data_G2R
# 
_chem_comp.id                                    G2R 
_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,4S)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL DIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 N5 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GUANOSINE DIPHOSPHORIBOSE INTERMEDIATE" 
_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                        559.316 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G2R 
_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                  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 
G2R O6     O6   O 0 1 N N N 13.114 5.355  -20.173 4.095  5.356  -2.615 O6     G2R 1  
G2R C6     C6   C 0 1 Y N N 14.254 4.894  -20.093 3.177  4.547  -2.555 C6     G2R 2  
G2R N1     N1   N 0 1 Y N N 15.285 5.647  -19.528 1.855  4.789  -2.953 N1     G2R 3  
G2R C2     C2   C 0 1 Y N N 16.568 5.106  -19.451 0.796  3.853  -2.882 C2     G2R 4  
G2R N2     N2   N 0 1 N N N 17.527 5.843  -18.905 -0.418 4.305  -3.328 N2     G2R 5  
G2R N3     N3   N 0 1 Y N N 16.808 3.860  -19.921 0.959  2.632  -2.421 N3     G2R 6  
G2R C4     C4   C 0 1 Y N N 15.824 3.111  -20.478 2.228  2.379  -2.031 C4     G2R 7  
G2R C5     C5   C 0 1 Y N N 14.533 3.621  -20.571 3.323  3.208  -2.056 C5     G2R 8  
G2R N7     N7   N 0 1 Y N N 13.767 2.704  -21.150 4.442  2.594  -1.577 N7     G2R 9  
G2R C8     C8   C 0 1 Y N N 14.531 1.653  -21.412 4.028  1.384  -1.257 C8     G2R 10 
G2R N9     N9   N 0 1 Y N N 15.780 1.884  -21.013 2.691  1.205  -1.513 N9     G2R 11 
G2R "C1'"  C1*  C 0 1 N N R 16.917 0.903  -21.142 1.925  -0.020 -1.272 "C1'"  G2R 12 
G2R "O4'"  O4*  O 0 1 N N N 17.582 1.027  -22.394 2.437  -0.683 -0.102 "O4'"  G2R 13 
G2R "C2'"  C2*  C 0 1 N N R 16.515 -0.591 -21.166 1.979  -1.014 -2.435 "C2'"  G2R 14 
G2R "O2'"  O2*  O 0 1 N N N 16.298 -1.076 -19.835 0.659  -1.457 -2.742 "O2'"  G2R 15 
G2R "C3'"  C3*  C 0 1 N N R 17.767 -1.252 -21.756 2.802  -2.170 -1.897 "C3'"  G2R 16 
G2R "O3'"  O3*  O 0 1 N N N 17.420 -2.174 -22.786 4.176  -1.951 -2.189 "O3'"  G2R 17 
G2R "C4'"  C4*  C 0 1 N N R 18.544 -0.050 -22.332 2.552  -2.085 -0.396 "C4'"  G2R 18 
G2R "C5'"  C5*  C 0 1 N N N 19.187 -0.089 -23.724 3.631  -2.694 0.480  "C5'"  G2R 19 
G2R "O5'"  O5*  O 0 1 N N N 19.667 1.242  -23.953 3.751  -4.073 0.174  "O5'"  G2R 20 
G2R PA     PA   P 0 1 N N R 20.686 1.687  -25.102 4.843  -4.951 0.981  PA     G2R 21 
G2R O1A    O1A  O 0 1 N N N 21.766 0.689  -25.247 4.925  -6.404 0.615  O1A    G2R 22 
G2R O2A    O2A  O 0 1 N N N 21.032 3.109  -24.824 4.521  -4.656 2.539  O2A    G2R 23 
G2R O3A    O3A  O 0 1 N N N 19.793 1.563  -26.437 6.191  -4.100 0.710  O3A    G2R 24 
G2R PB     PB   P 0 1 N N R 18.253 2.058  -26.485 7.689  -4.269 1.293  PB     G2R 25 
G2R O2B    O2B  O 0 1 N N N 17.549 1.244  -27.515 7.784  -4.156 2.787  O2B    G2R 26 
G2R O1B    O1B  O 0 1 N N N 17.703 2.154  -25.101 8.158  -5.700 0.700  O1B    G2R 27 
