data_GGZ
# 
_chem_comp.id                                    GGZ 
_chem_comp.name                                  "(2S,3AR,4R,6R,6AR)-4-(6-AMINO-9H-PURIN-9-YL)-6-({[(R)-HYDROXY(SULFOOXY)PHOSPHORYL]OXY}METHYL)TETRAHYDROFURO[3,4-D][1,3,2]DIOXAPHOSPHOL-2-OL 2-OXIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H13 N5 O12 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-05 
_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                        489.249 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GGZ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
GGZ C2     C2   C 0 1 Y N N 20.583 -8.082  20.910 2.000  1.980  -3.099 C2     GGZ 1  
GGZ C4     C4   C 0 1 Y N N 19.377 -9.789  19.917 2.272  1.694  -0.923 C4     GGZ 2  
GGZ C5     C5   C 0 1 Y N N 20.551 -10.615 19.872 2.579  3.031  -0.728 C5     GGZ 3  
GGZ C6     C6   C 0 1 Y N N 21.724 -10.065 20.392 2.576  3.847  -1.855 C6     GGZ 4  
GGZ C8     C8   C 0 1 N N N 19.051 -11.490 19.135 2.685  2.121  1.196  C8     GGZ 5  
GGZ N1     N1   N 0 1 Y N N 21.713 -8.815  20.913 2.280  3.305  -3.061 N1     GGZ 6  
GGZ O3P    O3P  O 0 1 N N N 13.979 -8.387  22.363 -2.100 -2.246 0.247  O3P    GGZ 7  
GGZ P1     P1   P 0 1 N N N 14.058 -8.885  20.935 -0.622 -2.846 0.504  P1     GGZ 8  
GGZ "O2'"  O2*  O 0 1 N N N 15.286 -9.929  20.834 0.175  -1.634 1.233  "O2'"  GGZ 9  
GGZ O1P    O1P  O 0 1 N N N 12.868 -9.431  20.201 -0.570 -4.178 1.189  O1P    GGZ 10 
GGZ "O3'"  O3*  O 0 1 N N N 14.723 -7.773  19.995 0.090  -2.760 -0.953 "O3'"  GGZ 11 
GGZ "C3'"  C3*  C 0 1 N N N 16.095 -8.013  19.741 1.038  -1.695 -0.957 "C3'"  GGZ 12 
GGZ "C4'"  C4*  C 0 1 N N N 16.380 -8.093  18.261 2.438  -2.191 -0.636 "C4'"  GGZ 13 
GGZ "C5'"  C5*  C 0 1 N N N 17.402 -6.993  18.052 3.219  -2.615 -1.866 "C5'"  GGZ 14 
GGZ "O5'"  O5*  O 0 1 N N N 17.666 -6.969  16.666 4.506  -3.047 -1.460 "O5'"  GGZ 15 
GGZ P2     P2   P 0 1 N N N 17.984 -5.560  15.973 5.802  -2.270 -2.042 P2     GGZ 16 
GGZ O4P    O4P  O 0 1 N N N 18.019 -5.713  14.482 7.142  -2.767 -1.581 O4P    GGZ 17 
GGZ O5P    O5P  O 0 1 N N N 17.108 -4.492  16.590 5.592  -2.322 -3.647 O5P    GGZ 18 
GGZ O6P    O6P  O 0 1 N N N 19.477 -5.363  16.515 5.448  -0.730 -1.683 O6P    GGZ 19 
GGZ S2     S2   S 0 1 N N N 20.551 -4.316  15.890 6.480  0.369  -2.310 S2     GGZ 20 
GGZ OS3    OS3  O 0 1 N N N 19.817 -3.103  15.566 6.469  0.253  -3.756 OS3    GGZ 21 
GGZ OS2    OS2  O 0 1 N N N 21.548 -4.157  16.982 5.766  1.784  -1.928 OS2    GGZ 22 
GGZ OS1    OS1  O 0 1 N N N 21.105 -4.996  14.717 7.728  0.299  -1.572 OS1    GGZ 23 
GGZ "C2'"  C2*  C 0 1 N N N 16.458 -9.382  20.284 0.735  -0.780 0.222  "C2'"  GGZ 24 
GGZ "C1'"  C1*  C 0 1 N N N 16.959 -10.208 19.122 2.104  -0.277 0.656  "C1'"  GGZ 25 
GGZ "O4'"  O4*  O 0 1 N N N 16.942 -9.385  17.956 3.100  -1.090 0.003  "O4'"  GGZ 26 
GGZ N9     N9   N 0 1 N N N 18.366 -10.488 19.400 2.344  1.125  0.318  N9     GGZ 27 
GGZ N7     N7   N 0 1 N N N 20.256 -11.840 19.303 2.834  3.283  0.596  N7     GGZ 28 
GGZ N6     N6   N 0 1 N N N 22.900 -10.730 20.415 2.876  5.217  -1.750 N6     GGZ 29 
GGZ N3     N3   N 0 1 Y N N 19.409 -8.536  20.435 1.971  1.091  -2.082 N3     GGZ 30 
GGZ H2     H2   H 0 1 N N N 20.621 -7.079  21.309 1.767  1.579  -4.079 H2     GGZ 31 
GGZ H8     H8   H 0 1 N N N 18.474 -12.254 18.636 2.809  1.939  2.255  H8     GGZ 32 
GGZ HO3P   HO3P H 0 0 N N N 13.962 -9.128  22.957 -2.836 -2.538 0.826  HO3P   GGZ 33 
GGZ "H3'"  H3*  H 0 1 N N N 16.661 -7.191  20.204 1.001  -1.148 -1.905 "H3'"  GGZ 34 
