data_G1R
# 
_chem_comp.id                                    G1R 
_chem_comp.name                                  "[(2R,3R,4R,5R)-5-(2-AMINO-6-OXO-1,6-DIHYDRO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL [(2R,3S,4R,5S)-3,4,5-TRIHYDROXYTETRAHYDROFURAN-2-YL]METHYL DIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 N5 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GUANOSINE DIPHOSPHORIBOSE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-30 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        575.315 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G1R 
_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        2I66 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
G1R O6     O6   O 0 1 N N N 18.263 6.977  -27.506 5.040  -4.246 -9.358 O6     G1R 1  
G1R C6     C6   C 0 1 Y N N 19.206 7.204  -26.750 4.863  -5.009 -8.417 C6     G1R 2  
G1R N1     N1   N 0 1 Y N N 20.361 7.784  -27.184 4.788  -6.406 -8.507 N1     G1R 3  
G1R C2     C2   C 0 1 Y N N 21.421 8.019  -26.313 4.582  -7.284 -7.417 C2     G1R 4  
G1R N2     N2   N 0 1 N N N 22.467 8.588  -26.847 4.544  -8.617 -7.737 N2     G1R 5  
G1R N3     N3   N 0 1 Y N N 21.341 7.698  -24.989 4.437  -6.859 -6.180 N3     G1R 6  
G1R C4     C4   C 0 1 Y N N 20.180 7.125  -24.573 4.506  -5.514 -6.072 C4     G1R 7  
G1R C5     C5   C 0 1 Y N N 19.110 6.870  -25.431 4.701  -4.576 -7.057 C5     G1R 8  
G1R N7     N7   N 0 1 Y N N 18.118 6.300  -24.762 4.711  -3.306 -6.560 N7     G1R 9  
G1R C8     C8   C 0 1 Y N N 18.544 6.175  -23.497 4.521  -3.470 -5.265 C8     G1R 10 
G1R N9     N9   N 0 1 Y N N 19.787 6.680  -23.395 4.391  -4.793 -4.920 N9     G1R 11 
G1R "C1'"  C1*  C 0 1 N N R 20.632 6.787  -22.220 4.171  -5.311 -3.572 "C1'"  G1R 12 
G1R "O4'"  O4*  O 0 1 N N N 21.714 5.880  -22.376 3.371  -4.380 -2.820 "O4'"  G1R 13 
G1R "C2'"  C2*  C 0 1 N N R 19.839 6.265  -21.030 5.449  -5.531 -2.778 "C2'"  G1R 14 
G1R "O2'"  O2*  O 0 1 N N N 19.431 7.392  -20.256 5.986  -6.817 -3.029 "O2'"  G1R 15 
G1R "C3'"  C3*  C 0 1 N N R 20.829 5.398  -20.261 4.937  -5.408 -1.359 "C3'"  G1R 16 
G1R "O3'"  O3*  O 0 1 N N N 20.381 4.030  -20.356 5.984  -5.111 -0.458 "O3'"  G1R 17 
G1R "C4'"  C4*  C 0 1 N N R 22.142 5.580  -21.025 3.890  -4.304 -1.476 "C4'"  G1R 18 
G1R "C5'"  C5*  C 0 1 N N N 22.896 4.283  -21.138 4.412  -2.893 -1.236 "C5'"  G1R 19 
G1R "O5'"  O5*  O 0 1 N N N 22.039 3.312  -21.756 3.343  -1.974 -1.386 "O5'"  G1R 20 
G1R PA     PA   P 0 1 N N R 21.701 1.915  -21.018 3.604  -0.390 -1.188 PA     G1R 21 
G1R O1A    O1A  O 0 1 N N N 20.235 1.739  -21.014 2.391  0.475  -1.374 O1A    G1R 22 
G1R O2A    O2A  O 0 1 N N N 22.429 1.826  -19.727 4.824  -0.053 -2.195 O2A    G1R 23 
G1R O3A    O3A  O 0 1 N N N 22.366 0.868  -22.084 4.285  -0.270 0.273  O3A    G1R 24 
G1R PB     PB   P 0 1 N N R 23.862 1.112  -22.694 3.695  -0.572 1.747  PB     G1R 25 
G1R O2B    O2B  O 0 1 N N N 23.780 2.099  -23.813 4.655  -0.336 2.877  O2B    G1R 26 
G1R O1B    O1B  O 0 1 N N N 24.794 1.351  -21.559 2.346  0.320  1.801  O1B    G1R 27 
