data_Q9H
#

_chem_comp.id                                   Q9H
_chem_comp.name                                 "(2~{R},3~{R},4~{S},5~{R})-2-[6-azanyl-8-[3-[[(2~{R},3~{S},4~{R},5~{R})-5-[6-(2-azanylethylamino)purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy]prop-1-ynyl]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H31 N11 O8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-05-28
_chem_comp.pdbx_modified_date                   2021-05-21
_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                       613.583
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    Q9H
_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       6Z61
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
Q9H  O3   O1   O  0  1  N  N  N  15.436   7.293  12.136  -4.240   4.219  -0.533  O3   Q9H   1  
Q9H  C4   C1   C  0  1  Y  N  N  14.904   6.884   7.027   5.337   0.205   0.473  C4   Q9H   2  
Q9H  C5   C2   C  0  1  Y  N  N  16.706   5.939   7.853   4.244  -0.393  -1.347  C5   Q9H   3  
Q9H  O4   O2   O  0  1  N  N  N  18.797   6.906  15.534  -4.189   1.999   3.521  O4   Q9H   4  
Q9H  C6   C3   C  0  1  Y  N  N  15.079   5.594   6.549   5.965  -0.899  -0.129  C6   Q9H   5  
Q9H  N1   N1   N  0  1  N  N  N  14.147   3.936   5.048   7.782  -2.504  -0.066  N1   Q9H   6  
Q9H  C7   C4   C  0  1  N  N  R  16.312   8.320   8.596   3.288   1.579  -0.095  C7   Q9H   7  
Q9H  C8   C5   C  0  1  N  N  R  14.887   9.809   9.691   1.366   2.546  -0.896  C8   Q9H   8  
Q9H  N2   N2   N  0  1  Y  N  N  13.050   5.949   5.363   7.561  -0.844   1.595  N2   Q9H   9  
Q9H  C9   C6   C  0  1  N  N  N  13.511   9.809  10.309   0.304   2.464  -1.994  C9   Q9H  10  
Q9H  O5   O3   O  0  1  N  N  N  19.130   9.543  16.031  -4.199  -0.557   3.037  O5   Q9H  11  
Q9H  C10  C7   C  0  1  N  N  N  13.863  10.576  12.517  -1.804   1.458  -2.528  C10  Q9H  12  
Q9H  O6   O4   O  0  1  N  N  N  15.057  11.703   8.176   2.267   4.809  -0.683  O6   Q9H  13  
Q9H  C11  C8   C  0  1  N  N  N  15.310  10.764  12.639  -2.837   0.556  -1.991  C11  Q9H  14  
Q9H  C12  C9   C  0  1  N  N  N  16.485  10.958  12.664  -3.660  -0.163  -1.563  C12  Q9H  15  
Q9H  N3   N3   N  0  1  Y  N  N  13.903   7.716   6.764   5.849   0.710   1.590  N3   Q9H  16  
Q9H  C13  C10  C  0  1  Y  N  N  17.854  11.340  12.577  -4.664  -1.041  -1.041  C13  Q9H  17  
Q9H  O7   O5   O  0  1  N  N  N  17.412  10.419   8.029   4.398   3.736   0.205  O7   Q9H  18  
Q9H  C14  C11  C  0  1  Y  N  N  19.661  12.377  12.132  -6.007  -2.739  -0.835  C14  Q9H  19  
Q9H  C15  C12  C  0  1  Y  N  N  20.691  13.242  11.712  -6.763  -3.922  -0.928  C15  Q9H  20  
Q9H  N4   N4   N  0  1  Y  N  N  15.984   7.096   7.864   4.255   0.501  -0.317  N4   Q9H  21  
Q9H  N    N5   N  0  1  N  N  N  13.063   3.846   1.494  10.721  -4.751   0.434  N    Q9H  22  
Q9H  C    C13  C  0  1  N  N  N  13.947   3.598   2.635   9.516  -4.222  -0.217  C    Q9H  23  
Q9H  O    O6   O  0  1  N  N  N  15.389   8.459   9.659   2.037   1.276  -0.749  O    Q9H  24  
