data_DG3
# 
_chem_comp.id                                    DG3 
_chem_comp.name                                  "2'-3'-DIDEOXYGUANOSINE-5'-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        491.182 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DG3 
_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        1QSS 
_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 
DG3 PG     PG   P 0 1 N N N -3.281  22.133 -1.640  -1.092 -0.413 6.888  PG     DG3 1  
DG3 O1G    O1G  O 0 1 N N N -2.103  22.812 -2.232  -1.948 0.768  6.644  O1G    DG3 2  
DG3 O2G    O2G  O 0 1 N N N -3.671  22.432 -0.243  -1.813 -1.390 7.945  O2G    DG3 3  
DG3 O3G    O3G  O 0 1 N N N -2.974  20.553 -1.635  0.326  0.064  7.480  O3G    DG3 4  
DG3 O3B    O3B  O 0 1 N N N -4.552  22.274 -2.633  -0.857 -1.200 5.503  O3B    DG3 5  
DG3 PB     PB   P 0 1 N N R -5.483  23.486 -3.151  -0.136 -0.170 4.498  PB     DG3 6  
DG3 O1B    O1B  O 0 1 N N N -6.336  22.800 -4.153  -1.008 1.008  4.292  O1B    DG3 7  
DG3 O2B    O2B  O 0 1 N N N -6.114  24.103 -1.958  1.265  0.304  5.131  O2B    DG3 8  
DG3 O3A    O3A  O 0 1 N N N -4.505  24.533 -3.909  0.129  -0.895 3.086  O3A    DG3 9  
DG3 PA     PA   P 0 1 N N R -4.092  26.072 -3.698  0.848  0.187  2.135  PA     DG3 10 
DG3 O1A    O1A  O 0 1 N N N -2.871  26.322 -4.501  2.122  0.617  2.753  O1A    DG3 11 
DG3 O2A    O2A  O 0 1 N N N -4.115  26.429 -2.261  -0.116 1.463  1.950  O2A    DG3 12 
DG3 "O5'"  O5*  O 0 1 N N N -5.351  26.712 -4.437  1.145  -0.474 0.698  "O5'"  DG3 13 
DG3 "C5'"  C5*  C 0 1 N N N -6.547  27.058 -3.713  1.780  0.530  -0.095 "C5'"  DG3 14 
DG3 "C4'"  C4*  C 0 1 N N S -7.772  26.641 -4.492  2.091  -0.036 -1.482 "C4'"  DG3 15 
DG3 "O4'"  O4*  O 0 1 N N N -7.804  27.353 -5.756  0.872  -0.334 -2.199 "O4'"  DG3 16 
DG3 "C3'"  C3*  C 0 1 N N N -7.849  25.172 -4.876  2.781  1.033  -2.366 "C3'"  DG3 17 
DG3 "C2'"  C2*  C 0 1 N N N -8.768  25.205 -6.090  2.437  0.544  -3.794 "C2'"  DG3 18 
DG3 "C1'"  C1*  C 0 1 N N R -8.348  26.514 -6.760  1.206  -0.361 -3.597 "C1'"  DG3 19 
DG3 N9     N9   N 0 1 Y N N -7.344  26.317 -7.801  0.082  0.145  -4.388 N9     DG3 20 
DG3 C8     C8   C 0 1 Y N N -5.976  26.305 -7.656  -0.853 1.049  -3.973 C8     DG3 21 
DG3 N7     N7   N 0 1 Y N N -5.345  26.090 -8.777  -1.705 1.272  -4.931 N7     DG3 22 
DG3 C5     C5   C 0 1 Y N N -6.355  25.954 -9.719  -1.368 0.528  -6.013 C5     DG3 23 
DG3 C6     C6   C 0 1 N N N -6.285  25.706 -11.114 -1.917 0.368  -7.307 C6     DG3 24 
DG3 O6     O6   O 0 1 N N N -5.282  25.553 -11.819 -2.915 0.982  -7.644 O6     DG3 25 
DG3 N1     N1   N 0 1 N N N -7.551  25.644 -11.685 -1.303 -0.478 -8.164 N1     DG3 26 
DG3 C2     C2   C 0 1 N N N -8.733  25.800 -11.006 -0.191 -1.164 -7.775 C2     DG3 27 
DG3 N2     N2   N 0 1 N N N -9.855  25.709 -11.733 0.406  -2.021 -8.664 N2     DG3 28 
DG3 N3     N3   N 0 1 N N N -8.812  26.030 -9.709  0.327  -1.024 -6.576 N3     DG3 29 
DG3 C4     C4   C 0 1 Y N N -7.594  26.094 -9.133  -0.221 -0.199 -5.677 C4     DG3 30 
DG3 HOG2   2HOG H 0 0 N N N -4.425  21.997 0.136   -1.934 -0.881 8.758  HOG2   DG3 31 
DG3 HOG3   3HOG H 0 0 N N N -3.728  20.118 -1.255  0.852  -0.733 7.625  HOG3   DG3 32 
DG3 HOB2   2HOB H 0 0 N N N -6.662  24.816 -2.263  1.802  -0.491 5.249  HOB2   DG3 33 
DG3 HOA2   2HOA H 0 0 N N N -3.870  27.338 -2.136  -0.933 1.139  1.545  HOA2   DG3 34 
DG3 "H5'1" 1H5* H 0 0 N N N -6.545  26.633 -2.681  2.706  0.842  0.385  "H5'1" DG3 35 
DG3 "H5'2" 2H5* H 0 0 N N N -6.572  28.140 -3.446  1.115  1.388  -0.194 "H5'2" DG3 36 
