data_8GM
#

_chem_comp.id                                   8GM
_chem_comp.name                                 "[(2R,3S,4R,5R)-5-[2-azanyl-6,8-bis(oxidanylidene)-1,7-dihydropurin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H14 N5 O9 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "8-oxoguanosine-5'-phosphate"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-06-17
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       379.220
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8GM
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       5GG9
_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
8GM  OP3    O1   O  0  1  N  N  N  29.634  28.667  11.782  -5.258   1.909  -1.781  O3A    8GM   1  
8GM  P      P1   P  0  1  N  N  N  28.764  27.603  11.093  -4.920   1.047  -0.463  PA     8GM   2  
8GM  OP2    O2   O  0  1  N  N  N  27.583  27.097  11.953  -4.721   2.038   0.790  O1A    8GM   3  
8GM  OP1    O3   O  0  1  N  N  N  28.357  27.995   9.696  -6.036   0.116  -0.184  O2A    8GM   4  
8GM  "O5'"  O4   O  0  1  N  N  N  29.850  26.388  10.828  -3.568   0.207  -0.703  "O5'"  8GM   5  
8GM  "C5'"  C1   C  0  1  N  N  N  29.459  25.089  10.341  -3.059  -0.736   0.242  "C5'"  8GM   6  
8GM  "C4'"  C2   C  0  1  N  N  R  30.592  24.038  10.180  -1.766  -1.352  -0.297  "C4'"  8GM   7  
8GM  "O4'"  O5   O  0  1  N  N  N  31.484  23.842  11.326  -0.740  -0.348  -0.370  "O4'"  8GM   8  
8GM  "C3'"  C3   C  0  1  N  N  S  29.986  22.653   9.956  -1.267  -2.447   0.665  "C3'"  8GM   9  
8GM  "O3'"  O6   O  0  1  N  N  N  30.905  21.893   9.158  -1.203  -3.709  -0.004  "O3'"  8GM  10  
8GM  "C2'"  C4   C  0  1  N  N  R  29.979  21.998  11.323   0.151  -1.978   1.072  "C2'"  8GM  11  
8GM  "O2'"  O7   O  0  1  N  N  N  29.987  20.592  11.294   1.061  -3.079   1.113  "O2'"  8GM  12  
8GM  "C1'"  C5   C  0  1  N  N  R  31.311  22.503  11.864   0.512  -1.003  -0.077  "C1'"  8GM  13  
8GM  N9     N1   N  0  1  N  N  N  31.387  22.590  13.339   1.512  -0.029   0.368  N9     8GM  14  
8GM  C8     C6   C  0  1  N  N  N  32.238  21.970  14.159   1.357   0.849   1.377  C8     8GM  15  
8GM  O8     O8   O  0  1  N  N  N  33.107  21.102  13.731   0.360   0.958   2.066  O8     8GM  16  
8GM  C4     C7   C  0  1  N  N  N  30.674  23.414  14.098   2.770   0.136  -0.175  C4     8GM  17  
8GM  N3     N2   N  0  1  N  N  N  29.632  24.258  13.813   3.428  -0.465  -1.173  N3     8GM  18  
8GM  C2     C8   C  0  1  N  N  N  29.098  24.962  14.812   4.652  -0.105  -1.493  C2     8GM  19  
8GM  N2     N3   N  0  1  N  N  N  28.090  25.816  14.517   5.290  -0.747  -2.524  N2     8GM  20  
8GM  N1     N4   N  0  1  N  N  N  29.541  24.835  16.095   5.302   0.890  -0.828  N1     8GM  21  
8GM  C6     C9   C  0  1  N  N  N  30.506  24.005  16.531   4.693   1.536   0.190  C6     8GM  22  
8GM  O6     O9   O  0  1  N  N  N  30.790  23.904  17.725   5.264   2.430   0.793  O6     8GM  23  
8GM  C5     C10  C  0  1  N  N  N  31.160  23.190  15.489   3.388   1.157   0.537  C5     8GM  24  
8GM  N7     N5   N  0  1  N  N  N  32.158  22.274  15.484   2.477   1.587   1.505  N7     8GM  25  
8GM  H1     H1   H  0  1  N  N  N  29.764  29.400  11.192  -6.062   2.441  -1.707  H1     8GM  26  
8GM  H2     H2   H  0  1  N  N  N  26.784  27.121  11.440  -4.004   2.677   0.676  H2     8GM  27  
8GM  H3     H3   H  0  1  N  N  N  28.991  25.229   9.356  -2.855  -0.231   1.186  H3     8GM  28  
8GM  H4     H4   H  0  1  N  N  N  28.719  24.678  11.044  -3.796  -1.523   0.403  H4     8GM  29  
8GM  H5     H5   H  0  1  N  N  N  31.188  24.307   9.295  -1.942  -1.775  -1.286  H5     8GM  30  
8GM  H6     H6   H  0  1  N  N  N  28.977  22.713   9.522  -1.914  -2.511   1.540  H6     8GM  31  
