data_HDG
#

_chem_comp.id                                   HDG
_chem_comp.name                                 "(2R,5S)-2-amino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-5-[(benzylamino)methyl]-N-[2-(4-methoxyphenyl)ethyl]hexanamide (non-preferred name)"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H42 N8 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(R)-SKI-72"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-06-26
_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                       618.726
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HDG
_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       6DVR
_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
HDG  C4   C1   C  0  1  N  N  S  -50.912  -35.101  -23.599  -1.777  -1.920  -1.093  C4   HDG   1  
HDG  C3   C2   C  0  1  N  N  N  -49.568  -35.526  -24.188  -2.066  -0.871  -2.168  C3   HDG   2  
HDG  C2   C3   C  0  1  N  N  R  -49.167  -36.978  -23.996  -3.172   0.068  -1.680  C2   HDG   3  
HDG  C5   C4   C  0  1  N  N  N  -51.151  -33.588  -23.821  -0.589  -2.781  -1.526  C5   HDG   4  
HDG  C6   C5   C  0  1  N  N  N  -50.932  -33.109  -25.260   0.672  -1.916  -1.586  C6   HDG   5  
HDG  C1   C6   C  0  1  N  N  S  -47.659  -37.225  -23.978  -3.568   1.059  -2.797  C1   HDG   6  
HDG  O3   O1   O  0  1  N  N  N  -51.197  -30.137  -23.676   3.488  -1.326  -3.008  O3   HDG   7  
HDG  C8   C7   C  0  1  N  N  N  -50.664  -30.644  -24.651   3.111  -1.945  -2.036  C8   HDG   8  
HDG  N1   N1   N  0  1  N  N  N  -49.407  -30.385  -24.975   3.825  -1.908  -0.894  N1   HDG   9  
HDG  C9   C8   C  0  1  N  N  N  -48.622  -29.473  -24.162   4.995  -1.032  -0.790  C9   HDG  10  
HDG  C10  C9   C  0  1  N  N  N  -47.141  -29.671  -24.305   5.692  -1.268   0.552  C10  HDG  11  
HDG  C11  C10  C  0  1  Y  N  N  -46.403  -28.913  -23.227   6.823  -0.285   0.710  C11  HDG  12  
HDG  C17  C11  C  0  1  Y  N  N  -46.266  -29.448  -21.953   6.593   0.941   1.308  C17  HDG  13  
HDG  C16  C12  C  0  1  Y  N  N  -45.615  -28.752  -20.949   7.628   1.844   1.454  C16  HDG  14  
HDG  C14  C13  C  0  1  Y  N  N  -45.076  -27.502  -21.214   8.899   1.520   1.002  C14  HDG  15  
HDG  O2   O2   O  0  1  N  N  N  -44.524  -26.875  -20.125   9.919   2.407   1.145  O2   HDG  16  
HDG  C15  C14  C  0  1  N  N  N  -44.027  -25.543  -20.297  11.200   2.006   0.655  C15  HDG  17  
HDG  C13  C15  C  0  1  Y  N  N  -45.179  -26.962  -22.492   9.127   0.289   0.403  C13  HDG  18  
HDG  C12  C16  C  0  1  Y  N  N  -45.846  -27.665  -23.482   8.090  -0.612   0.263  C12  HDG  19  
HDG  C7   C17  C  0  1  N  N  R  -51.476  -31.617  -25.489   1.842  -2.755  -2.105  C7   HDG  20  
HDG  N    N2   N  0  1  N  N  N  -52.885  -31.485  -25.112   1.585  -3.145  -3.497  N    HDG  21  
HDG  C18  C18  C  0  1  N  N  N  -51.023  -35.386  -22.106  -3.008  -2.809  -0.904  C18  HDG  22  
