data_HQG
#

_chem_comp.id                                   HQG
_chem_comp.name                                 "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-3,4-bis(oxidanyl)-5-phosphonooxy-oxolan-2-yl]methyl hydrogen phosphate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H24 N5 O17 P3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-07-16
_chem_comp.pdbx_modified_date                   2019-03-15
_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                       639.296
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HQG
_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       6E3A
_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
HQG  C1B  C1   C  0  1  N  N  R  -12.159  -14.857   3.537   4.951   0.437  -0.849  C1B  HQG   1  
HQG  C1D  C2   C  0  1  N  N  R  -17.185   -8.107  11.329  -6.644   1.253  -0.358  C1D  HQG   2  
HQG  C2A  C3   C  0  1  Y  N  N  -10.590  -16.586  -0.136   8.363   3.123   0.287  C2A  HQG   3  
HQG  C2B  C4   C  0  1  N  N  R  -12.394  -14.719   4.885   5.679  -0.554  -1.793  C2B  HQG   4  
HQG  C2D  C5   C  0  1  N  N  R  -16.839   -9.557  11.837  -7.700   0.812   0.674  C2D  HQG   5  
HQG  C3B  C6   C  0  1  N  N  S  -13.727  -13.841   4.918   4.512  -1.098  -2.654  C3B  HQG   6  
HQG  C3D  C7   C  0  1  N  N  S  -15.268   -9.507  11.912  -7.122  -0.494   1.273  C3D  HQG   7  
HQG  C4A  C8   C  0  1  Y  N  N  -10.439  -15.738   1.982   6.747   1.514   0.573  C4A  HQG   8  
HQG  C4B  C9   C  0  1  N  N  R  -13.543  -12.972   3.831   3.256  -0.816  -1.808  C4B  HQG   9  
HQG  C4D  C10  C  0  1  N  N  R  -14.868   -8.563  11.000  -5.614  -0.365   0.939  C4D  HQG  10  
HQG  C5A  C11  C  0  1  Y  N  N   -9.088  -15.954   2.037   7.168   1.344   1.903  C5A  HQG  11  
HQG  C5B  C12  C  0  1  N  N  N  -13.053  -11.592   4.286   2.518  -2.125  -1.519  C5B  HQG  12  
HQG  C5D  C13  C  0  1  N  N  N  -14.136   -9.030   9.782  -4.954  -1.744   0.886  C5D  HQG  13  
HQG  C6A  C14  C  0  1  Y  N  N   -8.485  -16.559   0.922   8.228   2.138   2.370  C6A  HQG  14  
HQG  C8A  C15  C  0  1  Y  N  N   -9.695  -15.066   3.941   5.534  -0.041   1.560  C8A  HQG  15  
HQG  N1A  N1   N  0  1  Y  N  N   -9.275  -16.808  -0.153   8.790   3.002   1.530  N1A  HQG  16  
HQG  N3A  N2   N  0  1  Y  N  N  -11.214  -16.030   0.913   7.367   2.407  -0.192  N3A  HQG  17  
HQG  N6A  N3   N  0  1  N  N  N   -7.106  -16.872   0.859   8.686   2.015   3.670  N6A  HQG  18  
HQG  N7A  N4   N  0  1  Y  N  N   -8.640  -15.513   3.252   6.387   0.380   2.448  N7A  HQG  19  
HQG  N9A  N5   N  0  1  Y  N  N  -10.784  -15.169   3.175   5.716   0.628   0.386  N9A  HQG  20  
HQG  O1A  O1   O  0  1  N  N  N  -15.400   -9.288   6.100   0.959  -3.920   0.740  O1A  HQG  21  
HQG  O1N  O2   O  0  1  N  N  N  -13.127  -11.914   9.182  -2.507  -3.626   1.994  O1N  HQG  22  
HQG  O1Z  O3   O  0  1  N  N  N  -18.413   -5.346  11.260  -6.614   3.887  -2.040  O1Z  HQG  23  
HQG  O2A  O4   O  0  1  N  N  N  -13.049   -8.847   5.480  -0.111  -3.815  -1.544  O2A  HQG  24  
HQG  O2B  O5   O  0  1  N  N  N  -12.616  -16.005   5.492   6.637   0.127  -2.606  O2B  HQG  25  
HQG  O2D  O6   O  0  1  N  N  N  -17.494   -9.861  12.961  -7.850   1.805   1.691  O2D  HQG  26  
HQG  O2N  O7   O  0  1  N  N  N  -15.270  -12.082   7.798  -2.991  -3.757  -0.479  O2N  HQG  27  
HQG  O2Z  O8   O  0  1  N  N  N  -19.598   -6.798  12.836  -4.268   2.983  -1.815  O2Z  HQG  28  
HQG  O3   O9   O  0  1  N  N  N  -13.419  -10.505   7.237  -1.056  -2.306   0.244  O3   HQG  29  