GGZ "H4'"  H4*  H 0 1 N N N 15.493 -7.974  17.621 2.416  -3.031 0.069  "H4'"  GGZ 35 
GGZ "H5'1" 1H5* H 0 0 N N N 17.004 -6.024  18.389 3.325  -1.773 -2.553 "H5'1" GGZ 36 
GGZ "H5'2" 2H5* H 0 0 N N N 18.318 -7.179  18.633 2.708  -3.436 -2.372 "H5'2" GGZ 37 
GGZ HO5P   HO5P H 0 0 N N N 16.924 -4.716  17.495 6.301  -1.975 -4.229 HO5P   GGZ 38 
GGZ HOS2   HOS2 H 0 0 N N N 22.422 -4.123  16.611 5.454  1.861  -0.996 HOS2   GGZ 39 
GGZ "H2'"  H2*  H 0 1 N N N 17.239 -9.347  21.058 0.002  0.002  -0.001 "H2'"  GGZ 40 
GGZ "H1'"  H1*  H 0 1 N N N 16.355 -11.117 18.983 2.255  -0.346 1.738  "H1'"  GGZ 41 
GGZ HN61   1HN6 H 0 0 N N N 23.609 -10.158 20.827 3.501  5.531  -1.032 HN61   GGZ 42 
GGZ HN62   2HN6 H 0 0 N N N 23.041 -11.658 20.070 2.390  5.873  -2.331 HN62   GGZ 43 
# 
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 
GGZ C2    N3     DOUB Y N 1  
GGZ C2    N1     SING Y N 2  
GGZ C2    H2     SING N N 3  
GGZ C4    N9     SING N N 4  
GGZ C4    C5     DOUB Y N 5  
GGZ C4    N3     SING Y N 6  
GGZ C5    N7     SING N N 7  
GGZ C5    C6     SING Y N 8  
GGZ C6    N6     SING N N 9  
GGZ C6    N1     DOUB Y N 10 
GGZ C8    N7     DOUB N N 11 
GGZ C8    N9     SING N N 12 
GGZ C8    H8     SING N N 13 
GGZ O3P   P1     SING N N 14 
GGZ O3P   HO3P   SING N N 15 
GGZ P1    "O3'"  SING N N 16 
GGZ P1    O1P    DOUB N N 17 
GGZ P1    "O2'"  SING N N 18 
GGZ "O2'" "C2'"  SING N N 19 
GGZ "O3'" "C3'"  SING N N 20 
GGZ "C3'" "C4'"  SING N N 21 
GGZ "C3'" "C2'"  SING N N 22 
GGZ "C3'" "H3'"  SING N N 23 
GGZ "C4'" "O4'"  SING N N 24 
GGZ "C4'" "C5'"  SING N N 25 
GGZ "C4'" "H4'"  SING N N 26 
GGZ "C5'" "O5'"  SING N N 27 
GGZ "C5'" "H5'1" SING N N 28 
GGZ "C5'" "H5'2" SING N N 29 
GGZ "O5'" P2     SING N N 30 
GGZ P2    O4P    DOUB N N 31 
GGZ P2    O6P    SING N N 32 
GGZ P2    O5P    SING N N 33 
GGZ O5P   HO5P   SING N N 34 
GGZ O6P   S2     SING N N 35 
GGZ S2    OS1    DOUB N N 36 
GGZ S2    OS3    DOUB N N 37 
GGZ S2    OS2    SING N N 38 
GGZ OS2   HOS2   SING N N 39 
GGZ "C2'" "C1'"  SING N N 40 
GGZ "C2'" "H2'"  SING N N 41 
GGZ "C1'" "O4'"  SING N N 42 
GGZ "C1'" N9     SING N N 43 
GGZ "C1'" "H1'"  SING N N 44 
GGZ N6    HN61   SING N N 45 
GGZ N6    HN62   SING N N 46 
# 
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 
GGZ SMILES           ACDLabs              10.04 O=P3(OC4C(OC(n1c2ncnc(N)c2nc1)C4O3)COP(=O)(O)OS(=O)(=O)O)O 
GGZ InChI            InChI                1.02b 
InChI=1/C10H13N5O12P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(25-29(18,19)26-7)4(24-10)1-23-28(16,17)27-30(20,21)22/h2-4,6-7,10H,1H2,(H,16,17)(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1/f/h16,18,20H,11H2 
GGZ InChIKey         InChI                1.02b BOTWXJFMSRDLBQ-XLCGOCJTDV 
GGZ SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)O[S](O)(=O)=O)[C@H]4O[P@@](O)(=O)O[C@@H]34 
GGZ SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[S](O)(=O)=O)[CH]4O[P](O)(=O)O[CH]34 
GGZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO[P@@](=O)(O)OS(=O)(=O)O)O[P@@](=O)(O4)O)N 
GGZ SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C4C(C(O3)COP(=O)(O)OS(=O)(=O)O)OP(=O)(O4)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 
GGZ "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-({[(R)-hydroxy(sulfooxy)phosphoryl]oxy}methyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-ol 2-oxide" 
GGZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,2R,4R,5R,7S)-4-(6-aminopurin-9-yl)-7-hydroxy-7-oxo-3,6,8-trioxa-7$l^{5}-phosphabicyclo[3.3.0]octan-2-yl]methyl sulfo hydrogen phosphate"        
# 
