data_TSF
# 
_chem_comp.id                                    TSF 
_chem_comp.name                                  "3-(1,3,7-TRIHYDRO-9-D-RIBITYL-2,6,8-PURINETRIONE-7-YL) 1,1 DIFLUOROPENTANE-1-PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 F2 N4 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-09 
_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                        488.334 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TSF 
_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        2C94 
_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 
TSF O2P  O2P  O 0 1 N N N 47.276 3.522  -1.421 -8.478 -1.169 0.018  O2P  TSF 1  
TSF P    P    P 0 1 N N N 47.225 3.684  0.073  -7.199 -0.851 0.691  P    TSF 2  
TSF O3P  O3P  O 0 1 N N N 48.593 3.669  0.720  -6.865 -1.993 1.776  O3P  TSF 3  
TSF O1P  O1P  O 0 1 N N N 46.321 4.801  0.549  -7.322 0.573  1.431  O1P  TSF 4  
TSF C19  C19  C 0 1 N N N 46.441 2.160  0.665  -5.863 -0.780 -0.547 C19  TSF 5  
TSF F1   F1   F 0 1 N N N 45.198 2.108  0.225  -5.757 -2.017 -1.190 F1   TSF 6  
TSF F2   F2   F 0 1 N N N 47.128 1.139  0.186  -6.153 0.212  -1.490 F2   TSF 7  
TSF C18  C18  C 0 1 N N N 46.430 2.116  2.190  -4.540 -0.451 0.148  C18  TSF 8  
TSF C17  C17  C 0 1 N N N 46.438 0.685  2.728  -3.419 -0.391 -0.891 C17  TSF 9  
TSF C16  C16  C 0 1 N N N 45.459 0.534  3.887  -2.096 -0.062 -0.196 C16  TSF 10 
TSF C15  C15  C 0 1 N N N 44.043 0.677  3.351  -0.975 -0.002 -1.235 C15  TSF 11 
TSF N5   N5   N 0 1 Y N N 43.090 0.418  4.426  0.291  0.313  -0.569 N5   TSF 12 
TSF C9   C9   C 0 1 Y N N 42.607 -0.746 4.874  0.809  1.592  -0.341 C9   TSF 13 
TSF C4   C4   C 0 1 Y N N 42.866 -2.143 4.459  0.352  2.892  -0.637 C4   TSF 14 
TSF O2   O2   O 0 1 N N N 43.658 -2.428 3.531  -0.707 3.055  -1.217 O2   TSF 15 
TSF N3   N3   N 0 1 Y N N 42.190 -3.089 5.132  1.103  3.954  -0.278 N3   TSF 16 
TSF C6   C6   C 0 1 Y N N 42.479 1.316  5.204  1.169  -0.578 -0.064 C6   TSF 17 
TSF O4   O4   O 0 1 N N N 42.665 2.585  5.087  1.039  -1.788 -0.085 O4   TSF 18 
TSF N7   N7   N 0 1 Y N N 41.632 0.843  6.119  2.211  0.088  0.469  N7   TSF 19 
TSF C8   C8   C 0 1 Y N N 41.655 -0.491 5.970  2.001  1.435  0.311  C8   TSF 20 
TSF N1   N1   N 0 1 Y N N 41.070 -1.542 6.547  2.730  2.548  0.660  N1   TSF 21 
TSF C2   C2   C 0 1 Y N N 41.331 -2.795 6.143  2.273  3.779  0.363  C2   TSF 22 
TSF O1   O1   O 0 1 N N N 40.738 -3.718 6.732  2.931  4.752  0.679  O1   TSF 23 
TSF C10  C10  C 0 1 N N N 40.893 1.706  7.031  3.373  -0.524 1.116  C10  TSF 24 
TSF C11  C11  C 0 1 N N R 40.227 1.025  8.213  4.460  -0.786 0.071  C11  TSF 25 
TSF O19  O19  O 0 1 N N N 41.072 0.098  8.914  4.929  0.459  -0.451 O19  TSF 26 
TSF C12  C12  C 0 1 N N S 39.555 2.012  9.162  5.623  -1.537 0.721  C12  TSF 27 
TSF O21  O21  O 0 1 N N N 38.171 1.702  8.969  6.089  -0.804 1.856  O21  TSF 28 
