data_5FD
# 
_chem_comp.id                                    5FD 
_chem_comp.name                                  "5'-FLUORO-5'-DEOXYADENOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-16 
_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                        271.248 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5FD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1RQR 
_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 
5FD "O2'"  O2*  O 0 1 N Y N 16.916 28.183 63.306 0.137  -0.058 2.041  "O2'"  5FD 1  
5FD "C2'"  C2*  C 0 1 N N R 17.104 29.609 63.373 0.748  0.163  0.786  "C2'"  5FD 2  
5FD "C3'"  C3*  C 0 1 N N S 17.208 30.069 64.832 1.940  -0.742 0.560  "C3'"  5FD 3  
5FD "O3'"  O3*  O 0 1 N N N 17.396 28.938 65.704 2.742  -0.809 1.739  "O3'"  5FD 4  
5FD "C4'"  C4*  C 0 1 N N S 15.826 30.690 65.063 2.725  0.023  -0.498 "C4'"  5FD 5  
5FD "C5'"  C5*  C 0 1 N N N 15.812 31.813 66.044 2.282  -0.292 -1.921 "C5'"  5FD 6  
5FD F19    F19  F 0 1 N N N 15.919 31.338 67.310 3.026  0.454  -2.773 F19    5FD 7  
5FD "O4'"  O4*  O 0 1 N N N 15.555 31.316 63.825 2.470  1.422  -0.246 "O4'"  5FD 8  
5FD "C1'"  C1*  C 0 1 N N R 15.840 30.342 62.869 1.373  1.543  0.675  "C1'"  5FD 9  
5FD N9     N9   N 0 1 N N N 16.116 31.051 61.656 0.452  2.524  0.177  N9     5FD 10 
5FD C8     C8   C 0 1 N N N 17.149 31.877 61.425 0.189  2.792  -1.127 C8     5FD 11 
5FD N7     N7   N 0 1 N N N 17.099 32.351 60.184 -0.830 3.544  -1.417 N7     5FD 12 
5FD C5     C5   C 0 1 N N S 16.026 31.797 59.632 -1.383 3.918  -0.074 C5     5FD 13 
5FD C4     C4   C 0 1 N N S 15.388 30.977 60.565 -0.628 3.051  0.991  C4     5FD 14 
5FD N3     N3   N 0 1 N N N 14.266 30.284 60.284 -0.257 3.719  2.252  N3     5FD 15 
5FD C2     C2   C 0 1 N N N 13.706 30.368 59.092 -0.287 5.003  2.261  C2     5FD 16 
5FD N1     N1   N 0 1 N N N 14.294 31.181 58.119 -0.671 5.836  1.250  N1     5FD 17 
5FD C6     C6   C 0 1 N N N 15.480 31.910 58.379 -1.204 5.425  0.057  C6     5FD 18 
5FD N6     N6   N 0 1 N N N 16.068 32.685 57.469 -1.582 6.218  -0.898 N6     5FD 19 
5FD HO2    HO2  H 0 1 N N N 16.851 27.898 62.402 -0.239 0.792  2.331  HO2    5FD 20 
5FD "H2'"  H2*  H 0 1 N N N 18.016 29.833 62.772 -0.000 0.004  -0.000 "H2'"  5FD 21 
5FD "H3''" *H3* H 0 0 N N N 18.060 30.760 65.031 1.675  -1.764 0.276  "H3''" 5FD 22 
5FD HO3    HO3  H 0 1 N N N 17.460 29.223 66.607 3.006  -1.736 1.839  HO3    5FD 23 
5FD "H4'"  H4*  H 0 1 N N N 15.127 29.902 65.430 3.804  -0.140 -0.410 "H4'"  5FD 24 
5FD "H5'1" 1H5* H 0 0 N N N 16.597 32.571 65.817 1.232  -0.038 -2.061 "H5'1" 5FD 25 
5FD "H5'2" 2H5* H 0 0 N N N 14.914 32.461 65.918 2.441  -1.345 -2.149 "H5'2" 5FD 26 
5FD "H1'"  H1*  H 0 1 N N N 15.017 29.608 62.701 1.772  1.885  1.636  "H1'"  5FD 27 
5FD HC8    HC8  H 0 1 N N N 17.933 32.132 62.156 0.854  2.330  -1.871 HC8    5FD 28 
5FD H55    5H5  H 0 1 N N N 16.291 32.292 58.669 -2.458 3.700  -0.049 H55    5FD 29 
5FD H44    4H4  H 0 1 N N N 14.504 30.337 60.793 -1.288 2.213  1.255  H44    5FD 30 
5FD HC2    HC2  H 0 1 N N N 12.786 29.784 58.916 0.014  5.553  3.166  HC2    5FD 31 
