data_8FG
# 
_chem_comp.id                                    8FG 
_chem_comp.name                                  "N-(5'-PHOSPHO-2'-DEOXYGUANOSIN-8-YL)-2-ACETYLAMINOFLUORENE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C25 H25 N6 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-09-15 
_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                        568.475 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     8FG 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1X9M 
_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 
8FG OP3    O3P  O 0 1 N Y N 36.862 29.365 18.922 6.807  0.679  0.261  OP3    8FG 1  
8FG P      P    P 0 1 N N N 37.031 30.048 17.570 6.475  2.009  -0.296 P      8FG 2  
8FG OP1    O1P  O 0 1 N N N 37.996 31.229 17.651 7.298  2.240  -1.661 OP1    8FG 3  
8FG OP2    O2P  O 0 1 N N N 35.688 30.445 16.967 6.871  3.151  0.768  OP2    8FG 4  
8FG "O5'"  O5*  O 0 1 N N N 37.683 28.898 16.617 4.896  2.085  -0.601 "O5'"  8FG 5  
8FG N9     N9   N 0 1 Y N N 35.428 24.966 13.834 0.532  -0.895 -0.270 N9     8FG 6  
8FG C4     C4   C 0 1 Y N N 34.313 25.746 14.052 1.248  -1.935 0.265  C4     8FG 7  
8FG N3     N3   N 0 1 N N N 34.163 27.169 14.444 2.380  -2.018 0.974  N3     8FG 8  
8FG C2     C2   C 0 1 N N N 33.007 27.738 14.606 2.855  -3.180 1.362  C2     8FG 9  
8FG N2     N2   N 0 1 N N N 32.968 29.059 14.965 4.021  -3.216 2.087  N2     8FG 10 
8FG N1     N1   N 0 1 N N N 31.759 26.968 14.404 2.223  -4.351 1.066  N1     8FG 11 
8FG C6     C6   C 0 1 N N N 31.749 25.603 14.031 1.075  -4.346 0.354  C6     8FG 12 
8FG O6     O6   O 0 1 N N N 30.677 25.011 13.878 0.502  -5.388 0.084  O6     8FG 13 
8FG C5     C5   C 0 1 Y N N 33.149 24.928 13.833 0.553  -3.102 -0.070 C5     8FG 14 
8FG N7     N7   N 0 1 Y N N 33.456 23.616 13.466 -0.543 -2.731 -0.779 N7     8FG 15 
8FG C8     C8   C 0 1 Y N N 34.864 23.748 13.493 -0.562 -1.429 -0.897 C8     8FG 16 
8FG C31    C31  C 0 1 Y N N 37.261 22.592 11.104 -2.839 -0.560 0.471  C31    8FG 17 
8FG C32    C32  C 0 1 Y N N 35.946 22.420 11.764 -2.716 -0.336 -0.895 C32    8FG 18 
8FG C33    C33  C 0 1 Y N N 34.748 22.096 10.976 -3.759 0.252  -1.599 C33    8FG 19 
8FG C34    C34  C 0 1 Y N N 34.847 21.944 9.542  -4.919 0.604  -0.944 C34    8FG 20 
8FG C35    C35  C 0 1 Y N N 36.151 22.109 8.862  -5.049 0.383  0.425  C35    8FG 21 
8FG C36    C36  C 0 1 Y N N 37.344 22.429 9.648  -3.995 -0.204 1.129  C36    8FG 22 
8FG C37    C37  C 0 1 N N N 33.716 21.617 8.545  -6.200 1.242  -1.425 C37    8FG 23 
8FG C38    C38  C 0 1 Y N N 34.531 21.617 7.243  -7.084 1.371  -0.210 C38    8FG 24 
8FG C39    C39  C 0 1 Y N N 35.966 21.911 7.495  -6.381 0.855  0.877  C39    8FG 25 
8FG C40    C40  C 0 1 Y N N 34.071 21.375 5.881  -8.356 1.874  -0.039 C40    8FG 26 
8FG C41    C41  C 0 1 Y N N 35.029 21.428 4.795  -8.941 1.868  1.215  C41    8FG 27 
8FG C42    C42  C 0 1 Y N N 36.421 21.712 5.035  -8.251 1.359  2.300  C42    8FG 28 
8FG C43    C43  C 0 1 Y N N 36.903 21.955 6.367  -6.978 0.854  2.139  C43    8FG 29 
8FG N29    N29  N 0 1 N N N 35.787 22.569 13.143 -1.539 -0.699 -1.561 N29    8FG 30 
8FG C30    C30  C 0 1 N N N 36.393 21.747 14.161 -1.354 -0.340 -2.847 C30    8FG 31 