Q9H  C1   C14  C  0  1  N  N  N  13.218   3.524   4.010   8.984  -3.032   0.584  C1   Q9H  25  
Q9H  C16  C15  C  0  1  Y  N  N  22.185  11.681  12.536  -7.837  -3.348   1.033  C16  Q9H  26  
Q9H  C17  C16  C  0  1  Y  N  N  20.047  11.195  12.739  -6.238  -1.888   0.261  C17  Q9H  27  
Q9H  C18  C17  C  0  1  N  N  R  18.761   9.218  13.657  -5.260   0.325   1.007  C18  Q9H  28  
Q9H  C19  C18  C  0  1  N  N  R  17.258   7.434  13.727  -4.464   2.495   1.147  C19  Q9H  29  
Q9H  C2   C19  C  0  1  Y  N  N  14.080   5.136   5.650   7.120  -1.419   0.481  C2   Q9H  30  
Q9H  C20  C20  C  0  1  N  N  N  15.767   7.522  13.499  -3.500   3.399   0.375  C20  Q9H  31  
Q9H  C21  C21  C  0  1  N  N  S  17.714   7.748  15.155  -3.691   1.698   2.216  C21  Q9H  32  
Q9H  C22  C22  C  0  1  N  N  R  18.151   9.210  15.054  -3.969   0.217   1.858  C22  Q9H  33  
Q9H  C23  C23  C  0  1  N  N  S  14.978  10.283   8.248   2.481   3.537  -1.298  C23  Q9H  34  
Q9H  C24  C24  C  0  1  N  N  R  16.269   9.614   7.763   3.775   2.886  -0.759  C24  Q9H  35  
Q9H  C3   C25  C  0  1  Y  N  N  13.021   7.160   5.928   6.933   0.190   2.126  C3   Q9H  36  
Q9H  N10  N6   N  0  1  Y  N  N  18.872  10.522  13.028  -5.383  -0.825   0.109  N10  Q9H  37  
Q9H  N5   N7   N  0  1  Y  N  N  16.206   5.004   7.072   5.248  -1.213  -1.234  N5   Q9H  38  
Q9H  N6   N8   N  0  1  Y  N  N  18.278  12.466  12.036  -5.042  -2.171  -1.592  N6   Q9H  39  
Q9H  N7   N9   N  0  1  N  N  N  20.477  14.410  11.098  -6.580  -4.799  -1.982  N7   Q9H  40  
Q9H  N8   N10  N  0  1  Y  N  N  21.965  12.854  11.934  -7.656  -4.179   0.022  N8   Q9H  41  
Q9H  N9   N11  N  0  1  Y  N  N  21.297  10.786  12.975  -7.154  -2.230   1.161  N9   Q9H  42  
Q9H  O1   O7   O  0  1  N  N  N  13.386  10.900  11.216  -0.755   1.604  -1.569  O1   Q9H  43  
Q9H  O2   O8   O  0  1  N  N  N  17.931   8.386  12.870  -5.067   1.543   0.255  O2   Q9H  44  
Q9H  H1   H1   H  0  1  N  N  N  14.495   7.355  12.024  -3.692   4.818  -1.057  H1   Q9H  45  
Q9H  H2   H2   H  0  1  N  N  N  17.607   5.802   8.433   3.510  -0.417  -2.138  H2   Q9H  46  
Q9H  H3   H3   H  0  1  N  N  N  19.066   7.115  16.421  -4.093   2.927   3.774  H3   Q9H  47  
Q9H  H4   H4   H  0  1  N  N  N  14.066   3.256   5.777   7.450  -2.915  -0.879  H4   Q9H  48  
Q9H  H5   H5   H  0  1  N  N  N  17.327   8.222   9.007   3.131   1.732   0.973  H5   Q9H  49  
Q9H  H6   H6   H  0  1  N  N  N  15.550  10.435  10.307   0.912   2.846   0.049  H6   Q9H  50  
Q9H  H7   H7   H  0  1  N  N  N  12.755   9.906   9.516  -0.093   3.460  -2.190  H7   Q9H  51  
Q9H  H8   H8   H  0  1  N  N  N  13.355   8.865  10.851   0.753   2.067  -2.904  H8   Q9H  52  
Q9H  H9   H9   H  0  1  N  N  N  18.733   9.533  16.894  -3.421  -0.654   3.603  H9   Q9H  53  
Q9H  H10  H10  H  0  1  N  N  N  13.359  11.223  13.250  -1.400   1.039  -3.449  H10  Q9H  54  
Q9H  H11  H11  H  0  1  N  N  N  13.623   9.524  12.730  -2.246   2.433  -2.735  H11  Q9H  55  