5FD HN1    HN1  H 0 1 N N N 13.867 31.250 57.217 -0.581 6.838  1.400  HN1    5FD 32 
5FD HN2    HN2  H 0 1 N N N 16.883 33.094 57.880 -1.977 5.658  -1.658 HN2    5FD 33 
# 
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 
5FD "O2'" "C2'"  SING N N 1  
5FD "O2'" HO2    SING N N 2  
5FD "C2'" "C3'"  SING N N 3  
5FD "C2'" "C1'"  SING N N 4  
5FD "C2'" "H2'"  SING N N 5  
5FD "C3'" "O3'"  SING N N 6  
5FD "C3'" "C4'"  SING N N 7  
5FD "C3'" "H3''" SING N N 8  
5FD "O3'" HO3    SING N N 9  
5FD "C4'" "C5'"  SING N N 10 
5FD "C4'" "O4'"  SING N N 11 
5FD "C4'" "H4'"  SING N N 12 
5FD "C5'" F19    SING N N 13 
5FD "C5'" "H5'1" SING N N 14 
5FD "C5'" "H5'2" SING N N 15 
5FD "O4'" "C1'"  SING N N 16 
5FD "C1'" N9     SING N N 17 
5FD "C1'" "H1'"  SING N N 18 
5FD N9    C8     SING N N 19 
5FD N9    C4     SING N N 20 
5FD C8    N7     DOUB N N 21 
5FD C8    HC8    SING N N 22 
5FD N7    C5     SING N N 23 
5FD C5    C4     SING N N 24 
5FD C5    C6     SING N N 25 
5FD C5    H55    SING N N 26 
5FD C4    N3     SING N N 27 
5FD C4    H44    SING N N 28 
5FD N3    C2     DOUB N N 29 
5FD C2    N1     SING N N 30 
5FD C2    HC2    SING N N 31 
5FD N1    C6     SING N N 32 
5FD C6    N6     DOUB N N 33 
5FD HN1   N1     SING N N 34 
5FD HN2   N6     SING N N 35 
# 
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 
5FD SMILES           ACDLabs              10.04 FCC3OC(N1C=NC2C(=[N@H])NC=NC12)C(O)C3O                                                                                                                    
5FD InChI            InChI                1.02b InChI=1/C10H14FN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-7,9-10,17-18H,1H2,(H2,12,13,14)/t4-,5?,6-,7-,9+,10-/m1/s1/f/h12-13H/b12-8+ 
5FD InChIKey         InChI                1.02b VLNOZPDKHNKIIU-CPZQWFKJDY                                                                                                                                 
5FD SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CF)N2C=N[C@H]3[C@H]2N=CNC3=N                                                                                               
5FD SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH](O[CH]1CF)N2C=N[CH]3[CH]2N=CNC3=N                                                                                                        
5FD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C/1\C2C(N=CN1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CF)O)O                                                                                            
5FD SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C1C2C(N=CN1)N(C=N2)C3C(C(C(O3)CF)O)O                                                                                                                 
# 
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 
5FD "SYSTEMATIC NAME" ACDLabs              10.04 "5'-deoxy-5'-fluoroadenosine"                                                        
5FD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S,4R,5R)-2-(fluoromethyl)-5-(6-imino-4,5-dihydro-1H-purin-9-yl)oxolane-3,4-diol 
# 
