data_AFG
# 
_chem_comp.id                                    AFG 
_chem_comp.name                                  "N-(5'-PHOSPHO-2'-DEOXYGUANOSIN-8-YL)-2-AMINOFLUORENE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C23 H23 N6 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                     2004-09-16 
_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                        526.438 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     AFG 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
AFG OP3    O3P  O 0 1 N Y N ? ? ? 2.543  -4.183 -0.967 OP3    AFG 1  
AFG P      P    P 0 1 N N N ? ? ? 3.993  -3.909 -0.852 P      AFG 2  
AFG OP1    O1P  O 0 1 N N N ? ? ? 4.722  -4.282 -2.238 OP1    AFG 3  
AFG OP2    O2P  O 0 1 N N N ? ? ? 4.614  -4.798 0.338  OP2    AFG 4  
AFG "O5'"  O5*  O 0 1 N N N ? ? ? 4.220  -2.348 -0.530 "O5'"  AFG 5  
AFG N9     N9   N 0 1 Y N N ? ? ? 1.448  2.098  0.226  N9     AFG 6  
AFG C4     C4   C 0 1 Y N N ? ? ? 1.222  3.409  -0.109 C4     AFG 7  
AFG N3     N3   N 0 1 Y N N ? ? ? 1.985  4.509  -0.131 N3     AFG 8  
AFG C2     C2   C 0 1 Y N N ? ? ? 1.495  5.668  -0.507 C2     AFG 9  
AFG N2     N2   N 0 1 N N N ? ? ? 2.316  6.769  -0.513 N2     AFG 10 
AFG N1     N1   N 0 1 Y N N ? ? ? 0.194  5.810  -0.888 N1     AFG 11 
AFG C6     C6   C 0 1 Y N N ? ? ? -0.634 4.743  -0.896 C6     AFG 12 
AFG O6     O6   O 0 1 N N N ? ? ? -1.799 4.859  -1.239 O6     AFG 13 
AFG C5     C5   C 0 1 Y N N ? ? ? -0.119 3.490  -0.494 C5     AFG 14 
AFG N7     N7   N 0 1 Y N N ? ? ? -0.650 2.244  -0.379 N7     AFG 15 
AFG C8     C8   C 0 1 Y N N ? ? ? 0.273  1.419  0.046  C8     AFG 16 
AFG C31    C31  C 0 1 Y N N ? ? ? -1.333 -1.818 -0.222 C31    AFG 17 
AFG C32    C32  C 0 1 Y N N ? ? ? -1.186 -0.492 0.170  C32    AFG 18 
AFG C33    C33  C 0 1 Y N N ? ? ? -2.310 0.274  0.458  C33    AFG 19 
AFG C34    C34  C 0 1 Y N N ? ? ? -3.567 -0.277 0.346  C34    AFG 20 
AFG C35    C35  C 0 1 Y N N ? ? ? -3.721 -1.605 -0.046 C35    AFG 21 
AFG C36    C36  C 0 1 Y N N ? ? ? -2.589 -2.373 -0.330 C36    AFG 22 
AFG C37    C37  C 0 1 N N N ? ? ? -4.946 0.290  0.581  C37    AFG 23 
AFG C38    C38  C 0 1 Y N N ? ? ? -5.913 -0.830 0.289  C38    AFG 24 
AFG C39    C39  C 0 1 Y N N ? ? ? -5.165 -1.945 -0.081 C39    AFG 25 
AFG C40    C40  C 0 1 Y N N ? ? ? -7.289 -0.900 0.334  C40    AFG 26 
AFG C41    C41  C 0 1 Y N N ? ? ? -7.933 -2.081 0.010  C41    AFG 27 
AFG C42    C42  C 0 1 Y N N ? ? ? -7.199 -3.194 -0.360 C42    AFG 28 
AFG C43    C43  C 0 1 Y N N ? ? ? -5.822 -3.133 -0.406 C43    AFG 29 
AFG N29    N29  N 0 1 N N N ? ? ? 0.089  0.068  0.278  N29    AFG 30 
