data_TS0
# 
_chem_comp.id                                    TS0 
_chem_comp.name                                  "4-{2,6,8-TRIOXO-9-[(2S,3R,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                     TS0 
_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 
TS0 O2   O2   O 0 1 N N N 6.542  -8.266  26.751 4.935  0.861  2.216  O2   TS0 1  
TS0 C2   C2   C 0 1 Y N N 6.385  -8.914  25.675 3.940  0.491  1.622  C2   TS0 2  
TS0 N3   N3   N 0 1 Y N N 7.069  -8.582  24.556 4.075  -0.179 0.464  N3   TS0 3  
TS0 N1   N1   N 0 1 Y N N 5.538  -9.925  25.653 2.725  0.761  2.135  N1   TS0 4  
TS0 C8   C8   C 0 1 Y N N 5.357  -10.637 24.470 1.588  0.351  1.479  C8   TS0 5  
TS0 C9   C9   C 0 1 Y N N 6.050  -10.333 23.244 1.705  -0.332 0.300  C9   TS0 6  
TS0 C4   C4   C 0 1 Y N N 6.981  -9.201  23.394 2.989  -0.598 -0.217 C4   TS0 7  
TS0 O4   O4   O 0 1 N N N 7.662  -8.783  22.467 3.116  -1.206 -1.265 O4   TS0 8  
TS0 N7   N7   N 0 1 Y N N 4.566  -11.659 24.306 0.250  0.470  1.755  N7   TS0 9  
TS0 C10  C10  C 0 1 N N N 3.729  -12.341 25.194 -0.322 1.133  2.929  C10  TS0 10 
TS0 C11  C11  C 0 1 N N S 2.493  -11.811 25.822 -0.489 0.115  4.059  C11  TS0 11 
TS0 C12  C12  C 0 1 N N R 2.227  -13.128 26.557 -1.087 0.808  5.286  C12  TS0 12 
TS0 C13  C13  C 0 1 N N R 1.096  -14.019 25.940 -1.254 -0.209 6.415  C13  TS0 13 
TS0 C14  C14  C 0 1 N N N 0.462  -14.925 26.996 -1.852 0.483  7.642  C14  TS0 14 
TS0 O26  O26  O 0 1 N N N -0.565 -14.314 27.763 -2.008 -0.467 8.697  O26  TS0 15 
TS0 O23  O23  O 0 1 N N N 0.177  -13.283 25.116 -2.126 -1.257 5.988  O23  TS0 16 
TS0 O21  O21  O 0 1 N N N 2.274  -12.902 27.954 -2.362 1.358  4.948  O21  TS0 17 
TS0 O19  O19  O 0 1 N N N 2.716  -10.648 26.573 -1.361 -0.931 3.631  O19  TS0 18 
TS0 C6   C6   C 0 1 Y N N 4.727  -12.011 23.050 -0.451 -0.117 0.767  C6   TS0 19 
TS0 O6   O6   O 0 1 N N N 4.057  -13.015 22.595 -1.664 -0.184 0.704  O6   TS0 20 
TS0 N5   N5   N 0 1 Y N N 5.631  -11.243 22.352 0.409  -0.619 -0.140 N5   TS0 21 
TS0 C15  C15  C 0 1 N N N 5.995  -11.349 20.960 0.052  -1.336 -1.367 C15  TS0 22 
TS0 C16  C16  C 0 1 N N N 5.335  -10.284 20.069 -0.104 -0.336 -2.514 C16  TS0 23 
TS0 C17  C17  C 0 1 N N N 6.050  -10.448 18.750 -0.477 -1.084 -3.796 C17  TS0 24 
TS0 C18  C18  C 0 1 N N N 6.941  -11.626 18.043 -0.633 -0.084 -4.943 C18  TS0 25 
TS0 O27  O27  O 0 1 N N N 6.763  -12.604 16.938 -0.982 -0.783 -6.140 O27  TS0 26 
TS0 P    P    P 0 1 N N N 6.033  -13.308 15.627 -1.129 0.323  -7.299 P    TS0 27 
TS0 O33  O33  O 0 1 N N N 5.020  -12.358 15.022 -1.523 -0.397 -8.683 O33  TS0 28 
TS0 O31  O31  O 0 1 N N N 5.398  -14.539 16.194 -2.280 1.374  -6.895 O31  TS0 29 
TS0 O32  O32  O 0 1 N N N 7.175  -13.547 14.717 0.155  1.039  -7.464 O32  TS0 30 
TS0 H3   H3   H 0 1 N N N 7.706  -7.787  24.615 4.961  -0.361 0.115  H3   TS0 31 
TS0 H1   H1   H 0 1 N N N 5.021  -10.183 26.494 2.652  1.247  2.972  H1   TS0 32 
TS0 H101 1H10 H 0 0 N N N 4.379  -12.690 26.030 -1.294 1.553  2.672  H101 TS0 33 
TS0 H102 2H10 H 0 0 N N N 3.438  -13.289 24.684 0.343  1.933  3.256  H102 TS0 34 
TS0 H11  H11  H 0 1 N N N 1.710  -11.631 25.049 0.483  -0.303 4.317  H11  TS0 35 
TS0 H12  H12  H 0 1 N N N 3.152  -13.720 26.363 -0.421 1.607  5.612  H12  TS0 36 
TS0 H13  H13  H 0 1 N N N 1.621  -14.712 25.241 -0.281 -0.628 6.673  H13  TS0 37 
TS0 H141 1H14 H 0 0 N N N 1.247  -15.346 27.667 -2.824 0.902  7.384  H141 TS0 38 
TS0 H142 2H14 H 0 0 N N N 0.087  -15.864 26.525 -1.186 1.282  7.968  H142 TS0 39 
TS0 H26  H26  H 0 1 N N N -0.959 -14.877 28.419 -2.386 0.008  9.449  H26  TS0 40 
TS0 H23  H23  H 0 1 N N N -0.509 -13.823 24.742 -2.973 -0.844 5.770  H23  TS0 41 
TS0 H21  H21  H 0 1 N N N 2.109  -13.719 28.410 -2.918 0.620  4.665  H21  TS0 42 
