data_F74
#

_chem_comp.id                                   F74
_chem_comp.name                                 "8-chloro-2'-deoxyguanosine 5'-(dihydrogen phosphate)"
_chem_comp.type                                 "DNA linking"
_chem_comp.pdbx_type                            ATOMN
_chem_comp.formula                              "C10 H13 Cl N5 O7 P"
_chem_comp.mon_nstd_parent_comp_id              DG
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-03-08
_chem_comp.pdbx_modified_date                   2019-03-01
_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                       381.666
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    F74
_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       6CPQ
_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
F74  C6     C1   C   0  1  N  N  N  -13.505   1.512   7.718  -4.942  -1.186  -0.252  C6     F74   1  
F74  C5     C2   C   0  1  Y  N  N  -12.648   1.910   6.580  -3.542  -1.013   0.149  C5     F74   2  
F74  C8     C3   C   0  1  Y  N  N  -11.244   2.401   5.071  -1.521  -1.124   0.919  C8     F74   3  
F74  C4     C4   C   0  1  Y  N  N  -13.330   2.483   5.402  -2.891   0.154  -0.232  C4     F74   4  
F74  C2     C5   C   0  1  N  N  N  -15.394   2.233   6.501  -4.877   0.875  -1.308  C2     F74   5  
F74  O6     O1   O   0  1  N  N  N  -13.010   1.012   8.752  -5.559  -2.193   0.059  O6     F74   6  
F74  P      P1   P   0  1  N  N  N   -8.916   0.264   1.218   4.982  -0.572  -0.839  P      F74   7  
F74  OP1    O2   O   0  1  N  N  N   -8.925  -1.092   0.549   6.051   0.263  -0.247  OP1    F74   8  
F74  OP2    O3   O   0  1  N  N  N   -8.457   0.414   2.650   4.876  -1.960  -0.030  OP2    F74   9  
F74  "O5'"  O4   O   0  1  N  N  N  -10.401   0.854   1.187   3.578   0.211  -0.748  "O5'"  F74  10  
F74  "C5'"  C6   C   0  1  N  N  N  -10.450   2.236   0.876   3.045   0.714   0.479  "C5'"  F74  11  
F74  "C4'"  C7   C   0  1  N  N  R  -11.856   2.765   1.037   1.704   1.400   0.210  "C4'"  F74  12  
F74  "C3'"  C8   C   0  1  N  N  S  -11.772   4.263   1.172   1.169   2.059   1.501  "C3'"  F74  13  
F74  "C2'"  C9   C   0  1  N  N  N  -11.897   4.541   2.665  -0.358   1.835   1.431  "C2'"  F74  14  
F74  "C1'"  C10  C   0  1  N  N  R  -12.706   3.347   3.160  -0.565   1.066   0.108  "C1'"  F74  15  
F74  "O4'"  O5   O   0  1  N  N  N  -12.451   2.279   2.242   0.702   0.423  -0.147  "O4'"  F74  16  
F74  N9     N1   N   0  1  Y  N  N  -12.394   2.796   4.507  -1.624   0.066   0.259  N9     F74  17  
F74  N3     N2   N   0  1  N  N  N  -14.673   2.623   5.423  -3.580   1.088  -0.963  N3     F74  18  
F74  N2     N3   N   0  1  N  N  N  -16.739   2.393   6.466  -5.530   1.835  -2.034  N2     F74  19  
F74  N1     N4   N   0  1  N  N  N  -14.824   1.703   7.601  -5.531  -0.212  -0.962  N1     F74  20  
F74  N7     N5   N   0  1  Y  N  N  -11.328   1.884   6.315  -2.657  -1.759   0.852  N7     F74  21  
F74  CL     CL1  CL  0  0  N  N  N   -9.696   2.558   4.310  -0.095  -1.704   1.722  CL     F74  22  
F74  "O3'"  O6   O   0  1  N  N  N  -12.889   4.750   0.433   1.470   3.456   1.511  "O3'"  F74  23  
F74  H2     H2   H   0  1  N  N  N   -8.206  -0.435   2.993   4.193  -2.558  -0.364  H2     F74  24  
F74  H3     H3   H   0  1  N  N  N  -10.124   2.385  -0.164   2.897  -0.112   1.176  H3     F74  25  
F74  H4     H4   H   0  1  N  N  N   -9.778   2.783   1.553   3.741   1.433   0.910  H4     F74  26  
F74  H5     H5   H   0  1  N  N  N  -12.462   2.498   0.158   1.811   2.143  -0.580  H5     F74  27  
F74  H6     H6   H   0  1  N  N  N  -10.816   4.642   0.782   1.587   1.571   2.381  H6     F74  28  
F74  H7     H7   H   0  1  N  N  N  -10.908   4.578   3.146  -0.695   1.236   2.278  H7     F74  29  
