data_AF2
# 
_chem_comp.id                                    AF2 
_chem_comp.name                                  
;2'-deoxy-2'-fluoroadenosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H13 F N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-04-20 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        349.212 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AF2 
_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        2KWG 
_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 
AF2 F      F      F 0 1 N N N -4.774  -10.110 23.543 0.954  3.146  0.336  F      AF2 1  
AF2 P      P      P 0 1 N N N -9.293  -5.079  23.834 -4.820 -1.025 0.190  P      AF2 2  
AF2 N1     N1     N 0 1 Y N N -0.392  -5.502  22.549 5.823  -0.475 0.601  N1     AF2 3  
AF2 C2     C2     C 0 1 Y N N -0.699  -6.792  22.502 5.200  0.514  1.215  C2     AF2 4  
AF2 N3     N3     N 0 1 Y N N -1.906  -7.345  22.511 3.903  0.711  1.103  N3     AF2 5  
AF2 C4     C4     C 0 1 Y N N -2.898  -6.413  22.579 3.158  -0.095 0.353  C4     AF2 6  
AF2 C5     C5     C 0 1 Y N N -2.747  -5.053  22.638 3.774  -1.162 -0.322 C5     AF2 7  
AF2 C6     C6     C 0 1 Y N N -1.395  -4.623  22.611 5.161  -1.331 -0.171 C6     AF2 8  
AF2 N6     N6     N 0 1 N N N -0.999  -3.365  22.642 5.822  -2.364 -0.812 N6     AF2 9  
AF2 N7     N7     N 0 1 Y N N -3.996  -4.413  22.706 2.803  -1.816 -1.004 N7     AF2 10 
AF2 C8     C8     C 0 1 Y N N -4.842  -5.413  22.688 1.659  -1.233 -0.795 C8     AF2 11 
AF2 N9     N9     N 0 1 Y N N -4.252  -6.653  22.600 1.826  -0.165 0.036  N9     AF2 12 
AF2 "C1'"  "C1'"  C 0 1 N N R -4.885  -7.992  22.491 0.774  0.742  0.503  "C1'"  AF2 13 
AF2 OP2    OP2    O 0 1 N N N -10.332 -5.677  24.715 -5.963 0.025  -0.238 OP2    AF2 14 
AF2 "C2'"  "C2'"  C 0 1 N N R -4.814  -8.748  23.820 0.711  1.984  -0.405 "C2'"  AF2 15 
AF2 OP1    OP1    O 0 1 N N N -8.703  -3.773  24.225 -4.606 -1.995 -0.907 OP1    AF2 16 
AF2 "C3'"  "C3'"  C 0 1 N N R -6.122  -8.325  24.502 -0.738 1.983  -0.950 "C3'"  AF2 17 
AF2 "O3'"  "O3'"  O 0 1 N N N -6.550  -9.218  25.520 -1.276 3.307  -0.973 "O3'"  AF2 18 
AF2 "C4'"  "C4'"  C 0 1 N N R -7.043  -8.333  23.274 -1.476 1.104  0.092  "C4'"  AF2 19 
AF2 "O4'"  "O4'"  O 0 1 N N N -6.266  -7.860  22.174 -0.504 0.089  0.424  "O4'"  AF2 20 
AF2 "C5'"  "C5'"  C 0 1 N N N -8.333  -7.519  23.458 -2.726 0.472  -0.524 "C5'"  AF2 21 
AF2 "O5'"  "O5'"  O 0 1 N N N -8.082  -6.137  23.679 -3.448 -0.236 0.485  "O5'"  AF2 22 
AF2 H2     H2     H 0 1 N N N 0.135   -7.476  22.450 5.776  1.187  1.833  H2     AF2 23 
AF2 H8     H8     H 0 1 N N N -5.912  -5.276  22.738 0.717  -1.548 -1.218 H8     AF2 24 
AF2 "H5'"  "H5'"  H 0 1 N N N -8.874  -7.918  24.329 -3.359 1.254  -0.943 "H5'"  AF2 25 
AF2 "H5'A" "H5'A" H 0 0 N N N -8.941  -7.621  22.547 -2.432 -0.219 -1.314 "H5'A" AF2 26 
AF2 "H1'"  "H1'"  H 0 1 N N N -4.341  -8.538  21.706 0.975  1.044  1.531  "H1'"  AF2 27 
AF2 "H2'"  "H2'"  H 0 1 N N N -3.936  -8.536  24.449 1.427  1.897  -1.222 "H2'"  AF2 28 
AF2 "H3'"  "H3'"  H 0 1 N N N -6.071  -7.375  25.053 -0.781 1.531  -1.941 "H3'"  AF2 29 
AF2 "H4'"  "H4'"  H 0 1 N N N -7.403  -9.357  23.098 -1.738 1.691  0.973  "H4'"  AF2 30 
AF2 HN6    HN6    H 0 1 N N N -1.374  -2.878  21.853 5.328  -2.982 -1.373 HN6    AF2 31 
AF2 HN6A   HN6A   H 0 0 N N N -0.000  -3.329  22.612 6.780  -2.470 -0.700 HN6A   AF2 32 