HDG  N2   N3   N  0  1  N  N  N  -52.303  -35.161  -21.427  -2.780  -3.729   0.219  N2   HDG  23  
HDG  C19  C19  C  0  1  N  N  N  -52.133  -35.547  -20.007  -3.911  -4.652   0.381  C19  HDG  24  
HDG  C20  C20  C  0  1  Y  N  N  -53.087  -34.860  -19.062  -3.701  -5.493   1.614  C20  HDG  25  
HDG  C25  C21  C  0  1  Y  N  N  -52.618  -34.021  -18.058  -4.264  -5.109   2.817  C25  HDG  26  
HDG  C24  C22  C  0  1  Y  N  N  -53.498  -33.306  -17.272  -4.071  -5.880   3.947  C24  HDG  27  
HDG  C23  C23  C  0  1  Y  N  N  -54.855  -33.422  -17.465  -3.315  -7.035   3.875  C23  HDG  28  
HDG  C22  C24  C  0  1  Y  N  N  -55.336  -34.270  -18.434  -2.751  -7.419   2.673  C22  HDG  29  
HDG  C21  C25  C  0  1  Y  N  N  -54.459  -34.992  -19.223  -2.949  -6.650   1.541  C21  HDG  30  
HDG  O1   O3   O  0  1  N  N  N  -47.258  -37.919  -22.799  -4.746   0.609  -3.471  O1   HDG  31  
HDG  O4   O4   O  0  1  N  N  N  -49.703  -37.759  -25.087  -2.687   0.900  -0.604  O4   HDG  32  
HDG  C26  C26  C  0  1  N  N  R  -48.729  -38.691  -25.486  -3.583   2.032  -0.564  C26  HDG  33  
HDG  C    C27  C  0  1  N  N  R  -47.397  -37.981  -25.286  -3.845   2.380  -2.046  C    HDG  34  
HDG  O    O5   O  0  1  N  N  N  -46.310  -38.894  -25.215  -5.202   2.787  -2.233  O    HDG  35  
HDG  N3   N4   N  0  1  Y  N  N  -49.033  -39.086  -26.859  -2.949   3.161   0.121  N3   HDG  36  
HDG  C31  C28  C  0  1  Y  N  N  -49.178  -38.258  -27.942  -1.611   3.340   0.313  C31  HDG  37  
HDG  N7   N5   N  0  1  Y  N  N  -49.495  -38.883  -29.053  -1.400   4.449   0.959  N7   HDG  38  
HDG  C30  C29  C  0  1  Y  N  N  -49.561  -40.217  -28.673  -2.584   5.051   1.222  C30  HDG  39  
HDG  C27  C30  C  0  1  Y  N  N  -49.278  -40.357  -27.324  -3.592   4.235   0.682  C27  HDG  40  
HDG  C29  C31  C  0  1  Y  N  N  -49.860  -41.392  -29.388  -2.968   6.237   1.871  C29  HDG  41  
HDG  N6   N6   N  0  1  N  N  N  -50.127  -41.414  -30.704  -2.019   7.084   2.417  N6   HDG  42  
HDG  N5   N7   N  0  1  Y  N  N  -49.852  -42.563  -28.711  -4.263   6.526   1.949  N5   HDG  43  
HDG  C28  C32  C  0  1  Y  N  N  -49.558  -42.549  -27.405  -5.175   5.724   1.431  C28  HDG  44  
HDG  N4   N8   N  0  1  Y  N  N  -49.266  -41.503  -26.620  -4.862   4.607   0.808  N4   HDG  45  
HDG  H1   H1   H  0  1  N  N  N  -51.709  -35.653  -24.119  -1.541  -1.422  -0.153  H1   HDG  46  
HDG  H2   H2   H  0  1  N  N  N  -48.789  -34.901  -23.726  -1.162  -0.295  -2.366  H2   HDG  47  
HDG  H3   H3   H  0  1  N  N  N  -49.601  -35.330  -25.270  -2.388  -1.367  -3.083  H3   HDG  48  
HDG  H4   H4   H  0  1  N  N  N  -49.590  -37.335  -23.045  -4.040  -0.506  -1.356  H4   HDG  49  
HDG  H5   H5   H  0  1  N  N  N  -50.463  -33.033  -23.167  -0.443  -3.587  -0.808  H5   HDG  50  
HDG  H6   H6   H  0  1  N  N  N  -52.189  -33.360  -23.538  -0.786  -3.203  -2.512  H6   HDG  51  
