data_HEJ
#

_chem_comp.id                                   HEJ
_chem_comp.name                                 "9-{5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-arabinofuranosyl}-9H-purin-6-amine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H16 N5 O13 P3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Vidarabine-TRIPHOSPHATE
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-06-27
_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                       507.181
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HEJ
_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       6DWJ
_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
HEJ  N6     N1   N  0  1  N  N  N  22.280   1.488  137.136  -6.804  -3.827   1.327  N6     HEJ   1  
HEJ  C6     C1   C  0  1  Y  N  N  23.673   1.623  136.906  -6.511  -2.849   0.392  C6     HEJ   2  
HEJ  N1     N2   N  0  1  Y  N  N  24.506   0.768  137.503  -7.264  -2.699  -0.692  N1     HEJ   3  
HEJ  C2     C2   C  0  1  Y  N  N  25.832   0.890  137.294  -6.992  -1.768  -1.590  C2     HEJ   4  
HEJ  N3     N3   N  0  1  Y  N  N  26.338   1.851  136.439  -5.973  -0.945  -1.468  N3     HEJ   5  
HEJ  C4     C3   C  0  1  Y  N  N  25.518   2.706  135.780  -5.164  -1.020  -0.416  C4     HEJ   6  
HEJ  C5     C4   C  0  1  Y  N  N  24.125   2.612  135.983  -5.414  -1.989   0.571  C5     HEJ   7  
HEJ  N7     N4   N  0  1  Y  N  N  23.531   3.541  135.175  -4.455  -1.852   1.518  N7     HEJ   8  
HEJ  C8     C5   C  0  1  Y  N  N  24.502   4.174  134.540  -3.652  -0.884   1.184  C8     HEJ   9  
HEJ  N9     N5   N  0  1  Y  N  N  25.722   3.658  134.879  -4.055  -0.330   0.005  N9     HEJ  10  
HEJ  "C1'"  C6   C  0  1  N  N  R  26.924   4.118  134.523  -3.408   0.781  -0.697  "C1'"  HEJ  11  
HEJ  "O4'"  O1   O  0  1  N  N  N  26.796   5.685  134.567  -2.019   0.879  -0.312  "O4'"  HEJ  12  
HEJ  "C4'"  C7   C  0  1  N  N  R  27.076   6.181  133.432  -1.628   2.230  -0.639  "C4'"  HEJ  13  
HEJ  "C5'"  C8   C  0  1  N  N  N  25.837   6.623  132.715  -0.382   2.630   0.154  "C5'"  HEJ  14  
HEJ  "O5'"  O2   O  0  1  N  N  N  25.001   7.415  133.562   0.730   1.842  -0.276  "O5'"  HEJ  15  
HEJ  PA     P1   P  0  1  N  N  N  25.540   9.005  133.903   2.207   1.996   0.346  PA     HEJ  16  
HEJ  O2A    O3   O  0  1  N  N  N  27.044   9.299  133.578   2.143   1.833   1.816  O2A    HEJ  17  
HEJ  O1A    O4   O  0  1  N  N  N  25.186   9.321  135.326   2.789   3.455  -0.007  O1A    HEJ  18  
HEJ  O3A    O5   O  0  1  N  N  N  24.795  10.097  132.890   3.172   0.868  -0.277  O3A    HEJ  19  
HEJ  PB     P2   P  0  1  N  N  N  23.297   9.948  132.330   4.573   0.218   0.179  PB     HEJ  20  
HEJ  O1B    O6   O  0  1  N  N  N  23.157  11.061  131.311   4.522  -0.100   1.623  O1B    HEJ  21  
HEJ  O2B    O7   O  0  1  N  N  N  22.254   9.902  133.433   5.765   1.263  -0.099  O2B    HEJ  22  
