data_HUF
#

_chem_comp.id                                   HUF
_chem_comp.name                                 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3S,4S)-5-[5-methanoyl-7,8-dimethyl-2,4-bis(oxidanylidene)-1H-benzo[g]pteridin-10-yl]-2,3,4-tris(oxidanyl)pentyl] hydrogen phosphate"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C28 H35 N9 O16 P2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-02-02
_chem_comp.pdbx_modified_date                   2021-03-19
_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                       815.576
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HUF
_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       7E0G
_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
HUF  O2A    O1   O  0  1  N  N  N  23.712  42.112   1.424    4.347   3.512  -1.807  O2A    HUF   1  
HUF  PA     P1   P  0  1  N  N  N  22.634  43.002   1.995    3.769   3.187  -0.484  PA     HUF   2  
HUF  O1A    O2   O  0  1  N  N  N  22.951  44.230   2.808    3.509   4.547   0.337  O1A    HUF   3  
HUF  O3A    O3   O  0  1  N  N  N  21.646  43.420   0.785    2.375   2.406  -0.684  O3A    HUF   4  
HUF  PB     P2   P  0  1  N  N  N  20.568  44.631   0.728    1.139   2.567  -1.703  PB     HUF   5  
HUF  O3B    O4   O  0  1  N  N  N  19.682  44.475   1.935    1.512   1.885  -3.112  O3B    HUF   6  
HUF  O2B    O5   O  0  1  N  N  N  20.002  44.650  -0.669    0.856   4.005  -1.911  O2B    HUF   7  
HUF  O1B    O6   O  0  1  N  N  N  21.517  45.943   0.937   -0.162   1.848  -1.086  O1B    HUF   8  
HUF  "O5'"  O7   O  0  1  N  N  N  21.594  42.100   2.870    4.794   2.254   0.335  "O5'"  HUF   9  
HUF  "C5'"  C1   C  0  1  N  N  N  21.500  40.709   2.557    6.153   2.622   0.583  "C5'"  HUF  10  
HUF  "C4'"  C2   C  0  1  N  N  R  21.662  39.951   3.858    6.842   1.515   1.383  "C4'"  HUF  11  
HUF  "C3'"  C3   C  0  1  N  N  S  23.067  40.086   4.396    8.274   1.945   1.772  "C3'"  HUF  12  
HUF  "O3'"  O8   O  0  1  N  N  N  22.986  40.564   5.729    8.304   2.435   3.114  "O3'"  HUF  13  
HUF  "C2'"  C4   C  0  1  N  N  R  23.631  38.686   4.348    9.102   0.646   1.652  "C2'"  HUF  14  
HUF  "O2'"  O9   O  0  1  N  N  N  24.539  38.453   5.409    9.668   0.293   2.916  "O2'"  HUF  15  
HUF  "C1'"  C5   C  0  1  N  N  R  22.377  37.886   4.482    8.072  -0.416   1.205  "C1'"  HUF  16  
HUF  "O4'"  O10  O  0  1  N  N  N  21.458  38.564   3.619    7.019   0.338   0.565  "O4'"  HUF  17  
HUF  N9     N1   N  0  1  Y  N  N  22.464  36.523   4.000    8.682  -1.351   0.256  N9     HUF  18  
HUF  C4     C6   C  0  1  Y  N  N  21.793  35.476   4.555    9.409  -2.470   0.574  C4     HUF  19  
HUF  C5     C7   C  0  1  Y  N  N  22.131  34.383   3.793    9.787  -3.047  -0.651  C5     HUF  20  
HUF  N7     N2   N  0  1  Y  N  N  22.989  34.753   2.788    9.280  -2.264  -1.634  N7     HUF  21  
HUF  C8     C8   C  0  1  Y  N  N  23.173  36.051   2.931    8.626  -1.272  -1.103  C8     HUF  22  
