data_8DG
# 
_chem_comp.id                                    8DG 
_chem_comp.name                                  "8-OXO-2'-DEOXYGUANOSINE-5'-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-16 
_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                        523.180 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8DG 
_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        1WUR 
_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 
8DG PG     PG   P 0 1 N N N -29.492 -16.582 1.305  7.176  -0.637 -0.503 PG     8DG 1  
8DG O1G    O1G  O 0 1 N N N -30.013 -16.457 -0.094 7.049  0.728  0.054  O1G    8DG 2  
8DG O2G    O2G  O 0 1 N N N -29.700 -15.336 2.117  7.698  -1.638 0.644  O2G    8DG 3  
8DG O3G    O3G  O 0 1 N N N -28.002 -16.930 1.270  8.227  -0.623 -1.723 O3G    8DG 4  
8DG O3B    O3B  O 0 1 N N N -30.305 -17.752 2.043  5.741  -1.134 -1.038 O3B    8DG 5  
8DG PB     PB   P 0 1 N N S -30.864 -19.147 1.449  4.647  -0.634 0.033  PB     8DG 6  
8DG O1B    O1B  O 0 1 N N N -29.839 -19.786 0.602  4.923  0.774  0.399  O1B    8DG 7  
8DG O2B    O2B  O 0 1 N N N -32.136 -18.921 0.737  4.724  -1.556 1.350  O2B    8DG 8  
8DG O3A    O3A  O 0 1 N N N -31.095 -20.048 2.732  3.176  -0.741 -0.612 O3A    8DG 9  
8DG PA     PA   P 0 1 N N R -31.481 -19.774 4.277  2.220  0.231  0.244  PA     8DG 10 
8DG O1A    O1A  O 0 1 N N N -31.744 -21.095 4.921  2.905  1.524  0.468  O1A    8DG 11 
8DG O2A    O2A  O 0 1 N N N -32.618 -18.813 4.301  1.890  -0.454 1.662  O2A    8DG 12 
8DG "O5'"  O5*  O 0 1 N N N -30.136 -19.112 4.809  0.850  0.482  -0.563 "O5'"  8DG 13 
8DG "C5'"  C5*  C 0 1 N N N -28.922 -19.853 5.004  0.099  1.439  0.187  "C5'"  8DG 14 
8DG "C4'"  C4*  C 0 1 N N R -27.991 -19.009 5.835  -1.223 1.724  -0.529 "C4'"  8DG 15 
8DG "O4'"  O4*  O 0 1 N N N -26.764 -19.705 6.207  -2.110 0.586  -0.441 "O4'"  8DG 16 
8DG "C3'"  C3*  C 0 1 N N S -27.513 -17.711 5.143  -2.004 2.851  0.194  "C3'"  8DG 17 
8DG "O3'"  O3*  O 0 1 N N N -28.030 -16.574 5.825  -1.587 4.138  -0.266 "O3'"  8DG 18 
8DG "C2'"  C2*  C 0 1 N N N -26.014 -17.798 5.202  -3.464 2.559  -0.230 "C2'"  8DG 19 
8DG "C1'"  C1*  C 0 1 N N R -25.849 -18.654 6.406  -3.443 1.078  -0.657 "C1'"  8DG 20 
8DG N9     N9   N 0 1 N N N -24.497 -19.176 6.624  -4.394 0.313  0.153  N9     8DG 21 
8DG C8     C8   C 0 1 N N N -23.683 -19.861 5.742  -4.308 0.111  1.481  C8     8DG 22 
8DG N7     N7   N 0 1 N N N -22.515 -20.165 6.259  -5.352 -0.636 1.890  N7     8DG 23 
8DG C5     C5   C 0 1 N N N -22.572 -19.650 7.556  -6.138 -0.923 0.772  C5     8DG 24 
8DG C6     C6   C 0 1 N N N -21.612 -19.651 8.610  -7.325 -1.644 0.574  C6     8DG 25 
8DG O6     O6   O 0 1 N N N -20.470 -20.113 8.632  -7.890 -2.187 1.510  O6     8DG 26 
8DG N1     N1   N 0 1 N N N -22.103 -19.017 9.766  -7.832 -1.720 -0.677 N1     8DG 27 
8DG C2     C2   C 0 1 N N N -23.363 -18.455 9.867  -7.189 -1.114 -1.713 C2     8DG 28 
8DG N2     N2   N 0 1 N N N -23.664 -17.896 11.049 -7.718 -1.208 -2.975 N2     8DG 29 
8DG N3     N3   N 0 1 N N N -24.245 -18.443 8.895  -6.076 -0.437 -1.534 N3     8DG 30 
8DG C4     C4   C 0 1 N N N -23.791 -19.053 7.774  -5.526 -0.320 -0.320 C4     8DG 31 
8DG O8     O8   O 0 1 N N N -24.076 -20.124 4.599  -3.424 0.538  2.201  O8     8DG 32 
8DG HOG2   2HOG H 0 0 N N N -29.370 -15.415 3.004  7.766  -2.514 0.240  HOG2   8DG 33 
8DG H3G    H3G  H 0 1 N N N -27.672 -17.009 2.157  9.071  -0.321 -1.361 H3G    8DG 34 
8DG HOB2   2HOB H 0 0 N N N -32.465 -19.741 0.388  4.539  -2.462 1.068  HOB2   8DG 35 
8DG HOA2   2HOA H 0 0 N N N -32.845 -18.652 5.209  1.445  -1.292 1.472  HOA2   8DG 36 
8DG "H5'1" 1H5* H 0 0 N N N -28.461 -20.187 4.045  0.671  2.363  0.274  "H5'1" 8DG 37 
8DG "H5'2" 2H5* H 0 0 N N N -29.098 -20.862 5.444  -0.105 1.043  1.181  "H5'2" 8DG 38 