HDG  H7   H7   H  0  1  N  N  N  -51.461  -33.788  -25.944   0.504  -1.073  -2.256  H7   HDG  52  
HDG  H8   H8   H  0  1  N  N  N  -49.855  -33.132  -25.481   0.906  -1.545  -0.588  H8   HDG  53  
HDG  H9   H9   H  0  1  N  N  N  -47.147  -36.253  -24.031  -2.749   1.183  -3.505  H9   HDG  54  
HDG  H10  H10  H  0  1  N  N  N  -48.998  -30.817  -25.779   3.565  -2.461  -0.141  H10  HDG  55  
HDG  H11  H11  H  0  1  N  N  N  -48.866  -28.442  -24.459   5.687  -1.252  -1.603  H11  HDG  56  
HDG  H12  H12  H  0  1  N  N  N  -48.894  -29.624  -23.107   4.677   0.009  -0.856  H12  HDG  57  
HDG  H13  H13  H  0  1  N  N  N  -46.908  -30.743  -24.219   4.976  -1.132   1.362  H13  HDG  58  
HDG  H14  H14  H  0  1  N  N  N  -46.820  -29.304  -25.291   6.086  -2.284   0.582  H14  HDG  59  
HDG  H15  H15  H  0  1  N  N  N  -46.675  -30.425  -21.742   5.604   1.192   1.660  H15  HDG  60  
HDG  H16  H16  H  0  1  N  N  N  -45.527  -29.181  -19.962   7.448   2.801   1.920  H16  HDG  61  
HDG  H17  H17  H  0  1  N  N  N  -43.619  -25.177  -19.343  11.922   2.803   0.832  H17  HDG  62  
HDG  H18  H18  H  0  1  N  N  N  -43.234  -25.543  -21.059  11.522   1.103   1.175  H18  HDG  63  
HDG  H19  H19  H  0  1  N  N  N  -44.847  -24.885  -20.621  11.134   1.806  -0.414  H19  HDG  64  
HDG  H20  H20  H  0  1  N  N  N  -44.741  -25.999  -22.711  10.115   0.035   0.049  H20  HDG  65  
HDG  H21  H21  H  0  1  N  N  N  -45.935  -27.236  -24.469   8.267  -1.572  -0.199  H21  HDG  66  
HDG  H22  H22  H  0  1  N  N  N  -51.349  -31.368  -26.553   1.948  -3.649  -1.491  H22  HDG  67  
HDG  H23  H23  H  0  1  N  N  N  -53.186  -30.544  -25.269   1.482  -2.333  -4.087  H23  HDG  68  
HDG  H24  H24  H  0  1  N  N  N  -53.438  -32.108  -25.665   2.312  -3.753  -3.843  H24  HDG  69  
HDG  H26  H26  H  0  1  N  N  N  -50.764  -36.445  -21.961  -3.877  -2.186  -0.692  H26  HDG  70  
HDG  H27  H27  H  0  1  N  N  N  -50.277  -34.754  -21.602  -3.185  -3.382  -1.813  H27  HDG  71  
HDG  H28  H28  H  0  1  N  N  N  -52.557  -34.196  -21.490  -1.915  -4.235   0.102  H28  HDG  72  
HDG  H30  H30  H  0  1  N  N  N  -52.287  -36.633  -19.924  -4.834  -4.081   0.484  H30  HDG  73  
HDG  H31  H31  H  0  1  N  N  N  -51.106  -35.298  -19.702  -3.981  -5.299  -0.493  H31  HDG  74  
HDG  H32  H32  H  0  1  N  N  N  -51.555  -33.928  -17.892  -4.855  -4.207   2.873  H32  HDG  75  
HDG  H33  H33  H  0  1  N  N  N  -53.119  -32.652  -16.501  -4.511  -5.581   4.887  H33  HDG  76  
HDG  H34  H34  H  0  1  N  N  N  -55.540  -32.849  -16.858  -3.163  -7.637   4.759  H34  HDG  77  
HDG  H35  H35  H  0  1  N  N  N  -56.401  -34.373  -18.580  -2.160  -8.321   2.616  H35  HDG  78  
HDG  H36  H36  H  0  1  N  N  N  -54.846  -35.666  -19.973  -2.513  -6.952   0.600  H36  HDG  79  