HUF  N3     N3   N  0  1  Y  N  N  20.985  35.497   5.612    9.787  -3.054   1.706  N3     HUF  23  
HUF  C2     C9   C  0  1  Y  N  N  20.518  34.268   5.852   10.505  -4.157   1.685  C2     HUF  24  
HUF  N1     N4   N  0  1  Y  N  N  20.756  33.127   5.197   10.884  -4.735   0.560  N1     HUF  25  
HUF  C6     C10  C  0  1  Y  N  N  21.581  33.160   4.142   10.552  -4.224  -0.622  C6     HUF  26  
HUF  N6     N5   N  0  1  N  N  N  21.860  31.990   3.434   10.953  -4.838  -1.796  N6     HUF  27  
HUF  C11    C11  C  0  1  N  N  N  29.833  45.993  -0.907   -9.184   3.741   0.809  C11    HUF  28  
HUF  C12    C12  C  0  1  Y  N  N  29.695  47.447  -1.213   -9.013   2.250   0.940  C12    HUF  29  
HUF  C13    C13  C  0  1  Y  N  N  28.433  47.965  -1.439   -8.151   1.578   0.090  C13    HUF  30  
HUF  C14    C14  C  0  1  Y  N  N  28.252  49.305  -1.730   -7.994   0.207   0.210  C14    HUF  31  
HUF  C15    C15  C  0  1  Y  N  N  29.387  50.085  -1.778   -8.706  -0.490   1.187  C15    HUF  32  
HUF  C16    C16  C  0  1  Y  N  N  30.652  49.592  -1.561   -9.566   0.188   2.034  C16    HUF  33  
HUF  C17    C17  C  0  1  Y  N  N  30.815  48.258  -1.281   -9.713   1.559   1.911  C17    HUF  34  
HUF  C18    C18  C  0  1  N  N  N  32.207  47.751  -1.055  -10.649   2.299   2.832  C18    HUF  35  
HUF  C19    C19  C  0  1  N  N  N  30.009  51.882  -3.116   -8.995  -2.546   2.376  C19    HUF  36  
HUF  C20    C20  C  0  1  N  N  N  28.036  52.025  -1.754   -7.885  -2.568   0.248  C20    HUF  37  
HUF  C21    C21  C  0  1  N  N  N  26.919  51.294  -1.734   -7.188  -1.860  -0.708  C21    HUF  38  
HUF  C22    C22  C  0  1  N  N  N  25.523  53.223  -1.367   -6.627  -3.886  -1.776  C22    HUF  39  
HUF  C23    C23  C  0  1  N  N  N  27.943  53.465  -1.419   -7.935  -3.968   0.164  C23    HUF  40  
HUF  C24    C24  C  0  1  N  N  N  25.855  49.063  -2.156   -6.156   0.244  -1.462  C24    HUF  41  
HUF  C25    C25  C  0  1  N  N  S  25.006  48.936  -0.900   -4.809   0.288  -0.739  C25    HUF  42  
HUF  C26    C26  C  0  1  N  N  S  24.038  47.791  -1.100   -3.803   1.074  -1.583  C26    HUF  43  
HUF  C27    C27  C  0  1  N  N  R  23.031  47.592   0.033   -2.455   1.119  -0.860  C27    HUF  44  
HUF  C28    C28  C  0  1  N  N  N  22.481  46.185  -0.074   -1.449   1.905  -1.703  C28    HUF  45  
HUF  N29    N6   N  0  1  N  N  N  29.242  51.438  -2.055   -8.540  -1.881   1.296  N29    HUF  46  
HUF  N30    N7   N  0  1  N  N  N  25.727  51.881  -1.447   -6.560  -2.542  -1.722  N30    HUF  47  
HUF  N31    N8   N  0  1  N  N  N  26.672  53.962  -1.319   -7.301  -4.591  -0.851  N31    HUF  48  
HUF  N32    N9   N  0  1  N  N  N  27.004  49.944  -1.994   -7.126  -0.488  -0.643  N32    HUF  49  
HUF  O33    O11  O  0  1  N  N  N  29.763  52.737  -3.959   -9.471  -1.934   3.309  O33    HUF  50  
HUF  O34    O12  O  0  1  N  N  N  24.405  53.718  -1.307   -6.067  -4.473  -2.682  O34    HUF  51  
HUF  O35    O13  O  0  1  N  N  N  28.942  54.119  -1.140   -8.544  -4.615   0.999  O35    HUF  52  
