data_2FA
# 
_chem_comp.id                                    2FA 
_chem_comp.name                                  2-(6-AMINO-2-FLUORO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 F N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         2-FLUOROADENOSINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-08-06 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        285.232 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2FA 
_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        1PK9 
_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 
2FA "O5'"  "O5'"  O 0 1 N N N 94.236 66.070 17.203 -4.821 1.768  -1.277 "O5'"  2FA 1  
2FA "C5'"  "C5'"  C 0 1 N N N 93.744 65.054 18.107 -4.549 0.986  -0.113 "C5'"  2FA 2  
2FA "C4'"  "C4'"  C 0 1 N N R 94.231 65.263 19.548 -3.372 0.050  -0.391 "C4'"  2FA 3  
2FA "O4'"  "O4'"  O 0 1 N N N 93.863 66.555 20.132 -2.159 0.810  -0.582 "O4'"  2FA 4  
2FA "C1'"  "C1'"  C 0 1 N N R 92.622 66.442 20.833 -1.083 -0.122 -0.342 "C1'"  2FA 5  
2FA N9     N9     N 0 1 Y N N 91.549 67.097 20.007 0.153  0.597  -0.023 N9     2FA 6  
2FA C4     C4     C 0 1 Y N N 90.488 66.567 19.230 1.430  0.112  -0.150 C4     2FA 7  
2FA N3     N3     N 0 1 Y N N 90.142 65.248 19.022 1.961  -1.037 -0.556 N3     2FA 8  
2FA C2     C2     C 0 1 Y N N 89.066 65.120 18.215 3.269  -1.207 -0.564 C2     2FA 9  
2FA F      F      F 0 1 N N N 88.635 63.918 17.934 3.769  -2.390 -0.983 F      2FA 10 
2FA N1     N1     N 0 1 Y N N 88.357 66.108 17.640 4.109  -0.261 -0.177 N1     2FA 11 
2FA C6     C6     C 0 1 Y N N 88.727 67.389 17.867 3.668  0.920  0.244  C6     2FA 12 
2FA N6     N6     N 0 1 N N N 88.038 68.359 17.307 4.554  1.903  0.648  N6     2FA 13 
2FA C5     C5     C 0 1 Y N N 89.835 67.659 18.693 2.281  1.145  0.276  C5     2FA 14 
2FA N7     N7     N 0 1 Y N N 90.431 68.842 19.097 1.494  2.192  0.627  N7     2FA 15 
2FA C8     C8     C 0 1 Y N N 91.410 68.429 19.851 0.245  1.871  0.456  C8     2FA 16 
2FA "C2'"  "C2'"  C 0 1 N N R 92.458 64.915 21.171 -1.546 -0.960 0.870  "C2'"  2FA 17 
2FA "O2'"  "O2'"  O 0 1 N N N 92.155 64.612 22.571 -1.145 -2.324 0.727  "O2'"  2FA 18 
2FA "C3'"  "C3'"  C 0 1 N N S 93.732 64.230 20.572 -3.088 -0.842 0.839  "C3'"  2FA 19 
2FA "O3'"  "O3'"  O 0 1 N N N 94.743 64.068 21.555 -3.686 -2.129 0.672  "O3'"  2FA 20 
2FA "H5'"  "H5'"  H 0 1 N N N 93.935 65.941 16.311 -5.568 2.343  -1.059 "H5'"  2FA 21 
2FA "H5'1" "1H5'" H 0 0 N N N 94.001 64.033 17.741 -5.430 0.396  0.142  "H5'1" 2FA 22 
2FA "H5'2" "2H5'" H 0 0 N N N 92.632 64.985 18.066 -4.301 1.645  0.719  "H5'2" 2FA 23 
2FA "H4'"  "H4'"  H 0 1 N N N 95.331 65.172 19.393 -3.576 -0.566 -1.267 "H4'"  2FA 24 
2FA "H1'"  "H1'"  H 0 1 N N N 92.563 66.981 21.807 -0.934 -0.763 -1.211 "H1'"  2FA 25 
2FA HN61   1HN6   H 0 0 N N N 87.055 68.251 17.558 5.509  1.734  0.626  HN61   2FA 26 
2FA HN62   2HN6   H 0 0 N N N 88.317 69.325 17.478 4.220  2.762  0.950  HN62   2FA 27 
2FA H8     H8     H 0 1 N N N 92.081 69.163 20.329 -0.595 2.518  0.661  H8     2FA 28 
2FA "H2'"  "H2'"  H 0 1 N N N 91.537 64.492 20.706 -1.150 -0.541 1.796  "H2'"  2FA 29 
2FA H1     H1     H 0 1 N N N 92.056 63.690 22.775 -1.515 -2.804 1.481  H1     2FA 30 
2FA "H3'"  "H3'"  H 0 1 N N N 93.506 63.220 20.157 -3.455 -0.366 1.748  "H3'"  2FA 31 
2FA H2     H2     H 0 1 N N N 94.435 63.430 22.188 -4.640 -1.987 0.598  H2     2FA 32 
# 
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 
2FA "O5'" "C5'"  SING N N 1  
2FA "O5'" "H5'"  SING N N 2  
2FA "C5'" "C4'"  SING N N 3  
2FA "C5'" "H5'1" SING N N 4  
2FA "C5'" "H5'2" SING N N 5  
2FA "C4'" "O4'"  SING N N 6  
2FA "C4'" "C3'"  SING N N 7  
2FA "C4'" "H4'"  SING N N 8  
2FA "O4'" "C1'"  SING N N 9  
2FA "C1'" N9     SING N N 10 
2FA "C1'" "C2'"  SING N N 11 
2FA "C1'" "H1'"  SING N N 12 
2FA N9    C4     SING Y N 13 
2FA N9    C8     SING Y N 14 
2FA C4    N3     DOUB Y N 15 
2FA C4    C5     SING Y N 16 
2FA N3    C2     SING Y N 17 
2FA C2    F      SING N N 18 
2FA C2    N1     DOUB Y N 19 
2FA N1    C6     SING Y N 20 
2FA C6    N6     SING N N 21 
2FA C6    C5     DOUB Y N 22 
2FA N6    HN61   SING N N 23 
2FA N6    HN62   SING N N 24 
2FA C5    N7     SING Y N 25 
2FA N7    C8     DOUB Y N 26 
2FA C8    H8     SING N N 27 
2FA "C2'" "O2'"  SING N N 28 
2FA "C2'" "C3'"  SING N N 29 
2FA "C2'" "H2'"  SING N N 30 
2FA "O2'" H1     SING N N 31 
2FA "C3'" "O3'"  SING N N 32 
2FA "C3'" "H3'"  SING N N 33 
2FA "O3'" H2     SING N N 34 
# 
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 
2FA SMILES           ACDLabs              10.04 Fc1nc(c2ncn(c2n1)C3OC(C(O)C3O)CO)N                                                                                                            
2FA InChI            InChI                1.02b InChI=1/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1/f/h12H2 
2FA InChIKey         InChI                1.02b HBUBKKRHXORPQB-LJCVLTPPDA                                                                                                                     
2FA SMILES_CANONICAL CACTVS               3.341 Nc1nc(F)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O                                                                                          
2FA SMILES           CACTVS               3.341 Nc1nc(F)nc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                
2FA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(nc(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)F)N                                                                                        
2FA SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(nc(nc2n1C3C(C(C(O3)CO)O)O)F)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 
2FA "SYSTEMATIC NAME" ACDLabs              10.04 2-fluoroadenosine                                                               
2FA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5R)-2-(6-amino-2-fluoro-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
