data_TP6
# 
_chem_comp.id                                    TP6 
_chem_comp.name                                  "3-(1,3,7-TRIHYDRO-9-D-RIBITYL-2,6,8-PURINETRIONE-7-YL) 1-PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H25 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                     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                        468.353 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TP6 
_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        2C92 
_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 
TP6 O2P  O2P  O 0 1 N N N -18.191 3.962  -1.250 -8.689  0.192  -0.884 O2P  TP6 1  
TP6 P    P    P 0 1 N N N -18.437 3.990  0.253  -8.310  -0.994 0.137  P    TP6 2  
TP6 O3P  O3P  O 0 1 N N N -17.151 3.958  1.051  -9.472  -1.142 1.242  O3P  TP6 3  
TP6 O1P  O1P  O 0 1 N N N -19.377 5.055  0.734  -8.174  -2.264 -0.610 O1P  TP6 4  
TP6 O27  O27  O 0 1 N N N -19.189 2.588  0.480  -6.917  -0.648 0.866  O27  TP6 5  
TP6 C19  C19  C 0 1 N N N -19.367 2.128  1.846  -5.910  -0.646 -0.147 C19  TP6 6  
TP6 C18  C18  C 0 1 N N N -19.362 0.818  2.064  -4.553  -0.323 0.483  C18  TP6 7  
TP6 C17  C17  C 0 1 N N N -19.497 0.365  3.442  -3.475  -0.321 -0.602 C17  TP6 8  
TP6 C16  C16  C 0 1 N N N -20.669 0.297  4.064  -2.118  0.002  0.028  C16  TP6 9  
TP6 C15  C15  C 0 1 N N N -21.978 0.607  3.390  -1.039  0.005  -1.057 C15  TP6 10 
TP6 N5   N5   N 0 1 Y N N -22.956 0.333  4.439  0.259   0.314  -0.454 N5   TP6 11 
TP6 C9   C9   C 0 1 Y N N -23.391 -0.841 4.917  0.811   1.589  -0.291 C9   TP6 12 
TP6 C4   C4   C 0 1 Y N N -23.086 -2.239 4.568  0.368   2.888  -0.610 C4   TP6 13 
TP6 O2   O2   O 0 1 N N N -22.287 -2.526 3.662  -0.711  3.054  -1.152 O2   TP6 14 
TP6 N3   N3   N 0 1 Y N N -23.727 -3.206 5.266  1.155   3.944  -0.318 N3   TP6 15 
TP6 C6   C6   C 0 1 Y N N -23.604 1.212  5.189  1.139   -0.579 0.044  C6   TP6 16 
TP6 O4   O4   O 0 1 N N N -23.479 2.478  5.061  0.984   -1.786 0.068  O4   TP6 17 
TP6 N7   N7   N 0 1 Y N N -24.415 0.722  6.122  2.215   0.083  0.512  N7   TP6 18 
TP6 C8   C8   C 0 1 Y N N -24.354 -0.595 6.000  2.026   1.427  0.318  C8   TP6 19 
TP6 N1   N1   N 0 1 Y N N -24.927 -1.656 6.615  2.791   2.536  0.600  N1   TP6 20 
TP6 C2   C2   C 0 1 Y N N -24.607 -2.916 6.265  2.346   3.766  0.280  C2   TP6 21 
TP6 O1   O1   O 0 1 N N N -25.158 -3.850 6.858  3.035   4.734  0.537  O1   TP6 22 
TP6 C10  C10  C 0 1 N N N -25.213 1.569  6.986  3.391   -0.533 1.131  C10  TP6 23 
TP6 C11  C11  C 0 1 N N R -25.667 0.965  8.291  4.428   -0.852 0.053  C11  TP6 24 
TP6 O19  O19  O 0 1 N N N -24.862 -0.070 8.906  4.900   0.365  -0.529 O19  TP6 25 
TP6 C12  C12  C 0 1 N N S -26.312 1.945  9.251  5.601   -1.606 0.680  C12  TP6 26 
TP6 O21  O21  O 0 1 N N N -27.632 1.547  8.928  6.128   -0.846 1.770  O21  TP6 27 
