data_TS1
# 
_chem_comp.id                                    TS1 
_chem_comp.name                                  "4-{2,6,8-TRIOXO-9-[(2R,3S,4R)-2,3,4,5-TETRAHYDROXYPENTYL]-1,2,3,6,8,9-HEXAHYDRO-7H-PURIN-7-YL}BUTYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H23 N4 O11 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-01 
_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                        454.326 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TS1 
_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        1W29 
_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 
TS1 O2   O2   O 0 1 N N N -25.096 -3.664 6.588  4.707  0.758  2.327  O2   TS1 1  
TS1 C2   C2   C 0 1 Y N N -24.449 -2.751 6.068  3.729  0.403  1.696  C2   TS1 2  
TS1 N3   N3   N 0 1 Y N N -23.592 -3.033 5.064  3.897  -0.260 0.538  N3   TS1 3  
TS1 N1   N1   N 0 1 Y N N -24.653 -1.546 6.516  2.501  0.681  2.170  N1   TS1 4  
TS1 C8   C8   C 0 1 Y N N -23.936 -0.510 5.883  1.382  0.288  1.472  C8   TS1 5  
TS1 C9   C9   C 0 1 Y N N -22.995 -0.767 4.792  1.532  -0.387 0.292  C9   TS1 6  
TS1 C4   C4   C 0 1 Y N N -22.866 -2.165 4.417  2.830  -0.662 -0.183 C4   TS1 7  
TS1 O4   O4   O 0 1 N N N -22.120 -2.555 3.517  2.987  -1.263 -1.231 O4   TS1 8  
TS1 N7   N7   N 0 1 Y N N -23.973 0.765  6.154  0.036  0.419  1.704  N7   TS1 9  
TS1 C10  C10  C 0 1 N N N -24.675 1.648  7.088  -0.568 1.078  2.863  C10  TS1 10 
TS1 C11  C11  C 0 1 N N R -25.441 1.133  8.249  -0.784 0.053  3.979  C11  TS1 11 
TS1 C12  C12  C 0 1 N N S -25.771 2.265  9.219  -1.416 0.742  5.189  C12  TS1 12 
TS1 C13  C13  C 0 1 N N R -25.534 3.760  8.909  -1.631 -0.282 6.305  C13  TS1 13 
TS1 C14  C14  C 0 1 N N N -26.479 4.636  9.760  -2.264 0.406  7.516  C14  TS1 14 
TS1 O26  O26  O 0 1 N N N -26.669 4.121  11.094 -2.465 -0.551 8.557  O26  TS1 15 
TS1 O23  O23  O 0 1 N N N -24.173 4.102  9.106  -2.499 -1.318 5.839  O23  TS1 16 
TS1 O21  O21  O 0 1 N N N -27.156 2.125  9.175  -0.548 1.777  5.655  O21  TS1 17 
TS1 O19  O19  O 0 1 N N N -24.843 0.078  8.996  0.473  -0.512 4.355  O19  TS1 18 
TS1 C6   C6   C 0 1 Y N N -23.096 1.252  5.289  -0.636 -0.153 0.688  C6   TS1 19 
TS1 O6   O6   O 0 1 N N N -22.908 2.504  5.301  -1.847 -0.207 0.583  O6   TS1 20 
TS1 N5   N5   N 0 1 Y N N -22.487 0.396  4.446  0.249  -0.657 -0.194 N5   TS1 21 
TS1 C15  C15  C 0 1 N N N -21.501 0.646  3.426  -0.072 -1.360 -1.438 C15  TS1 22 
TS1 C16  C16  C 0 1 N N N -20.085 0.338  3.870  -0.179 -0.350 -2.582 C16  TS1 23 
TS1 C17  C17  C 0 1 N N N -19.246 1.102  2.858  -0.516 -1.084 -3.881 C17  TS1 24 
TS1 C18  C18  C 0 1 N N N -19.275 1.483  1.264  -0.623 -0.073 -5.025 C18  TS1 25 
TS1 O27  O27  O 0 1 N N N -18.936 2.640  0.378  -0.938 -0.759 -6.238 O27  TS1 26 
