data_RDG
#

_chem_comp.id                                   RDG
_chem_comp.name                                 "2'-deoxy-N-(furan-2-ylmethyl)guanosine 5'-(dihydrogen phosphate)"
_chem_comp.type                                 "DNA LINKING"
_chem_comp.pdbx_type                            ATOMN
_chem_comp.formula                              "C15 H18 N5 O8 P"
_chem_comp.mon_nstd_parent_comp_id              DG
_chem_comp.pdbx_synonyms                        "N2-furfuryl-deoxyguanosine-5'-monophosphate"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-04-22
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       427.306
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    RDG
_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       4K2Q
_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
RDG  OP3     OP3     O  0  1  N  Y  N   5.527  -26.897  26.901   6.731   0.748  -2.391  OP3     RDG   1  
RDG  OP2     OP2     O  0  1  N  N  N   5.086  -24.742  28.409   6.805  -0.891  -0.337  OP2     RDG   2  
RDG  P       P       P  0  1  N  N  N   5.787  -25.334  27.162   6.402   0.590  -0.823  P       RDG   3  
RDG  OP1     OP1     O  0  1  N  N  N   5.333  -24.613  25.921   7.175   1.589  -0.053  OP1     RDG   4  
RDG  "O5'"   "O5'"   O  0  1  N  N  N   7.333  -25.252  27.458   4.828   0.825  -0.579  "O5'"   RDG   5  
RDG  "C5'"   "C5'"   C  0  1  N  N  N   8.286  -25.900  26.708   4.238   0.854   0.723  "C5'"   RDG   6  
RDG  "C4'"   "C4'"   C  0  1  N  N  R   9.638  -25.293  26.690   2.733   1.097   0.595  "C4'"   RDG   7  
RDG  "C3'"   "C3'"   C  0  1  N  N  S   9.703  -23.870  27.120   2.094   1.258   1.993  "C3'"   RDG   8  
RDG  "O3'"   "O3'"   O  0  1  N  N  N  11.014  -23.482  27.322   1.923   2.641   2.309  "O3'"   RDG   9  
RDG  "C2'"   "C2'"   C  0  1  N  N  N   9.140  -23.155  25.982   0.722   0.559   1.860  "C2'"   RDG  10  
RDG  "C1'"   "C1'"   C  0  1  N  N  R   9.557  -23.984  24.772   0.694   0.059   0.399  "C1'"   RDG  11  
RDG  "O4'"   "O4'"   O  0  1  N  N  N  10.071  -25.245  25.383   2.084  -0.060   0.023  "O4'"   RDG  12  
RDG  N9      N9      N  0  1  Y  N  N   8.621  -24.133  23.553   0.031  -1.244   0.319  N9      RDG  13  
RDG  C4      C4      C  0  1  Y  N  N   9.053  -24.110  22.241  -1.310  -1.461   0.150  C4      RDG  14  
RDG  N3      N3      N  0  1  N  N  N  10.310  -23.955  21.665  -2.375  -0.662   0.018  N3      RDG  15  
RDG  C2      C2      C  0  1  N  N  N  10.425  -23.978  20.320  -3.582  -1.158  -0.135  C2      RDG  16  
RDG  N1      N1      N  0  1  N  N  N   9.342  -24.150  19.535  -3.810  -2.502  -0.167  N1      RDG  17  
RDG  C6      C6      C  0  1  N  N  N   8.094  -24.308  20.056  -2.783  -3.371  -0.040  C6      RDG  18  
RDG  O6      O6      O  0  1  N  N  N   7.001  -24.474  19.284  -2.976  -4.575  -0.068  O6      RDG  19  
RDG  C5      C5      C  0  1  Y  N  N   7.931  -24.286  21.471  -1.478  -2.850   0.125  C5      RDG  20  
RDG  N7      N7      N  0  1  Y  N  N   6.832  -24.413  22.320  -0.252  -3.407   0.278  N7      RDG  21  
RDG  C8      C8      C  0  1  Y  N  N   7.282  -24.321  23.576   0.638  -2.465   0.392  C8      RDG  22  