TSF C13  C13  C 0 1 N N R 39.763 3.519  8.913  6.761  -1.690 -0.290 C13  TSF 29 
TSF O23  O23  O 0 1 N N N 41.123 3.919  9.140  6.295  -2.424 -1.424 O23  TSF 30 
TSF C14  C14  C 0 1 N N N 38.872 4.365  9.823  7.924  -2.441 0.361  C14  TSF 31 
TSF O26  O26  O 0 1 N N N 39.054 3.924  11.180 9.030  -2.482 -0.543 O26  TSF 32 
TSF H3P  H3P  H 0 1 N N N 49.263 3.666  0.046  -6.026 -1.748 2.190  H3P  TSF 33 
TSF H1P  H1P  H 0 1 N N N 46.132 4.684  1.473  -8.038 0.493  2.076  H1P  TSF 34 
TSF H181 1H18 H 0 0 N N N 45.506 2.603  2.536  -4.314 -1.224 0.883  H181 TSF 35 
TSF H182 2H18 H 0 0 N N N 47.326 2.635  2.562  -4.623 0.514  0.649  H182 TSF 36 
TSF H171 1H17 H 0 0 N N N 47.450 0.450  3.089  -3.645 0.382  -1.625 H171 TSF 37 
TSF H172 2H17 H 0 0 N N N 46.146 -0.003 1.921  -3.336 -1.355 -1.392 H172 TSF 38 
TSF H161 1H16 H 0 0 N N N 45.653 1.308  4.644  -1.870 -0.835 0.539  H161 TSF 39 
TSF H162 2H16 H 0 0 N N N 45.582 -0.456 4.351  -2.179 0.902  0.306  H162 TSF 40 
TSF H151 1H15 H 0 0 N N N 43.884 -0.045 2.536  -1.201 0.771  -1.969 H151 TSF 41 
TSF H152 2H15 H 0 0 N N N 43.896 1.698  2.968  -0.892 -0.966 -1.736 H152 TSF 42 
TSF H3   H3   H 0 1 N N N 42.324 -4.047 4.879  0.795  4.851  -0.480 H3   TSF 43 
TSF H1   H1   H 0 1 N N N 40.424 -1.393 7.296  3.577  2.446  1.123  H1   TSF 44 
TSF H101 1H10 H 0 0 N N N 40.074 2.135  6.435  3.078  -1.466 1.577  H101 TSF 45 
TSF H102 2H10 H 0 0 N N N 41.606 2.439  7.436  3.760  0.150  1.881  H102 TSF 46 
TSF H11  H11  H 0 1 N N N 39.431 0.413  7.763  4.047  -1.387 -0.740 H11  TSF 47 
TSF H19  H19  H 0 1 N N N 41.258 -0.647 8.354  5.285  0.959  0.296  H19  TSF 48 
TSF H12  H12  H 0 1 N N N 39.983 1.887  10.167 5.285  -2.524 1.040  H12  TSF 49 
TSF H21  H21  H 0 1 N N N 37.741 1.633  9.813  6.377  0.060  1.531  H21  TSF 50 
TSF H13  H13  H 0 1 N N N 39.498 3.687  7.859  7.098  -0.704 -0.609 H13  TSF 51 
TSF H23  H23  H 0 1 N N N 41.571 4.007  8.307  6.006  -3.287 -1.099 H23  TSF 52 
TSF H141 1H14 H 0 0 N N N 37.818 4.251  9.529  7.612  -3.458 0.599  H141 TSF 53 
TSF H142 2H14 H 0 0 N N N 39.151 5.425  9.736  8.221  -1.929 1.276  H142 TSF 54 
TSF H26  H26  H 0 1 N N N 39.094 2.975  11.202 9.739  -2.963 -0.095 H26  TSF 55 
# 
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 
TSF O2P P    DOUB N N 1  
TSF P   O3P  SING N N 2  
TSF P   O1P  SING N N 3  
TSF P   C19  SING N N 4  
TSF O3P H3P  SING N N 5  
TSF O1P H1P  SING N N 6  
TSF C19 F1   SING N N 7  
TSF C19 F2   SING N N 8  
TSF C19 C18  SING N N 9  
TSF C18 C17  SING N N 10 
TSF C18 H181 SING N N 11 
TSF C18 H182 SING N N 12 
TSF C17 C16  SING N N 13 
TSF C17 H171 SING N N 14 
TSF C17 H172 SING N N 15 
TSF C16 C15  SING N N 16 
TSF C16 H161 SING N N 17 
TSF C16 H162 SING N N 18 
TSF C15 N5   SING N N 19 
TSF C15 H151 SING N N 20 
TSF C15 H152 SING N N 21 