TP6 C13  C13  C 0 1 N N R -26.158 3.450  9.013  6.694   -1.816 -0.370 C13  TP6 28 
TP6 O23  O23  O 0 1 N N N -24.815 3.868  9.306  6.167   -2.576 -1.460 O23  TP6 29 
TP6 C14  C14  C 0 1 N N N -27.085 4.217  9.959  7.867   -2.570 0.257  C14  TP6 30 
TP6 O26  O26  O 0 1 N N N -26.807 3.826  11.315 8.934   -2.664 -0.689 O26  TP6 31 
TP6 H2P  H2P  H 0 1 N N N -19.024 3.956  -1.708 -8.768  0.999  -0.359 H2P  TP6 32 
TP6 H3P  H3P  H 0 1 N N N -16.409 3.951  0.457  -10.287 -1.348 0.764  H3P  TP6 33 
TP6 H191 1H19 H 0 0 N N N -20.379 2.456  2.125  -6.150  0.107  -0.897 H191 TP6 34 
TP6 H192 2H19 H 0 0 N N N -18.539 2.551  2.434  -5.867  -1.628 -0.619 H192 TP6 35 
TP6 H181 1H18 H 0 0 N N N -18.363 0.480  1.749  -4.312  -1.076 1.233  H181 TP6 36 
TP6 H182 2H18 H 0 0 N N N -20.211 0.398  1.505  -4.596  0.659  0.955  H182 TP6 37 
TP6 H171 1H17 H 0 0 N N N -18.985 1.163  4.000  -3.715  0.432  -1.352 H171 TP6 38 
TP6 H172 2H17 H 0 0 N N N -19.105 -0.663 3.449  -3.431  -1.303 -1.074 H172 TP6 39 
TP6 H161 1H16 H 0 0 N N N -20.588 1.118  4.792  -1.877  -0.751 0.778  H161 TP6 40 
TP6 H162 2H16 H 0 0 N N N -20.758 -0.748 4.397  -2.161  0.984  0.499  H162 TP6 41 
TP6 H151 1H15 H 0 0 N N N -22.145 0.016  2.478  -1.280  0.758  -1.808 H151 TP6 42 
TP6 H152 2H15 H 0 0 N N N -22.025 1.653  3.052  -0.996  -0.977 -1.529 H152 TP6 43 
TP6 H3   H3   H 0 1 N N N -23.549 -4.164 5.041  0.856   4.841  -0.538 H3   TP6 44 
TP6 H1   H1   H 0 1 N N N -25.598 -1.502 7.340  3.653   2.431  1.031  H1   TP6 45 
TP6 H101 1H10 H 0 0 N N N -26.134 1.779  6.423  3.096   -1.453 1.636  H101 TP6 46 
TP6 H102 2H10 H 0 0 N N N -24.602 2.450  7.231  3.822   0.157  1.857  H102 TP6 47 
TP6 H11  H11  H 0 1 N N N -26.489 0.332  7.924  3.970   -1.470 -0.720 H11  TP6 48 
TP6 HA   HA   H 0 1 N N N -24.686 -0.754 8.271  5.296   0.881  0.186  HA   TP6 49 
TP6 H12  H12  H 0 1 N N N -25.904 1.890  10.271 5.258   -2.574 1.045  H12  TP6 50 
TP6 H21  H21  H 0 1 N N N -28.140 1.458  9.726  6.420   0.000  1.405  H21  TP6 51 
TP6 H13  H13  H 0 1 N N N -26.404 3.655  7.961  7.037   -0.848 -0.735 H13  TP6 52 
TP6 H23  H23  H 0 1 N N N -24.328 3.960  8.496  5.875   -3.422 -1.095 H23  TP6 53 
TP6 H141 1H14 H 0 0 N N N -28.133 3.987  9.716  7.545   -3.572 0.542  H141 TP6 54 
TP6 H142 2H14 H 0 0 N N N -26.915 5.298  9.845  8.212   -2.034 1.142  H142 TP6 55 
TP6 H26  H26  H 0 1 N N N -26.746 2.879  11.366 9.652   -3.145 -0.254 H26  TP6 56 
# 
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 
TP6 O2P P    SING N N 1  
TP6 O2P H2P  SING N N 2  
TP6 P   O3P  SING N N 3  
TP6 P   O1P  DOUB N N 4  
TP6 P   O27  SING N N 5  
TP6 O3P H3P  SING N N 6  
TP6 O27 C19  SING N N 7  
TP6 C19 C18  SING N N 8  
TP6 C19 H191 SING N N 9  
TP6 C19 H192 SING N N 10 
TP6 C18 C17  SING N N 11 
TP6 C18 H181 SING N N 12 
TP6 C18 H182 SING N N 13 
TP6 C17 C16  SING N N 14 
TP6 C17 H171 SING N N 15 
TP6 C17 H172 SING N N 16 