G1R O5X    O5X  O 0 1 N N N 24.200 -0.339 -23.356 3.165  -2.089 1.566  O5X    G1R 28 
G1R C5X    C5X  C 0 1 N N N 25.486 -0.979 -23.183 2.459  -2.691 2.639  C5X    G1R 29 
G1R C4X    C4X  C 0 1 N N R 26.591 -0.368 -24.081 2.066  -4.105 2.236  C4X    G1R 30 
G1R O4X    O4X  O 0 1 N N N 27.782 -1.180 -23.938 3.285  -4.848 1.997  O4X    G1R 31 
G1R C1X    C1X  C 0 1 N N S 28.613 -0.923 -25.123 3.346  -5.959 2.906  C1X    G1R 32 
G1R O1X    O1X  O 0 1 N N N 29.628 0.052  -24.819 2.892  -7.151 2.274  O1X    G1R 33 
G1R C2X    C2X  C 0 1 N N R 27.649 -0.487 -26.258 2.428  -5.570 4.051  C2X    G1R 34 
G1R O2X    O2X  O 0 1 N N N 28.000 0.803  -26.804 2.003  -6.671 4.823  O2X    G1R 35 
G1R C3X    C3X  C 0 1 N N S 26.267 -0.446 -25.583 1.307  -4.845 3.335  C3X    G1R 36 
G1R O3X    O3X  O 0 1 N N N 25.502 0.692  -26.029 0.417  -5.789 2.743  O3X    G1R 37 
G1R HN1    HN1  H 0 1 N N N 20.448 8.045  -28.145 4.890  -6.820 -9.428 HN1    G1R 38 
G1R HN21   1HN2 H 0 0 N N N 23.170 8.714  -26.147 4.952  -9.265 -7.104 HN21   G1R 39 
G1R HN22   2HN2 H 0 0 N N N 22.552 8.856  -27.807 4.109  -8.884 -8.590 HN22   G1R 40 
G1R H8     H8   H 0 1 N N N 17.979 5.738  -22.687 4.469  -2.677 -4.531 H8     G1R 41 
G1R "H1'"  H1*  H 0 1 N N N 20.968 7.826  -22.084 3.597  -6.235 -3.707 "H1'"  G1R 42 
G1R "H2'"  H2*  H 0 1 N N N 18.940 5.692  -21.300 6.219  -4.783 -2.997 "H2'"  G1R 43 
G1R "HO2'" HO2* H 0 0 N N N 19.340 7.136  -19.346 6.950  -6.727 -2.983 "HO2'" G1R 44 
G1R "H3'"  H3*  H 0 1 N N N 20.930 5.657  -19.197 4.473  -6.348 -1.038 "H3'"  G1R 45 
G1R "HO3'" HO3* H 0 0 N N N 20.283 3.791  -21.270 6.797  -5.466 -0.850 "HO3'" G1R 46 
G1R "H4'"  H4*  H 0 1 N N N 22.776 6.332  -20.531 3.064  -4.486 -0.781 "H4'"  G1R 47 
G1R "H5'1" 1H5* H 0 0 N N N 23.192 3.936  -20.137 5.194  -2.644 -1.960 "H5'1" G1R 48 
G1R "H5'2" 2H5* H 0 0 N N N 23.803 4.426  -21.744 4.817  -2.800 -0.225 "H5'2" G1R 49 
G1R HO2A   HO2A H 0 0 N N N 23.365 1.807  -19.891 4.631  0.073  -3.148 HO2A   G1R 50 
G1R HO1B   HO1B H 0 0 N N N 25.685 1.402  -21.885 2.420  1.286  1.954  HO1B   G1R 51 
G1R H5X1   1H5X H 0 0 N N N 25.380 -2.043 -23.441 3.103  -2.713 3.521  H5X1   G1R 52 
G1R H5X2   2H5X H 0 0 N N N 25.791 -0.832 -22.136 1.568  -2.097 2.856  H5X2   G1R 53 
G1R H4X    H4X  H 0 1 N N N 26.697 0.682  -23.770 1.504  -4.075 1.297  H4X    G1R 54 
G1R H1X    H1X  H 0 1 N N N 29.163 -1.818 -25.449 4.378  -6.120 3.230  H1X    G1R 55 
G1R HO1X   HO1X H 0 0 N N N 30.108 0.267  -25.610 3.666  -7.565 1.856  HO1X   G1R 56 
G1R H2X    H2X  H 0 1 N N N 27.686 -1.177 -27.114 2.947  -4.862 4.708  H2X    G1R 57 
G1R HO2X   HO2X H 0 0 N N N 28.077 1.435  -26.099 1.607  -7.304 4.204  HO2X   G1R 58 
G1R H3X    H3X  H 0 1 N N N 25.646 -1.320 -25.828 0.713  -4.198 3.988  H3X    G1R 59 
G1R HO3X   HO3X H 0 0 N N N 25.334 1.269  -25.293 -0.481 -5.572 3.049  HO3X   G1R 60 
# 
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 
G1R O6    C6     DOUB N N 1  
G1R C6    N1     SING Y N 2  
G1R C6    C5     SING Y N 3  
G1R N1    C2     SING Y N 4  
G1R N1    HN1    SING N N 5  
G1R C2    N2     SING N N 6  
