data_7BG
# 
_chem_comp.id                                    7BG 
_chem_comp.name                                  "2-amino-7-benzyl-9-(2-deoxy-2-fluoro-5-O-phosphono-beta-D-arabinofuranosyl)-6-oxo-6,9-dihydro-1H-purin-7-ium" 
_chem_comp.type                                  "DNA linking" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C17 H20 F N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2015-03-16 
_chem_comp.pdbx_modified_date                    2016-03-04 
_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                        456.342 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7BG 
_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        4YMM 
_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 
7BG OP2   O1  O 0 1 N N N 20.188 3.014  -0.383 5.556  -2.403 -1.587 OP2   7BG 1  
7BG P     P1  P 0 1 N N N 20.493 1.953  0.491  5.477  -1.370 -0.354 P     7BG 2  
7BG OP1   O2  O 0 1 N N N 20.324 0.614  0.072  6.877  -0.587 -0.220 OP1   7BG 3  
7BG "O5'" O3  O 0 1 N N N 19.690 2.163  1.706  4.292  -0.312 -0.616 "O5'" 7BG 4  
7BG "C5'" C1  C 0 1 N N N 19.468 3.477  2.110  3.900  0.671  0.345  "C5'" 7BG 5  
7BG "C4'" C2  C 0 1 N N R 17.970 3.768  2.190  2.752  1.508  -0.221 "C4'" 7BG 6  
7BG "O4'" O4  O 0 1 N N N 17.610 3.079  3.290  1.548  0.715  -0.312 "O4'" 7BG 7  
7BG "C3'" C3  C 0 1 N N R 17.779 5.202  2.559  2.395  2.657  0.748  "C3'" 7BG 8  
7BG "O3'" O5  O 0 1 N N N 17.299 5.837  1.476  3.011  3.876  0.328  "O3'" 7BG 9  
7BG "C2'" C4  C 0 1 N N S 16.669 5.230  3.498  0.857  2.766  0.651  "C2'" 7BG 10 
7BG "F1'" F1  F 0 1 N N N 17.111 5.736  4.309  0.269  2.513  1.895  "F1'" 7BG 11 
7BG "C1'" C5  C 0 1 N N R 16.524 3.780  3.815  0.466  1.670  -0.365 "C1'" 7BG 12 
7BG N9    N1  N 0 1 Y N N 16.797 3.280  5.156  -0.794 1.035  0.029  N9    7BG 13 
7BG C8    C6  C 0 1 Y N N 17.971 2.819  5.543  -0.928 -0.080 0.806  C8    7BG 14 
7BG C4    C7  C 0 1 Y N N 15.932 3.064  6.133  -2.052 1.454  -0.309 C4    7BG 15 
7BG N3    N2  N 0 1 N N N 14.638 3.324  6.214  -2.533 2.471  -1.034 N3    7BG 16 
7BG C2    C8  C 0 1 N N N 14.000 3.024  7.316  -3.827 2.637  -1.197 C2    7BG 17 
7BG N2    N3  N 0 1 N N N 12.715 3.284  7.381  -4.273 3.695  -1.948 N2    7BG 18 
7BG N1    N4  N 0 1 N N N 14.659 2.457  8.371  -4.737 1.788  -0.641 N1    7BG 19 
7BG C6    C9  C 0 1 N N N 15.982 2.203  8.256  -4.326 0.738  0.104  C6    7BG 20 
7BG O6    O6  O 0 1 N N N 16.592 1.688  9.168  -5.133 -0.026 0.604  O6    7BG 21 
7BG C5    C10 C 0 1 Y N N 16.584 2.510  7.143  -2.937 0.548  0.287  C5    7BG 22 
7BG N7    N5  N 1 1 Y N N 17.845 2.377  6.784  -2.189 -0.364 0.954  N7    7BG 23 
7BG C10   C11 C 0 1 N N N 18.872 1.786  7.638  -2.717 -1.493 1.725  C10   7BG 24 
7BG C11   C12 C 0 1 Y N N 18.360 0.532  7.897  -2.967 -2.658 0.802  C11   7BG 25 
7BG C12   C13 C 0 1 Y N N 18.232 0.077  9.196  -1.966 -3.583 0.572  C12   7BG 26 
7BG C13   C14 C 0 1 Y N N 17.689 -1.177 9.415  -2.194 -4.652 -0.275 C13   7BG 27 