8FG O44    O44  O 0 1 N N N 36.185 21.975 15.389 -2.149 0.396  -3.391 O44    8FG 32 
8FG C45    C45  C 0 1 N N N 37.336 20.534 13.939 -0.159 -0.854 -3.608 C45    8FG 33 
8FG "C2'"  C2*  C 0 1 N N N 37.194 26.656 13.263 0.587  1.048  1.238  "C2'"  8FG 34 
8FG "C5'"  C5*  C 0 1 N N N 36.944 27.702 16.299 4.224  1.757  0.616  "C5'"  8FG 35 
8FG "C4'"  C4*  C 0 1 N N R 37.824 26.724 15.556 2.711  1.810  0.394  "C4'"  8FG 36 
8FG "O4'"  O4*  O 0 1 N N N 37.113 25.484 15.327 2.276  0.709  -0.435 "O4'"  8FG 37 
8FG "C1'"  C1*  C 0 1 N N R 36.822 25.344 13.939 0.873  0.527  -0.183 "C1'"  8FG 38 
8FG "C3'"  C3*  C 0 1 N N S 38.293 27.174 14.175 1.956  1.582  1.728  "C3'"  8FG 39 
8FG "O3'"  O3*  O 0 1 N N N 39.552 26.541 13.898 1.798  2.810  2.442  "O3'"  8FG 40 
8FG HOP3   3HOP H 0 0 N N N 36.262 28.630 18.872 ?      ?      ?      HOP3   8FG 41 
8FG HOP2   2HOP H 0 0 N N N 35.793 30.871 16.124 6.639  4.000  0.367  HOP2   8FG 42 
8FG HN21   1HN2 H 0 0 N N N 33.511 29.600 14.292 4.383  -4.067 2.380  HN21   8FG 43 
8FG HN22   2HN2 H 0 0 N N N 32.060 29.506 15.092 4.482  -2.391 2.305  HN22   8FG 44 
8FG HN1    HN1  H 0 1 N N N 30.847 27.407 14.530 2.600  -5.193 1.368  HN1    8FG 45 
8FG H31    H31  H 0 1 N N N 38.164 22.838 11.688 -2.026 -1.014 1.018  H31    8FG 46 
8FG H33    H33  H 0 1 N N N 33.768 21.966 11.464 -3.665 0.427  -2.661 H33    8FG 47 
8FG H36    H36  H 0 1 N N N 38.315 22.549 9.138  -4.087 -0.379 2.191  H36    8FG 48 
8FG H371   1H37 H 0 0 N N N 32.828 22.291 8.570  -5.994 2.226  -1.846 H371   8FG 49 
8FG H372   2H37 H 0 0 N N N 33.125 20.695 8.756  -6.677 0.607  -2.172 H372   8FG 50 
8FG H40    H40  H 0 1 N N N 33.010 21.154 5.675  -8.896 2.272  -0.885 H40    8FG 51 
8FG H41    H41  H 0 1 N N N 34.691 21.248 3.761  -9.938 2.263  1.346  H41    8FG 52 
8FG H42    H42  H 0 1 N N N 37.127 21.744 4.188  -8.711 1.357  3.277  H42    8FG 53 
8FG H43    H43  H 0 1 N N N 37.974 22.172 6.521  -6.442 0.457  2.989  H43    8FG 54 
8FG H451   1H45 H 0 0 N N N 38.173 20.905 13.302 -0.225 -0.532 -4.648 H451   8FG 55 
8FG H452   2H45 H 0 0 N N N 37.805 19.898 14.726 0.753  -0.457 -3.163 H452   8FG 56 
8FG H453   3H45 H 0 0 N N N 36.789 19.836 13.263 -0.141 -1.943 -3.565 H453   8FG 57 
8FG "H2'"  1H2* H 0 1 N N N 36.346 27.360 13.096 -0.148 1.853  1.209  "H2'"  8FG 58 
8FG "H2''" 2H2* H 0 0 N N N 37.472 26.572 12.187 0.242  0.238  1.880  "H2''" 8FG 59 
8FG "H5'"  1H5* H 0 1 N N N 36.008 27.929 15.738 4.503  2.473  1.390  "H5'"  8FG 60 
8FG "H5''" 2H5* H 0 0 N N N 36.485 27.243 17.206 4.510  0.753  0.931  "H5''" 8FG 61 
8FG "H4'"  H4*  H 0 1 N N N 38.714 26.625 16.220 2.424  2.762  -0.052 "H4'"  8FG 62 
8FG "H1'"  H1*  H 0 1 N N N 37.406 24.549 13.419 0.289  1.092  -0.910 "H1'"  8FG 63 
8FG "H3'"  H3*  H 0 1 N N N 38.450 28.272 14.061 2.465  0.840  2.342  "H3'"  8FG 64 
8FG "HO3'" H3T  H 0 0 N Y N 40.239 26.865 14.468 1.243  2.617  3.210  "HO3'" 8FG 65 
# 
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 
8FG OP3   P      SING N N 1  
8FG OP3   HOP3   SING N N 2  
8FG P     OP1    DOUB N N 3  
8FG P     OP2    SING N N 4  
8FG P     "O5'"  SING N N 5  
8FG OP2   HOP2   SING N N 6  
8FG "O5'" "C5'"  SING N N 7  
8FG N9    C4     SING Y N 8  
8FG N9    C8     SING Y N 9  
8FG N9    "C1'"  SING N N 10 
8FG C4    N3     SING N N 11 