TSF N5  C9   SING Y N 22 
TSF N5  C6   SING Y N 23 
TSF C9  C4   SING Y N 24 
TSF C9  C8   DOUB Y N 25 
TSF C4  O2   DOUB N N 26 
TSF C4  N3   SING Y N 27 
TSF N3  C2   SING Y N 28 
TSF N3  H3   SING N N 29 
TSF C6  O4   DOUB N N 30 
TSF C6  N7   SING Y N 31 
TSF N7  C8   SING Y N 32 
TSF N7  C10  SING N N 33 
TSF C8  N1   SING Y N 34 
TSF N1  C2   SING Y N 35 
TSF N1  H1   SING N N 36 
TSF C2  O1   DOUB N N 37 
TSF C10 C11  SING N N 38 
TSF C10 H101 SING N N 39 
TSF C10 H102 SING N N 40 
TSF C11 O19  SING N N 41 
TSF C11 C12  SING N N 42 
TSF C11 H11  SING N N 43 
TSF O19 H19  SING N N 44 
TSF C12 O21  SING N N 45 
TSF C12 C13  SING N N 46 
TSF C12 H12  SING N N 47 
TSF O21 H21  SING N N 48 
TSF C13 O23  SING N N 49 
TSF C13 C14  SING N N 50 
TSF C13 H13  SING N N 51 
TSF O23 H23  SING N N 52 
TSF C14 O26  SING N N 53 
TSF C14 H141 SING N N 54 
TSF C14 H142 SING N N 55 
TSF O26 H26  SING N N 56 
# 
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 
TSF SMILES           ACDLabs              10.04 FC(F)(P(=O)(O)O)CCCCN2C=1C(=O)NC(=O)NC=1N(C2=O)CC(O)C(O)C(O)CO                                                                                                                                          
TSF InChI            InChI                1.02b InChI=1/C15H23F2N4O10P/c16-15(17,32(29,30)31)3-1-2-4-20-9-11(18-13(27)19-12(9)26)21(14(20)28)5-7(23)10(25)8(24)6-22/h7-8,10,22-25H,1-6H2,(H2,29,30,31)(H2,18,19,26,27)/t7-,8-,10+/m1/s1/f/h18-19,29-30H 
TSF InChIKey         InChI                1.02b ZBEBHCIQAVPUSI-HNVNAMPRDW                                                                                                                                                                               
TSF SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)[C@@H](O)[C@H](O)CN1C(=O)N(CCCCC(F)(F)[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                           
TSF SMILES           CACTVS               3.341 OC[CH](O)[CH](O)[CH](O)CN1C(=O)N(CCCCC(F)(F)[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                                
TSF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C(CCN1C2=C(NC(=O)NC2=O)N(C1=O)C[C@H]([C@@H]([C@@H](CO)O)O)O)CC(F)(F)P(=O)(O)O                                                                                                                           
TSF SMILES           "OpenEye OEToolkits" 1.5.0 C(CCN1C2=C(NC(=O)NC2=O)N(C1=O)CC(C(C(CO)O)O)O)CC(F)(F)P(=O)(O)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 
TSF "SYSTEMATIC NAME" ACDLabs              10.04 1-deoxy-1-[7-(5,5-difluoro-5-phosphonopentyl)-2,6,8-trioxo-1,2,3,6,7,8-hexahydro-9H-purin-9-yl]-D-arabinitol   
TSF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[1,1-difluoro-5-[2,6,8-trioxo-9-[(2R,3S,4R)-2,3,4,5-tetrahydroxypentyl]-3H-purin-7-yl]pentyl]phosphonic acid" 
# 