7BG C14   C15 C 0 1 Y N N 17.250 -1.940 8.347  -3.424 -4.796 -0.891 C14   7BG 28 
7BG C15   C16 C 0 1 Y N N 17.351 -1.484 7.051  -4.424 -3.870 -0.660 C15   7BG 29 
7BG C16   C17 C 0 1 Y N N 17.925 -0.245 6.832  -4.198 -2.805 0.191  C16   7BG 30 
7BG H1    H1  H 0 1 N N N 20.964 3.544  -0.522 6.249  -3.071 -1.497 H1    7BG 31 
7BG H2    H2  H 0 1 N N N 21.156 0.158  0.125  7.118  -0.076 -1.005 H2    7BG 32 
7BG H3    H3  H 0 1 N N N 19.920 3.632  3.101  3.573  0.175  1.259  H3    7BG 33 
7BG H4    H4  H 0 1 N N N 19.931 4.162  1.384  4.748  1.319  0.567  H4    7BG 34 
7BG H5    H5  H 0 1 N N N 17.442 3.492  1.265  3.020  1.907  -1.200 H5    7BG 35 
7BG H6    H6  H 0 1 N N N 18.696 5.644  2.977  2.697  2.406  1.765  H6    7BG 36 
7BG H7    H7  H 0 1 N N N 17.166 6.755  1.680  2.820  4.631  0.901  H7    7BG 37 
7BG H8    H8  H 0 1 N N N 15.755 5.623  3.029  0.566  3.749  0.283  H8    7BG 38 
7BG H9    H9  H 0 1 N N N 15.564 3.397  3.438  0.382  2.093  -1.366 H9    7BG 39 
7BG H10   H10 H 0 1 N N N 18.875 2.805  4.952  -0.110 -0.641 1.232  H10   7BG 40 
7BG H11   H11 H 0 1 N N N 12.249 3.701  6.600  -3.637 4.307  -2.350 H11   7BG 41 
7BG H12   H12 H 0 1 N N N 12.202 3.065  8.211  -5.225 3.830  -2.077 H12   7BG 42 
7BG H13   H13 H 0 1 N N N 14.170 2.234  9.214  -5.685 1.939  -0.781 H13   7BG 43 
7BG H14   H14 H 0 1 N N N 19.836 1.721  7.113  -1.995 -1.782 2.488  H14   7BG 44 
7BG H15   H15 H 0 1 N N N 18.998 2.363  8.566  -3.653 -1.200 2.202  H15   7BG 45 
7BG H16   H16 H 0 1 N N N 18.550 0.690  10.026 -1.005 -3.471 1.052  H16   7BG 46 
7BG H17   H17 H 0 1 N N N 17.608 -1.561 10.421 -1.412 -5.375 -0.455 H17   7BG 47 
7BG H18   H18 H 0 1 N N N 16.819 -2.913 8.533  -3.602 -5.631 -1.552 H18   7BG 48 
7BG H19   H19 H 0 1 N N N 16.990 -2.080 6.226  -5.385 -3.982 -1.141 H19   7BG 49 
7BG H20   H20 H 0 1 N N N 18.036 0.122  5.822  -4.979 -2.082 0.371  H20   7BG 50 
7BG O1    O7  O 0 1 N Y N 22.005 2.102  0.866  5.206  -2.115 0.896  O1    7BG 51 
# 
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 
7BG OP2   P     SING N N 1  
7BG OP1   P     SING N N 2  
7BG P     "O5'" SING N N 3  
7BG "O3'" "C3'" SING N N 4  
7BG "O5'" "C5'" SING N N 5  
7BG "C5'" "C4'" SING N N 6  
7BG "C4'" "C3'" SING N N 7  
7BG "C4'" "O4'" SING N N 8  
7BG "C3'" "C2'" SING N N 9  
7BG "O4'" "C1'" SING N N 10 
7BG "C2'" "C1'" SING N N 11 
7BG "C2'" "F1'" SING N N 12 
7BG "C1'" N9    SING N N 13 
7BG N9    C8    SING Y N 14 
7BG N9    C4    SING Y N 15 
7BG C8    N7    DOUB Y N 16 
7BG C4    N3    SING N N 17 
7BG C4    C5    DOUB Y N 18 
7BG N3    C2    DOUB N N 19 
7BG N7    C5    SING Y N 20 
7BG N7    C10   SING N N 21 
7BG C16   C15   DOUB Y N 22 
7BG C16   C11   SING Y N 23 
7BG C15   C14   SING Y N 24 
7BG C5    C6    SING N N 25 
7BG C2    N2    SING N N 26 
7BG C2    N1    SING N N 27 
7BG C10   C11   SING N N 28 
7BG C11   C12   DOUB Y N 29 
7BG C6    N1    SING N N 30 
7BG C6    O6    DOUB N N 31 
7BG C14   C13   DOUB Y N 32 
7BG C12   C13   SING Y N 33 
7BG OP2   H1    SING N N 34 
