data_F73
#

_chem_comp.id                                   F73
_chem_comp.name                                 "[(2R,3R)-3-[2-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)ethanoylamino]-4-oxidanyl-butan-2-yl] dihydrogen phosphate"
_chem_comp.type                                 "DNA linking"
_chem_comp.pdbx_type                            ATOMN
_chem_comp.formula                              "C11 H17 N6 O7 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-04-03
_chem_comp.pdbx_modified_date                   2020-11-20
_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                       376.262
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    F73
_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       7BPF
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
F73  O2A     O1   O  0  1  N  N  N  -23.784  -25.443  12.084  -0.826  -0.859   1.148  O2A    F73   1  
F73  "C3'"   C1   C  0  1  N  N  R  -25.403  -27.680   9.304   3.265  -1.061   0.713  "C3'"  F73   2  
F73  "O3'"   O2   O  0  1  N  N  N  -24.538  -28.205   8.284   3.793  -0.280  -0.361  "O3'"  F73   3  
F73  "C2'"   C2   C  0  1  N  N  R  -24.651  -27.811  10.657   1.852  -0.577   1.048  "C2'"  F73   4  
F73  "C1'"   C3   C  0  1  N  N  N  -24.422  -29.293  10.891   1.899   0.901   1.442  "C1'"  F73   5  
F73  N9      N1   N  0  1  Y  N  N  -21.396  -24.041  11.414  -2.626  -1.170  -0.735  N9     F73   6  
F73  C8      C4   C  0  1  Y  N  N  -21.707  -22.820  10.991  -3.303  -2.334  -0.513  C8     F73   7  
F73  N7      N2   N  0  1  Y  N  N  -21.260  -21.922  11.877  -4.519  -2.071  -0.132  N7     F73   8  
F73  C5      C5   C  0  1  Y  N  N  -20.657  -22.597  12.861  -4.694  -0.728  -0.086  C5     F73   9  
F73  C6      C6   C  0  1  N  N  N  -20.053  -22.163  13.963  -5.781   0.112   0.251  C6     F73  10  
F73  O6      O3   O  0  1  N  N  N  -19.969  -20.969  14.216  -6.852  -0.359   0.593  O6     F73  11  
F73  N1      N3   N  0  1  N  N  N  -19.504  -23.073  14.837  -5.602   1.450   0.185  N1     F73  12  
F73  C2      C7   C  0  1  N  N  N  -19.607  -24.428  14.538  -4.400   1.966  -0.198  C2     F73  13  
F73  N2      N4   N  0  1  N  N  N  -19.077  -25.291  15.390  -4.247   3.328  -0.256  N2     F73  14  
F73  N3      N5   N  0  1  N  N  N  -20.242  -24.827  13.409  -3.382   1.196  -0.513  N3     F73  15  
F73  C4      C8   C  0  1  Y  N  N  -20.743  -23.905  12.588  -3.485  -0.138  -0.471  C4     F73  16  
F73  OP2     O4   O  0  1  N  N  N  -24.084  -29.737   6.169   5.295   1.496   0.864  OP2    F73  17  
F73  P       P1   P  0  1  N  N  N  -25.138  -28.700   6.840   5.251   0.401  -0.316  P      F73  18  
F73  OP1     O5   O  0  1  N  N  N  -26.586  -29.074   6.860   6.274  -0.638  -0.063  OP1    F73  19  
F73  C3A     C9   C  0  1  N  N  N  -25.821  -26.226   8.963   3.215  -2.532   0.297  C3A    F73  20  
F73  "O1'"   O6   O  0  1  N  N  N  -25.485  -29.782  11.743   2.479   1.659   0.378  "O1'"  F73  21  
F73  "N2'"   N6   N  0  1  N  N  N  -23.370  -27.134  10.555   0.988  -0.743  -0.123  "N2'"  F73  22  
F73  C2A     C10  C  0  1  N  N  N  -23.054  -25.993  11.237  -0.343  -0.876   0.035  C2A    F73  23  
F73  C2B     C11  C  0  1  N  N  N  -21.673  -25.415  10.820  -1.232  -1.047  -1.170  C2B    F73  24  
F73  H1      H1   H  0  1  N  N  N  -26.316  -28.292   9.362   3.904  -0.952   1.589  H1     F73  25  
F73  H2      H2   H  0  1  N  N  N  -25.263  -27.387  11.467   1.456  -1.162   1.878  H2     F73  26  
F73  H3      H3   H  0  1  N  N  N  -24.437  -29.829   9.931   0.887   1.258   1.633  H3     F73  27  
F73  H4      H4   H  0  1  N  N  N  -23.450  -29.447  11.382   2.503   1.018   2.342  H4     F73  28  
F73  H5      H5   H  0  1  N  N  N  -22.236  -22.589  10.078  -2.891  -3.325  -0.636  H5     F73  29  
F73  H6      H6   H  0  1  N  N  N  -19.041  -22.767  15.669  -6.332   2.047   0.412  H6     F73  30  
F73  H7      H7   H  0  1  N  N  N  -19.138  -26.273  15.210  -4.989   3.910  -0.026  H7     F73  31  
F73  H8      H8   H  0  1  N  N  N  -18.615  -24.961  16.214  -3.398   3.710  -0.527  H8     F73  32  