8FG C4    C5     DOUB Y N 12 
8FG N3    C2     DOUB N N 13 
8FG C2    N2     SING N N 14 
8FG C2    N1     SING N N 15 
8FG N2    HN21   SING N N 16 
8FG N2    HN22   SING N N 17 
8FG N1    C6     SING N N 18 
8FG N1    HN1    SING N N 19 
8FG C6    O6     DOUB N N 20 
8FG C6    C5     SING N N 21 
8FG C5    N7     SING Y N 22 
8FG N7    C8     DOUB Y N 23 
8FG C8    N29    SING N N 24 
8FG C31   C32    DOUB Y N 25 
8FG C31   C36    SING Y N 26 
8FG C31   H31    SING N N 27 
8FG C32   C33    SING Y N 28 
8FG C32   N29    SING N N 29 
8FG C33   C34    DOUB Y N 30 
8FG C33   H33    SING N N 31 
8FG C34   C35    SING Y N 32 
8FG C34   C37    SING N N 33 
8FG C35   C36    DOUB Y N 34 
8FG C35   C39    SING N N 35 
8FG C36   H36    SING N N 36 
8FG C37   C38    SING N N 37 
8FG C37   H371   SING N N 38 
8FG C37   H372   SING N N 39 
8FG C38   C39    DOUB Y N 40 
8FG C38   C40    SING Y N 41 
8FG C39   C43    SING Y N 42 
8FG C40   C41    DOUB Y N 43 
8FG C40   H40    SING N N 44 
8FG C41   C42    SING Y N 45 
8FG C41   H41    SING N N 46 
8FG C42   C43    DOUB Y N 47 
8FG C42   H42    SING N N 48 
8FG C43   H43    SING N N 49 
8FG N29   C30    SING N N 50 
8FG C30   O44    DOUB N N 51 
8FG C30   C45    SING N N 52 
8FG C45   H451   SING N N 53 
8FG C45   H452   SING N N 54 
8FG C45   H453   SING N N 55 
8FG "C2'" "C1'"  SING N N 56 
8FG "C2'" "C3'"  SING N N 57 
8FG "C2'" "H2'"  SING N N 58 
8FG "C2'" "H2''" SING N N 59 
8FG "C5'" "C4'"  SING N N 60 
8FG "C5'" "H5'"  SING N N 61 
8FG "C5'" "H5''" SING N N 62 
8FG "C4'" "O4'"  SING N N 63 
8FG "C4'" "C3'"  SING N N 64 
8FG "C4'" "H4'"  SING N N 65 
8FG "O4'" "C1'"  SING N N 66 
8FG "C1'" "H1'"  SING N N 67 
8FG "C3'" "O3'"  SING N N 68 
8FG "C3'" "H3'"  SING N N 69 
8FG "O3'" "HO3'" SING N N 70 
# 
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 
8FG SMILES           ACDLabs              10.04 "O=C1c2nc(n(c2N=C(N)N1)C3OC(C(O)C3)COP(=O)(O)O)N(c6ccc5c4ccccc4Cc5c6)C(=O)C" 
8FG InChI            InChI                1.02b 
"InChI=1/C25H25N6O8P/c1-12(32)30(15-6-7-17-14(9-15)8-13-4-2-3-5-16(13)17)25-27-21-22(28-24(26)29-23(21)34)31(25)20-10-18(33)19(39-20)11-38-40(35,36)37/h2-7,9,18-20,33H,8,10-11H2,1H3,(H2,35,36,37)(H3,26,28,29,34)/t18-,19+,20+/m0/s1/f/h29,35-36H,26H2" 
8FG InChIKey         InChI                1.02b NDOGYHUMWQPHFA-QNNSEZMXDW 
8FG SMILES_CANONICAL CACTVS               3.341 "CC(=O)N(c1ccc2c(Cc3ccccc23)c1)c4nc5C(=O)NC(=Nc5n4[C@H]6C[C@H](O)[C@@H](CO[P](O)(O)=O)O6)N" 
8FG SMILES           CACTVS               3.341 "CC(=O)N(c1ccc2c(Cc3ccccc23)c1)c4nc5C(=O)NC(=Nc5n4[CH]6C[CH](O)[CH](CO[P](O)(O)=O)O6)N" 
8FG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N(c1ccc-2c(c1)Cc3c2cccc3)c4nc5c(n4[C@H]6C[C@@H]([C@H](O6)COP(=O)(O)O)O)N=C(NC5=O)N" 
8FG SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)N(c1ccc-2c(c1)Cc3c2cccc3)c4nc5c(n4C6CC(C(O6)COP(=O)(O)O)O)N=C(NC5=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 
8FG "SYSTEMATIC NAME" ACDLabs              10.04 
;8-[acetyl(9H-fluoren-2-yl)amino]-2'-deoxyguanosine 5'-(dihydrogen phosphate)
;
8FG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-[2-amino-8-(ethanoyl-(9H-fluoren-2-yl)amino)-6-oxo-1H-purin-9-yl]-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