TP6 C16 C15  SING N N 17 
TP6 C16 H161 SING N N 18 
TP6 C16 H162 SING N N 19 
TP6 C15 N5   SING N N 20 
TP6 C15 H151 SING N N 21 
TP6 C15 H152 SING N N 22 
TP6 N5  C9   SING Y N 23 
TP6 N5  C6   SING Y N 24 
TP6 C9  C4   SING Y N 25 
TP6 C9  C8   DOUB Y N 26 
TP6 C4  O2   DOUB N N 27 
TP6 C4  N3   SING Y N 28 
TP6 N3  C2   SING Y N 29 
TP6 N3  H3   SING N N 30 
TP6 C6  O4   DOUB N N 31 
TP6 C6  N7   SING Y N 32 
TP6 N7  C8   SING Y N 33 
TP6 N7  C10  SING N N 34 
TP6 C8  N1   SING Y N 35 
TP6 N1  C2   SING Y N 36 
TP6 N1  H1   SING N N 37 
TP6 C2  O1   DOUB N N 38 
TP6 C10 C11  SING N N 39 
TP6 C10 H101 SING N N 40 
TP6 C10 H102 SING N N 41 
TP6 C11 O19  SING N N 42 
TP6 C11 C12  SING N N 43 
TP6 C11 H11  SING N N 44 
TP6 O19 HA   SING N N 45 
TP6 C12 O21  SING N N 46 
TP6 C12 C13  SING N N 47 
TP6 C12 H12  SING N N 48 
TP6 O21 H21  SING N N 49 
TP6 C13 O23  SING N N 50 
TP6 C13 C14  SING N N 51 
TP6 C13 H13  SING N N 52 
TP6 O23 H23  SING N N 53 
TP6 C14 O26  SING N N 54 
TP6 C14 H141 SING N N 55 
TP6 C14 H142 SING N N 56 
TP6 O26 H26  SING N N 57 
# 
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 
TP6 SMILES           ACDLabs              10.04 O=C1C2=C(NC(=O)N1)N(C(=O)N2CCCCCOP(=O)(O)O)CC(O)C(O)C(O)CO                                                                                                                                          
TP6 InChI            InChI                1.02b InChI=1/C15H25N4O11P/c20-7-9(22)11(23)8(21)6-19-12-10(13(24)17-14(25)16-12)18(15(19)26)4-2-1-3-5-30-31(27,28)29/h8-9,11,20-23H,1-7H2,(H2,27,28,29)(H2,16,17,24,25)/t8-,9-,11+/m1/s1/f/h16-17,27-28H 
TP6 InChIKey         InChI                1.02b LVMWQWUPWMYMKX-DVEBTGENDJ                                                                                                                                                                           
TP6 SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)[C@@H](O)[C@H](O)CN1C(=O)N(CCCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                            
TP6 SMILES           CACTVS               3.341 OC[CH](O)[CH](O)[CH](O)CN1C(=O)N(CCCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                                 
TP6 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)CCOP(=O)(O)O                                                                                                                            
TP6 SMILES           "OpenEye OEToolkits" 1.5.0 C(CCN1C2=C(NC(=O)NC2=O)N(C1=O)CC(C(C(CO)O)O)O)CCOP(=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 
TP6 "SYSTEMATIC NAME" ACDLabs              10.04 1-deoxy-1-{2,6,8-trioxo-7-[5-(phosphonooxy)pentyl]-1,2,3,6,7,8-hexahydro-9H-purin-9-yl}-D-arabinitol  
TP6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[2,6,8-trioxo-9-[(2R,3S,4R)-2,3,4,5-tetrahydroxypentyl]-3H-purin-7-yl]pentyl dihydrogen phosphate" 
# 