F73  HOP2    H9   H  0  0  N  N  N  -24.550  -30.502   5.852   4.618   2.182   0.790  H9     F73  33  
F73  H11     H11  H  0  1  N  N  N  -26.482  -25.839   9.753   4.221  -2.877   0.058  H11    F73  34  
F73  H12     H12  H  0  1  N  N  N  -24.924  -25.593   8.894   2.812  -3.128   1.116  H12    F73  35  
F73  H13     H13  H  0  1  N  N  N  -26.354  -26.214   8.001   2.576  -2.641  -0.579  H13    F73  36  
F73  H14     H14  H  0  1  N  Y  N  -25.361  -30.710  11.903   2.601   2.596   0.584  H14    F73  37  
F73  H15     H15  H  0  1  N  N  N  -22.678  -27.527   9.949   1.375  -0.757  -1.013  H15    F73  38  
F73  H16     H16  H  0  1  N  N  N  -20.888  -26.107  11.158  -0.940  -1.947  -1.712  H16    F73  39  
F73  H17     H17  H  0  1  N  N  N  -21.644  -25.334   9.723  -1.130  -0.180  -1.822  H17    F73  40  
F73  OP3     OP4  O  0  1  N  Y  N  -24.632  -27.602   5.960   5.552   1.119  -1.725  OP4    F73  41  
F73  HOP3    H10  H  0  0  N  Y  N  -25.355  -27.232   5.467   6.416   1.552  -1.770  H10    F73  42  
#   #
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
F73  OP2    P       SING  N  N   1  
F73  P      OP1     DOUB  N  N   2  
F73  P      "O3'"   SING  N  N   3  
F73  "O3'"  "C3'"   SING  N  N   4  
F73  C3A    "C3'"   SING  N  N   5  
F73  "C3'"  "C2'"   SING  N  N   6  
F73  "N2'"  "C2'"   SING  N  N   7  
F73  "N2'"  C2A     SING  N  N   8  
F73  "C2'"  "C1'"   SING  N  N   9  
F73  C2B    C2A     SING  N  N  10  
F73  C2B    N9      SING  N  N  11  
F73  "C1'"  "O1'"   SING  N  N  12  
F73  C8     N9      SING  Y  N  13  
F73  C8     N7      DOUB  Y  N  14  
F73  C2A    O2A     DOUB  N  N  15  
F73  N9     C4      SING  Y  N  16  
F73  N7     C5      SING  Y  N  17  
F73  C4     C5      DOUB  Y  N  18  
F73  C4     N3      SING  N  N  19  
F73  C5     C6      SING  N  N  20  
F73  N3     C2      DOUB  N  N  21  
F73  C6     O6      DOUB  N  N  22  
F73  C6     N1      SING  N  N  23  
F73  C2     N1      SING  N  N  24  
F73  C2     N2      SING  N  N  25  
F73  "C3'"  H1      SING  N  N  26  
F73  "C2'"  H2      SING  N  N  27  
F73  "C1'"  H3      SING  N  N  28  
F73  "C1'"  H4      SING  N  N  29  
F73  C8     H5      SING  N  N  30  
F73  N1     H6      SING  N  N  31  
F73  N2     H7      SING  N  N  32  
F73  N2     H8      SING  N  N  33  
F73  OP2    HOP2    SING  N  N  34  
F73  C3A    H11     SING  N  N  35  
F73  C3A    H12     SING  N  N  36  
F73  C3A    H13     SING  N  N  37  
F73  "O1'"  H14     SING  N  N  38  
F73  "N2'"  H15     SING  N  N  39  
F73  C2B    H16     SING  N  N  40  
F73  C2B    H17     SING  N  N  41  
F73  P      OP3     SING  N  N  42  
F73  OP3    HOP3    SING  N  N  43  
#   #
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
F73  InChI             InChI                 1.03   "InChI=1S/C11H17N6O7P/c1-5(24-25(21,22)23)6(3-18)14-7(19)2-17-4-13-8-9(17)15-11(12)16-10(8)20/h4-6,18H,2-3H2,1H3,(H,14,19)(H2,21,22,23)(H3,12,15,16,20)/t5-,6-/m1/s1"  
F73  InChIKey          InChI                 1.03   WFAAGLMOJNVWOI-PHDIDXHHSA-N  
F73  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](O[P](O)(O)=O)[C@@H](CO)NC(=O)Cn1cnc2C(=O)NC(=Nc12)N"  
F73  SMILES            CACTVS                3.385  "C[CH](O[P](O)(O)=O)[CH](CO)NC(=O)Cn1cnc2C(=O)NC(=Nc12)N"  
F73  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@H]([C@@H](CO)NC(=O)Cn1cnc2c1N=C(NC2=O)N)OP(=O)(O)O"  
F73  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(C(CO)NC(=O)Cn1cnc2c1N=C(NC2=O)N)OP(=O)(O)O"  
#
_pdbx_chem_comp_identifier.comp_id          F73
_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})-3-[2-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)ethanoylamino]-4-oxidanyl-butan-2-yl] dihydrogen 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
F73  "Create component"          2020-04-03  PDBJ  
F73  "Modify internal type"      2020-11-04  PDBJ  
F73  "Modify linking type"       2020-11-04  PDBJ  
F73  "Modify leaving atom flag"  2020-11-04  PDBJ  
F73  "Modify linking type"       2020-11-18  PDBJ  
F73  "Initial release"           2020-11-25  RCSB  
##
