data_DFG
# 
_chem_comp.id                                    DFG 
_chem_comp.name                                  
;2'-DEOXY-L-RIBO-FURANOSYL GUANINE-5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 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                     2000-09-26 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        347.221 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     DFG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FV7 
_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 
DFG OP3    O3P  O 0 1 N Y N 4.339  0.371  -3.816 -1.650 1.520  5.604  OP3    DFG 1  
DFG P      P    P 0 1 N N N 5.232  0.939  -5.028 -0.746 0.339  4.986  P      DFG 2  
DFG OP1    O1P  O 0 1 N N N 5.154  -0.026 -6.156 0.369  0.037  5.910  OP1    DFG 3  
DFG OP2    O2P  O 0 1 N N N 4.852  2.357  -5.250 -1.649 -0.978 4.786  OP2    DFG 4  
DFG "O5'"  O5*  O 0 1 N N N 6.719  0.909  -4.455 -0.154 0.805  3.563  "O5'"  DFG 5  
DFG "C5'"  C5*  C 0 1 N N N 6.988  1.222  -3.087 0.633  -0.279 3.069  "C5'"  DFG 6  
DFG "C4'"  C4*  C 0 1 N N S 8.292  0.592  -2.655 1.229  0.099  1.712  "C4'"  DFG 7  
DFG "O4'"  O4*  O 0 1 N N N 8.040  -0.781 -2.265 0.181  0.286  0.734  "O4'"  DFG 8  
DFG "C3'"  C3*  C 0 1 N N R 8.962  1.250  -1.448 2.086  -1.059 1.158  "C3'"  DFG 9  
DFG "O3'"  O3*  O 0 1 N N N 10.388 1.194  -1.592 3.472  -0.834 1.425  "O3'"  DFG 10 
DFG "C2'"  C2*  C 0 1 N N N 8.482  0.399  -0.286 1.817  -1.032 -0.363 "C2'"  DFG 11 
DFG "C1'"  C1*  C 0 1 N N S 8.423  -0.980 -0.913 0.829  0.141  -0.548 "C1'"  DFG 12 
DFG N9     N9   N 0 1 Y N N 7.458  -1.891 -0.303 -0.155 -0.180 -1.583 N9     DFG 13 
DFG C8     C8   C 0 1 Y N N 7.619  -3.238 -0.091 -1.346 -0.820 -1.394 C8     DFG 14 
DFG N7     N7   N 0 1 Y N N 6.585  -3.799 0.471  -1.968 -0.940 -2.530 N7     DFG 15 
DFG C5     C5   C 0 1 Y N N 5.682  -2.758 0.642  -1.217 -0.386 -3.513 C5     DFG 16 
DFG C6     C6   C 0 1 N N N 4.378  -2.755 1.201  -1.384 -0.227 -4.909 C6     DFG 17 
DFG O6     O6   O 0 1 N N N 3.741  -3.702 1.676  -2.384 -0.640 -5.469 O6     DFG 18 
DFG N1     N1   N 0 1 N N N 3.813  -1.485 1.176  -0.408 0.397  -5.604 N1     DFG 19 
DFG C2     C2   C 0 1 N N N 4.426  -0.360 0.682  0.708  0.849  -4.968 C2     DFG 20 
DFG N2     N2   N 0 1 N N N 3.722  0.774  0.753  1.685  1.475  -5.701 N2     DFG 21 
DFG N3     N3   N 0 1 N N N 5.641  -0.348 0.160  0.875  0.708  -3.672 N3     DFG 22 
DFG C4     C4   C 0 1 Y N N 6.206  -1.573 0.170  -0.050 0.105  -2.917 C4     DFG 23 
DFG HOP3   3HOP H 0 0 N N N 4.388  0.987  -3.095 -1.984 1.201  6.453  HOP3   DFG 24 
DFG HOP2   2HOP H 0 0 N N N 5.379  2.692  -5.965 -2.363 -0.738 4.179  HOP2   DFG 25 
DFG "H5'"  1H5* H 0 1 N N N 6.974  2.321  -2.900 0.005  -1.163 2.956  "H5'"  DFG 26 
DFG "H5''" 2H5* H 0 0 N N N 6.143  0.931  -2.419 1.439  -0.493 3.772  "H5''" DFG 27 
DFG "H4'"  H4*  H 0 1 N N N 8.971  0.705  -3.531 1.828  1.005  1.801  "H4'"  DFG 28 
DFG "H3'"  H3*  H 0 1 N N N 8.710  2.328  -1.317 1.766  -2.009 1.585  "H3'"  DFG 29 
DFG "HO3'" H3T  H 0 0 N Y N 10.804 1.602  -0.842 3.959  -1.555 1.004  "HO3'" DFG 30 
DFG "H2'"  1H2* H 0 1 N N N 9.098  0.471  0.640  2.740  -0.843 -0.911 "H2'"  DFG 31 