G2R O5X    O5X  O 0 1 N N N 18.405 3.567  -27.075 8.569  -3.186 0.474  O5X    G2R 28 
G2R C5X    C5X  C 0 1 N N N 19.059 3.813  -28.357 8.560  -3.192 -0.943 C5X    G2R 29 
G2R C4X    C4X  C 0 1 N N R 18.088 4.168  -29.502 9.466  -2.077 -1.450 C4X    G2R 30 
G2R O4X    O4X  O 0 1 N N N 17.057 5.043  -29.046 9.398  -2.069 -2.893 O4X    G2R 31 
G2R C1X    C1X  C 0 1 N N N 17.355 6.399  -29.444 8.756  -0.859 -3.323 C1X    G2R 32 
G2R C2X    C2X  C 0 1 N N S 18.458 6.360  -30.490 8.073  -0.285 -2.101 C2X    G2R 33 
G2R O2X    O2X  O 0 1 N N N 17.911 6.931  -31.684 7.892  1.111  -2.181 O2X    G2R 34 
G2R C3X    C3X  C 0 1 N N S 18.728 4.882  -30.708 9.022  -0.692 -0.995 C3X    G2R 35 
G2R O3X    O3X  O 0 1 N N N 18.066 4.471  -31.918 10.167 0.159  -0.989 O3X    G2R 36 
G2R HN1    HN1  H 0 1 N N N 15.105 6.567  -19.181 1.639  5.710  -3.323 HN1    G2R 37 
G2R HN21   1HN2 H 0 0 N N N 18.387 5.332  -18.915 -0.972 3.697  -3.886 HN21   G2R 38 
G2R HN22   2HN2 H 0 0 N N N 17.408 6.766  -18.540 -0.699 5.225  -3.077 HN22   G2R 39 
G2R H8     H8   H 0 1 N N N 14.190 0.742  -21.881 4.643  0.599  -0.838 H8     G2R 40 
G2R "H1'"  H1*  H 0 1 N N N 17.517 1.152  -20.254 0.906  0.319  -1.058 "H1'"  G2R 41 
G2R "H2'"  H2*  H 0 1 N N N 15.589 -0.787 -21.726 2.398  -0.576 -3.347 "H2'"  G2R 42 
G2R "HO2'" HO2* H 0 0 N N N 16.250 -2.025 -19.847 0.342  -0.897 -3.468 "HO2'" G2R 43 
G2R "H3'"  H3*  H 0 1 N N N 18.342 -1.834 -21.021 2.516  -3.145 -2.302 "H3'"  G2R 44 
G2R "HO3'" HO3* H 0 0 N N N 17.343 -1.712 -23.612 4.225  -1.696 -3.124 "HO3'" G2R 45 
G2R "H4'"  H4*  H 0 1 N N N 19.414 0.019  -21.662 1.586  -2.542 -0.150 "H4'"  G2R 46 
G2R "H5'1" 1H5* H 0 0 N N N 18.451 -0.378 -24.489 3.371  -2.589 1.538  "H5'1" G2R 47 
G2R "H5'2" 2H5* H 0 0 N N N 19.997 -0.832 -23.780 4.594  -2.208 0.298  "H5'2" G2R 48 
G2R HO2A   HO2A H 0 0 N N N 21.106 3.240  -23.886 5.038  -5.125 3.228  HO2A   G2R 49 
G2R HO1B   HO1B H 0 0 N N N 18.418 2.174  -24.476 8.994  -6.097 1.025  HO1B   G2R 50 
G2R H5X1   1H5X H 0 0 N N N 19.600 2.899  -28.643 8.917  -4.165 -1.294 H5X1   G2R 51 
G2R H5X2   2H5X H 0 0 N N N 19.720 4.681  -28.217 7.534  -3.040 -1.291 H5X2   G2R 52 
G2R H4X    H4X  H 0 1 N N N 17.714 3.186  -29.826 10.501 -2.294 -1.167 H4X    G2R 53 
G2R H1X1   1H1X H 0 0 N N N 17.689 6.980  -28.571 8.047  -1.086 -4.126 H1X1   G2R 54 
G2R H1X2   2H1X H 0 0 N N N 16.456 6.877  -29.861 9.516  -0.184 -3.730 H1X2   G2R 55 
G2R H2X    H2X  H 0 1 N N N 19.373 6.900  -30.205 7.098  -0.765 -1.956 H2X    G2R 56 
G2R HO2X   HO2X H 0 0 N N N 17.790 7.865  -31.562 8.162  1.489  -1.324 HO2X   G2R 57 
G2R H3X    H3X  H 0 1 N N N 19.800 4.653  -30.795 8.579  -0.663 0.004  H3X    G2R 58 
G2R HO3X   HO3X H 0 0 N N N 17.135 4.380  -31.755 10.509 0.153  -0.082 HO3X   G2R 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 
G2R O6    C6     DOUB N N 1  
G2R C6    C5     SING Y N 2  
G2R C6    N1     SING Y N 3  
G2R N1    C2     SING Y N 4  
G2R N1    HN1    SING N N 5  
