data_6US
#

_chem_comp.id                                   6US
_chem_comp.name                                 "[(2~{R},3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[2-(1~{H}-indol-3-yl)ethyl]phosphonamidic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H24 N7 O6 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        TpAra-Ad
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-06-28
_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                       489.422
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    6US
_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       5KM6
_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
6US  C1     C1   C  0  1  N  N  N  14.662  10.786   9.651  -2.962   0.772  -0.973  C1     6US   1  
6US  C5     C2   C  0  1  Y  N  N   9.181  11.872  17.934   4.158  -2.216  -0.376  C5     6US   2  
6US  C6     C3   C  0  1  Y  N  N   7.987  12.164  18.735   5.155  -3.194  -0.225  C6     6US   3  
6US  C7     C4   C  0  1  Y  N  N  16.904  11.726  10.424  -4.125  -1.404  -1.217  C7     6US   4  
6US  C8     C5   C  0  1  Y  N  N  11.053  11.344  16.980   2.476  -0.953  -0.902  C8     6US   5  
6US  C16    C6   C  0  1  Y  N  N  17.827  11.689   7.939  -5.163  -1.573   1.198  C16    6US   6  
6US  C2     C7   C  0  1  Y  N  N   6.966  13.097  16.801   6.109  -1.916   1.444  C2     6US   7  
6US  C3     C8   C  0  1  N  N  N  15.396  11.908  10.375  -4.193   0.065  -1.544  C3     6US   8  
6US  C12    C9   C  0  1  Y  N  N  17.904  11.646   9.325  -4.579  -2.043   0.020  C12    6US   9  
6US  C14    C10  C  0  1  Y  N  N  20.237  11.446   7.817  -5.225  -3.807   2.049  C14    6US  10  
6US  O3P    O1   O  0  1  N  N  N  13.483   7.388  11.261  -3.673   2.829   1.243  O3P    6US  11  
6US  P      P1   P  0  1  N  N  N  13.249   8.600  10.420  -2.637   3.140   0.051  P      6US  12  
6US  N1P    N1   N  0  1  N  N  N  14.693   9.559  10.422  -3.028   2.205  -1.292  N1P    6US  13  
6US  O2P    O2   O  0  1  N  N  N  12.802   8.428   8.993  -2.714   4.574  -0.307  O2P    6US  14  
6US  "O5'"  O3   O  0  1  N  N  N  12.154   9.567  11.094  -1.142   2.787   0.534  "O5'"  6US  15  
6US  "C5'"  C11  C  0  1  N  N  N  11.995   9.616  12.504   0.026   3.234  -0.159  "C5'"  6US  16  
6US  "C4'"  C12  C  0  1  N  N  R  11.256  10.914  12.785   1.274   2.724   0.564  "C4'"  6US  17  
6US  "C3'"  C13  C  0  1  N  N  S  12.160  12.143  12.817   2.548   3.297  -0.094  "C3'"  6US  18  
6US  "O3'"  O4   O  0  1  N  N  N  11.743  13.033  11.777   3.027   4.426   0.641  "O3'"  6US  19  
6US  "C2'"  C14  C  0  1  N  N  S  11.927  12.783  14.185   3.564   2.135  -0.022  "C2'"  6US  20  
6US  "O2'"  O5   O  0  1  N  N  N  13.001  12.442  15.068   3.966   1.740  -1.335  "O2'"  6US  21  
6US  "C1'"  C15  C  0  1  N  N  R  10.627  12.118  14.595   2.782   0.997   0.671  "C1'"  6US  22  
6US  "O4'"  O6   O  0  1  N  N  N  10.713  10.789  14.087   1.393   1.293   0.413  "O4'"  6US  23  
6US  N9     N2   N  0  1  Y  N  N  10.318  11.941  16.022   3.145  -0.298   0.089  N9     6US  24  
6US  C4     C16  C  0  1  Y  N  N   9.128  12.270  16.528   4.216  -1.077   0.446  C4     6US  25  
6US  N7     N3   N  0  1  Y  N  N  10.382  11.307  18.159   3.075  -2.075  -1.177  N7     6US  26  
6US  N3     N4   N  0  1  Y  N  N   8.030  12.877  16.013   5.200  -0.971   1.333  N3     6US  27  