TS0 H19  H19  H 0 1 N N N 1.925  -10.309 26.975 -2.208 -0.518 3.414  H19  TS0 43 
TS0 H151 1H15 H 0 0 N N N 5.782  -12.373 20.574 0.837  -2.051 -1.612 H151 TS0 44 
TS0 H152 2H15 H 0 0 N N N 7.103  -11.332 20.840 -0.888 -1.866 -1.217 H152 TS0 45 
TS0 H161 1H16 H 0 0 N N N 5.360  -9.250  20.485 -0.889 0.378  -2.269 H161 TS0 46 
TS0 H162 2H16 H 0 0 N N N 4.224  -10.355 20.007 0.836  0.194  -2.664 H162 TS0 47 
TS0 H171 1H17 H 0 0 N N N 6.722  -9.559  18.711 0.308  -1.799 -4.041 H171 TS0 48 
TS0 H172 2H17 H 0 0 N N N 5.252  -10.245 17.999 -1.417 -1.615 -3.646 H172 TS0 49 
TS0 H181 1H18 H 0 0 N N N 7.225  -12.274 18.905 -1.418 0.630  -4.698 H181 TS0 50 
TS0 H182 2H18 H 0 0 N N N 7.875  -11.091 17.753 0.306  0.445  -5.093 H182 TS0 51 
TS0 H33  H33  H 0 1 N N N 4.602  -12.761 14.271 -1.601 0.298  -9.349 H33  TS0 52 
TS0 H31  H31  H 0 1 N N N 4.980  -14.942 15.443 -3.098 0.868  -6.797 H31  TS0 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 
TS0 O2  C2   DOUB N N 1  
TS0 C2  N3   SING Y N 2  
TS0 C2  N1   SING Y N 3  
TS0 N3  C4   SING Y N 4  
TS0 N3  H3   SING N N 5  
TS0 N1  C8   SING Y N 6  
TS0 N1  H1   SING N N 7  
TS0 C8  C9   DOUB Y N 8  
TS0 C8  N7   SING Y N 9  
TS0 C9  C4   SING Y N 10 
TS0 C9  N5   SING Y N 11 
TS0 C4  O4   DOUB N N 12 
TS0 N7  C10  SING N N 13 
TS0 N7  C6   SING Y N 14 
TS0 C10 C11  SING N N 15 
TS0 C10 H101 SING N N 16 
TS0 C10 H102 SING N N 17 
TS0 C11 C12  SING N N 18 
TS0 C11 O19  SING N N 19 
TS0 C11 H11  SING N N 20 
TS0 C12 C13  SING N N 21 
TS0 C12 O21  SING N N 22 
TS0 C12 H12  SING N N 23 
TS0 C13 C14  SING N N 24 
TS0 C13 O23  SING N N 25 
TS0 C13 H13  SING N N 26 
TS0 C14 O26  SING N N 27 
TS0 C14 H141 SING N N 28 
TS0 C14 H142 SING N N 29 
TS0 O26 H26  SING N N 30 
TS0 O23 H23  SING N N 31 
TS0 O21 H21  SING N N 32 
TS0 O19 H19  SING N N 33 
TS0 C6  O6   DOUB N N 34 
TS0 C6  N5   SING Y N 35 
TS0 N5  C15  SING N N 36 
TS0 C15 C16  SING N N 37 
TS0 C15 H151 SING N N 38 
TS0 C15 H152 SING N N 39 
TS0 C16 C17  SING N N 40 
TS0 C16 H161 SING N N 41 
TS0 C16 H162 SING N N 42 
TS0 C17 C18  SING N N 43 
TS0 C17 H171 SING N N 44 
TS0 C17 H172 SING N N 45 
TS0 C18 O27  SING N N 46 
TS0 C18 H181 SING N N 47 
TS0 C18 H182 SING N N 48 
TS0 O27 P    SING N N 49 
TS0 P   O33  SING N N 50 
TS0 P   O31  SING N N 51 
TS0 P   O32  DOUB N N 52 
TS0 O33 H33  SING N N 53 
TS0 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 
TS0 SMILES           ACDLabs              10.04 O=C1C2=C(NC(=O)N1)N(C(=O)N2CCCCOP(=O)(O)O)CC(O)C(O)C(O)CO                                                                                                                                        
TS0 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+/m0/s1/f/h15-16,26-27H 
TS0 InChIKey         InChI                1.02b VBXZSBKAJFXURR-QRCQUFFLDY                                                                                                                                                                        
TS0 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                                                                                                                          
TS0 SMILES           CACTVS               3.341 OC[CH](O)[CH](O)[CH](O)CN1C(=O)N(CCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                               
TS0 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                                                                                                                          
TS0 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 
TS0 "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-xylitol     
TS0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[2,6,8-trioxo-9-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-3H-purin-7-yl]butyl dihydrogen phosphate" 
# 