DG3 "H4'"  H4*  H 0 1 N N N -8.614  26.868 -3.798  2.714  -0.926 -1.400 "H4'"  DG3 37 
DG3 "H3'1" 1H3* H 0 0 N N N -6.864  24.676 -5.044  3.859  1.035  -2.205 "H3'1" DG3 38 
DG3 "H3'2" 2H3* H 0 0 N N N -8.173  24.487 -4.057  2.360  2.021  -2.181 "H3'2" DG3 39 
DG3 "H2'1" 1H2* H 0 0 N N N -8.724  24.302 -6.743  3.266  -0.024 -4.213 "H2'1" DG3 40 
DG3 "H2'2" 2H2* H 0 0 N N N -9.856  25.115 -5.864  2.189  1.389  -4.437 "H2'2" DG3 41 
DG3 "H1'"  H1*  H 0 1 N N N -9.244  26.962 -7.247  1.443  -1.380 -3.902 "H1'"  DG3 42 
DG3 H8     H8   H 0 1 N N N -5.426  26.456 -6.711  -0.882 1.509  -2.997 H8     DG3 43 
DG3 HN1    HN1  H 0 1 N N N -7.618  25.469 -12.687 -1.661 -0.605 -9.056 HN1    DG3 44 
DG3 HN21   1HN2 H 0 0 N N N -10.733 25.825 -11.228 1.201  -2.513 -8.403 HN21   DG3 45 
DG3 HN22   2HN2 H 0 0 N N N -9.864  24.824 -12.240 0.033  -2.138 -9.551 HN22   DG3 46 
# 
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 
DG3 PG    O1G    DOUB N N 1  
DG3 PG    O2G    SING N N 2  
DG3 PG    O3G    SING N N 3  
DG3 PG    O3B    SING N N 4  
DG3 O2G   HOG2   SING N N 5  
DG3 O3G   HOG3   SING N N 6  
DG3 O3B   PB     SING N N 7  
DG3 PB    O1B    DOUB N N 8  
DG3 PB    O2B    SING N N 9  
DG3 PB    O3A    SING N N 10 
DG3 O2B   HOB2   SING N N 11 
DG3 O3A   PA     SING N N 12 
DG3 PA    O1A    DOUB N N 13 
DG3 PA    O2A    SING N N 14 
DG3 PA    "O5'"  SING N N 15 
DG3 O2A   HOA2   SING N N 16 
DG3 "O5'" "C5'"  SING N N 17 
DG3 "C5'" "C4'"  SING N N 18 
DG3 "C5'" "H5'1" SING N N 19 
DG3 "C5'" "H5'2" SING N N 20 
DG3 "C4'" "O4'"  SING N N 21 
DG3 "C4'" "C3'"  SING N N 22 
DG3 "C4'" "H4'"  SING N N 23 
DG3 "O4'" "C1'"  SING N N 24 
DG3 "C3'" "C2'"  SING N N 25 
DG3 "C3'" "H3'1" SING N N 26 
DG3 "C3'" "H3'2" SING N N 27 
DG3 "C2'" "C1'"  SING N N 28 
DG3 "C2'" "H2'1" SING N N 29 
DG3 "C2'" "H2'2" SING N N 30 
DG3 "C1'" N9     SING N N 31 
DG3 "C1'" "H1'"  SING N N 32 
DG3 N9    C8     SING Y N 33 
DG3 N9    C4     SING Y N 34 
DG3 C8    N7     DOUB Y N 35 
DG3 C8    H8     SING N N 36 
DG3 N7    C5     SING Y N 37 
DG3 C5    C6     SING N N 38 
DG3 C5    C4     DOUB Y N 39 
DG3 C6    O6     DOUB N N 40 
DG3 C6    N1     SING N N 41 
DG3 N1    C2     SING N N 42 
DG3 N1    HN1    SING N N 43 
DG3 C2    N2     SING N N 44 
DG3 C2    N3     DOUB N N 45 
DG3 N2    HN21   SING N N 46 
DG3 N2    HN22   SING N N 47 
DG3 N3    C4     SING N N 48 
# 
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 
DG3 InChI            InChI                1.02b 
InChI=1/C10H16N5O12P3/c11-10-13-8-7(9(16)14-10)12-4-15(8)6-2-1-5(25-6)3-24-29(20,21)27-30(22,23)26-28(17,18)19/h4-6H,1-3H2,(H,20,21)(H,22,23)(H2,17,18,19)(H3,11,13,14,16)/t5-,6+/m0/s1/f/h14,17-18,20,22H,11H2 
DG3 InChIKey         InChI                1.02b HDRRAMINWIWTNU-WBOHNIHMDT 
DG3 SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@H]3CC[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)O3 
DG3 SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3CC[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O3 
DG3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3CC[C@H](O3)CO[P@@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)N=C(NC2=O)N 
DG3 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3CCC(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N=C(NC2=O)N 
# 
_pdbx_chem_comp_identifier.comp_id           DG3 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "[[(2S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate" 
# 
