data_WZG
#

_chem_comp.id                                   WZG
_chem_comp.name                                 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-[(3-{[2-(methylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-4-oxobutyl dihydrogen diphosphate (non-preferred name)"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H38 N7 O16 P3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-11-19
_chem_comp.pdbx_modified_date                   2021-06-11
_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                       781.561
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    WZG
_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       7KPU
_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
WZG  N1A   N1   N  0  1  Y  N  N  28.674  22.508  11.750  -4.843   6.502   2.098  N1A   WZG   1  
WZG  C2A   C1   C  0  1  Y  N  N  29.275  22.569  12.964  -5.714   5.538   2.336  C2A   WZG   2  
WZG  N3A   N2   N  0  1  Y  N  N  28.582  22.634  14.117  -5.535   4.305   1.915  N3A   WZG   3  
WZG  C4A   C2   C  0  1  Y  N  N  27.227  22.633  14.060  -4.450   3.977   1.220  C4A   WZG   4  
WZG  C5A   C3   C  0  1  Y  N  N  26.643  22.571  12.869  -3.494   4.966   0.939  C5A   WZG   5  
WZG  C6A   C4   C  0  1  Y  N  N  27.357  22.508  11.715  -3.729   6.269   1.411  C6A   WZG   6  
WZG  N6A   N3   N  0  1  N  N  N  27.069  22.433  10.308  -2.823   7.286   1.166  N6A   WZG   7  
WZG  N7A   N4   N  0  1  Y  N  N  25.303  22.572  13.022  -2.504   4.375   0.228  N7A   WZG   8  
WZG  C8A   C5   C  0  1  Y  N  N  25.054  22.659  14.294  -2.785   3.116   0.059  C8A   WZG   9  
WZG  N9A   N5   N  0  1  Y  N  N  26.198  22.695  14.937  -3.976   2.821   0.652  N9A   WZG  10  
WZG  C1B   C6   C  0  1  N  N  R  26.599  22.754  16.307  -4.630   1.510   0.679  C1B   WZG  11  
WZG  C2B   C7   C  0  1  N  N  R  27.014  24.225  16.803  -5.661   1.391  -0.473  C2B   WZG  12  
WZG  O2B   O1   O  0  1  N  N  N  27.839  24.029  17.975  -6.928   1.921  -0.080  O2B   WZG  13  
WZG  C3B   C8   C  0  1  N  N  S  25.853  24.764  17.016  -5.743  -0.141  -0.677  C3B   WZG  14  
WZG  O3B   O2   O  0  1  N  N  N  25.886  25.927  17.922  -6.874  -0.678   0.011  O3B   WZG  15  
WZG  P3B   P1   P  0  1  N  N  N  26.241  27.372  17.267  -8.047  -1.493  -0.732  P3B   WZG  16  
WZG  O7A   O3   O  0  1  N  N  N  26.019  28.336  18.405  -9.216  -1.832   0.322  O7A   WZG  17  
WZG  O8A   O4   O  0  1  N  N  N  25.322  27.672  16.132  -8.598  -0.672  -1.832  O8A   WZG  18  
WZG  O9A   O5   O  0  1  N  N  N  27.667  27.323  16.755  -7.451  -2.864  -1.331  O9A   WZG  19  
WZG  C4B   C9   C  0  1  N  N  R  24.991  23.731  17.772  -4.434  -0.675  -0.062  C4B   WZG  20  
WZG  O4B   O6   O  0  1  N  N  N  25.529  22.476  17.061  -3.680   0.462   0.391  O4B   WZG  21  