G2R C2    N3     DOUB Y N 6  
G2R C2    N2     SING N N 7  
G2R N2    HN21   SING N N 8  
G2R N2    HN22   SING N N 9  
G2R N3    C4     SING Y N 10 
G2R C4    N9     SING Y N 11 
G2R C4    C5     DOUB Y N 12 
G2R C5    N7     SING Y N 13 
G2R N7    C8     DOUB Y N 14 
G2R C8    N9     SING Y N 15 
G2R C8    H8     SING N N 16 
G2R N9    "C1'"  SING N N 17 
G2R "C1'" "O4'"  SING N N 18 
G2R "C1'" "C2'"  SING N N 19 
G2R "C1'" "H1'"  SING N N 20 
G2R "O4'" "C4'"  SING N N 21 
G2R "C2'" "C3'"  SING N N 22 
G2R "C2'" "O2'"  SING N N 23 
G2R "C2'" "H2'"  SING N N 24 
G2R "O2'" "HO2'" SING N N 25 
G2R "C3'" "O3'"  SING N N 26 
G2R "C3'" "C4'"  SING N N 27 
G2R "C3'" "H3'"  SING N N 28 
G2R "O3'" "HO3'" SING N N 29 
G2R "C4'" "C5'"  SING N N 30 
G2R "C4'" "H4'"  SING N N 31 
G2R "C5'" "O5'"  SING N N 32 
G2R "C5'" "H5'1" SING N N 33 
G2R "C5'" "H5'2" SING N N 34 
G2R "O5'" PA     SING N N 35 
G2R PA    O3A    SING N N 36 
G2R PA    O1A    DOUB N N 37 
G2R PA    O2A    SING N N 38 
G2R O2A   HO2A   SING N N 39 
G2R O3A   PB     SING N N 40 
G2R PB    O2B    DOUB N N 41 
G2R PB    O5X    SING N N 42 
G2R PB    O1B    SING N N 43 
G2R O1B   HO1B   SING N N 44 
G2R O5X   C5X    SING N N 45 
G2R C5X   C4X    SING N N 46 
G2R C5X   H5X1   SING N N 47 
G2R C5X   H5X2   SING N N 48 
G2R C4X   C3X    SING N N 49 
G2R C4X   O4X    SING N N 50 
G2R C4X   H4X    SING N N 51 
G2R O4X   C1X    SING N N 52 
G2R C1X   C2X    SING N N 53 
G2R C1X   H1X1   SING N N 54 
G2R C1X   H1X2   SING N N 55 
G2R C2X   O2X    SING N N 56 
G2R C2X   C3X    SING N N 57 
G2R C2X   H2X    SING N N 58 
G2R O2X   HO2X   SING N N 59 
G2R C3X   O3X    SING N N 60 
G2R C3X   H3X    SING N N 61 
G2R O3X   HO3X   SING N N 62 
# 
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 
G2R SMILES           ACDLabs              10.04 O=P(O)(OCC1OCC(O)C1O)OP(=O)(O)OCC4OC(n3cnc2c3N=C(N)NC2=O)C(O)C4O 
G2R InChI            InChI                1.02b 
InChI=1/C15H23N5O14P2/c16-15-18-12-8(13(25)19-15)17-4-20(12)14-11(24)10(23)7(33-14)3-32-36(28,29)34-35(26,27)31-2-6-9(22)5(21)1-30-6/h4-7,9-11,14,21-24H,1-3H2,(H,26,27)(H,28,29)(H3,16,18,19,25)/t5-,6+,7+,9-,10-,11+,14+/m0/s1/f/h19,26,28H,16H2 
G2R InChIKey         InChI                1.02b NOLLEWZDVQOFJY-FSZXDKMMDY 
G2R 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]4OC[C@H](O)[C@@H]4O)[C@H](O)[C@H]3O 
G2R SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4OC[CH](O)[CH]4O)[CH](O)[CH]3O 
G2R 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](CO4)O)O)O)O)N=C(NC2=O)N 
G2R SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(CO4)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 
G2R "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,4S)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 
G2R "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 [[(2R,3S,4S)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate"                                 
# 
