data_GFF
# 
_chem_comp.id                                    GFF 
_chem_comp.name                                  "2'-DEOXY-5'-O-[({[DIFLUORO(PHOSPHONO)METHYL](HYDROXY)PHOSPHORYL}OXY)(HYDROXY)PHOSPHORYL]GUANOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H16 F2 N5 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        541.189 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GFF 
_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        2ISO 
_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 
GFF P1     P1     P 0 1 N N R 5.027  5.027  14.619 1.576  -1.248 -4.965 P1     GFF 1  
GFF O1A    O1A    O 0 1 N N N 3.910  4.958  15.586 0.858  -2.694 -5.058 O1A    GFF 2  
GFF O2A    O2A    O 0 1 N N N 6.416  5.181  15.131 2.547  -0.956 -6.071 O2A    GFF 3  
GFF O3A    O3A    O 0 1 N N N 4.936  3.798  13.738 0.329  -0.230 -4.848 O3A    GFF 4  
GFF "O5'"  "O5'"  O 0 1 N N N 4.733  6.281  13.675 2.205  -1.233 -3.473 "O5'"  GFF 5  
GFF P2     P2     P 0 1 N N S 3.865  2.733  13.644 -0.850 0.162  -5.879 P2     GFF 6  
GFF O1B    O1B    O 0 1 N N N 3.844  2.281  12.224 -1.750 -1.181 -5.843 O1B    GFF 7  
GFF O2B    O2B    O 0 1 N N N 2.593  3.113  14.304 -0.394 0.574  -7.247 O2B    GFF 8  
GFF C3B    C3B    C 0 1 N N N 4.533  1.252  14.578 -1.812 1.329  -5.024 C3B    GFF 9  
GFF F1B    F1B    F 0 1 N N N 4.191  0.132  13.872 -2.868 1.477  -5.855 F1B    GFF 10 
GFF F2B    F2B    F 0 1 N N N 5.896  1.358  14.597 -1.052 2.442  -5.143 F2B    GFF 11 
GFF P3     P3     P 0 1 N N N 3.922  1.114  16.351 -2.554 1.556  -3.467 P3     GFF 12 
GFF O1G    O1G    O 0 1 N N N 3.530  2.471  16.815 -3.551 0.291  -3.332 O1G    GFF 13 
GFF O2G    O2G    O 0 1 N N N 4.955  0.351  17.115 -3.211 2.891  -3.273 O2G    GFF 14 
GFF O3G    O3G    O 0 1 N N N 2.708  0.268  16.254 -1.382 1.217  -2.407 O3G    GFF 15 
GFF "C5'"  "C5'"  C 0 1 N N N 3.472  6.419  13.025 1.348  -1.500 -2.377 "C5'"  GFF 16 
GFF "C4'"  "C4'"  C 0 1 N N R 3.657  6.560  11.533 2.156  -1.432 -1.088 "C4'"  GFF 17 
GFF "O4'"  "O4'"  O 0 1 N N N 4.501  7.691  11.255 2.678  -0.093 -0.958 "O4'"  GFF 18 
GFF "C1'"  "C1'"  C 0 1 N N R 5.202  7.461  10.036 2.101  0.516  0.211  "C1'"  GFF 19 
GFF N9     N9     N 0 1 Y N N 6.631  7.624  10.288 1.818  1.923  -0.049 N9     GFF 20 
GFF C4     C4     C 0 1 Y N N 7.549  8.123  9.399  1.882  2.959  0.840  C4     GFF 21 
GFF N3     N3     N 0 1 N N N 7.273  8.599  8.168  2.225  2.866  2.144  N3     GFF 22 
GFF C2     C2     C 0 1 N N N 8.363  8.987  7.533  2.203  4.026  2.765  C2     GFF 23 
GFF N2     N2     N 0 1 N N N 8.254  9.530  6.300  2.519  4.145  4.093  N2     GFF 24 
GFF N1     N1     N 0 1 N N N 9.635  8.885  8.061  1.853  5.233  2.115  N1     GFF 25 
GFF C6     C6     C 0 1 N N N 9.939  8.388  9.327  1.494  5.351  0.765  C6     GFF 26 
GFF O6     O6     O 0 1 N N N 11.117 8.320  9.699  1.191  6.394  0.200  O6     GFF 27 
GFF C5     C5     C 0 1 Y N N 8.772  8.001  10.027 1.528  4.070  0.114  C5     GFF 28 
GFF N7     N7     N 0 1 Y N N 8.621  7.477  11.303 1.247  3.767  -1.185 N7     GFF 29 
GFF C8     C8     C 0 1 Y N N 7.335  7.273  11.416 1.431  2.463  -1.253 C8     GFF 30 
GFF "C2'"  "C2'"  C 0 1 N N N 4.845  6.046  9.573  0.878  -0.312 0.578  "C2'"  GFF 31 
GFF "C3'"  "C3'"  C 0 1 N N S 4.364  5.396  10.855 1.309  -1.697 0.152  "C3'"  GFF 32 
GFF "O3'"  "O3'"  O 0 1 N N N 3.445  4.330  10.597 2.127  -2.250 1.180  "O3'"  GFF 33 
GFF HN21   1HN2   H 0 0 N N N 8.227  10.527 6.375  2.433  3.341  4.671  HN21   GFF 34 
GFF HN22   2HN2   H 0 0 N N N 9.041  9.259  5.746  2.822  5.030  4.427  HN22   GFF 35 
GFF HN1    HN1    H 0 1 N N N 10.397 9.192  7.491  1.862  6.083  2.672  HN1    GFF 36 
GFF H8     H8     H 0 1 N N N 6.872  6.870  12.305 1.302  1.855  -2.139 H8     GFF 37 
GFF "H1'"  "H1'"  H 0 1 N N N 4.925  8.172  9.244  2.853  0.503  1.007  "H1'"  GFF 38 