8GM  H7     H7   H  0  1  N  N  N  30.550  21.025   9.005  -0.895  -4.435   0.555  H7     8GM  32  
8GM  H8     H8   H  0  1  N  N  N  29.150  22.391  11.930   0.128  -1.458   2.030  H8     8GM  33  
8GM  H9     H9   H  0  1  N  N  N  29.982  20.256  12.183   0.825  -3.761   1.756  H9     8GM  34  
8GM  H10    H10  H  0  1  N  N  N  32.114  21.848  11.495   0.871  -1.552  -0.948  H10    8GM  35  
8GM  H11    H11  H  0  1  N  N  N  27.769  25.903  13.574   4.838  -1.458  -3.006  H11    8GM  36  
8GM  H12    H12  H  0  1  N  N  N  27.667  26.359  15.242   6.192  -0.492  -2.771  H12    8GM  37  
8GM  H13    H13  H  0  1  N  N  N  29.105  25.417  16.781   6.205   1.135  -1.086  H13    8GM  38  
8GM  H14    H14  H  0  1  N  N  N  32.693  21.916  16.249   2.626   2.290   2.157  H14    8GM  39  
#   #
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
8GM  "O3'"  "C3'"  SING  N  N   1  
8GM  OP1    P      DOUB  N  N   2  
8GM  "C3'"  "C4'"  SING  N  N   3  
8GM  "C3'"  "C2'"  SING  N  N   4  
8GM  "C4'"  "C5'"  SING  N  N   5  
8GM  "C4'"  "O4'"  SING  N  N   6  
8GM  "C5'"  "O5'"  SING  N  N   7  
8GM  "O5'"  P      SING  N  N   8  
8GM  P      OP3    SING  N  N   9  
8GM  P      OP2    SING  N  N  10  
8GM  "O2'"  "C2'"  SING  N  N  11  
8GM  "C2'"  "C1'"  SING  N  N  12  
8GM  "O4'"  "C1'"  SING  N  N  13  
8GM  "C1'"  N9     SING  N  N  14  
8GM  N9     C4     SING  N  N  15  
8GM  N9     C8     SING  N  N  16  
8GM  O8     C8     DOUB  N  N  17  
8GM  N3     C4     SING  N  N  18  
8GM  N3     C2     DOUB  N  N  19  
8GM  C4     C5     DOUB  N  N  20  
8GM  C8     N7     SING  N  N  21  
8GM  N2     C2     SING  N  N  22  
8GM  C2     N1     SING  N  N  23  
8GM  N7     C5     SING  N  N  24  
8GM  C5     C6     SING  N  N  25  
8GM  N1     C6     SING  N  N  26  
8GM  C6     O6     DOUB  N  N  27  
8GM  OP3    H1     SING  N  N  28  
8GM  OP2    H2     SING  N  N  29  
8GM  "C5'"  H3     SING  N  N  30  
8GM  "C5'"  H4     SING  N  N  31  
8GM  "C4'"  H5     SING  N  N  32  
8GM  "C3'"  H6     SING  N  N  33  
8GM  "O3'"  H7     SING  N  N  34  
8GM  "C2'"  H8     SING  N  N  35  
8GM  "O2'"  H9     SING  N  N  36  
8GM  "C1'"  H10    SING  N  N  37  
8GM  N2     H11    SING  N  N  38  
8GM  N2     H12    SING  N  N  39  
8GM  N1     H13    SING  N  N  40  
8GM  N7     H14    SING  N  N  41  
#   #
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
8GM  InChI             InChI                 1.03   "InChI=1S/C10H14N5O9P/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(24-8)1-23-25(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H2,20,21,22)(H3,11,13,14,18)/t2-,4-,5-,8-/m1/s1"  
8GM  InChIKey          InChI                 1.03   MDSQIQSLWQTQDK-UMMCILCDSA-N  
8GM  SMILES_CANONICAL  CACTVS                3.385  "NC1=NC2=C(NC(=O)N2[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)C(=O)N1"  
8GM  SMILES            CACTVS                3.385  "NC1=NC2=C(NC(=O)N2[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)C(=O)N1"  
8GM  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "C([C@@H]1[C@H]([C@H]([C@@H](O1)N2C3=C(C(=O)NC(=N3)N)NC2=O)O)O)OP(=O)(O)O"  
8GM  SMILES            "OpenEye OEToolkits"  2.0.5  "C(C1C(C(C(O1)N2C3=C(C(=O)NC(=N3)N)NC2=O)O)O)OP(=O)(O)O"  
#
_pdbx_chem_comp_identifier.comp_id          8GM
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.5
_pdbx_chem_comp_identifier.identifier       "[(2~{R},3~{S},4~{R},5~{R})-5-[2-azanyl-6,8-bis(oxidanylidene)-1,7-dihydropurin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
8GM  "Create component"  2016-06-17  PDBJ  
8GM  "Initial release"   2017-04-19  RCSB  
8GM  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     8GM
_pdbx_chem_comp_synonyms.name        "8-oxoguanosine-5'-phosphate"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