HEJ  O3B    O8   O  0  1  N  N  N  23.311   8.569  131.442   4.836  -1.132  -0.659  O3B    HEJ  23  
HEJ  PG     P3   P  0  1  N  N  N  22.431   8.433  130.046   5.772  -2.422  -0.435  PG     HEJ  24  
HEJ  O3G    O9   O  0  1  N  N  N  23.075   7.367  129.193   7.081  -1.994   0.106  O3G    HEJ  25  
HEJ  O2G    O10  O  0  1  N  N  N  21.072   7.868  130.395   5.063  -3.425   0.607  O2G    HEJ  26  
HEJ  O1G    O11  O  0  1  N  N  N  22.489   9.819  129.412   5.992  -3.176  -1.840  O1G    HEJ  27  
HEJ  "C3'"  C9   C  0  1  N  N  S  27.845   4.988  132.600  -2.834   3.101  -0.225  "C3'"  HEJ  28  
HEJ  "O3'"  O12  O  0  1  N  N  N  29.259   5.049  132.726  -3.025   4.167  -1.157  "O3'"  HEJ  29  
HEJ  "C2'"  C10  C  0  1  N  N  S  27.493   3.874  133.105  -4.032   2.126  -0.264  "C2'"  HEJ  30  
HEJ  O31    O13  O  0  1  N  N  N  26.395   3.292  132.247  -4.625   2.010   1.031  O31    HEJ  31  
HEJ  H1     H1   H  0  1  N  N  N  22.117   0.719  137.754  -7.566  -4.412   1.195  H1     HEJ  32  
HEJ  H2     H2   H  0  1  N  N  N  21.927   2.328  137.549  -6.244  -3.929   2.113  H2     HEJ  33  
HEJ  H3     H3   H  0  1  N  N  N  26.512   0.224  137.804  -7.630  -1.681  -2.457  H3     HEJ  34  
HEJ  H4     H4   H  0  1  N  N  N  24.352   4.989  133.847  -2.802  -0.556   1.763  H4     HEJ  35  
HEJ  H5     H5   H  0  1  N  N  N  27.692   3.824  135.254  -3.495   0.650  -1.776  H5     HEJ  36  
HEJ  H6     H6   H  0  1  N  N  N  27.772   7.030  133.502  -1.442   2.323  -1.709  H6     HEJ  37  
HEJ  H7     H7   H  0  1  N  N  N  26.125   7.219  131.837  -0.167   3.685  -0.015  H7     HEJ  38  
HEJ  H8     H8   H  0  1  N  N  N  25.277   5.735  132.387  -0.558   2.461   1.217  H8     HEJ  39  
HEJ  H9     H9   H  0  1  N  N  N  25.954   9.648  135.779   2.859   3.631  -0.956  H9     HEJ  40  
HEJ  H10    H10  H  0  1  N  N  N  21.636  10.614  133.315   5.857   1.517  -1.028  H10    HEJ  41  
HEJ  H11    H11  H  0  1  N  N  N  20.974   7.010  129.999   4.199  -3.747   0.316  H11    HEJ  42  
HEJ  H12    H12  H  0  1  N  N  N  22.752  10.456  130.066   6.548  -3.965  -1.781  H12    HEJ  43  
HEJ  H13    H13  H  0  1  N  N  N  27.554   5.085  131.544  -2.695   3.496   0.782  H13    HEJ  44  
HEJ  H14    H14  H  0  1  N  N  N  29.575   5.867  132.361  -3.805   4.710  -0.979  H14    HEJ  45  
HEJ  H15    H15  H  0  1  N  N  N  28.320   3.152  133.175  -4.770   2.457  -0.994  H15    HEJ  46  
HEJ  H16    H16  H  0  1  N  N  N  26.118   2.458  132.609  -4.980   2.840   1.378  H16    HEJ  47  
#   #
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
HEJ  O3G    PG     DOUB  N  N   1  
HEJ  O1G    PG     SING  N  N   2  
HEJ  PG     O2G    SING  N  N   3  
HEJ  PG     O3B    SING  N  N   4  
HEJ  O1B    PB     DOUB  N  N   5  
HEJ  O3B    PB     SING  N  N   6  
HEJ  O31    "C2'"  SING  N  N   7  
HEJ  PB     O3A    SING  N  N   8  
HEJ  PB     O2B    SING  N  N   9  
HEJ  "C3'"  "O3'"  SING  N  N  10  
HEJ  "C3'"  "C2'"  SING  N  N  11  
