data_PHR
# 
_chem_comp.id                                    PHR 
_chem_comp.name                                  "3-(1,3,7-TRIHYDRO-9-D-RIBITYL-2,6,8-PURINETRIONE-7-YL ) HEXANE 1-PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H27 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                        482.380 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PHR 
_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        2C9D 
_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 
PHR O2P  O2P  O 0 1 N N N -17.804 7.713  -34.227 -10.433 -0.963 -0.331 O2P  PHR 1  
PHR P    P    P 0 1 N N N -16.595 7.346  -33.397 -9.012  -0.838 0.415  P    PHR 2  
PHR O3P  O3P  O 0 1 N N N -16.603 5.925  -32.888 -8.990  0.396  1.232  O3P  PHR 3  
PHR O1P  O1P  O 0 1 N N N -15.278 7.782  -33.992 -8.791  -2.117 1.368  O1P  PHR 4  
PHR O27  O27  O 0 1 N N N -16.704 8.275  -32.086 -7.834  -0.777 -0.682 O27  PHR 5  
PHR C20  C20  C 0 1 N N N -16.605 7.738  -30.772 -6.617  -0.548 0.032  C20  PHR 6  
PHR C19  C19  C 0 1 N N N -18.011 7.397  -30.290 -5.452  -0.479 -0.957 C19  PHR 7  
PHR C18  C18  C 0 1 N N N -17.982 6.631  -28.971 -4.149  -0.234 -0.193 C18  PHR 8  
PHR C17  C17  C 0 1 N N N -17.686 7.554  -27.795 -2.983  -0.164 -1.182 C17  PHR 9  
PHR C16  C16  C 0 1 N N N -18.934 8.303  -27.352 -1.680  0.080  -0.418 C16  PHR 10 
PHR C15  C15  C 0 1 N N N -18.716 9.810  -27.441 -0.515  0.150  -1.407 C15  PHR 11 
PHR N5   N5   N 0 1 Y N N -18.180 10.342 -26.183 0.733   0.384  -0.676 N5   PHR 12 
PHR C9   C9   C 0 1 Y N N -18.770 10.485 -24.985 1.285   1.630  -0.363 C9   PHR 13 
PHR C4   C4   C 0 1 Y N N -20.140 10.151 -24.526 0.886   2.959  -0.610 C4   PHR 14 
PHR O2   O2   O 0 1 N N N -20.992 9.649  -25.289 -0.141  3.190  -1.223 O2   PHR 15 
PHR N3   N3   N 0 1 Y N N -20.432 10.424 -23.232 1.659   3.973  -0.167 N3   PHR 16 
PHR C6   C6   C 0 1 Y N N -16.950 10.825 -25.962 1.556   -0.563 -0.182 C6   PHR 17 
PHR O4   O4   O 0 1 N N N -16.074 10.851 -26.904 1.385   -1.765 -0.270 O4   PHR 18 
PHR N7   N7   N 0 1 Y N N -16.673 11.272 -24.719 2.597   0.037  0.425  N7   PHR 19 
PHR C8   C8   C 0 1 Y N N -17.815 11.082 -24.026 2.442   1.397  0.328  C8   PHR 20 
PHR N1   N1   N 0 1 Y N N -18.253 11.294 -22.753 3.195   2.464  0.763  N1   PHR 21 
PHR C2   C2   C 0 1 Y N N -19.525 10.974 -22.373 2.794   3.724  0.510  C2   PHR 22 
PHR O1   O1   O 0 1 N N N -19.880 11.193 -21.190 3.471   4.655  0.902  O1   PHR 23 
PHR C10  C10  C 0 1 N N N -15.393 11.845 -24.275 3.710   -0.649 1.087  C10  PHR 24 
PHR C11  C11  C 0 1 N N R -15.107 11.657 -22.784 4.829   -0.899 0.074  C11  PHR 25 
PHR O19  O19  O 0 1 N N N -15.044 10.259 -22.487 5.363   0.352  -0.364 O19  PHR 26 
PHR C12  C12  C 0 1 N N S -13.828 12.357 -22.300 5.937   -1.724 0.732  C12  PHR 27 
PHR O21  O21  O 0 1 N N N -14.190 13.662 -21.833 6.380   -1.066 1.920  O21  PHR 28 
PHR C13  C13  C 0 1 N N R -12.712 12.473 -23.351 7.110   -1.869 -0.239 C13  PHR 29 
PHR O23  O23  O 0 1 N N N -12.259 11.166 -23.727 6.667   -2.528 -1.427 O23  PHR 30 