TS1 P    P    P 0 1 N N N -18.236 4.067  -0.012 -1.035 0.359  -7.393 P    TS1 27 
TS1 O33  O33  O 0 1 N N N -16.964 3.906  0.834  -1.389 -0.347 -8.796 O33  TS1 28 
TS1 O31  O31  O 0 1 N N N -19.335 4.978  0.408  -2.188 1.418  -7.019 O31  TS1 29 
TS1 O32  O32  O 0 1 N N N -18.012 3.969  -1.459 0.261  1.062  -7.508 O32  TS1 30 
TS1 H3   H3   H 0 1 N N N -23.505 -4.011 4.787  4.793  -0.448 0.217  H3   TS1 31 
TS1 H1   H1   H 0 1 N N N -25.298 -1.361 7.285  2.403  1.161  3.008  H1   TS1 32 
TS1 H101 1H10 H 0 0 N N N -25.362 2.292  6.491  -1.527 1.510  2.576  H101 TS1 33 
TS1 H102 2H10 H 0 0 N N N -23.934 2.387  7.474  0.093  1.868  3.219  H102 TS1 34 
TS1 H11  H11  H 0 1 N N N -26.410 0.747  7.856  -1.446 -0.736 3.623  H11  TS1 35 
TS1 H12  H12  H 0 1 N N N -25.392 2.020  10.239 -2.375 1.173  4.902  H12  TS1 36 
TS1 H13  H13  H 0 1 N N N -25.780 3.932  7.835  -0.672 -0.714 6.592  H13  TS1 37 
TS1 H141 1H14 H 0 0 N N N -27.457 4.784  9.246  -3.223 0.837  7.228  H141 TS1 38 
TS1 H142 2H14 H 0 0 N N N -26.127 5.694  9.787  -1.602 1.195  7.871  H142 TS1 39 
TS1 H26  H26  H 0 1 N N N -27.250 4.660  11.618 -2.864 -0.077 9.299  H26  TS1 40 
TS1 H23  H23  H 0 1 N N N -24.027 5.021  8.915  -3.334 -0.894 5.596  H23  TS1 41 
TS1 H21  H21  H 0 1 N N N -27.361 2.829  9.778  0.286  1.354  5.899  H21  TS1 42 
TS1 H19  H19  H 0 1 N N N -25.334 -0.252 9.740  1.027  0.217  4.662  H19  TS1 43 
TS1 H151 1H15 H 0 0 N N N -21.579 1.692  3.049  0.713  -2.081 -1.663 H151 TS1 44 
TS1 H152 2H15 H 0 0 N N N -21.751 0.094  2.490  -1.022 -1.882 -1.325 H152 TS1 45 
TS1 H161 1H16 H 0 0 N N N -19.846 -0.748 3.951  -0.966 0.370  -2.357 H161 TS1 46 
TS1 H162 2H16 H 0 0 N N N -19.866 0.579  4.936  0.770  0.172  -2.695 H162 TS1 47 
TS1 H171 1H17 H 0 0 N N N -18.248 0.618  2.966  0.269  -1.805 -4.106 H171 TS1 48 
TS1 H172 2H17 H 0 0 N N N -19.153 2.104  3.338  -1.466 -1.606 -3.768 H172 TS1 49 
TS1 H181 1H18 H 0 0 N N N -20.337 1.278  0.991  -1.409 0.647  -4.800 H181 TS1 50 
TS1 H182 2H18 H 0 0 N N N -18.679 0.656  0.812  0.326  0.448  -5.138 H182 TS1 51 
TS1 H33  H33  H 0 1 N N N -16.558 4.734  0.608  -1.437 0.355  -9.458 H33  TS1 52 
TS1 H31  H31  H 0 1 N N N -18.929 5.806  0.182  -3.015 0.919  -6.954 H31  TS1 53 
# 
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 
TS1 O2  C2   DOUB N N 1  
TS1 C2  N3   SING Y N 2  
TS1 C2  N1   SING Y N 3  
TS1 N3  C4   SING Y N 4  
TS1 N3  H3   SING N N 5  
TS1 N1  C8   SING Y N 6  
TS1 N1  H1   SING N N 7  
TS1 C8  C9   DOUB Y N 8  
TS1 C8  N7   SING Y N 9  
TS1 C9  C4   SING Y N 10 
TS1 C9  N5   SING Y N 11 
TS1 C4  O4   DOUB N N 12 
TS1 N7  C10  SING N N 13 
TS1 N7  C6   SING Y N 14 
TS1 C10 C11  SING N N 15 
TS1 C10 H101 SING N N 16 
TS1 C10 H102 SING N N 17 
TS1 C11 C12  SING N N 18 
TS1 C11 O19  SING N N 19 