HDG  H37  H37  H  0  1  N  N  N  -47.453  -37.387  -22.036  -5.039   1.194  -4.182  H37  HDG  80  
HDG  H38  H38  H  0  1  N  N  N  -48.758  -39.576  -24.834  -4.515   1.760  -0.068  H38  HDG  81  
HDG  H39  H39  H  0  1  N  N  N  -47.245  -37.256  -26.099  -3.163   3.162  -2.381  H39  HDG  82  
HDG  H40  H40  H  0  1  N  N  N  -45.500  -38.414  -25.090  -5.421   3.018  -3.146  H40  HDG  83  
HDG  H41  H41  H  0  1  N  N  N  -49.044  -37.188  -27.887  -0.841   2.660  -0.021  H41  HDG  84  
HDG  H42  H42  H  0  1  N  N  N  -50.289  -42.357  -30.996  -2.296   7.900   2.862  H42  HDG  85  
HDG  H43  H43  H  0  1  N  N  N  -50.941  -40.864  -30.888  -1.077   6.862   2.353  H43  HDG  86  
HDG  H44  H44  H  0  1  N  N  N  -49.556  -43.513  -26.917  -6.216   5.997   1.517  H44  HDG  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
HDG  N6   C29  SING  N  N   1  
HDG  C29  N5   DOUB  Y  N   2  
HDG  C29  C30  SING  Y  N   3  
HDG  N7   C30  SING  Y  N   4  
HDG  N7   C31  DOUB  Y  N   5  
HDG  N5   C28  SING  Y  N   6  
HDG  C30  C27  DOUB  Y  N   7  
HDG  C31  N3   SING  Y  N   8  
HDG  C28  N4   DOUB  Y  N   9  
HDG  C27  N3   SING  Y  N  10  
HDG  C27  N4   SING  Y  N  11  
HDG  N3   C26  SING  N  N  12  
HDG  C7   C6   SING  N  N  13  
HDG  C7   N    SING  N  N  14  
HDG  C7   C8   SING  N  N  15  
HDG  C26  C    SING  N  N  16  
HDG  C26  O4   SING  N  N  17  
HDG  C    O    SING  N  N  18  
HDG  C    C1   SING  N  N  19  
HDG  C6   C5   SING  N  N  20  
HDG  O4   C2   SING  N  N  21  
HDG  N1   C8   SING  N  N  22  
HDG  N1   C9   SING  N  N  23  
HDG  C8   O3   DOUB  N  N  24  
HDG  C10  C9   SING  N  N  25  
HDG  C10  C11  SING  N  N  26  
HDG  C3   C2   SING  N  N  27  
HDG  C3   C4   SING  N  N  28  
HDG  C2   C1   SING  N  N  29  
HDG  C1   O1   SING  N  N  30  
HDG  C5   C4   SING  N  N  31  
HDG  C4   C18  SING  N  N  32  
HDG  C12  C11  DOUB  Y  N  33  
HDG  C12  C13  SING  Y  N  34  
HDG  C11  C17  SING  Y  N  35  
HDG  C13  C14  DOUB  Y  N  36  
HDG  C18  N2   SING  N  N  37  
HDG  C17  C16  DOUB  Y  N  38  
HDG  N2   C19  SING  N  N  39  
HDG  C14  C16  SING  Y  N  40  
HDG  C14  O2   SING  N  N  41  
HDG  C15  O2   SING  N  N  42  
HDG  C19  C20  SING  N  N  43  
HDG  C21  C20  DOUB  Y  N  44  
HDG  C21  C22  SING  Y  N  45  
HDG  C20  C25  SING  Y  N  46  
HDG  C22  C23  DOUB  Y  N  47  
HDG  C25  C24  DOUB  Y  N  48  
HDG  C23  C24  SING  Y  N  49  
HDG  C4   H1   SING  N  N  50  
HDG  C3   H2   SING  N  N  51  
HDG  C3   H3   SING  N  N  52  
HDG  C2   H4   SING  N  N  53  
HDG  C5   H5   SING  N  N  54  
HDG  C5   H6   SING  N  N  55  
HDG  C6   H7   SING  N  N  56  
HDG  C6   H8   SING  N  N  57  
HDG  C1   H9   SING  N  N  58  
HDG  N1   H10  SING  N  N  59  
HDG  C9   H11  SING  N  N  60  
HDG  C9   H12  SING  N  N  61  
HDG  C10  H13  SING  N  N  62  
HDG  C10  H14  SING  N  N  63  
HDG  C17  H15  SING  N  N  64  