RDG  N2      N2      N  0  1  N  N  N  11.717  -23.804  19.738  -4.644  -0.299  -0.266  N2      RDG  23  
RDG  C11     C11     C  0  1  N  N  N  12.840  -23.435  20.554  -4.423   1.149  -0.235  C11     RDG  24  
RDG  C10     C10     C  0  1  Y  N  N  13.723  -24.588  21.004  -5.741   1.862  -0.398  C10     RDG  25  
RDG  C9      C9      C  0  1  Y  N  N  13.777  -25.124  22.296  -6.564   2.231   0.599  C9      RDG  26  
RDG  O7      O7      O  0  1  Y  N  N  14.561  -25.265  20.234  -6.289   2.241  -1.564  O7      RDG  27  
RDG  C12     C12     C  0  1  Y  N  N  15.181  -26.220  20.922  -7.464   2.848  -1.330  C12     RDG  28  
RDG  C7      C7      C  0  1  Y  N  N  14.748  -26.208  22.246  -7.676   2.865  -0.002  C7      RDG  29  
RDG  H1      H1      H  0  1  N  N  N   5.151  -27.016  26.037   7.663   0.619  -2.612  H1      RDG  30  
RDG  H2      H2      H  0  1  N  N  N   4.506  -24.038  28.143   6.335  -1.599  -0.800  H2      RDG  31  
RDG  H3      H3      H  0  1  N  N  N   7.924  -25.941  25.670   4.412  -0.099   1.222  H3      RDG  32  
RDG  H4      H4      H  0  1  N  N  N   8.384  -26.922  27.102   4.688   1.658   1.307  H4      RDG  33  
RDG  H5      H5      H  0  1  N  N  N  10.319  -25.894  27.310   2.542   1.981  -0.013  H5      RDG  34  
RDG  H6      H6      H  0  1  N  N  N   9.087  -23.716  28.019   2.704   0.766   2.750  H6      RDG  35  
RDG  "HO3'"  "HO3'"  H  0  0  N  Y  N  11.373  -23.953  28.065   1.526   2.799   3.176  "HO3'"  RDG  36  
RDG  H8      H8      H  0  1  N  N  N   9.553  -22.137  25.918   0.652  -0.280   2.553  H8      RDG  37  
RDG  H9      H9      H  0  1  N  N  N   8.044  -23.102  26.059  -0.086   1.268   2.039  H9      RDG  38  
RDG  H10     H10     H  0  1  N  N  N  10.448  -23.474  24.376   0.189   0.784  -0.240  H10     RDG  39  
RDG  H12     H12     H  0  1  N  N  N   6.674  -24.386  24.466   1.698  -2.624   0.521  H12     RDG  40  
RDG  H13     H13     H  0  1  N  N  N  11.841  -23.940  18.755  -5.541  -0.650  -0.380  H13     RDG  41  
RDG  H14     H14     H  0  1  N  N  N  13.463  -22.735  19.978  -3.975   1.428   0.719  H14     RDG  42  
RDG  H15     H15     H  0  1  N  N  N  12.456  -22.930  21.453  -3.754   1.432  -1.047  H15     RDG  43  
RDG  H16     H16     H  0  1  N  N  N  13.212  -24.799  23.157  -6.406   2.074   1.656  H16     RDG  44  
RDG  H17     H17     H  0  1  N  N  N  15.912  -26.903  20.515  -8.125   3.256  -2.080  H17     RDG  45  
RDG  H18     H18     H  0  1  N  N  N  15.061  -26.855  23.052  -8.533   3.282   0.508  H18     RDG  46  
RDG  H11     H11     H  0  1  N  N  N   9.459  -24.162  18.542  -4.713  -2.835  -0.281  H11     RDG  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
RDG  O6     C6      DOUB  N  N   1  
RDG  N1     C6      SING  N  N   2  
RDG  N1     C2      SING  N  N   3  
RDG  N2     C2      SING  N  N   4  
RDG  N2     C11     SING  N  N   5  
RDG  C6     C5      SING  N  N   6  
RDG  O7     C12     SING  Y  N   7  
RDG  O7     C10     SING  Y  N   8  
RDG  C2     N3      DOUB  N  N   9  
RDG  C11    C10     SING  N  N  10  