TS1 C11 H11  SING N N 20 
TS1 C12 C13  SING N N 21 
TS1 C12 O21  SING N N 22 
TS1 C12 H12  SING N N 23 
TS1 C13 C14  SING N N 24 
TS1 C13 O23  SING N N 25 
TS1 C13 H13  SING N N 26 
TS1 C14 O26  SING N N 27 
TS1 C14 H141 SING N N 28 
TS1 C14 H142 SING N N 29 
TS1 O26 H26  SING N N 30 
TS1 O23 H23  SING N N 31 
TS1 O21 H21  SING N N 32 
TS1 O19 H19  SING N N 33 
TS1 C6  O6   DOUB N N 34 
TS1 C6  N5   SING Y N 35 
TS1 N5  C15  SING N N 36 
TS1 C15 C16  SING N N 37 
TS1 C15 H151 SING N N 38 
TS1 C15 H152 SING N N 39 
TS1 C16 C17  SING N N 40 
TS1 C16 H161 SING N N 41 
TS1 C16 H162 SING N N 42 
TS1 C17 C18  SING N N 43 
TS1 C17 H171 SING N N 44 
TS1 C17 H172 SING N N 45 
TS1 C18 O27  SING N N 46 
TS1 C18 H181 SING N N 47 
TS1 C18 H182 SING N N 48 
TS1 O27 P    SING N N 49 
TS1 P   O33  SING N N 50 
TS1 P   O31  SING N N 51 
TS1 P   O32  DOUB N N 52 
TS1 O33 H33  SING N N 53 
TS1 O31 H31  SING N N 54 
# 
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 
TS1 SMILES           ACDLabs              10.04 O=C1C2=C(NC(=O)N1)N(C(=O)N2CCCCOP(=O)(O)O)CC(O)C(O)C(O)CO                                                                                                                                        
TS1 InChI            InChI                1.02b InChI=1/C14H23N4O11P/c19-6-8(21)10(22)7(20)5-18-11-9(12(23)16-13(24)15-11)17(14(18)25)3-1-2-4-29-30(26,27)28/h7-8,10,19-22H,1-6H2,(H2,26,27,28)(H2,15,16,23,24)/t7-,8-,10+/m1/s1/f/h15-16,26-27H 
TS1 InChIKey         InChI                1.02b VBXZSBKAJFXURR-BOOKSUNYDW                                                                                                                                                                        
TS1 SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)[C@@H](O)[C@H](O)CN1C(=O)N(CCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                          
TS1 SMILES           CACTVS               3.341 OC[CH](O)[CH](O)[CH](O)CN1C(=O)N(CCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                               
TS1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C(CCOP(=O)(O)O)CN1C2=C(NC(=O)NC2=O)N(C1=O)C[C@H]([C@@H]([C@@H](CO)O)O)O                                                                                                                          
TS1 SMILES           "OpenEye OEToolkits" 1.5.0 C(CCOP(=O)(O)O)CN1C2=C(NC(=O)NC2=O)N(C1=O)CC(C(C(CO)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 
TS1 "SYSTEMATIC NAME" ACDLabs              10.04 1-deoxy-1-{2,6,8-trioxo-7-[4-(phosphonooxy)butyl]-1,2,3,6,7,8-hexahydro-9H-purin-9-yl}-D-arabinitol  
TS1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[2,6,8-trioxo-9-[(2R,3S,4R)-2,3,4,5-tetrahydroxypentyl]-3H-purin-7-yl]butyl dihydrogen phosphate" 
# 