HDG  C16  H16  SING  N  N  65  
HDG  C15  H17  SING  N  N  66  
HDG  C15  H18  SING  N  N  67  
HDG  C15  H19  SING  N  N  68  
HDG  C13  H20  SING  N  N  69  
HDG  C12  H21  SING  N  N  70  
HDG  C7   H22  SING  N  N  71  
HDG  N    H23  SING  N  N  72  
HDG  N    H24  SING  N  N  73  
HDG  C18  H26  SING  N  N  74  
HDG  C18  H27  SING  N  N  75  
HDG  N2   H28  SING  N  N  76  
HDG  C19  H30  SING  N  N  77  
HDG  C19  H31  SING  N  N  78  
HDG  C25  H32  SING  N  N  79  
HDG  C24  H33  SING  N  N  80  
HDG  C23  H34  SING  N  N  81  
HDG  C22  H35  SING  N  N  82  
HDG  C21  H36  SING  N  N  83  
HDG  O1   H37  SING  N  N  84  
HDG  C26  H38  SING  N  N  85  
HDG  C    H39  SING  N  N  86  
HDG  O    H40  SING  N  N  87  
HDG  C31  H41  SING  N  N  88  
HDG  N6   H42  SING  N  N  89  
HDG  N6   H43  SING  N  N  90  
HDG  C28  H44  SING  N  N  91  
#   #
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
HDG  SMILES            ACDLabs               12.01  "C(CNCc1ccccc1)(CC2C(O)C(C(O2)n3cnc4c3ncnc4N)O)CCC(C(=O)NCCc5ccc(OC)cc5)N"  
HDG  InChI             InChI                 1.03   "InChI=1S/C32H42N8O5/c1-44-23-10-7-20(8-11-23)13-14-36-31(43)24(33)12-9-22(17-35-16-21-5-3-2-4-6-21)15-25-27(41)28(42)32(45-25)40-19-39-26-29(34)37-18-38-30(26)40/h2-8,10-11,18-19,22,24-25,27-28,32,35,41-42H,9,12-17,33H2,1H3,(H,36,43)(H2,34,37,38)/t22-,24+,25+,27+,28+,32+/m0/s1"  
HDG  InChIKey          InChI                 1.03   ZLHYSNFCYFOANJ-DVTMEHRLSA-N  
HDG  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(CCNC(=O)[C@H](N)CC[C@H](CNCc2ccccc2)C[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)cc1"  
HDG  SMILES            CACTVS                3.385  "COc1ccc(CCNC(=O)[CH](N)CC[CH](CNCc2ccccc2)C[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)cc1"  
HDG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "COc1ccc(cc1)CCNC(=O)[C@@H](CC[C@@H](C[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)CNCc5ccccc5)N"  
HDG  SMILES            "OpenEye OEToolkits"  2.0.6  "COc1ccc(cc1)CCNC(=O)C(CCC(CC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)CNCc5ccccc5)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
HDG  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2R,5S)-2-amino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-5-[(benzylamino)methyl]-N-[2-(4-methoxyphenyl)ethyl]hexanamide (non-preferred name)"  
HDG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(2~{R},5~{S})-5-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl]-2-azanyl-~{N}-[2-(4-methoxyphenyl)ethyl]-6-[(phenylmethyl)amino]hexanamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HDG  "Create component"  2018-06-26  RCSB  
HDG  "Initial release"   2018-07-25  RCSB  
HDG  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     HDG
_pdbx_chem_comp_synonyms.name        "(R)-SKI-72"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