PHR C14  C14  C 0 1 N N N -11.520 13.292 -22.854 8.218   -2.694 0.419  C14  PHR 31 
PHR O26  O26  O 0 1 N N N -10.788 12.577 -21.844 9.359   -2.732 -0.440 O26  PHR 32 
PHR H2P  H2P  H 0 1 N N N -18.564 7.790  -33.663 -11.109 -0.997 0.360  H2P  PHR 33 
PHR H1P  H1P  H 0 1 N N N -15.370 7.874  -34.933 -8.812  -2.897 0.797  H1P  PHR 34 
PHR H201 1H20 H 0 0 N N N -16.140 8.471  -30.097 -6.449  -1.364 0.735  H201 PHR 35 
PHR H202 2H20 H 0 0 N N N -15.983 6.831  -30.784 -6.687  0.393  0.578  H202 PHR 36 
PHR H191 1H19 H 0 0 N N N -18.491 6.761  -31.048 -5.620  0.338  -1.660 H191 PHR 37 
PHR H192 2H19 H 0 0 N N N -18.572 8.332  -30.144 -5.382  -1.419 -1.503 H192 PHR 38 
PHR H181 1H18 H 0 0 N N N -17.185 5.875  -29.027 -3.981  -1.050 0.510  H181 PHR 39 
PHR H182 2H18 H 0 0 N N N -18.963 6.160  -28.813 -4.219  0.707  0.353  H182 PHR 40 
PHR H171 1H17 H 0 0 N N N -16.932 8.290  -28.111 -3.151  0.652  -1.885 H171 PHR 41 
PHR H172 2H17 H 0 0 N N N -17.316 6.950  -26.953 -2.913  -1.105 -1.728 H172 PHR 42 
PHR H161 1H16 H 0 0 N N N -19.156 8.037  -26.308 -1.513  -0.736 0.285  H161 PHR 43 
PHR H162 2H16 H 0 0 N N N -19.773 8.022  -28.005 -1.750  1.021  0.128  H162 PHR 44 
PHR H151 1H15 H 0 0 N N N -19.684 10.292 -27.641 -0.683  0.966  -2.110 H151 PHR 45 
PHR H152 2H15 H 0 0 N N N -18.001 10.020 -28.250 -0.445  -0.791 -1.953 H152 PHR 46 
PHR H3   H3   H 0 1 N N N -21.349 10.214 -22.892 1.391   4.890  -0.336 H3   PHR 47 
PHR H1   H1   H 0 1 N N N -17.628 11.693 -22.082 4.017   2.308  1.253  H1   PHR 48 
PHR H101 1H10 H 0 0 N N N -15.449 12.929 -24.455 3.363   -1.601 1.488  H101 PHR 49 
PHR H102 2H10 H 0 0 N N N -14.587 11.353 -24.839 4.087   -0.029 1.900  H102 PHR 50 
PHR H11  H11  H 0 1 N N N -15.935 12.136 -22.241 4.430   -1.444 -0.781 H11  PHR 51 
PHR H19  H19  H 0 1 N N N -15.030 9.763  -23.297 5.705   0.800  0.422  H19  PHR 52 
PHR H12  H12  H 0 1 N N N -13.403 11.729 -21.504 5.552   -2.712 0.987  H12  PHR 53 
PHR H21  H21  H 0 1 N N N -14.270 13.649 -20.886 6.712   -0.198 1.652  H21  PHR 54 
PHR H13  H13  H 0 1 N N N -13.141 12.997 -24.218 7.495   -0.882 -0.493 H13  PHR 55 
PHR H23  H23  H 0 1 N N N -12.159 11.124 -24.671 6.335   -3.396 -1.158 H23  PHR 56 
PHR H141 1H14 H 0 0 N N N -11.896 14.229 -22.418 7.860   -3.709 0.593  H141 PHR 57 
PHR H142 2H14 H 0 0 N N N -10.850 13.499 -23.702 8.494   -2.239 1.370  H142 PHR 58 
PHR H26  H26  H 0 1 N N N -9.901  12.419 -22.147 10.031  -3.260 0.010  H26  PHR 59 
# 
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 
PHR O2P P    SING N N 1  
PHR O2P H2P  SING N N 2  
PHR P   O3P  DOUB N N 3  
PHR P   O1P  SING N N 4  
PHR P   O27  SING N N 5  
PHR O1P H1P  SING N N 6  
PHR O27 C20  SING N N 7  
PHR C20 C19  SING N N 8  
PHR C20 H201 SING N N 9  
PHR C20 H202 SING N N 10 
PHR C19 C18  SING N N 11 
PHR C19 H191 SING N N 12 
PHR C19 H192 SING N N 13 
PHR C18 C17  SING N N 14 
PHR C18 H181 SING N N 15 
PHR C18 H182 SING N N 16 
PHR C17 C16  SING N N 17 
PHR C17 H171 SING N N 18 
PHR C17 H172 SING N N 19 