HUF  O36    O14  O  0  1  N  N  N  25.870  48.612   0.181   -4.969   0.928   0.529  O36    HUF  53  
HUF  O37    O15  O  0  1  N  N  N  23.305  48.071  -2.285   -3.642   0.435  -2.851  O37    HUF  54  
HUF  O38    O16  O  0  1  N  N  N  23.660  47.702   1.301   -2.616   1.758   0.408  O38    HUF  55  
HUF  H1     H1   H  0  1  N  N  N  23.893  44.326   2.884    3.130   4.410   1.216  H1     HUF  56  
HUF  H2     H2   H  0  1  N  N  N  18.777  44.398   1.656    1.711   0.940  -3.052  H2     HUF  57  
HUF  H3     H3   H  0  1  N  N  N  20.519  40.488   2.110    6.671   2.761  -0.366  H3     HUF  58  
HUF  H4     H4   H  0  1  N  N  N  22.296  40.426   1.853    6.179   3.551   1.152  H4     HUF  59  
HUF  H5     H5   H  0  1  N  N  N  20.944  40.332   4.599    6.263   1.275   2.275  H5     HUF  60  
HUF  H6     H6   H  0  1  N  N  N  23.658  40.759   3.757    8.646   2.702   1.082  H6     HUF  61  
HUF  H7     H7   H  0  1  N  N  N  23.861  40.656   6.087    9.179   2.719   3.410  H7     HUF  62  
HUF  H8     H8   H  0  1  N  N  N  24.099  38.501   3.370    9.884   0.759   0.901  H8     HUF  63  
HUF  H9     H9   H  0  1  N  N  N  24.875  37.566   5.350   10.276   0.955   3.272  H9     HUF  64  
HUF  H10    H10  H  0  1  N  N  N  22.026  37.908   5.524    7.682  -0.953   2.069  H10    HUF  65  
HUF  H11    H11  H  0  1  N  N  N  23.798  36.657   2.292    8.121  -0.495  -1.658  H11    HUF  66  
HUF  H12    H12  H  0  1  N  N  N  19.852  34.184   6.698   10.795  -4.606   2.623  H12    HUF  67  
HUF  H13    H13  H  0  1  N  N  N  21.365  31.225   3.845   10.705  -4.455  -2.652  H13    HUF  68  
HUF  H14    H14  H  0  1  N  N  N  21.573  32.100   2.482   11.482  -5.651  -1.762  H14    HUF  69  
HUF  H15    H15  H  0  1  N  N  N  29.959  45.431  -1.844   -9.995   3.954   0.113  H15    HUF  70  
HUF  H16    H16  H  0  1  N  N  N  30.711  45.836  -0.264   -9.422   4.166   1.785  H16    HUF  71  
HUF  H17    H17  H  0  1  N  N  N  28.930  45.641  -0.387   -8.260   4.182   0.436  H17    HUF  72  
HUF  H18    H18  H  0  1  N  N  N  27.574  47.312  -1.387   -7.603   2.122  -0.664  H18    HUF  73  
HUF  H19    H19  H  0  1  N  N  N  31.509  50.248  -1.610  -10.116  -0.351   2.790  H19    HUF  74  
HUF  H20    H20  H  0  1  N  N  N  32.458  47.831   0.013  -10.105   2.619   3.721  H20    HUF  75  
HUF  H21    H21  H  0  1  N  N  N  32.269  46.698  -1.368  -11.050   3.171   2.318  H21    HUF  76  
HUF  H22    H22  H  0  1  N  N  N  32.916  48.351  -1.644  -11.467   1.640   3.124  H22    HUF  77  
HUF  H23    H23  H  0  1  N  N  N  30.971  51.403  -3.217   -8.936  -3.624   2.411  H23    HUF  78  
HUF  H24    H24  H  0  1  N  N  N  25.223  49.460  -2.965   -6.514   1.260  -1.627  H24    HUF  79  
HUF  H25    H25  H  0  1  N  N  N  26.219  48.063  -2.433   -6.038  -0.259  -2.421  H25    HUF  80  
HUF  H26    H26  H  0  1  N  N  N  24.458  49.872  -0.716   -4.443  -0.728  -0.590  H26    HUF  81  