HQG  O3B  O10  O  0  1  N  N  N  -14.890  -14.699   4.714   4.445  -0.404  -3.901  O3B  HQG  30  
HQG  O3D  O11  O  0  1  N  N  N  -14.795   -9.151  13.262  -7.330  -0.542   2.686  O3D  HQG  31  
HQG  O3Z  O12  O  0  1  N  N  N  -17.849   -5.244  13.749  -5.132   4.945  -0.292  O3Z  HQG  32  
HQG  O4B  O13  O  0  1  N  N  N  -12.392  -13.479   2.989   3.695  -0.221  -0.575  O4B  HQG  33  
HQG  O4D  O14  O  0  1  N  N  N  -16.210   -7.798  10.509  -5.609   0.255  -0.364  O4D  HQG  34  
HQG  O4Z  O15  O  0  1  N  N  N  -17.144   -7.183  12.426  -6.097   2.519   0.016  O4Z  HQG  35  
HQG  O5B  O16  O  0  1  N  N  N  -14.216  -10.973   4.833   1.296  -1.843  -0.836  O5B  HQG  36  
HQG  O5D  O17  O  0  1  N  N  N  -14.961  -10.034   9.184  -3.546  -1.592   0.693  O5D  HQG  37  
HQG  PA   P1   P  0  1  N  N  N  -14.038   -9.821   5.909   0.264  -2.989  -0.375  PA   HQG  38  
HQG  PN   P2   P  0  1  N  N  N  -14.204  -11.253   8.404  -2.535  -2.840   0.590  PN   HQG  39  
HQG  PZ   P3   P  0  1  N  N  N  -18.323   -6.102  12.587  -5.551   3.590  -1.054  PZ   HQG  40  
HQG  H1   H1   H  0  1  N  N  N  -12.854  -15.570   3.070   4.784   1.391  -1.348  H1   HQG  41  
HQG  H2   H2   H  0  1  N  N  N  -18.175   -8.115  10.849  -7.099   1.324  -1.346  H2   HQG  42  
HQG  H3   H3   H  0  1  N  N  N  -11.175  -16.865  -1.000   8.845   3.840  -0.361  H3   HQG  43  
HQG  H4   H4   H  0  1  N  N  N  -11.589  -14.170   5.395   6.151  -1.356  -1.227  H4   HQG  44  
HQG  H5   H5   H  0  1  N  N  N  -17.106  -10.258  11.033  -8.654   0.618   0.185  H5   HQG  45  
HQG  H6   H6   H  0  1  N  N  N  -13.788  -13.303   5.876   4.628  -2.169  -2.820  H6   HQG  46  
HQG  H7   H7   H  0  1  N  N  N  -14.882  -10.501  11.641  -7.555  -1.369   0.788  H7   HQG  47  
HQG  H8   H8   H  0  1  N  N  N  -14.452  -12.871   3.221   2.597  -0.129  -2.340  H8   HQG  48  
HQG  H9   H9   H  0  1  N  N  N  -14.244   -7.808  11.501  -5.113   0.271   1.669  H9   HQG  49  
HQG  H10  H10  H  0  1  N  N  N  -12.267  -11.689   5.049   2.300  -2.634  -2.458  H10  HQG  50  
HQG  H11  H11  H  0  1  N  N  N  -12.667  -11.014   3.433   3.144  -2.765  -0.896  H11  HQG  51  
HQG  H12  H12  H  0  1  N  N  N  -13.161   -9.454  10.062  -5.138  -2.271   1.822  H12  HQG  52  
HQG  H13  H13  H  0  1  N  N  N  -13.985   -8.194   9.083  -5.374  -2.316   0.059  H13  HQG  53  
HQG  H14  H14  H  0  1  N  N  N   -9.671  -14.684   4.951   4.792  -0.807   1.727  H14  HQG  54  
HQG  H15  H15  H  0  1  N  N  N   -6.893  -17.262  -0.037   8.274   1.374   4.271  H15  HQG  55  
HQG  H16  H16  H  0  1  N  N  N   -6.569  -16.040   0.997   9.418   2.570   3.981  H16  HQG  56  
HQG  H17  H17  H  0  1  N  N  N  -15.407   -8.359   5.903   1.230  -3.444   1.536  H17  HQG  57  
HQG  H18  H18  H  0  1  N  N  N  -13.272  -12.853   9.191  -2.217  -3.086   2.742  H18  HQG  58  
HQG  H19  H19  H  0  1  N  N  N  -12.777  -15.893   6.422   7.119  -0.450  -3.214  H19  HQG  59  
HQG  H20  H20  H  0  1  N  N  N  -17.261  -10.740  13.236  -8.153   2.662   1.362  H20  HQG  60  
HQG  H21  H21  H  0  1  N  N  N  -20.198   -6.626  12.120  -3.531   2.764  -1.229  H21  HQG  61  
HQG  H22  H22  H  0  1  N  N  N  -14.993  -15.276   5.461   5.236  -0.501  -4.448  H22  HQG  62  
HQG  H23  H23  H  0  1  N  N  N  -15.079   -9.812  13.882  -8.261  -0.533   2.947  H23  HQG  63  
HQG  H24  H24  H  0  1  N  N  N  -17.685   -4.359  13.444  -4.793   5.636  -0.877  H24  HQG  64  
#   #
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
HQG  N1A  C2A  DOUB  Y  N   1  
HQG  N1A  C6A  SING  Y  N   2  