Q9H  H12  H12  H  0  1  N  N  N  14.242  12.082   8.483   2.938   5.470  -0.902  H12  Q9H  56  
Q9H  H13  H13  H  0  1  N  N  N  18.192   9.976   7.716   4.669   4.596  -0.145  H13  Q9H  57  
Q9H  H14  H14  H  0  1  N  N  N  13.604   3.879   0.654  11.092  -5.538  -0.076  H14  Q9H  58  
Q9H  H15  H15  H  0  1  N  N  N  12.390   3.110   1.428  11.419  -4.030   0.545  H15  Q9H  59  
Q9H  H17  H17  H  0  1  N  N  N  14.464   2.642   2.468   9.762  -3.898  -1.228  H17  Q9H  60  
Q9H  H18  H18  H  0  1  N  N  N  14.686   4.411   2.681   8.755  -5.000  -0.261  H18  Q9H  61  
Q9H  H19  H19  H  0  1  N  N  N  12.347   4.195   4.004   9.745  -2.253   0.628  H19  Q9H  62  
Q9H  H20  H20  H  0  1  N  N  N  12.885   2.493   4.198   8.738  -3.356   1.595  H20  Q9H  63  
Q9H  H21  H21  H  0  1  N  N  N  23.222  11.422  12.688  -8.574  -3.595   1.783  H21  Q9H  64  
Q9H  H22  H22  H  0  1  N  N  N  19.764   8.771  13.725  -6.137   0.406   1.648  H22  Q9H  65  
Q9H  H23  H23  H  0  1  N  N  N  17.591   6.416  13.474  -5.237   3.099   1.622  H23  Q9H  66  
Q9H  H24  H24  H  0  1  N  N  N  15.419   8.525  13.788  -2.795   2.784  -0.183  H24  Q9H  67  
Q9H  H25  H25  H  0  1  N  N  N  15.265   6.766  14.121  -2.956   4.032   1.075  H25  Q9H  68  
Q9H  H26  H26  H  0  1  N  N  N  16.866   7.655  15.850  -2.625   1.913   2.156  H26  Q9H  69  
Q9H  H27  H27  H  0  1  N  N  N  17.278   9.877  15.098  -3.151  -0.202   1.273  H27  Q9H  70  
Q9H  H28  H28  H  0  1  N  N  N  14.122   9.900   7.673   2.526   3.641  -2.382  H28  Q9H  71  
Q9H  H29  H29  H  0  1  N  N  N  16.187   9.368   6.694   4.462   2.668  -1.577  H29  Q9H  72  
Q9H  H30  H30  H  0  1  N  N  N  12.169   7.773   5.674   7.326   0.627   3.032  H30  Q9H  73  
Q9H  H31  H31  H  0  1  N  N  N  21.354  14.841  10.886  -7.106  -5.612  -2.034  H31  Q9H  74  
Q9H  H32  H32  H  0  1  N  N  N  19.969  14.253  10.251  -5.924  -4.601  -2.670  H32  Q9H  75  
#   #
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
Q9H  N    C    SING  N  N   1  
Q9H  C    C1   SING  N  N   2  
Q9H  C1   N1   SING  N  N   3  
Q9H  N1   C2   SING  N  N   4  
Q9H  N2   C2   DOUB  Y  N   5  
Q9H  N2   C3   SING  Y  N   6  
Q9H  C2   C6   SING  Y  N   7  
Q9H  C3   N3   DOUB  Y  N   8  
Q9H  C6   C4   DOUB  Y  N   9  
Q9H  C6   N5   SING  Y  N  10  
Q9H  N3   C4   SING  Y  N  11  
Q9H  C4   N4   SING  Y  N  12  
Q9H  N5   C5   DOUB  Y  N  13  
Q9H  C24  O7   SING  N  N  14  
Q9H  C24  C23  SING  N  N  15  
Q9H  C24  C7   SING  N  N  16  
Q9H  C5   N4   SING  Y  N  17  
Q9H  N4   C7   SING  N  N  18  
Q9H  O6   C23  SING  N  N  19  
Q9H  C23  C8   SING  N  N  20  
Q9H  C7   O    SING  N  N  21  
Q9H  O    C8   SING  N  N  22  
Q9H  C8   C9   SING  N  N  23  
Q9H  C9   O1   SING  N  N  24  
Q9H  N7   C15  SING  N  N  25  
Q9H  O1   C10  SING  N  N  26  
Q9H  C15  N8   DOUB  Y  N  27  
Q9H  C15  C14  SING  Y  N  28  
Q9H  N8   C16  SING  Y  N  29  
Q9H  N6   C14  SING  Y  N  30  
Q9H  N6   C13  DOUB  Y  N  31  
Q9H  C14  C17  DOUB  Y  N  32  
Q9H  O3   C20  SING  N  N  33  