RDG  C12    C7      DOUB  Y  N  11  
RDG  C10    C9      DOUB  Y  N  12  
RDG  C5     C4      DOUB  Y  N  13  
RDG  C5     N7      SING  Y  N  14  
RDG  N3     C4      SING  N  N  15  
RDG  C4     N9      SING  Y  N  16  
RDG  C7     C9      SING  Y  N  17  
RDG  N7     C8      DOUB  Y  N  18  
RDG  N9     C8      SING  Y  N  19  
RDG  N9     "C1'"   SING  N  N  20  
RDG  "C1'"  "O4'"   SING  N  N  21  
RDG  "C1'"  "C2'"   SING  N  N  22  
RDG  "O4'"  "C4'"   SING  N  N  23  
RDG  OP1    P       DOUB  N  N  24  
RDG  "C2'"  "C3'"   SING  N  N  25  
RDG  "C4'"  "C5'"   SING  N  N  26  
RDG  "C4'"  "C3'"   SING  N  N  27  
RDG  "C5'"  "O5'"   SING  N  N  28  
RDG  OP3    P       SING  N  N  29  
RDG  "C3'"  "O3'"   SING  N  N  30  
RDG  P      "O5'"   SING  N  N  31  
RDG  P      OP2     SING  N  N  32  
RDG  OP3    H1      SING  N  N  33  
RDG  OP2    H2      SING  N  N  34  
RDG  "C5'"  H3      SING  N  N  35  
RDG  "C5'"  H4      SING  N  N  36  
RDG  "C4'"  H5      SING  N  N  37  
RDG  "C3'"  H6      SING  N  N  38  
RDG  "O3'"  "HO3'"  SING  N  N  39  
RDG  "C2'"  H8      SING  N  N  40  
RDG  "C2'"  H9      SING  N  N  41  
RDG  "C1'"  H10     SING  N  N  42  
RDG  C8     H12     SING  N  N  43  
RDG  N2     H13     SING  N  N  44  
RDG  C11    H14     SING  N  N  45  
RDG  C11    H15     SING  N  N  46  
RDG  C9     H16     SING  N  N  47  
RDG  C12    H17     SING  N  N  48  
RDG  C7     H18     SING  N  N  49  
RDG  N1     H11     SING  N  N  50  
#   #
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
RDG  SMILES            ACDLabs               12.01  "O=P(O)(O)OCC4OC(n3cnc2c3N=C(NCc1occc1)NC2=O)CC4O"  
RDG  InChI             InChI                 1.03   "InChI=1S/C15H18N5O8P/c21-9-4-11(28-10(9)6-27-29(23,24)25)20-7-17-12-13(20)18-15(19-14(12)22)16-5-8-2-1-3-26-8/h1-3,7,9-11,21H,4-6H2,(H2,23,24,25)(H2,16,18,19,22)/t9-,10+,11+/m0/s1"  
RDG  InChIKey          InChI                 1.03   DBFJIGOYTNZKTK-HBNTYKKESA-N  
RDG  SMILES_CANONICAL  CACTVS                3.370  "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3C(=O)NC(=Nc23)NCc4occc4"  
RDG  SMILES            CACTVS                3.370  "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3C(=O)NC(=Nc23)NCc4occc4"  
RDG  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "c1cc(oc1)CNC2=Nc3c(ncn3[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O)C(=O)N2"  
RDG  SMILES            "OpenEye OEToolkits"  1.7.6  "c1cc(oc1)CNC2=Nc3c(ncn3C4CC(C(O4)COP(=O)(O)O)O)C(=O)N2"  
#   #
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
RDG  "SYSTEMATIC NAME"  ACDLabs               12.01  "2'-deoxy-N-(furan-2-ylmethyl)guanosine 5'-(dihydrogen phosphate)"  
RDG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "[(2R,3S,5R)-5-[2-(furan-2-ylmethylamino)-6-oxidanylidene-1H-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
RDG  "Create component"  2013-04-22  PDBJ  
RDG  "Initial release"   2015-05-06  RCSB  
RDG  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     RDG
_pdbx_chem_comp_synonyms.name        "N2-furfuryl-deoxyguanosine-5'-monophosphate"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