G1R C2    N3     DOUB Y N 7  
G1R N2    HN21   SING N N 8  
G1R N2    HN22   SING N N 9  
G1R N3    C4     SING Y N 10 
G1R C4    C5     DOUB Y N 11 
G1R C4    N9     SING Y N 12 
G1R C5    N7     SING Y N 13 
G1R N7    C8     DOUB Y N 14 
G1R C8    N9     SING Y N 15 
G1R C8    H8     SING N N 16 
G1R N9    "C1'"  SING N N 17 
G1R "C1'" "O4'"  SING N N 18 
G1R "C1'" "C2'"  SING N N 19 
G1R "C1'" "H1'"  SING N N 20 
G1R "O4'" "C4'"  SING N N 21 
G1R "C2'" "C3'"  SING N N 22 
G1R "C2'" "O2'"  SING N N 23 
G1R "C2'" "H2'"  SING N N 24 
G1R "O2'" "HO2'" SING N N 25 
G1R "C3'" "C4'"  SING N N 26 
G1R "C3'" "O3'"  SING N N 27 
G1R "C3'" "H3'"  SING N N 28 
G1R "O3'" "HO3'" SING N N 29 
G1R "C4'" "C5'"  SING N N 30 
G1R "C4'" "H4'"  SING N N 31 
G1R "C5'" "O5'"  SING N N 32 
G1R "C5'" "H5'1" SING N N 33 
G1R "C5'" "H5'2" SING N N 34 
G1R "O5'" PA     SING N N 35 
G1R PA    O3A    SING N N 36 
G1R PA    O1A    DOUB N N 37 
G1R PA    O2A    SING N N 38 
G1R O2A   HO2A   SING N N 39 
G1R O3A   PB     SING N N 40 
G1R PB    O2B    DOUB N N 41 
G1R PB    O5X    SING N N 42 
G1R PB    O1B    SING N N 43 
G1R O1B   HO1B   SING N N 44 
G1R O5X   C5X    SING N N 45 
G1R C5X   C4X    SING N N 46 
G1R C5X   H5X1   SING N N 47 
G1R C5X   H5X2   SING N N 48 
G1R C4X   C3X    SING N N 49 
G1R C4X   O4X    SING N N 50 
G1R C4X   H4X    SING N N 51 
G1R O4X   C1X    SING N N 52 
G1R C1X   C2X    SING N N 53 
G1R C1X   O1X    SING N N 54 
G1R C1X   H1X    SING N N 55 
G1R O1X   HO1X   SING N N 56 
G1R C2X   O2X    SING N N 57 
G1R C2X   C3X    SING N N 58 
G1R C2X   H2X    SING N N 59 
G1R O2X   HO2X   SING N N 60 
G1R C3X   O3X    SING N N 61 
G1R C3X   H3X    SING N N 62 
G1R O3X   HO3X   SING N N 63 
# 
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 
G1R SMILES           ACDLabs              10.04 O=C4NC(=Nc1c4ncn1C2OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3OC(O)C(O)C3O)N 
G1R InChI            InChI                1.02b 
InChI=1/C15H23N5O15P2/c16-15-18-11-6(12(25)19-15)17-3-20(11)13-9(23)7(21)4(33-13)1-31-36(27,28)35-37(29,30)32-2-5-8(22)10(24)14(26)34-5/h3-5,7-10,13-14,21-24,26H,1-2H2,(H,27,28)(H,29,30)(H3,16,18,19,25)/t4-,5-,7+,8-,9-,10-,13-,14+/m1/s1/f/h19,27,29H,16H2 
G1R InChIKey         InChI                1.02b JSQOXYZOPSTQIZ-OGDJQVBQDU 
G1R SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]4O[C@H](O)[C@H](O)[C@@H]4O)[C@H](O)[C@H]3O 
G1R SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O 
G1R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@H](O4)O)O)O)O)O)N=C(NC2=O)N 
G1R SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)O)O)O)O)O)N=C(NC2=O)N 
# 
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 
G1R "SYSTEMATIC NAME" ACDLabs              10.04 "[(2R,3R,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5S)-3,4,5-trihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 
G1R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[[(2R,3S,4R,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy]phosphoryl] hydrogen phosphate"                                
# 