HEJ  "C3'"  "C4'"  SING  N  N  12  
HEJ  "C5'"  "C4'"  SING  N  N  13  
HEJ  "C5'"  "O5'"  SING  N  N  14  
HEJ  O3A    PA     SING  N  N  15  
HEJ  "C2'"  "C1'"  SING  N  N  16  
HEJ  "C4'"  "O4'"  SING  N  N  17  
HEJ  "O5'"  PA     SING  N  N  18  
HEJ  O2A    PA     DOUB  N  N  19  
HEJ  PA     O1A    SING  N  N  20  
HEJ  "C1'"  "O4'"  SING  N  N  21  
HEJ  "C1'"  N9     SING  N  N  22  
HEJ  C8     N9     SING  Y  N  23  
HEJ  C8     N7     DOUB  Y  N  24  
HEJ  N9     C4     SING  Y  N  25  
HEJ  N7     C5     SING  Y  N  26  
HEJ  C4     C5     DOUB  Y  N  27  
HEJ  C4     N3     SING  Y  N  28  
HEJ  C5     C6     SING  Y  N  29  
HEJ  N3     C2     DOUB  Y  N  30  
HEJ  C6     N6     SING  N  N  31  
HEJ  C6     N1     DOUB  Y  N  32  
HEJ  C2     N1     SING  Y  N  33  
HEJ  N6     H1     SING  N  N  34  
HEJ  N6     H2     SING  N  N  35  
HEJ  C2     H3     SING  N  N  36  
HEJ  C8     H4     SING  N  N  37  
HEJ  "C1'"  H5     SING  N  N  38  
HEJ  "C4'"  H6     SING  N  N  39  
HEJ  "C5'"  H7     SING  N  N  40  
HEJ  "C5'"  H8     SING  N  N  41  
HEJ  O1A    H9     SING  N  N  42  
HEJ  O2B    H10    SING  N  N  43  
HEJ  O2G    H11    SING  N  N  44  
HEJ  O1G    H12    SING  N  N  45  
HEJ  "C3'"  H13    SING  N  N  46  
HEJ  "O3'"  H14    SING  N  N  47  
HEJ  "C2'"  H15    SING  N  N  48  
HEJ  O31    H16    SING  N  N  49  
#   #
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
HEJ  SMILES            ACDLabs               12.01  "Nc1ncnc2c1ncn2C3OC(COP(O)(=O)OP(O)(=O)OP(O)(=O)O)C(O)C3O"  
HEJ  InChI             InChI                 1.03   "InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7+,10-/m1/s1"  
HEJ  InChIKey          InChI                 1.03   ZKHQWZAMYRWXGA-UHTZMRCNSA-N  
HEJ  SMILES_CANONICAL  CACTVS                3.385  "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@@H]3O"  
HEJ  SMILES            CACTVS                3.385  "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O"  
HEJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1nc(c2c(n1)n(cn2)[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N"  
HEJ  SMILES            "OpenEye OEToolkits"  2.0.6  "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)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
HEJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "9-{5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-arabinofuranosyl}-9H-purin-6-amine"  
HEJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[[(2~{R},3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono 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
HEJ  "Create component"  2018-06-27  RCSB  
HEJ  "Modify synonyms"   2018-06-27  RCSB  
HEJ  "Initial release"   2018-10-24  RCSB  
HEJ  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     HEJ
_pdbx_chem_comp_synonyms.name        Vidarabine-TRIPHOSPHATE
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
