N N 36 
D4T C4    C5     SING Y N 37 
D4T C5    C5A    SING N N 38 
D4T C5A   HCA1   SING N N 39 
D4T C5A   HCA2   SING N N 40 
D4T C5A   HCA3   SING N N 41 
D4T "C2'" "C3'"  DOUB N N 42 
D4T "C2'" "H2'C" SING N N 43 
D4T "C3'" "H3'C" SING N N 44 
# 
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 
D4T InChI            InChI                1.02b InChI=1/C10H15N2O13P3/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(23-8)5-22-27(18,19)25-28(20,21)24-26(15,16)17/h2-4,7-8H,5H2,1H3,(H,18,19)(H,20,21)(H,11,13,14)(H2,15,16,17)/t7-,8+/m0/s1/f/h11,15-16,18,20H 
D4T InChIKey         InChI                1.02b ODSQODTUNULBHF-PTPFDUATDQ                                                                                                                                                                           
D4T SMILES_CANONICAL CACTVS               3.341 CC1=CN([C@@H]2O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)C=C2)C(=O)NC1=O                                                                                                                        
D4T SMILES           CACTVS               3.341 CC1=CN([CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)C=C2)C(=O)NC1=O                                                                                                                               
D4T SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)[C@H]2C=C[C@H](O2)CO[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O                                                                                                                             
D4T SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)C2C=CC(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           D4T 
_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        "[hydroxy-[[(2S,5R)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy]phosphoryl] phosphono hydrogen phosphate" 
# 
