data_5F1
# 
_chem_comp.id                                    5F1 
_chem_comp.name                                  "5'-FLUORO-2',5'-DIDEOXYADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 F N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-26 
_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                        253.233 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5F1 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5F1 "C2'"  C2*  C 0 1 N N N 21.425 36.039 -28.644 -1.338 -1.460 0.504  "C2'"  5F1 1  
5F1 "C3'"  C3*  C 0 1 N N S 20.822 35.573 -27.331 -2.744 -0.965 0.921  "C3'"  5F1 2  
5F1 "O3'"  O3*  O 0 1 N N N 20.653 36.700 -26.483 -3.647 -2.062 1.074  "O3'"  5F1 3  
5F1 "C4'"  C4*  C 0 1 N N S 21.990 34.792 -26.786 -3.148 -0.080 -0.286 "C4'"  5F1 4  
5F1 "C5'"  C5*  C 0 1 N N N 21.545 33.875 -25.664 -4.185 0.964  0.134  "C5'"  5F1 5  
5F1 F19    F19  F 0 1 N N N 22.643 33.360 -25.072 -4.616 1.673  -0.992 F19    5F1 6  
5F1 "O4'"  O4*  O 0 1 N N N 22.412 34.018 -27.942 -1.908 0.555  -0.671 "O4'"  5F1 7  
5F1 "C1'"  C1*  C 0 1 N N R 22.437 34.959 -29.044 -0.876 -0.438 -0.552 "C1'"  5F1 8  
5F1 N9     N9   N 0 1 Y N N 22.116 34.206 -30.323 0.375  0.192  -0.122 N9     5F1 9  
5F1 C8     C8   C 0 1 Y N N 21.084 33.385 -30.525 0.495  1.372  0.549  C8     5F1 10 
5F1 N7     N7   N 0 1 Y N N 21.132 32.911 -31.763 1.751  1.632  0.771  N7     5F1 11 
5F1 C5     C5   C 0 1 Y N N 22.191 33.430 -32.374 2.514  0.635  0.264  C5     5F1 12 
5F1 C4     C4   C 0 1 Y N N 22.825 34.250 -31.448 1.641  -0.299 -0.321 C4     5F1 13 
5F1 N3     N3   N 0 1 Y N N 23.952 34.904 -31.792 2.148  -1.383 -0.899 N3     5F1 14 
5F1 C2     C2   C 0 1 Y N N 24.461 34.764 -33.004 3.449  -1.580 -0.931 C2     5F1 15 
5F1 N1     N1   N 0 1 Y N N 23.879 33.983 -33.909 4.308  -0.729 -0.401 N1     5F1 16 
5F1 C6     C6   C 0 1 Y N N 22.747 33.305 -33.651 3.895  0.383  0.199  C6     5F1 17 
5F1 N6     N6   N 0 1 N N N 22.215 32.521 -34.589 4.803  1.268  0.751  N6     5F1 18 
5F1 "H2'1" 1H2* H 0 0 N N N 21.905 37.024 -28.541 -1.398 -2.458 0.070  "H2'1" 5F1 19 
5F1 "H2'2" 2H2* H 0 0 N N N 20.646 36.147 -29.413 -0.663 -1.456 1.360  "H2'2" 5F1 20 
5F1 "H3'"  H3*  H 0 1 N N N 19.862 35.043 -27.416 -2.694 -0.375 1.836  "H3'"  5F1 21 
5F1 HA     HA   H 0 1 N N N 20.615 36.413 -25.578 -3.290 -2.621 1.778  HA     5F1 22 
5F1 "H4'"  H4*  H 0 1 N N N 22.784 35.424 -26.361 -3.531 -0.694 -1.101 "H4'"  5F1 23 
5F1 "H5'1" 1H5* H 0 0 N N N 20.918 33.065 -26.066 -5.036 0.464  0.597  "H5'1" 5F1 24 
5F1 "H5'2" 2H5* H 0 0 N N N 20.957 34.444 -24.929 -3.736 1.654  0.848  "H5'2" 5F1 25 
5F1 "H1'"  H1*  H 0 1 N N N 23.407 35.440 -29.239 -0.729 -0.936 -1.511 "H1'"  5F1 26 
5F1 H8     H8   H 0 1 N N N 20.327 33.144 -29.794 -0.331 2.000  0.850  H8     5F1 27 
5F1 H2     H2   H 0 1 N N N 25.366 35.293 -33.264 3.828  -2.472 -1.409 H2     5F1 28 
5F1 H6N1   1H6N H 0 0 N N N 22.831 31.754 -34.771 5.754  1.081  0.703  H6N1   5F1 29 
5F1 H6N2   2H6N H 0 0 N N N 22.082 33.048 -35.428 4.489  2.079  1.183  H6N2   5F1 30 
# 
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 
5F1 "C2'" "C3'"  SING N N 1  
5F1 "C2'" "C1'"  SING N N 2  
5F1 "C2'" "H2'1" SING N N 3  
5F1 "C2'" "H2'2" SING N N 4  
5F1 "C3'" "O3'"  SING N N 5  
5F1 "C3'" "C4'"  SING N N 6  
5F1 "C3'" "H3'"  SING N N 7  
5F1 "O3'" HA     SING N N 8  
5F1 "C4'" "C5'"  SING N N 9  
5F1 "C4'" "O4'"  SING N N 10 
5F1 "C4'" "H4'"  SING N N 11 
5F1 "C5'" F19    SING N N 12 
5F1 "C5'" "H5'1" SING N N 13 
5F1 "C5'" "H5'2" SING N N 14 
5F1 "O4'" "C1'"  SING N N 15 
5F1 "C1'" N9     SING N N 16 
5F1 "C1'" "H1'"  SING N N 17 
5F1 N9    C8     SING Y N 18 
5F1 N9    C4     SING Y N 19 
5F1 C8    N7     DOUB Y N 20 
5F1 C8    H8     SING N N 21 
5F1 N7    C5     SING Y N 22 
5F1 C5    C4     DOUB Y N 23 
5F1 C5    C6     SING Y N 24 
5F1 C4    N3     SING Y N 25 
5F1 N3    C2     DOUB Y N 26 
5F1 C2    N1     SING Y N 27 
5F1 C2    H2     SING N N 28 
5F1 N1    C6     DOUB Y N 29 
5F1 C6    N6     SING N N 30 
5F1 N6    H6N1   SING N N 31 
5F1 N6    H6N2   SING N N 32 
# 
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 
5F1 SMILES           ACDLabs              10.04 FCC3OC(n2cnc1c(ncnc12)N)CC3O                                                                                                  
5F1 InChI            InChI                1.02b InChI=1/C10H12FN5O2/c11-2-6-5(17)1-7(18-6)16-4-15-8-9(12)13-3-14-10(8)16/h3-7,17H,1-2H2,(H2,12,13,14)/t5-,6+,7+/m0/s1/f/h12H2 
5F1 InChIKey         InChI                1.02b QKUCDAPGYBWICH-HKQVCKFYDN                                                                                                     
5F1 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CF)O3                                                                                   
5F1 SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CF)O3                                                                                       
5F1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)CF)O)N                                                                               
5F1 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3CC(C(O3)CF)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 
5F1 "SYSTEMATIC NAME" ACDLabs              10.04 "2',5'-dideoxy-5'-fluoroadenosine"                           
5F1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S,5R)-5-(6-aminopurin-9-yl)-2-(fluoromethyl)oxolan-3-ol 
# 