AFG "C2'"  C2*  C 0 1 N N N ? ? ? 2.643  1.263  2.208  "C2'"  AFG 31 
AFG "C5'"  C5*  C 0 1 N N N ? ? ? 3.456  -2.053 0.642  "C5'"  AFG 32 
AFG "C4'"  C4*  C 0 1 N N N ? ? ? 3.628  -0.577 1.004  "C4'"  AFG 33 
AFG "O4'"  O4*  O 0 1 N N N ? ? ? 2.949  0.265  0.048  "O4'"  AFG 34 
AFG "C1'"  C1*  C 0 1 N N N ? ? ? 2.715  1.528  0.692  "C1'"  AFG 35 
AFG "C3'"  C3*  C 0 1 N N N ? ? ? 2.913  -0.256 2.341  "C3'"  AFG 36 
AFG "O3'"  O3*  O 0 1 N N N ? ? ? 1.687  -0.983 2.451  "O3'"  AFG 37 
AFG HOP3   3HOP H 0 0 N N N ? ? ? ?      ?      ?      HOP3   AFG 38 
AFG HOP2   2HOP H 0 0 N N N ? ? ? 5.558  -4.590 0.379  HOP2   AFG 39 
AFG HN21   1HN2 H 0 0 N N N ? ? ? 3.243  6.684  -0.241 HN21   AFG 40 
AFG HN22   2HN2 H 0 0 N N N ? ? ? 1.970  7.631  -0.792 HN22   AFG 41 
AFG HN1    HN1  H 0 1 N N N ? ? ? -0.137 6.680  -1.160 HN1    AFG 42 
AFG H31    H31  H 0 1 N N N ? ? ? -0.460 -2.414 -0.442 H31    AFG 43 
AFG H33    H33  H 0 1 N N N ? ? ? -2.197 1.305  0.763  H33    AFG 44 
AFG H36    H36  H 0 1 N N N ? ? ? -2.699 -3.403 -0.635 H36    AFG 45 
AFG H371   1H37 H 0 0 N N N ? ? ? -5.047 0.613  1.617  H371   AFG 46 
AFG H372   2H37 H 0 0 N N N ? ? ? -5.127 1.128  -0.093 H372   AFG 47 
AFG H40    H40  H 0 1 N N N ? ? ? -7.864 -0.033 0.621  H40    AFG 48 
AFG H41    H41  H 0 1 N N N ? ? ? -9.012 -2.135 0.045  H41    AFG 49 
AFG H42    H42  H 0 1 N N N ? ? ? -7.706 -4.113 -0.612 H42    AFG 50 
AFG H43    H43  H 0 1 N N N ? ? ? -5.252 -4.004 -0.694 H43    AFG 51 
AFG H29    H29  H 0 1 N N N ? ? ? 0.845  -0.491 0.516  H29    AFG 52 
AFG "H2'"  1H2* H 0 1 N N N ? ? ? 3.410  1.834  2.732  "H2'"  AFG 53 
AFG "H2''" 2H2* H 0 0 N N N ? ? ? 1.654  1.510  2.593  "H2''" AFG 54 
AFG "H5'"  1H5* H 0 1 N N N ? ? ? 3.804  -2.673 1.468  "H5'"  AFG 55 
AFG "H5''" 2H5* H 0 0 N N N ? ? ? 2.403  -2.259 0.450  "H5''" AFG 56 
AFG "H4'"  H4*  H 0 1 N N N ? ? ? 4.686  -0.318 1.063  "H4'"  AFG 57 
AFG "H1'"  H1*  H 0 1 N N N ? ? ? 3.532  2.215  0.474  "H1'"  AFG 58 
AFG "H3'"  H3*  H 0 1 N N N ? ? ? 3.563  -0.463 3.191  "H3'"  AFG 59 
AFG "HO3'" H3T  H 0 0 N Y N ? ? ? 1.248  -0.671 3.254  "HO3'" AFG 60 
# 
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 
AFG OP3   P      SING N N 1  
AFG OP3   HOP3   SING N N 2  
AFG P     OP1    DOUB N N 3  
AFG P     OP2    SING N N 4  
AFG P     "O5'"  SING N N 5  
AFG OP2   HOP2   SING N N 6  
AFG "O5'" "C5'"  SING N N 7  
AFG N9    C4     SING Y N 8  
AFG N9    C8     SING Y N 9  
AFG N9    "C1'"  SING N N 10 
AFG C4    N3     SING Y N 11 
AFG C4    C5     DOUB Y N 12 
AFG N3    C2     DOUB Y N 13 
AFG C2    N2     SING N N 14 