Q9H  C10  C11  SING  N  N  34  
Q9H  C16  N9   DOUB  Y  N  35  
Q9H  C13  C12  SING  N  N  36  
Q9H  C13  N10  SING  Y  N  37  
Q9H  C11  C12  TRIP  N  N  38  
Q9H  C17  N9   SING  Y  N  39  
Q9H  C17  N10  SING  Y  N  40  
Q9H  O2   C18  SING  N  N  41  
Q9H  O2   C19  SING  N  N  42  
Q9H  N10  C18  SING  N  N  43  
Q9H  C20  C19  SING  N  N  44  
Q9H  C18  C22  SING  N  N  45  
Q9H  C19  C21  SING  N  N  46  
Q9H  C22  C21  SING  N  N  47  
Q9H  C22  O5   SING  N  N  48  
Q9H  C21  O4   SING  N  N  49  
Q9H  O3   H1   SING  N  N  50  
Q9H  C5   H2   SING  N  N  51  
Q9H  O4   H3   SING  N  N  52  
Q9H  N1   H4   SING  N  N  53  
Q9H  C7   H5   SING  N  N  54  
Q9H  C8   H6   SING  N  N  55  
Q9H  C9   H7   SING  N  N  56  
Q9H  C9   H8   SING  N  N  57  
Q9H  O5   H9   SING  N  N  58  
Q9H  C10  H10  SING  N  N  59  
Q9H  C10  H11  SING  N  N  60  
Q9H  O6   H12  SING  N  N  61  
Q9H  O7   H13  SING  N  N  62  
Q9H  N    H14  SING  N  N  63  
Q9H  N    H15  SING  N  N  64  
Q9H  C    H17  SING  N  N  65  
Q9H  C    H18  SING  N  N  66  
Q9H  C1   H19  SING  N  N  67  
Q9H  C1   H20  SING  N  N  68  
Q9H  C16  H21  SING  N  N  69  
Q9H  C18  H22  SING  N  N  70  
Q9H  C19  H23  SING  N  N  71  
Q9H  C20  H24  SING  N  N  72  
Q9H  C20  H25  SING  N  N  73  
Q9H  C21  H26  SING  N  N  74  
Q9H  C22  H27  SING  N  N  75  
Q9H  C23  H28  SING  N  N  76  
Q9H  C24  H29  SING  N  N  77  
Q9H  C3   H30  SING  N  N  78  
Q9H  N7   H31  SING  N  N  79  
Q9H  N7   H32  SING  N  N  80  
#   #
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
Q9H  InChI             InChI                 1.03   "InChI=1S/C25H31N11O8/c26-3-4-28-21-15-22(31-9-30-21)35(10-33-15)24-18(40)17(39)12(44-24)7-42-5-1-2-13-34-14-20(27)29-8-32-23(14)36(13)25-19(41)16(38)11(6-37)43-25/h8-12,16-19,24-25,37-41H,3-7,26H2,(H2,27,29,32)(H,28,30,31)/t11-,12-,16-,17-,18-,19-,24-,25-/m1/s1"  
Q9H  InChIKey          InChI                 1.03   SCMIFBNZCXBOAA-AKONZDDMSA-N  
Q9H  SMILES_CANONICAL  CACTVS                3.385  "NCCNc1ncnc2n(cnc12)[C@@H]3O[C@H](COCC#Cc4nc5c(N)ncnc5n4[C@@H]6O[C@H](CO)[C@@H](O)[C@H]6O)[C@@H](O)[C@H]3O"  
Q9H  SMILES            CACTVS                3.385  "NCCNc1ncnc2n(cnc12)[CH]3O[CH](COCC#Cc4nc5c(N)ncnc5n4[CH]6O[CH](CO)[CH](O)[CH]6O)[CH](O)[CH]3O"  
Q9H  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1nc(c2c(n1)n(c(n2)C#CCOC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5NCCN)O)O)[C@H]6[C@@H]([C@@H]([C@H](O6)CO)O)O)N"  
Q9H  SMILES            "OpenEye OEToolkits"  2.0.7  "c1nc(c2c(n1)n(c(n2)C#CCOCC3C(C(C(O3)n4cnc5c4ncnc5NCCN)O)O)C6C(C(C(O6)CO)O)O)N"  
#
_pdbx_chem_comp_identifier.comp_id          Q9H
_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~{R},4~{S},5~{R})-2-[6-azanyl-8-[3-[[(2~{R},3~{S},4~{R},5~{R})-5-[6-(2-azanylethylamino)purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy]prop-1-ynyl]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
Q9H  "Create component"  2020-05-28  PDBE  
Q9H  "Initial release"   2021-05-26  RCSB  
##