WZG  C5B   C10  C  0  1  N  N  N  23.575  23.851  17.724  -3.638  -1.444  -1.119  C5B   WZG  22  
WZG  O5B   O7   O  0  1  N  N  N  23.147  23.867  16.407  -2.486  -2.033  -0.512  O5B   WZG  23  
WZG  P1A   P2   P  0  1  N  N  N  21.574  24.097  16.059  -1.419  -2.917  -1.332  P1A   WZG  24  
WZG  O1A   O8   O  0  1  N  N  N  20.658  23.566  17.098  -2.131  -4.260  -1.863  O1A   WZG  25  
WZG  O2A   O9   O  0  1  N  N  N  21.357  25.557  15.675  -0.914  -2.137  -2.484  O2A   WZG  26  
WZG  O3A   O10  O  0  1  N  N  N  21.603  23.195  14.750  -0.191  -3.306  -0.366  O3A   WZG  27  
WZG  P2A   P3   P  0  1  N  N  N  20.481  23.165  13.595   1.324  -3.787  -0.623  P2A   WZG  28  
WZG  O4A   O11  O  0  1  N  N  N  19.210  23.709  14.094   1.326  -5.326  -1.095  O4A   WZG  29  
WZG  O5A   O12  O  0  1  N  N  N  21.036  23.754  12.329   1.937  -2.947  -1.676  O5A   WZG  30  
WZG  O6A   O13  O  0  1  N  N  N  20.249  21.551  13.388   2.171  -3.642   0.739  O6A   WZG  31  
WZG  CBP   C11  C  0  1  N  N  N  20.988  19.842  11.815   4.061  -3.662   2.244  CBP   WZG  32  
WZG  CCP   C12  C  0  1  N  N  N  21.390  20.738  13.030   3.576  -3.891   0.812  CCP   WZG  33  
WZG  CDP   C13  C  0  1  N  N  N  19.840  18.902  12.200   3.778  -2.216   2.654  CDP   WZG  34  
WZG  CEP   C14  C  0  1  N  N  N  22.201  18.998  11.386   3.325  -4.614   3.190  CEP   WZG  35  
WZG  CAP   C15  C  0  1  N  N  R  20.449  20.726  10.712   5.566  -3.929   2.322  CAP   WZG  36  
WZG  OAP   O14  O  0  1  N  N  N  21.397  21.701  10.318   5.818  -5.313   2.070  OAP   WZG  37  
WZG  C9P   C16  C  0  1  N  N  N  20.011  20.046   9.430   6.278  -3.093   1.291  C9P   WZG  38  
WZG  O9P   O15  O  0  1  N  N  N  18.879  19.688   9.231   6.813  -3.626   0.342  O9P   WZG  39  
WZG  N8P   N6   N  0  1  N  N  N  21.034  19.818   8.424   6.321  -1.752   1.423  N8P   WZG  40  
WZG  C7P   C17  C  0  1  N  N  N  20.720  19.234   7.131   6.929  -0.931   0.373  C7P   WZG  41  
WZG  C6P   C18  C  0  1  N  N  N  20.183  17.791   7.140   6.847   0.545   0.767  C6P   WZG  42  
WZG  C5P   C19  C  0  1  N  N  N  21.094  16.953   8.051   7.472   1.389  -0.313  C5P   WZG  43  
WZG  O5P   O16  O  0  1  N  N  N  22.276  16.800   7.933   7.937   0.862  -1.302  O5P   WZG  44  
WZG  N4P   N7   N  0  1  N  N  N  20.364  16.355   9.139   7.515   2.729  -0.181  N4P   WZG  45  
WZG  C3P   C20  C  0  1  N  N  N  21.057  15.550  10.143   8.123   3.550  -1.232  C3P   WZG  46  
WZG  C2P   C21  C  0  1  N  N  N  21.101  14.131   9.604   8.042   5.026  -0.837  C2P   WZG  47  
WZG  S1P   S1   S  0  1  N  N  N  21.973  13.194  10.921   8.794   6.042  -2.138  S1P   WZG  48  
WZG  C1    C22  C  0  1  N  N  N  20.596  12.842  12.088   8.605   7.729  -1.498  C1    WZG  49  