DFG "H2''" 2H2* H 0 0 N N N 7.535  0.742  0.192  1.363  -1.968 -0.688 "H2''" DFG 32 
DFG "H1'"  H1*  H 0 1 N N N 9.421  -1.457 -0.777 1.367  1.052  -0.807 "H1'"  DFG 33 
DFG H8     H8   H 0 1 N N N 8.514  -3.826 -0.353 -1.716 -1.174 -0.443 H8     DFG 34 
DFG H1     H1   H 0 1 N N N 2.871  -1.369 1.550  -0.500 0.517  -6.562 H1     DFG 35 
DFG H21    1H2  H 0 1 N N N 4.177  1.609  0.386  2.484  1.806  -5.262 H21    DFG 36 
DFG H22    2H2  H 0 1 N N N 3.425  0.936  1.715  1.578  1.583  -6.659 H22    DFG 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 
DFG OP3   P      SING N N 1  
DFG OP3   HOP3   SING N N 2  
DFG P     OP1    DOUB N N 3  
DFG P     OP2    SING N N 4  
DFG P     "O5'"  SING N N 5  
DFG OP2   HOP2   SING N N 6  
DFG "O5'" "C5'"  SING N N 7  
DFG "C5'" "C4'"  SING N N 8  
DFG "C5'" "H5'"  SING N N 9  
DFG "C5'" "H5''" SING N N 10 
DFG "C4'" "O4'"  SING N N 11 
DFG "C4'" "C3'"  SING N N 12 
DFG "C4'" "H4'"  SING N N 13 
DFG "O4'" "C1'"  SING N N 14 
DFG "C3'" "O3'"  SING N N 15 
DFG "C3'" "C2'"  SING N N 16 
DFG "C3'" "H3'"  SING N N 17 
DFG "O3'" "HO3'" SING N N 18 
DFG "C2'" "C1'"  SING N N 19 
DFG "C2'" "H2'"  SING N N 20 
DFG "C2'" "H2''" SING N N 21 
DFG "C1'" N9     SING N N 22 
DFG "C1'" "H1'"  SING N N 23 
DFG N9    C8     SING Y N 24 
DFG N9    C4     SING Y N 25 
DFG C8    N7     DOUB Y N 26 
DFG C8    H8     SING N N 27 
DFG N7    C5     SING Y N 28 
DFG C5    C6     SING N N 29 
DFG C5    C4     DOUB Y N 30 
DFG C6    O6     DOUB N N 31 
DFG C6    N1     SING N N 32 
DFG N1    C2     SING N N 33 
DFG N1    H1     SING N N 34 
DFG C2    N2     SING N N 35 
DFG C2    N3     DOUB N N 36 
DFG N2    H21    SING N N 37 
DFG N2    H22    SING N N 38 
DFG N3    C4     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 
DFG SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3)COP(=O)(O)O"                                                                                                                           
DFG InChI            InChI                1.02b "InChI=1/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m1/s1/f/h14,18-19H,11H2" 
DFG InChIKey         InChI                1.02b LTFMZDNNPPEQNG-WNXQHXJTDO                                                                                                                                                
DFG SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3C[C@@H](O)[C@H](CO[P](O)(O)=O)O3"                                                                                                           
DFG SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                                
DFG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@@H]3C[C@H]([C@@H](O3)COP(=O)(O)O)O)N=C(NC2=O)N"                                                                                                             
DFG SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)N=C(NC2=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 
DFG "SYSTEMATIC NAME" ACDLabs              10.04 "2-amino-9-(2-deoxy-5-O-phosphono-beta-L-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one"    
DFG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,5S)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
