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 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 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 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" 5F1 InChI InChI 1.03 "InChI=1S/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" 5F1 InChIKey InChI 1.03 QKUCDAPGYBWICH-RRKCRQDMSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5F1 "Create component" 2005-10-26 EBI 5F1 "Modify descriptor" 2011-06-04 RCSB #