6US  N1     N5   N  0  1  Y  N  N   6.953  12.749  18.097   6.099  -3.001   0.690  N1     6US  28  
6US  N6     N6   N  0  1  N  N  N   7.926  11.834  20.046   5.153  -4.334  -1.010  N6     6US  29  
6US  C9     C17  C  0  1  Y  N  N  17.638  11.614  11.593  -3.641  -2.376  -2.006  C9     6US  30  
6US  N10    N7   N  0  1  Y  N  N  18.970  11.476  11.322  -3.745  -3.586  -1.374  N10    6US  31  
6US  C11    C18  C  0  1  Y  N  N  19.204  11.496   9.998  -4.319  -3.418  -0.134  C11    6US  32  
6US  C13    C19  C  0  1  Y  N  N  20.347  11.396   9.210  -4.649  -4.293   0.895  C13    6US  33  
6US  C15    C20  C  0  1  Y  N  N  18.999  11.595   7.187  -5.479  -2.451   2.196  C15    6US  34  
6US  H1     H1   H  0  1  N  N  N  13.615  11.085   9.493  -2.937   0.642   0.109  H1     6US  35  
6US  H2     H2   H  0  1  N  N  N  15.144  10.611   8.678  -2.060   0.344  -1.411  H2     6US  36  
6US  H3     H3   H  0  1  N  N  N  12.046  10.947  16.830   1.584  -0.590  -1.391  H3     6US  37  
6US  H4     H4   H  0  1  N  N  N  16.871  11.794   7.448  -5.364  -0.519   1.319  H4     6US  38  
6US  H5     H5   H  0  1  N  N  N   6.092  13.570  16.378   6.895  -1.799   2.175  H5     6US  39  
6US  H6     H6   H  0  1  N  N  N  15.178  12.854   9.858  -5.094   0.494  -1.106  H6     6US  40  
6US  H7     H7   H  0  1  N  N  N  15.020  11.959  11.407  -4.217   0.196  -2.626  H7     6US  41  
6US  H8     H8   H  0  1  N  N  N  21.130  11.368   7.214  -5.481  -4.489   2.847  H8     6US  42  
6US  H9     H9   H  0  1  N  N  N  13.306   6.608  10.749  -3.677   1.905   1.530  H9     6US  43  
6US  H10    H10  H  0  1  N  N  N  15.433   8.992  10.060  -2.432   2.429  -2.075  H10    6US  44  
6US  H11    H11  H  0  1  N  N  N  11.407   8.755  12.855   0.013   2.849  -1.178  H11    6US  45  
6US  H12    H12  H  0  1  N  N  N  12.976   9.617  13.002   0.039   4.324  -0.182  H12    6US  46  
6US  H13    H13  H  0  1  N  N  N  10.463  11.059  12.036   1.237   2.994   1.620  H13    6US  47  
6US  H14    H14  H  0  1  N  N  N  13.214  11.848  12.706   2.353   3.570  -1.131  H14    6US  48  
6US  H15    H15  H  0  1  N  N  N  12.295  13.806  11.781   3.826   4.826   0.271  H15    6US  49  
6US  H16    H16  H  0  1  N  N  N  11.798  13.871  14.089   4.430   2.421   0.574  H16    6US  50  
6US  H17    H17  H  0  1  N  N  N  12.853  12.842  15.917   4.408   2.437  -1.838  H17    6US  51  
6US  H18    H18  H  0  1  N  N  N   9.795  12.649  14.109   2.980   0.999   1.743  H18    6US  52  
6US  H19    H19  H  0  1  N  N  N   7.032  12.091  20.414   4.458  -4.464  -1.674  H19    6US  53  
6US  H20    H20  H  0  1  N  N  N   8.057  10.848  20.148   5.846  -5.003  -0.896  H20    6US  54  
6US  H21    H21  H  0  1  N  N  N  17.214  11.633  12.586  -3.232  -2.227  -2.994  H21    6US  55  
6US  H22    H22  H  0  1  N  N  N  19.680  11.373  12.019  -3.461  -4.435  -1.746  H22    6US  56  
6US  H23    H23  H  0  1  N  N  N  21.316  11.280   9.673  -4.455  -5.350   0.790  H23    6US  57  
6US  H24    H24  H  0  1  N  N  N  18.948  11.638   6.109  -5.931  -2.086   3.107  H24    6US  58  
#   #
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
6US  C15    C14    DOUB  Y  N   1  
6US  C15    C16    SING  Y  N   2  
6US  C14    C13    SING  Y  N   3  
6US  C16    C12    DOUB  Y  N   4  
6US  O2P    P      DOUB  N  N   5  
6US  C13    C11    DOUB  Y  N   6  
6US  C12    C11    SING  Y  N   7  
6US  C12    C7     SING  Y  N   8  