8DG "H4'"  H4*  H 0 1 N N N -28.625 -18.773 6.721  -1.045 1.989  -1.571 "H4'"  8DG 39 
8DG "H3'"  H3*  H 0 1 N N N -27.867 -17.604 4.091  -1.890 2.771  1.275  "H3'"  8DG 40 
8DG H1     H1   H 0 1 N N N -27.736 -15.777 5.400  -2.171 4.787  0.151  H1     8DG 41 
8DG "H2'1" 1H2* H 0 0 N N N -25.472 -16.824 5.221  -3.751 3.193  -1.068 "H2'1" 8DG 42 
8DG "H2'2" 2H2* H 0 0 N N N -25.512 -18.162 4.275  -4.142 2.704  0.610  "H2'2" 8DG 43 
8DG "H1'"  H1*  H 0 1 N N N -26.034 -18.050 7.325  -3.703 0.993  -1.712 "H1'"  8DG 44 
8DG HN7    HN7  H 0 1 N N N -21.766 -20.666 5.782  -5.527 -0.924 2.800  HN7    8DG 45 
8DG HN1    HN1  H 0 1 N N N -21.503 -18.961 10.589 -8.652 -2.213 -0.838 HN1    8DG 46 
8DG HN21   1HN2 H 0 0 N N N -22.956 -17.205 11.296 -7.272 -0.779 -3.722 HN21   8DG 47 
8DG HN22   2HN2 H 0 0 N N N -24.593 -17.482 11.124 -8.536 -1.708 -3.122 HN22   8DG 48 
# 
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 
8DG PG    O1G    DOUB N N 1  
8DG PG    O2G    SING N N 2  
8DG PG    O3G    SING N N 3  
8DG PG    O3B    SING N N 4  
8DG O2G   HOG2   SING N N 5  
8DG O3G   H3G    SING N N 6  
8DG O3B   PB     SING N N 7  
8DG PB    O1B    DOUB N N 8  
8DG PB    O2B    SING N N 9  
8DG PB    O3A    SING N N 10 
8DG O2B   HOB2   SING N N 11 
8DG O3A   PA     SING N N 12 
8DG PA    O1A    DOUB N N 13 
8DG PA    O2A    SING N N 14 
8DG PA    "O5'"  SING N N 15 
8DG O2A   HOA2   SING N N 16 
8DG "O5'" "C5'"  SING N N 17 
8DG "C5'" "C4'"  SING N N 18 
8DG "C5'" "H5'1" SING N N 19 
8DG "C5'" "H5'2" SING N N 20 
8DG "C4'" "O4'"  SING N N 21 
8DG "C4'" "C3'"  SING N N 22 
8DG "C4'" "H4'"  SING N N 23 
8DG "O4'" "C1'"  SING N N 24 
8DG "C3'" "O3'"  SING N N 25 
8DG "C3'" "C2'"  SING N N 26 
8DG "C3'" "H3'"  SING N N 27 
8DG "O3'" H1     SING N N 28 
8DG "C2'" "C1'"  SING N N 29 
8DG "C2'" "H2'1" SING N N 30 
8DG "C2'" "H2'2" SING N N 31 
8DG "C1'" N9     SING N N 32 
8DG "C1'" "H1'"  SING N N 33 
8DG N9    C8     SING N N 34 
8DG N9    C4     SING N N 35 
8DG C8    N7     SING N N 36 
8DG C8    O8     DOUB N N 37 
8DG N7    C5     SING N N 38 
8DG N7    HN7    SING N N 39 
8DG C5    C6     SING N N 40 
8DG C5    C4     DOUB N N 41 
8DG C6    O6     DOUB N N 42 
8DG C6    N1     SING N N 43 
8DG N1    C2     SING N N 44 
8DG N1    HN1    SING N N 45 
8DG C2    N2     SING N N 46 
8DG C2    N3     DOUB N N 47 
8DG N2    HN21   SING N N 48 
8DG N2    HN22   SING N N 49 
8DG N3    C4     SING N N 50 
# 
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 
8DG SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(N2C(=O)NC1=C2N=C(N)NC1=O)CC3O 
8DG InChI            InChI                1.02b 
InChI=1/C10H16N5O14P3/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(27-5)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1/f/h12,14,19-20,22,24H,11H2 
8DG InChIKey         InChI                1.02b BUZOGVVQWCXXDP-DMXGPERRDJ 
8DG SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(NC(=O)N2[C@H]3C[C@H](O)[C@@H](CO[P@](O)(=O)O[P@](O)(=O)O[P](O)(O)=O)O3)C(=O)N1 
8DG SMILES           CACTVS               3.341 NC1=NC2=C(NC(=O)N2[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O3)C(=O)N1 
8DG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H](O[C@H]1N2C3=C(C(=O)NC(=N3)N)NC2=O)CO[P@@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O 
8DG SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(OC1N2C3=C(C(=O)NC(=N3)N)NC2=O)COP(=O)(O)OP(=O)(O)OP(=O)(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 
8DG "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-8-oxoguanosine 5'-(tetrahydrogen triphosphate)
;
8DG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,5R)-5-(2-amino-6,8-dioxo-1,7-dihydropurin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate" 
# 