HQG  C2A  N3A  SING  Y  N   3  
HQG  N6A  C6A  SING  N  N   4  
HQG  N3A  C4A  DOUB  Y  N   5  
HQG  C6A  C5A  DOUB  Y  N   6  
HQG  C4A  C5A  SING  Y  N   7  
HQG  C4A  N9A  SING  Y  N   8  
HQG  C5A  N7A  SING  Y  N   9  
HQG  O4B  C1B  SING  N  N  10  
HQG  O4B  C4B  SING  N  N  11  
HQG  N9A  C1B  SING  N  N  12  
HQG  N9A  C8A  SING  Y  N  13  
HQG  N7A  C8A  DOUB  Y  N  14  
HQG  C1B  C2B  SING  N  N  15  
HQG  C4B  C5B  SING  N  N  16  
HQG  C4B  C3B  SING  N  N  17  
HQG  C5B  O5B  SING  N  N  18  
HQG  O3B  C3B  SING  N  N  19  
HQG  O5B  PA   SING  N  N  20  
HQG  C2B  C3B  SING  N  N  21  
HQG  C2B  O2B  SING  N  N  22  
HQG  O2A  PA   DOUB  N  N  23  
HQG  PA   O1A  SING  N  N  24  
HQG  PA   O3   SING  N  N  25  
HQG  O3   PN   SING  N  N  26  
HQG  O2N  PN   DOUB  N  N  27  
HQG  PN   O1N  SING  N  N  28  
HQG  PN   O5D  SING  N  N  29  
HQG  O5D  C5D  SING  N  N  30  
HQG  C5D  C4D  SING  N  N  31  
HQG  O4D  C4D  SING  N  N  32  
HQG  O4D  C1D  SING  N  N  33  
HQG  C4D  C3D  SING  N  N  34  
HQG  O1Z  PZ   DOUB  N  N  35  
HQG  C1D  C2D  SING  N  N  36  
HQG  C1D  O4Z  SING  N  N  37  
HQG  C2D  C3D  SING  N  N  38  
HQG  C2D  O2D  SING  N  N  39  
HQG  C3D  O3D  SING  N  N  40  
HQG  O4Z  PZ   SING  N  N  41  
HQG  PZ   O2Z  SING  N  N  42  
HQG  PZ   O3Z  SING  N  N  43  
HQG  C1B  H1   SING  N  N  44  
HQG  C1D  H2   SING  N  N  45  
HQG  C2A  H3   SING  N  N  46  
HQG  C2B  H4   SING  N  N  47  
HQG  C2D  H5   SING  N  N  48  
HQG  C3B  H6   SING  N  N  49  
HQG  C3D  H7   SING  N  N  50  
HQG  C4B  H8   SING  N  N  51  
HQG  C4D  H9   SING  N  N  52  
HQG  C5B  H10  SING  N  N  53  
HQG  C5B  H11  SING  N  N  54  
HQG  C5D  H12  SING  N  N  55  
HQG  C5D  H13  SING  N  N  56  
HQG  C8A  H14  SING  N  N  57  
HQG  N6A  H15  SING  N  N  58  
HQG  N6A  H16  SING  N  N  59  
HQG  O1A  H17  SING  N  N  60  
HQG  O1N  H18  SING  N  N  61  
HQG  O2B  H19  SING  N  N  62  
HQG  O2D  H20  SING  N  N  63  
HQG  O2Z  H21  SING  N  N  64  
HQG  O3B  H22  SING  N  N  65  
HQG  O3D  H23  SING  N  N  66  
HQG  O3Z  H24  SING  N  N  67  
#   #
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
HQG  SMILES            ACDLabs               12.01  "C2(C(C(C(COP(O)(=O)OP(O)(=O)OCC1C(C(C(OP(=O)(O)O)O1)O)O)O2)O)O)n3c4c(nc3)c(ncn4)N"  
HQG  InChI             InChI                 1.03   "InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(34-14)1-32-39(28,29)37-40(30,31)33-2-6-9(22)11(24)15(35-6)36-38(25,26)27/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1"  
HQG  InChIKey          InChI                 1.03   CUNFRFHBHMFVPH-KEOHHSTQSA-N  
HQG  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@H](O[P](O)(O)=O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O"  
HQG  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH](O[P](O)(O)=O)[CH](O)[CH]4O)[CH](O)[CH]3O"  
HQG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@H](O4)OP(=O)(O)O)O)O)O)O)N"  
HQG  SMILES            "OpenEye OEToolkits"  2.0.6  "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)OP(=O)(O)O)O)O)O)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
HQG  "SYSTEMATIC NAME"  ACDLabs               12.01  "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-3,4-dihydroxy-5-(phosphonooxy)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)"  
HQG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-3,4-bis(oxidanyl)-5-phosphonooxy-oxolan-2-yl]methyl hydrogen 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
HQG  "Create component"  2018-07-16  RCSB  
HQG  "Initial release"   2019-03-20  RCSB  
##