AF2 HOP2   HOP2   H 0 0 N N N -10.487 -5.104  25.457 -6.156 0.692  0.435  HOP2   AF2 33 
AF2 "HO3'" "HO3'" H 0 0 N N N -7.361  -8.901  25.900 -0.790 3.918  -1.544 "HO3'" AF2 34 
AF2 OP3    OP3    O 0 1 N Y N -10.231 -4.648  22.458 -5.283 -1.811 1.518  OP3    AF2 35 
AF2 HOP3   HOP3   H 0 0 N Y N -10.144 -3.716  22.294 -6.105 -2.309 1.413  HOP3   AF2 36 
# 
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 
AF2 F     "C2'"  SING N N 1  
AF2 P     OP1    DOUB N N 2  
AF2 P     OP2    SING N N 3  
AF2 N1    C6     SING Y N 4  
AF2 C2    N1     DOUB Y N 5  
AF2 C2    N3     SING Y N 6  
AF2 N3    C4     DOUB Y N 7  
AF2 C4    N9     SING Y N 8  
AF2 C4    C5     SING Y N 9  
AF2 C5    N7     SING Y N 10 
AF2 C6    C5     DOUB Y N 11 
AF2 C6    N6     SING N N 12 
AF2 N6    HN6A   SING N N 13 
AF2 C8    N7     DOUB Y N 14 
AF2 C8    H8     SING N N 15 
AF2 N9    C8     SING Y N 16 
AF2 "C1'" N9     SING N N 17 
AF2 "C1'" "C2'"  SING N N 18 
AF2 OP2   HOP2   SING N N 19 
AF2 "C2'" "H2'"  SING N N 20 
AF2 "C2'" "C3'"  SING N N 21 
AF2 "C3'" "H3'"  SING N N 22 
AF2 "C3'" "O3'"  SING N N 23 
AF2 "O3'" "HO3'" SING N N 24 
AF2 "C4'" "C3'"  SING N N 25 
AF2 "C4'" "C5'"  SING N N 26 
AF2 "O4'" "C1'"  SING N N 27 
AF2 "O4'" "C4'"  SING N N 28 
AF2 "C5'" "O5'"  SING N N 29 
AF2 "C5'" "H5'A" SING N N 30 
AF2 "O5'" P      SING N N 31 
AF2 H2    C2     SING N N 32 
AF2 "H5'" "C5'"  SING N N 33 
AF2 "H1'" "C1'"  SING N N 34 
AF2 "H4'" "C4'"  SING N N 35 
AF2 HN6   N6     SING N N 36 
AF2 P     OP3    SING N N 37 
AF2 OP3   HOP3   SING N N 38 
# 
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 
AF2 SMILES           ACDLabs              12.01 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(F)C3O"                                                                                                                   
AF2 SMILES_CANONICAL CACTVS               3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3F"                                                                                               
AF2 SMILES           CACTVS               3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3F"                                                                                                     
AF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)F)N"                                                                                           
AF2 SMILES           "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)F)N"                                                                                                             
AF2 InChI            InChI                1.03  "InChI=1S/C10H13FN5O6P/c11-5-7(17)4(1-21-23(18,19)20)22-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17H,1H2,(H2,12,13,14)(H2,18,19,20)/t4-,5-,7-,10-/m1/s1" 
AF2 InChIKey         InChI                1.03  WMEBOUQKZKATDW-QYYRPYCUSA-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 
AF2 "SYSTEMATIC NAME" ACDLabs              12.01 
;2'-deoxy-2'-fluoroadenosine 5'-(dihydrogen phosphate)
;
AF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-fluoro-3-hydroxy-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 
AF2 "Create component"     2010-04-20 RCSB 
AF2 "Modify aromatic_flag" 2011-06-04 RCSB 
AF2 "Modify descriptor"    2011-06-04 RCSB 
# 