HUF  H27    H27  H  0  1  N  N  N  24.612  46.861  -1.224   -4.169   2.090  -1.731  H27    HUF  82  
HUF  H28    H28  H  0  1  N  N  N  22.213  48.320  -0.069   -2.089   0.103  -0.711  H28    HUF  83  
HUF  H29    H29  H  0  1  N  N  N  22.010  46.056  -1.060   -1.771   2.944  -1.778  H29    HUF  84  
HUF  H30    H30  H  0  1  N  N  N  23.306  45.466   0.035   -1.393   1.469  -2.701  H30    HUF  85  
HUF  H31    H31  H  0  1  N  N  N  24.943  51.282  -1.283   -6.067  -2.055  -2.400  H31    HUF  86  
HUF  H32    H32  H  0  1  N  N  N  26.575  54.950  -1.201   -7.332  -5.558  -0.915  H32    HUF  87  
HUF  H33    H33  H  0  1  N  N  N  25.361  48.527   0.979   -5.223   1.859   0.471  H33    HUF  88  
HUF  H34    H34  H  0  1  N  N  N  22.683  47.371  -2.446   -3.319  -0.474  -2.795  H34    HUF  89  
HUF  H35    H35  H  0  1  N  N  N  23.015  47.575   1.987   -2.939   2.667   0.352  H35    HUF  90  
#   #
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
HUF  O33    C19    DOUB  N  N   1  
HUF  C19    N29    SING  N  N   2  
HUF  O37    C26    SING  N  N   3  
HUF  C24    N32    SING  N  N   4  
HUF  C24    C25    SING  N  N   5  
HUF  N29    C15    SING  N  N   6  
HUF  N29    C20    SING  N  N   7  
HUF  N32    C21    SING  N  N   8  
HUF  N32    C14    SING  N  N   9  
HUF  C15    C14    DOUB  Y  N  10  
HUF  C15    C16    SING  Y  N  11  
HUF  C20    C21    DOUB  N  N  12  
HUF  C20    C23    SING  N  N  13  
HUF  C21    N30    SING  N  N  14  
HUF  C14    C13    SING  Y  N  15  
HUF  C16    C17    DOUB  Y  N  16  
HUF  N30    C22    SING  N  N  17  
HUF  C13    C12    DOUB  Y  N  18  
HUF  C23    N31    SING  N  N  19  
HUF  C23    O35    DOUB  N  N  20  
HUF  C22    N31    SING  N  N  21  
HUF  C22    O34    DOUB  N  N  22  
HUF  C17    C12    SING  Y  N  23  
HUF  C17    C18    SING  N  N  24  
HUF  C12    C11    SING  N  N  25  
HUF  C26    C25    SING  N  N  26  
HUF  C26    C27    SING  N  N  27  
HUF  C25    O36    SING  N  N  28  
HUF  O2B    PB     DOUB  N  N  29  
HUF  C28    C27    SING  N  N  30  
HUF  C28    O1B    SING  N  N  31  
HUF  C27    O38    SING  N  N  32  
HUF  PB     O3A    SING  N  N  33  
HUF  PB     O1B    SING  N  N  34  
HUF  PB     O3B    SING  N  N  35  
HUF  O3A    PA     SING  N  N  36  
HUF  O2A    PA     DOUB  N  N  37  
HUF  PA     O1A    SING  N  N  38  
HUF  PA     "O5'"  SING  N  N  39  
HUF  "C5'"  "O5'"  SING  N  N  40  
HUF  "C5'"  "C4'"  SING  N  N  41  
HUF  N7     C8     DOUB  Y  N  42  
HUF  N7     C5     SING  Y  N  43  
HUF  C8     N9     SING  Y  N  44  
HUF  N6     C6     SING  N  N  45  
HUF  "O4'"  "C4'"  SING  N  N  46  
HUF  "O4'"  "C1'"  SING  N  N  47  
HUF  C5     C6     DOUB  Y  N  48  
HUF  C5     C4     SING  Y  N  49  
HUF  "C4'"  "C3'"  SING  N  N  50  
HUF  N9     "C1'"  SING  N  N  51  
HUF  N9     C4     SING  Y  N  52  
HUF  C6     N1     SING  Y  N  53  
HUF  "C2'"  "C3'"  SING  N  N  54  
HUF  "C2'"  "C1'"  SING  N  N  55  
HUF  "C2'"  "O2'"  SING  N  N  56  