AFG C2    N1     SING Y N 15 
AFG N2    HN21   SING N N 16 
AFG N2    HN22   SING N N 17 
AFG N1    C6     SING Y N 18 
AFG N1    HN1    SING N N 19 
AFG C6    O6     DOUB N N 20 
AFG C6    C5     SING Y N 21 
AFG C5    N7     SING Y N 22 
AFG N7    C8     DOUB Y N 23 
AFG C8    N29    SING N N 24 
AFG C31   C32    DOUB Y N 25 
AFG C31   C36    SING Y N 26 
AFG C31   H31    SING N N 27 
AFG C32   C33    SING Y N 28 
AFG C32   N29    SING N N 29 
AFG C33   C34    DOUB Y N 30 
AFG C33   H33    SING N N 31 
AFG C34   C35    SING Y N 32 
AFG C34   C37    SING N N 33 
AFG C35   C36    DOUB Y N 34 
AFG C35   C39    SING N N 35 
AFG C36   H36    SING N N 36 
AFG C37   C38    SING N N 37 
AFG C37   H371   SING N N 38 
AFG C37   H372   SING N N 39 
AFG C38   C39    DOUB Y N 40 
AFG C38   C40    SING Y N 41 
AFG C39   C43    SING Y N 42 
AFG C40   C41    DOUB Y N 43 
AFG C40   H40    SING N N 44 
AFG C41   C42    SING Y N 45 
AFG C41   H41    SING N N 46 
AFG C42   C43    DOUB Y N 47 
AFG C42   H42    SING N N 48 
AFG C43   H43    SING N N 49 
AFG N29   H29    SING N N 50 
AFG "C2'" "C1'"  SING N N 51 
AFG "C2'" "C3'"  SING N N 52 
AFG "C2'" "H2'"  SING N N 53 
AFG "C2'" "H2''" SING N N 54 
AFG "C5'" "C4'"  SING N N 55 
AFG "C5'" "H5'"  SING N N 56 
AFG "C5'" "H5''" SING N N 57 
AFG "C4'" "O4'"  SING N N 58 
AFG "C4'" "C3'"  SING N N 59 
AFG "C4'" "H4'"  SING N N 60 
AFG "O4'" "C1'"  SING N N 61 
AFG "C1'" "H1'"  SING N N 62 
AFG "C3'" "O3'"  SING N N 63 
AFG "C3'" "H3'"  SING N N 64 
AFG "O3'" "HO3'" SING N N 65 
# 
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 
AFG SMILES           CACTVS               2.87  "NC1=Nc2[n](C3CC(O)C(COP(O)(O)=O)O3)c(Nc4ccc5c(Cc6ccccc56)c4)nc2C(=O)N1" 
AFG SMILES_CANONICAL CACTVS               2.87  "NC1=Nc2[n](C3CC(O)C(COP(O)(O)=O)O3)c(Nc4ccc5c(Cc6ccccc56)c4)nc2C(=O)N1" 
AFG INCHI            InChi                1     
"InChI=1/C23H23N6O7P/c24-22-27-20-19(21(31)28-22)26-23(29(20)18-9-16(30)17(36-18)10-35-37(32,33)34)25-13-5-6-15-12(8-13)7-11-3-1-2-4-14(11)15/h1-6,8,16-18,30H,7,9-10H2,(H,25,26)(H2,32,33,34)(H3,24,27,28,31)" 
AFG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc-2c(c1)Cc3c2ccc(c3)Nc4nc5c(n4[C@@H]6C[C@H]([C@@H](O6)COP(=O)(O)O)O)N=C(NC5=O)N" 
AFG SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc-2c(c1)Cc3c2ccc(c3)Nc4nc5c(n4C6CC(C(O6)COP(=O)(O)O)O)N=C(NC5=O)N" 
# 
_pdbx_chem_comp_identifier.comp_id           AFG 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "[(2S,3R,5S)-5-[2-amino-8-(9H-fluoren-2-ylamino)-6-oxo-1H-purin-9-yl]-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