F74  H8     H8   H   0  1  N  N  N  -12.430   5.485   2.850  -0.883   2.790   1.405  H8     F74  30  
F74  H9     H9   H   0  1  N  N  N  -13.772   3.615   3.126  -0.810   1.758  -0.698  H9     F74  31  
F74  H10    H10  H   0  1  N  N  N  -15.141   3.019   4.633  -3.137   1.906  -1.236  H10    F74  32  
F74  H11    H11  H   0  1  N  N  N  -17.296   2.119   7.250  -6.459   1.706  -2.283  H11    F74  33  
F74  H12    H12  H   0  1  N  N  N  -17.175   2.785   5.656  -5.065   2.644  -2.298  H12    F74  34  
F74  H13    H13  H   0  1  N  Y  N  -12.905   5.699   0.471   1.157   3.921   2.299  H13    F74  35  
F74  OP3    OP3  O   0  1  N  Y  N   -8.121   1.297   0.276   5.328  -0.874  -2.382  OP3    F74  36  
F74  H1     H1   H   0  1  N  Y  N   -7.820   0.847  -0.505   6.163  -1.345  -2.512  H1     F74  37  
#   #
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
F74  "O3'"  "C3'"  SING  N  N   1  
F74  OP1    P      DOUB  N  N   2  
F74  "C5'"  "C4'"  SING  N  N   3  
F74  "C5'"  "O5'"  SING  N  N   4  
F74  "C4'"  "C3'"  SING  N  N   5  
F74  "C4'"  "O4'"  SING  N  N   6  
F74  "C3'"  "C2'"  SING  N  N   7  
F74  "O5'"  P      SING  N  N   8  
F74  P      OP2    SING  N  N   9  
F74  "O4'"  "C1'"  SING  N  N  10  
F74  "C2'"  "C1'"  SING  N  N  11  
F74  "C1'"  N9     SING  N  N  12  
F74  CL     C8     SING  N  N  13  
F74  N9     C8     SING  Y  N  14  
F74  N9     C4     SING  Y  N  15  
F74  C8     N7     DOUB  Y  N  16  
F74  C4     N3     SING  N  N  17  
F74  C4     C5     DOUB  Y  N  18  
F74  N3     C2     SING  N  N  19  
F74  N7     C5     SING  Y  N  20  
F74  N2     C2     SING  N  N  21  
F74  C2     N1     DOUB  N  N  22  
F74  C5     C6     SING  N  N  23  
F74  N1     C6     SING  N  N  24  
F74  C6     O6     DOUB  N  N  25  
F74  OP2    H2     SING  N  N  26  
F74  "C5'"  H3     SING  N  N  27  
F74  "C5'"  H4     SING  N  N  28  
F74  "C4'"  H5     SING  N  N  29  
F74  "C3'"  H6     SING  N  N  30  
F74  "C2'"  H7     SING  N  N  31  
F74  "C2'"  H8     SING  N  N  32  
F74  "C1'"  H9     SING  N  N  33  
F74  N3     H10    SING  N  N  34  
F74  N2     H11    SING  N  N  35  
F74  N2     H12    SING  N  N  36  
F74  "O3'"  H13    SING  N  N  37  
F74  P      OP3    SING  N  N  38  
F74  OP3    H1     SING  N  N  39  
#   #
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
F74  SMILES            ACDLabs               12.01  "C1(=O)c2c(NC(=N1)N)n(c(n2)Cl)C3CC(C(COP(O)(O)=O)O3)O"  
F74  InChI             InChI                 1.03   "InChI=1S/C10H13ClN5O7P/c11-9-13-6-7(14-10(12)15-8(6)18)16(9)5-1-3(17)4(23-5)2-22-24(19,20)21/h3-5,17H,1-2H2,(H2,19,20,21)(H3,12,14,15,18)/t3-,4+,5+/m0/s1"  
F74  InChIKey          InChI                 1.03   GZEVWLMEFXMNBR-VPENINKCSA-N  
F74  SMILES_CANONICAL  CACTVS                3.385  "NC1=NC(=O)c2nc(Cl)n([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c2N1"  
F74  SMILES            CACTVS                3.385  "NC1=NC(=O)c2nc(Cl)n([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c2N1"  
F74  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C1[C@@H]([C@H](O[C@H]1n2c3c(nc2Cl)C(=O)N=C(N3)N)COP(=O)(O)O)O"  
F74  SMILES            "OpenEye OEToolkits"  2.0.6  "C1C(C(OC1n2c3c(nc2Cl)C(=O)N=C(N3)N)COP(=O)(O)O)O"  
#   #
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
F74  "SYSTEMATIC NAME"  ACDLabs               12.01  "8-chloro-2'-deoxyguanosine 5'-(dihydrogen phosphate)"  
F74  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "[(2~{R},3~{S},5~{R})-5-(2-azanyl-8-chloranyl-6-oxidanylidene-3~{H}-purin-9-yl)-3-oxidanyl-oxolan-2-yl]methyl 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
F74  "Create component"     2018-03-08  RCSB  
F74  "Modify linking type"  2018-03-19  RCSB  
F74  "Initial release"      2019-03-06  RCSB  
##