PHR C16 C15  SING N N 20 
PHR C16 H161 SING N N 21 
PHR C16 H162 SING N N 22 
PHR C15 N5   SING N N 23 
PHR C15 H151 SING N N 24 
PHR C15 H152 SING N N 25 
PHR N5  C9   SING Y N 26 
PHR N5  C6   SING Y N 27 
PHR C9  C4   SING Y N 28 
PHR C9  C8   DOUB Y N 29 
PHR C4  O2   DOUB N N 30 
PHR C4  N3   SING Y N 31 
PHR N3  C2   SING Y N 32 
PHR N3  H3   SING N N 33 
PHR C6  O4   DOUB N N 34 
PHR C6  N7   SING Y N 35 
PHR N7  C8   SING Y N 36 
PHR N7  C10  SING N N 37 
PHR C8  N1   SING Y N 38 
PHR N1  C2   SING Y N 39 
PHR N1  H1   SING N N 40 
PHR C2  O1   DOUB N N 41 
PHR C10 C11  SING N N 42 
PHR C10 H101 SING N N 43 
PHR C10 H102 SING N N 44 
PHR C11 O19  SING N N 45 
PHR C11 C12  SING N N 46 
PHR C11 H11  SING N N 47 
PHR O19 H19  SING N N 48 
PHR C12 O21  SING N N 49 
PHR C12 C13  SING N N 50 
PHR C12 H12  SING N N 51 
PHR O21 H21  SING N N 52 
PHR C13 O23  SING N N 53 
PHR C13 C14  SING N N 54 
PHR C13 H13  SING N N 55 
PHR O23 H23  SING N N 56 
PHR C14 O26  SING N N 57 
PHR C14 H141 SING N N 58 
PHR C14 H142 SING N N 59 
PHR O26 H26  SING N N 60 
# 
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 
PHR SMILES           ACDLabs              10.04 O=C1C2=C(NC(=O)N1)N(C(=O)N2CCCCCCOP(=O)(O)O)CC(O)C(O)C(O)CO                                                                                                                                              
PHR InChI            InChI                1.02b InChI=1/C16H27N4O11P/c21-8-10(23)12(24)9(22)7-20-13-11(14(25)18-15(26)17-13)19(16(20)27)5-3-1-2-4-6-31-32(28,29)30/h9-10,12,21-24H,1-8H2,(H2,28,29,30)(H2,17,18,25,26)/t9-,10-,12+/m1/s1/f/h17-18,28-29H 
PHR InChIKey         InChI                1.02b SLRQIPDGMUYATQ-TYPQKBGDDN                                                                                                                                                                                
PHR SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)[C@@H](O)[C@H](O)CN1C(=O)N(CCCCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                                
PHR SMILES           CACTVS               3.341 OC[CH](O)[CH](O)[CH](O)CN1C(=O)N(CCCCCCO[P](O)(O)=O)C2=C1NC(=O)NC2=O                                                                                                                                     
PHR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C(CCCOP(=O)(O)O)CCN1C2=C(NC(=O)NC2=O)N(C1=O)C[C@H]([C@@H]([C@@H](CO)O)O)O                                                                                                                                
PHR SMILES           "OpenEye OEToolkits" 1.5.0 C(CCCOP(=O)(O)O)CCN1C2=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 
PHR "SYSTEMATIC NAME" ACDLabs              10.04 1-deoxy-1-{2,6,8-trioxo-7-[6-(phosphonooxy)hexyl]-1,2,3,6,7,8-hexahydro-9H-purin-9-yl}-D-arabinitol  
PHR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-[2,6,8-trioxo-9-[(2R,3S,4R)-2,3,4,5-tetrahydroxypentyl]-3H-purin-7-yl]hexyl dihydrogen phosphate" 
# 