WZG  H2A   H1   H  0  1  N  N  N  30.354  22.565  13.008  -6.606   5.772   2.899  H2A   WZG  50  
WZG  H61A  H2   H  0  0  N  N  N  27.926  22.404   9.793  -2.997   8.181   1.496  H61A  WZG  51  
WZG  H62A  H3   H  0  0  N  N  N  26.539  21.606  10.120  -2.014   7.103   0.663  H62A  WZG  52  
WZG  H8A   H4   H  0  1  N  N  N  24.074  22.695  14.745  -2.166   2.409  -0.474  H8A   WZG  53  
WZG  H1B   H5   H  0  1  N  N  N  27.438  22.070  16.501  -5.111   1.342   1.643  H1B   WZG  54  
WZG  H2B   H6   H  0  1  N  N  N  27.584  24.719  16.002  -5.297   1.885  -1.374  H2B   WZG  55  
WZG  HO2A  H7   H  0  0  N  N  N  28.115  24.873  18.313  -6.908   2.861   0.147  HO2A  WZG  56  
WZG  H3B   H8   H  0  1  N  N  N  25.339  25.037  16.083  -5.791  -0.383  -1.739  H3B   WZG  57  
WZG  H1    H9   H  0  1  N  N  N  25.332  28.949  18.172  -9.957  -2.323  -0.057  H1    WZG  58  
WZG  H2    H10  H  0  1  N  N  N  27.674  27.493  15.820  -7.073  -3.453  -0.665  H2    WZG  59  
WZG  H4B   H11  H  0  1  N  N  N  25.327  23.704  18.819  -4.660  -1.329   0.780  H4B   WZG  60  
WZG  H51A  H12  H  0  0  N  N  N  23.271  24.786  18.217  -4.264  -2.227  -1.546  H51A  WZG  61  
WZG  H52A  H13  H  0  0  N  N  N  23.119  22.996  18.245  -3.325  -0.759  -1.906  H52A  WZG  62  
WZG  H3    H14  H  0  1  N  N  N  20.057  24.249  17.370  -2.486  -4.821  -1.160  H3    WZG  63  
WZG  H4    H15  H  0  1  N  N  N  18.907  24.394  13.509   0.938  -5.935  -0.451  H4    WZG  64  
WZG  H121  H16  H  0  0  N  N  N  21.677  20.104  13.882   3.778  -4.922   0.520  H121  WZG  65  
WZG  H122  H17  H  0  0  N  N  N  22.236  21.384  12.752   4.101  -3.214   0.138  H122  WZG  66  
WZG  H131  H18  H  0  0  N  N  N  20.171  18.228  13.004   2.701  -2.058   2.709  H131  WZG  67  
WZG  H132  H19  H  0  0  N  N  N  18.982  19.495  12.549   4.224  -2.020   3.629  H132  WZG  68  
WZG  H133  H20  H  0  0  N  N  N  19.543  18.308  11.323   4.207  -1.538   1.915  H133  WZG  69  
WZG  H141  H21  H  0  0  N  N  N  22.538  18.383  12.233   2.250  -4.465   3.090  H141  WZG  70  
WZG  H142  H22  H  0  0  N  N  N  21.915  18.344  10.549   3.575  -5.644   2.936  H142  WZG  71  
WZG  H143  H23  H  0  0  N  N  N  23.017  19.664  11.069   3.626  -4.409   4.218  H143  WZG  72  
WZG  H10   H24  H  0  1  N  N  N  19.568  21.246  11.117   5.930  -3.669   3.316  H10   WZG  73  
WZG  HO1   H25  H  0  1  N  N  N  21.365  22.435  10.920   5.519  -5.615   1.202  HO1   WZG  74  
WZG  HN8   H26  H  0  1  N  N  N  21.980  20.070   8.627   5.949  -1.331   2.214  HN8   WZG  75  
WZG  H71   H27  H  0  1  N  N  N  21.640  19.244   6.528   7.973  -1.217   0.247  H71   WZG  76  
WZG  H72   H28  H  0  1  N  N  N  19.961  19.870   6.653   6.394  -1.087  -0.565  H72   WZG  77  
WZG  H61   H29  H  0  1  N  N  N  19.153  17.778   7.527   5.803   0.830   0.893  H61   WZG  78  