HUF  "C3'"  "O3'"  SING  N  N  57  
HUF  C4     N3     DOUB  Y  N  58  
HUF  N1     C2     DOUB  Y  N  59  
HUF  N3     C2     SING  Y  N  60  
HUF  O1A    H1     SING  N  N  61  
HUF  O3B    H2     SING  N  N  62  
HUF  "C5'"  H3     SING  N  N  63  
HUF  "C5'"  H4     SING  N  N  64  
HUF  "C4'"  H5     SING  N  N  65  
HUF  "C3'"  H6     SING  N  N  66  
HUF  "O3'"  H7     SING  N  N  67  
HUF  "C2'"  H8     SING  N  N  68  
HUF  "O2'"  H9     SING  N  N  69  
HUF  "C1'"  H10    SING  N  N  70  
HUF  C8     H11    SING  N  N  71  
HUF  C2     H12    SING  N  N  72  
HUF  N6     H13    SING  N  N  73  
HUF  N6     H14    SING  N  N  74  
HUF  C11    H15    SING  N  N  75  
HUF  C11    H16    SING  N  N  76  
HUF  C11    H17    SING  N  N  77  
HUF  C13    H18    SING  N  N  78  
HUF  C16    H19    SING  N  N  79  
HUF  C18    H20    SING  N  N  80  
HUF  C18    H21    SING  N  N  81  
HUF  C18    H22    SING  N  N  82  
HUF  C19    H23    SING  N  N  83  
HUF  C24    H24    SING  N  N  84  
HUF  C24    H25    SING  N  N  85  
HUF  C25    H26    SING  N  N  86  
HUF  C26    H27    SING  N  N  87  
HUF  C27    H28    SING  N  N  88  
HUF  C28    H29    SING  N  N  89  
HUF  C28    H30    SING  N  N  90  
HUF  N30    H31    SING  N  N  91  
HUF  N31    H32    SING  N  N  92  
HUF  O36    H33    SING  N  N  93  
HUF  O37    H34    SING  N  N  94  
HUF  O38    H35    SING  N  N  95  
#   #
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
HUF  InChI             InChI                 1.03   "InChI=1S/C28H35N9O16P2/c1-11-3-13-14(4-12(11)2)37(10-38)19-25(33-28(45)34-26(19)44)35(13)5-15(39)20(41)16(40)6-50-54(46,47)53-55(48,49)51-7-17-21(42)22(43)27(52-17)36-9-32-18-23(29)30-8-31-24(18)36/h3-4,8-10,15-17,20-22,27,39-43H,5-7H2,1-2H3,(H,46,47)(H,48,49)(H2,29,30,31)(H2,33,34,44,45)/t15-,16+,17+,20-,21+,22+,27+/m0/s1"  
HUF  InChIKey          InChI                 1.03   KZQASMOVHMAAKH-MZWSMYJRSA-N  
HUF  SMILES_CANONICAL  CACTVS                3.385  "Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(=O)O[P](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C6=C(N(C=O)c2cc1C)C(=O)NC(=O)N6"  
HUF  SMILES            CACTVS                3.385  "Cc1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)C6=C(N(C=O)c2cc1C)C(=O)NC(=O)N6"  
HUF  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cc2c(cc1C)N(C3=C(N2C[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O)NC(=O)NC3=O)C=O"  
HUF  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cc2c(cc1C)N(C3=C(N2CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O)NC(=O)NC3=O)C=O"  
#
_pdbx_chem_comp_identifier.comp_id          HUF
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "[[(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~{S})-5-[5-methanoyl-7,8-dimethyl-2,4-bis(oxidanylidene)-1~{H}-benzo[g]pteridin-10-yl]-2,3,4-tris(oxidanyl)pentyl] 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
HUF  "Create component"  2021-02-02  PDBJ  
HUF  "Initial release"   2021-03-24  RCSB  
##