GFF "H2'1" "1H2'" H 0 0 N N N 4.064  6.053  8.798  0.008  0.008  -0.009 "H2'1" GFF 39 
GFF "H2'2" "2H2'" H 0 0 N N N 5.686  5.515  9.103  0.635  -0.225 1.641  "H2'2" GFF 40 
GFF "H3'"  "H3'"  H 0 1 N N N 5.170  4.938  11.447 0.475  -2.383 -0.018 "H3'"  GFF 41 
GFF H1     H1     H 0 1 N N N 3.241  4.304  9.669  1.524  -2.629 1.838  H1     GFF 42 
GFF "H4'"  "H4'"  H 0 1 N N N 2.630  6.640  11.147 3.008  -2.117 -1.157 "H4'"  GFF 43 
GFF "H5'1" "1H5'" H 0 0 N N N 2.862  5.527  13.229 0.546  -0.756 -2.367 "H5'1" GFF 44 
GFF "H5'2" "2H5'" H 0 0 N N N 2.971  7.320  13.408 0.912  -2.496 -2.504 "H5'2" GFF 45 
GFF H1A    H1A    H 0 1 N N N 4.257  4.943  16.470 0.461  -2.973 -5.910 H1A    GFF 46 
GFF H1B    H1B    H 0 1 N N N 3.840  3.038  11.650 -1.894 -1.678 -6.677 H1B    GFF 47 
GFF H1G    H1G    H 0 1 N N N 3.446  2.471  17.761 -4.126 0.222  -2.540 H1G    GFF 48 
GFF H3G    H3G    H 0 1 N N N 2.377  0.087  17.126 -1.566 1.315  -1.448 H3G    GFF 49 
# 
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 
GFF P1    "O5'"  SING N N 1  
GFF P1    O1A    SING N N 2  
GFF P1    O2A    DOUB N N 3  
GFF P1    O3A    SING N N 4  
GFF O1A   H1A    SING N N 5  
GFF O3A   P2     SING N N 6  
GFF "O5'" "C5'"  SING N N 7  
GFF P2    O1B    SING N N 8  
GFF P2    O2B    DOUB N N 9  
GFF P2    C3B    SING N N 10 
GFF O1B   H1B    SING N N 11 
GFF C3B   F1B    SING N N 12 
GFF C3B   F2B    SING N N 13 
GFF C3B   P3     SING N N 14 
GFF P3    O1G    SING N N 15 
GFF P3    O2G    DOUB N N 16 
GFF P3    O3G    SING N N 17 
GFF O1G   H1G    SING N N 18 
GFF O3G   H3G    SING N N 19 
GFF "C5'" "C4'"  SING N N 20 
GFF "C5'" "H5'1" SING N N 21 
GFF "C5'" "H5'2" SING N N 22 
GFF "C4'" "C3'"  SING N N 23 
GFF "C4'" "O4'"  SING N N 24 
GFF "C4'" "H4'"  SING N N 25 
GFF "O4'" "C1'"  SING N N 26 
GFF "C1'" N9     SING N N 27 
GFF "C1'" "C2'"  SING N N 28 
GFF "C1'" "H1'"  SING N N 29 
GFF N9    C8     SING Y N 30 
GFF N9    C4     SING Y N 31 
GFF C4    C5     DOUB Y N 32 
GFF C4    N3     SING N N 33 
GFF N3    C2     DOUB N N 34 
GFF C2    N2     SING N N 35 
GFF C2    N1     SING N N 36 
GFF N2    HN21   SING N N 37 
GFF N2    HN22   SING N N 38 
GFF N1    C6     SING N N 39 
GFF N1    HN1    SING N N 40 
GFF C6    O6     DOUB N N 41 
GFF C6    C5     SING N N 42 
GFF C5    N7     SING Y N 43 
GFF N7    C8     DOUB Y N 44 
GFF C8    H8     SING N N 45 
GFF "C2'" "C3'"  SING N N 46 
GFF "C2'" "H2'1" SING N N 47 
GFF "C2'" "H2'2" SING N N 48 
GFF "C3'" "O3'"  SING N N 49 
GFF "C3'" "H3'"  SING N N 50 
GFF "O3'" H1     SING N N 51 
# 
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 
GFF SMILES           ACDLabs              10.04 FC(F)(P(=O)(O)O)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O 
GFF InChI            InChI                1.02b 
InChI=1/C11H16F2N5O12P3/c12-11(13,31(21,22)23)32(24,25)30-33(26,27)28-2-5-4(19)1-6(29-5)18-3-15-7-8(18)16-10(14)17-9(7)20/h3-6,19H,1-2H2,(H,24,25)(H,26,27)(H2,21,22,23)(H3,14,16,17,20)/t4-,5+,6+/m0/s1/f/h17,21-22,24,26H,14H2 
GFF InChIKey         InChI                1.02b BLHFKUNEUAHYSE-GJNNWLFLDG 
GFF SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P@](O)(=O)O[P@](O)(=O)C(F)(F)[P](O)(O)=O)O3 
GFF SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)C(F)(F)[P](O)(O)=O)O3 
GFF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@](=O)(C(F)(F)P(=O)(O)O)O)O)N=C(NC2=O)N 
GFF SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3CC(C(O3)COP(=O)(O)OP(=O)(C(F)(F)P(=O)(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 
GFF "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-[(R)-{[(S)-[difluoro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine"                                               
GFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]-difluoro-methyl]phosphonic acid" 
# 