WZG  H62   H30  H  0  1  N  N  N  20.196  17.381   6.119   7.382   0.700   1.704  H62   WZG  79  
WZG  HN4   H31  H  0  1  N  N  N  19.376  16.492   9.208   7.143   3.151   0.609  HN4   WZG  80  
WZG  H32   H32  H  0  1  N  N  N  22.078  15.930  10.296   9.167   3.264  -1.357  H32   WZG  81  
WZG  H31   H33  H  0  1  N  N  N  20.509  15.577  11.096   7.588   3.395  -2.169  H31   WZG  82  
WZG  H21   H34  H  0  1  N  N  N  20.085  13.738   9.450   6.997   5.312  -0.711  H21   WZG  83  
WZG  H22   H35  H  0  1  N  N  N  21.659  14.088   8.657   8.576   5.181   0.100  H22   WZG  84  
WZG  H11   H36  H  0  1  N  N  N  20.979  12.272  12.947   9.029   8.437  -2.210  H11   WZG  85  
WZG  H5    H37  H  0  1  N  N  N  20.163  13.790  12.441   7.546   7.947  -1.356  H5    WZG  86  
WZG  H12   H38  H  0  1  N  N  N  19.821  12.254  11.574   9.125   7.817  -0.545  H12   WZG  87  
#   #
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
WZG  C7P  C6P   SING  N  N   1  
WZG  C7P  N8P   SING  N  N   2  
WZG  C6P  C5P   SING  N  N   3  
WZG  O5P  C5P   DOUB  N  N   4  
WZG  C5P  N4P   SING  N  N   5  
WZG  N8P  C9P   SING  N  N   6  
WZG  N4P  C3P   SING  N  N   7  
WZG  O9P  C9P   DOUB  N  N   8  
WZG  C9P  CAP   SING  N  N   9  
WZG  C2P  C3P   SING  N  N  10  
WZG  C2P  S1P   SING  N  N  11  
WZG  N6A  C6A   SING  N  N  12  
WZG  OAP  CAP   SING  N  N  13  
WZG  CAP  CBP   SING  N  N  14  
WZG  S1P  C1    SING  N  N  15  
WZG  CEP  CBP   SING  N  N  16  
WZG  C6A  N1A   DOUB  Y  N  17  
WZG  C6A  C5A   SING  Y  N  18  
WZG  N1A  C2A   SING  Y  N  19  
WZG  CBP  CDP   SING  N  N  20  
WZG  CBP  CCP   SING  N  N  21  
WZG  O5A  P2A   DOUB  N  N  22  
WZG  C5A  N7A   SING  Y  N  23  
WZG  C5A  C4A   DOUB  Y  N  24  
WZG  C2A  N3A   DOUB  Y  N  25  
WZG  N7A  C8A   DOUB  Y  N  26  
WZG  CCP  O6A   SING  N  N  27  
WZG  O6A  P2A   SING  N  N  28  
WZG  P2A  O4A   SING  N  N  29  
WZG  P2A  O3A   SING  N  N  30  
WZG  C4A  N3A   SING  Y  N  31  
WZG  C4A  N9A   SING  Y  N  32  
WZG  C8A  N9A   SING  Y  N  33  
WZG  O3A  P1A   SING  N  N  34  
WZG  N9A  C1B   SING  N  N  35  
WZG  O2A  P1A   DOUB  N  N  36  
WZG  P1A  O5B   SING  N  N  37  
WZG  P1A  O1A   SING  N  N  38  
WZG  O8A  P3B   DOUB  N  N  39  
WZG  C1B  C2B   SING  N  N  40  
WZG  C1B  O4B   SING  N  N  41  
WZG  O5B  C5B   SING  N  N  42  
WZG  O9A  P3B   SING  N  N  43  
WZG  C2B  C3B   SING  N  N  44  
WZG  C2B  O2B   SING  N  N  45  
WZG  C3B  C4B   SING  N  N  46  
WZG  C3B  O3B   SING  N  N  47  
WZG  O4B  C4B   SING  N  N  48  
WZG  P3B  O3B   SING  N  N  49  
WZG  P3B  O7A   SING  N  N  50  
WZG  C5B  C4B   SING  N  N  51  
WZG  C2A  H2A   SING  N  N  52  
WZG  N6A  H61A  SING  N  N  53  
WZG  N6A  H62A  SING  N  N  54  
WZG  C8A  H8A   SING  N  N  55  