6US  C1     C3     SING  N  N   9  
6US  C1     N1P    SING  N  N  10  
6US  C11    N10    SING  Y  N  11  
6US  C3     C7     SING  N  N  12  
6US  P      N1P    SING  N  N  13  
6US  P      "O5'"  SING  N  N  14  
6US  P      O3P    SING  N  N  15  
6US  C7     C9     DOUB  Y  N  16  
6US  "O5'"  "C5'"  SING  N  N  17  
6US  N10    C9     SING  Y  N  18  
6US  "O3'"  "C3'"  SING  N  N  19  
6US  "C5'"  "C4'"  SING  N  N  20  
6US  "C4'"  "C3'"  SING  N  N  21  
6US  "C4'"  "O4'"  SING  N  N  22  
6US  "C3'"  "C2'"  SING  N  N  23  
6US  "O4'"  "C1'"  SING  N  N  24  
6US  "C2'"  "C1'"  SING  N  N  25  
6US  "C2'"  "O2'"  SING  N  N  26  
6US  "C1'"  N9     SING  N  N  27  
6US  N3     C4     DOUB  Y  N  28  
6US  N3     C2     SING  Y  N  29  
6US  N9     C4     SING  Y  N  30  
6US  N9     C8     SING  Y  N  31  
6US  C4     C5     SING  Y  N  32  
6US  C2     N1     DOUB  Y  N  33  
6US  C8     N7     DOUB  Y  N  34  
6US  C5     N7     SING  Y  N  35  
6US  C5     C6     DOUB  Y  N  36  
6US  N1     C6     SING  Y  N  37  
6US  C6     N6     SING  N  N  38  
6US  C1     H1     SING  N  N  39  
6US  C1     H2     SING  N  N  40  
6US  C8     H3     SING  N  N  41  
6US  C16    H4     SING  N  N  42  
6US  C2     H5     SING  N  N  43  
6US  C3     H6     SING  N  N  44  
6US  C3     H7     SING  N  N  45  
6US  C14    H8     SING  N  N  46  
6US  O3P    H9     SING  N  N  47  
6US  N1P    H10    SING  N  N  48  
6US  "C5'"  H11    SING  N  N  49  
6US  "C5'"  H12    SING  N  N  50  
6US  "C4'"  H13    SING  N  N  51  
6US  "C3'"  H14    SING  N  N  52  
6US  "O3'"  H15    SING  N  N  53  
6US  "C2'"  H16    SING  N  N  54  
6US  "O2'"  H17    SING  N  N  55  
6US  "C1'"  H18    SING  N  N  56  
6US  N6     H19    SING  N  N  57  
6US  N6     H20    SING  N  N  58  
6US  C9     H21    SING  N  N  59  
6US  N10    H22    SING  N  N  60  
6US  C13    H23    SING  N  N  61  
6US  C15    H24    SING  N  N  62  
#   #
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
6US  InChI             InChI                 1.03   "InChI=1S/C20H24N7O6P/c21-18-15-19(24-9-23-18)27(10-25-15)20-17(29)16(28)14(33-20)8-32-34(30,31)26-6-5-11-7-22-13-4-2-1-3-12(11)13/h1-4,7,9-10,14,16-17,20,22,28-29H,5-6,8H2,(H2,21,23,24)(H2,26,30,31)/t14-,16-,17+,20-/m1/s1"  
6US  InChIKey          InChI                 1.03   QUYHGTZYKXLUHM-DFYYWFRZSA-N  
6US  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)NCCc4c[nH]c5ccccc45)[C@@H](O)[C@@H]3O"  
6US  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)NCCc4c[nH]c5ccccc45)[CH](O)[CH]3O"  
6US  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.5  "c1ccc2c(c1)c(c[nH]2)CCNP(=O)(O)OC[C@@H]3[C@H]([C@@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O"  
6US  SMILES            "OpenEye OEToolkits"  2.0.5  "c1ccc2c(c1)c(c[nH]2)CCNP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          6US
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.5
_pdbx_chem_comp_identifier.identifier       "[(2~{R},3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[2-(1~{H}-indol-3-yl)ethyl]phosphonamidic acid"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
6US  "Create component"  2016-06-28  RCSB  
6US  "Initial release"   2017-06-28  RCSB  
6US  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     6US
_pdbx_chem_comp_synonyms.name        TpAra-Ad
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