7BG OP1   H2    SING N N 35 
7BG "C5'" H3    SING N N 36 
7BG "C5'" H4    SING N N 37 
7BG "C4'" H5    SING N N 38 
7BG "C3'" H6    SING N N 39 
7BG "O3'" H7    SING N N 40 
7BG "C2'" H8    SING N N 41 
7BG "C1'" H9    SING N N 42 
7BG C8    H10   SING N N 43 
7BG N2    H11   SING N N 44 
7BG N2    H12   SING N N 45 
7BG N1    H13   SING N N 46 
7BG C10   H14   SING N N 47 
7BG C10   H15   SING N N 48 
7BG C12   H16   SING N N 49 
7BG C13   H17   SING N N 50 
7BG C14   H18   SING N N 51 
7BG C15   H19   SING N N 52 
7BG C16   H20   SING N N 53 
7BG P     O1    DOUB N N 54 
# 
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 
7BG SMILES           ACDLabs              12.01 "OP(OCC1C(C(C(O1)n2c[n+](c3c2N=C(N)NC3=O)Cc4ccccc4)F)O)(=O)O"                                                                                                                                              
7BG InChI            InChI                1.03  "InChI=1S/C17H19FN5O7P/c18-11-13(24)10(7-29-31(26,27)28)30-16(11)23-8-22(6-9-4-2-1-3-5-9)12-14(23)20-17(19)21-15(12)25/h1-5,8,10-11,13,16,24H,6-7H2,(H4-,19,20,21,25,26,27,28)/p+1/t10-,11+,13-,16-/m1/s1" 
7BG InChIKey         InChI                1.03  DTTUAYCVFOVSDP-DDFXLWFNSA-O                                                                                                                                                                                
7BG SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(c[n+](Cc3ccccc3)c2C(=O)N1)[C@@H]4O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@@H]4F"                                                                                                                         
7BG SMILES           CACTVS               3.385 "NC1=Nc2n(c[n+](Cc3ccccc3)c2C(=O)N1)[CH]4O[CH](CO[P](O)(O)=O)[CH](O)[CH]4F"                                                                                                                                
7BG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C[n+]2cn(c3c2C(=O)NC(=N3)N)[C@H]4[C@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)F"                                                                                                                         
7BG SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C[n+]2cn(c3c2C(=O)NC(=N3)N)C4C(C(C(O4)COP(=O)(O)O)O)F"                                                                                                                                          
# 
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 
7BG "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-7-benzyl-9-(2-deoxy-2-fluoro-5-O-phosphono-beta-D-arabinofuranosyl)-6-oxo-6,9-dihydro-1H-purin-7-ium"                                    
7BG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3R,4S,5R)-5-[2-azanyl-6-oxidanylidene-7-(phenylmethyl)-1H-purin-7-ium-9-yl]-4-fluoranyl-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 
7BG "Create component" 2015-03-16 RCSB 
7BG "Initial release"  2016-03-09 RCSB 
# 