WZG  C1B  H1B   SING  N  N  56  
WZG  C2B  H2B   SING  N  N  57  
WZG  O2B  HO2A  SING  N  N  58  
WZG  C3B  H3B   SING  N  N  59  
WZG  O7A  H1    SING  N  N  60  
WZG  O9A  H2    SING  N  N  61  
WZG  C4B  H4B   SING  N  N  62  
WZG  C5B  H51A  SING  N  N  63  
WZG  C5B  H52A  SING  N  N  64  
WZG  O1A  H3    SING  N  N  65  
WZG  O4A  H4    SING  N  N  66  
WZG  CCP  H121  SING  N  N  67  
WZG  CCP  H122  SING  N  N  68  
WZG  CDP  H131  SING  N  N  69  
WZG  CDP  H132  SING  N  N  70  
WZG  CDP  H133  SING  N  N  71  
WZG  CEP  H141  SING  N  N  72  
WZG  CEP  H142  SING  N  N  73  
WZG  CEP  H143  SING  N  N  74  
WZG  CAP  H10   SING  N  N  75  
WZG  OAP  HO1   SING  N  N  76  
WZG  N8P  HN8   SING  N  N  77  
WZG  C7P  H71   SING  N  N  78  
WZG  C7P  H72   SING  N  N  79  
WZG  C6P  H61   SING  N  N  80  
WZG  C6P  H62   SING  N  N  81  
WZG  N4P  HN4   SING  N  N  82  
WZG  C3P  H32   SING  N  N  83  
WZG  C3P  H31   SING  N  N  84  
WZG  C2P  H21   SING  N  N  85  
WZG  C2P  H22   SING  N  N  86  
WZG  C1   H11   SING  N  N  87  
WZG  C1   H5    SING  N  N  88  
WZG  C1   H12   SING  N  N  89  
#   #
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
WZG  SMILES            ACDLabs               12.01  "n2cnc1n(cnc1c2N)C3C(C(C(O3)COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(NCCSC)=O)OP(O)(=O)O)O"  
WZG  InChI             InChI                 1.03   "InChI=1S/C22H38N7O16P3S/c1-22(2,17(32)20(33)25-5-4-13(30)24-6-7-49-3)9-42-48(39,40)45-47(37,38)41-8-12-16(44-46(34,35)36)15(31)21(43-12)29-11-28-14-18(23)26-10-27-19(14)29/h10-12,15-17,21,31-32H,4-9H2,1-3H3,(H,24,30)(H,25,33)(H,37,38)(H,39,40)(H2,23,26,27)(H2,34,35,36)/t12-,15-,16-,17+,21-/m1/s1"  
WZG  InChIKey          InChI                 1.03   NYNSZKVCAZNSEH-GORZOVPNSA-N  
WZG  SMILES_CANONICAL  CACTVS                3.385  "CSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23"  
WZG  SMILES            CACTVS                3.385  "CSCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23"  
WZG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CC(C)(COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSC)O"  
WZG  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC)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
WZG  "SYSTEMATIC NAME"  ACDLabs               12.01  "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-[(3-{[2-(methylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-4-oxobutyl dihydrogen diphosphate (non-preferred name)"  
WZG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(3~{R})-2,2-dimethyl-4-[[3-(2-methylsulfanylethylamino)-3-oxidanylidene-propyl]amino]-3-oxidanyl-4-oxidanylidene-butyl] 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
WZG  "Create component"  2020-11-19  RCSB  
WZG  "Initial release"   2021-06-16  RCSB  
##
