data_2FD
# 
_chem_comp.id                                    2FD 
_chem_comp.name                                  5-(6-AMINO-2-FLUORO-PURIN-9-YL)-2-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-FLUORO-2'-DEOXYADENOSINE" 
_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                        269.232 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2FD 
_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        1PKE 
_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 
2FD "O5'"  "O5'"  O 0 1 N N N 94.527 66.357 17.332 -5.004 1.235  -1.416 "O5'"  2FD 1  
2FD "C5'"  "C5'"  C 0 1 N N N 94.036 65.453 18.322 -4.562 0.785  -0.133 "C5'"  2FD 2  
2FD "C4'"  "C4'"  C 0 1 N N R 94.580 65.815 19.721 -3.427 -0.226 -0.311 "C4'"  2FD 3  
2FD "O4'"  "O4'"  O 0 1 N N N 94.275 67.181 20.183 -2.224 0.429  -0.775 "O4'"  2FD 4  
2FD "C1'"  "C1'"  C 0 1 N N R 93.061 67.211 20.962 -1.124 -0.431 -0.435 "C1'"  2FD 5  
2FD N9     N9     N 0 1 Y N N 91.971 67.727 20.043 0.052  0.375  -0.098 N9     2FD 6  
2FD C4     C4     C 0 1 Y N N 90.958 67.099 19.313 1.361  -0.033 -0.160 C4     2FD 7  
2FD N3     N3     N 0 1 Y N N 90.664 65.774 19.234 1.977  -1.160 -0.501 N3     2FD 8  
2FD C2     C2     C 0 1 Y N N 89.615 65.501 18.431 3.292  -1.247 -0.454 C2     2FD 9  
2FD F      F      F 0 1 N N N 89.254 64.257 18.284 3.880  -2.411 -0.809 F      2FD 10 
2FD N1     N1     N 0 1 Y N N 88.886 66.379 17.748 4.056  -0.237 -0.073 N1     2FD 11 
2FD C6     C6     C 0 1 Y N N 89.191 67.681 17.838 3.527  0.928  0.286  C6     2FD 12 
2FD N6     N6     N 0 1 N N N 88.461 68.536 17.157 4.335  1.979  0.684  N6     2FD 13 
2FD C5     C5     C 0 1 Y N N 90.275 68.086 18.655 2.129  1.067  0.258  C5     2FD 14 
2FD N7     N7     N 0 1 Y N N 90.811 69.315 18.938 1.267  2.073  0.539  N7     2FD 15 
2FD C8     C8     C 0 1 Y N N 91.778 69.010 19.741 0.047  1.669  0.334  C8     2FD 16 
2FD "C2'"  "C2'"  C 0 1 N N N 92.908 65.735 21.412 -1.552 -1.268 0.786  "C2'"  2FD 17 
2FD "C3'"  "C3'"  C 0 1 N N S 94.071 64.895 20.829 -3.011 -0.826 1.056  "C3'"  2FD 18 
2FD "O3'"  "O3'"  O 0 1 N N N 95.131 64.720 21.734 -3.830 -1.948 1.392  "O3'"  2FD 19 
2FD "H5'"  "H5'"  H 0 1 N N N 94.192 66.134 16.471 -5.717 1.868  -1.259 "H5'"  2FD 20 
2FD "H5'1" "1H5'" H 0 0 N N N 94.257 64.393 18.057 -5.391 0.311  0.392  "H5'1" 2FD 21 
2FD "H5'2" "2H5'" H 0 0 N N N 92.922 65.401 18.315 -4.203 1.635  0.446  "H5'2" 2FD 22 
2FD "H4'"  "H4'"  H 0 1 N N N 95.677 65.704 19.558 -3.723 -1.016 -1.003 "H4'"  2FD 23 
2FD "H1'"  "H1'"  H 0 1 N N N 93.036 67.873 21.859 -0.894 -1.089 -1.273 "H1'"  2FD 24 
2FD HN61   1HN6   H 0 0 N N N 87.479 68.406 17.401 5.298  1.869  0.703  HN61   2FD 25 
2FD HN62   2HN6   H 0 0 N N N 88.693 69.527 17.226 3.938  2.826  0.940  HN62   2FD 26 
2FD H8     H8     H 0 1 N N N 92.413 69.813 20.152 -0.838 2.268  0.483  H8     2FD 27 
2FD "H2'1" "1H2'" H 0 0 N N N 91.910 65.315 21.147 -1.513 -2.332 0.552  "H2'1" 2FD 28 
2FD "H2'2" "2H2'" H 0 0 N N N 92.832 65.638 22.520 -0.920 -1.042 1.644  "H2'2" 2FD 29 
2FD "H3'"  "H3'"  H 0 1 N N N 93.734 63.874 20.533 -3.049 -0.070 1.840  "H3'"  2FD 30 
2FD H1     H1     H 0 1 N N N 94.814 64.148 22.423 -3.463 -2.329 2.201  H1     2FD 31 
# 
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 
2FD "O5'" "C5'"  SING N N 1  
2FD "O5'" "H5'"  SING N N 2  
2FD "C5'" "C4'"  SING N N 3  
2FD "C5'" "H5'1" SING N N 4  
2FD "C5'" "H5'2" SING N N 5  
2FD "C4'" "O4'"  SING N N 6  
2FD "C4'" "C3'"  SING N N 7  
2FD "C4'" "H4'"  SING N N 8  
2FD "O4'" "C1'"  SING N N 9  
2FD "C1'" N9     SING N N 10 
2FD "C1'" "C2'"  SING N N 11 
2FD "C1'" "H1'"  SING N N 12 
2FD N9    C4     SING Y N 13 
2FD N9    C8     SING Y N 14 
2FD C4    N3     DOUB Y N 15 
2FD C4    C5     SING Y N 16 
2FD N3    C2     SING Y N 17 
2FD C2    F      SING N N 18 
2FD C2    N1     DOUB Y N 19 
2FD N1    C6     SING Y N 20 
2FD C6    N6     SING N N 21 
2FD C6    C5     DOUB Y N 22 
2FD N6    HN61   SING N N 23 
2FD N6    HN62   SING N N 24 
2FD C5    N7     SING Y N 25 
2FD N7    C8     DOUB Y N 26 
2FD C8    H8     SING N N 27 
2FD "C2'" "C3'"  SING N N 28 
2FD "C2'" "H2'1" SING N N 29 
2FD "C2'" "H2'2" SING N N 30 
2FD "C3'" "O3'"  SING N N 31 
2FD "C3'" "H3'"  SING N N 32 
2FD "O3'" H1     SING N N 33 
# 
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 
2FD SMILES           ACDLabs              10.04 Fc1nc(c2ncn(c2n1)C3OC(C(O)C3)CO)N                                                                                                   
2FD InChI            InChI                1.02b InChI=1/C10H12FN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1/f/h12H2 
2FD InChIKey         InChI                1.02b ZWPYUXAXLRFWQC-WQWZRESVDE                                                                                                           
2FD SMILES_CANONICAL CACTVS               3.341 Nc1nc(F)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3                                                                                      
2FD SMILES           CACTVS               3.341 Nc1nc(F)nc2n(cnc12)[CH]3C[CH](O)[CH](CO)O3                                                                                          
2FD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(nc(nc2n1[C@H]3C[C@@H]([C@H](O3)CO)O)F)N                                                                                      
2FD SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(nc(nc2n1C3CC(C(O3)CO)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 
2FD "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-2-fluoroadenosine"                                            
2FD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,5R)-5-(6-amino-2-fluoro-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol 
# 
