data_EFA # _chem_comp.id EFA _chem_comp.name "5'-deoxy-2-ethynyl-5'-fluoroadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H12 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 2014-02-18 _chem_comp.pdbx_modified_date 2014-05-23 _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 293.254 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EFA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4CQJ _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 EFA N1 N1 N 0 1 Y N N 19.852 49.518 -0.996 -4.008 0.169 0.041 N1 EFA 1 EFA C2 C2 C 0 1 Y N N 20.378 50.239 0.034 -3.258 -0.894 0.319 C2 EFA 2 EFA N3 N3 N 0 1 Y N N 21.080 49.661 0.995 -1.935 -0.832 0.364 N3 EFA 3 EFA C4 C4 C 0 1 Y N N 21.261 48.331 0.926 -1.303 0.311 0.127 C4 EFA 4 EFA C5 C5 C 0 1 Y N N 20.736 47.597 -0.073 -2.056 1.461 -0.171 C5 EFA 5 EFA C6 C6 C 0 1 Y N N 20.032 48.200 -1.048 -3.458 1.350 -0.208 C6 EFA 6 EFA N6 N6 N 0 1 N N N 19.530 47.449 -2.038 -4.246 2.451 -0.497 N6 EFA 7 EFA N7 N7 N 0 1 Y N N 21.074 46.320 0.123 -1.177 2.473 -0.366 N7 EFA 8 EFA C8 C8 C 0 1 Y N N 21.783 46.285 1.252 0.037 2.029 -0.210 C8 EFA 9 EFA N9 N9 N 0 1 Y N N 21.889 47.509 1.744 0.012 0.701 0.096 N9 EFA 10 EFA "C1'" "C1'" C 0 1 N N R 22.580 47.912 2.983 1.176 -0.153 0.345 "C1'" EFA 11 EFA "C2'" "C2'" C 0 1 N N R 21.910 47.311 4.233 1.596 -0.895 -0.949 "C2'" EFA 12 EFA "O2'" "O2'" O 0 1 N N N 21.324 48.283 4.999 0.861 -2.111 -1.101 "O2'" EFA 13 EFA "C3'" "C3'" C 0 1 N N S 23.061 46.613 4.986 3.094 -1.185 -0.686 "C3'" EFA 14 EFA "O3'" "O3'" O 0 1 N N N 23.109 46.811 6.406 3.268 -2.518 -0.203 "O3'" EFA 15 EFA "C4'" "C4'" C 0 1 N N S 24.194 47.328 4.354 3.491 -0.163 0.397 "C4'" EFA 16 EFA "O4'" "O4'" O 0 1 N N N 23.880 47.350 2.941 2.335 0.647 0.665 "O4'" EFA 17 EFA "C5'" "C5'" C 0 1 N N N 25.448 46.527 4.578 4.635 0.717 -0.112 "C5'" EFA 18 EFA "F5'" "F5'" F 0 1 N N N 26.209 47.319 4.868 5.065 1.564 0.915 "F5'" EFA 19 EFA CAA CAA C 0 1 N N N 20.029 52.739 0.084 -4.430 -3.172 0.794 CAA EFA 20 EFA CAF CAF C 0 1 N N N 20.193 51.553 0.052 -3.902 -2.146 0.580 CAF EFA 21 EFA HN6 HN6 H 0 1 N N N 19.032 48.032 -2.680 -5.212 2.363 -0.519 HN6 EFA 22 EFA HN6A HN6A H 0 0 N N N 20.276 46.988 -2.517 -3.833 3.309 -0.677 HN6A EFA 23 EFA H8 H8 H 0 1 N N N 22.205 45.396 1.696 0.931 2.626 -0.308 H8 EFA 24 EFA "H1'" "H1'" H 0 1 N N N 22.615 49.008 3.070 0.965 -0.864 1.144 "H1'" EFA 25 EFA "H2'" "H2'" H 0 1 N N N 21.179 46.553 3.917 1.471 -0.255 -1.822 "H2'" EFA 26 EFA "HO2'" "HO2'" H 0 0 N N N 20.920 47.885 5.761 1.088 -2.611 -1.897 "HO2'" EFA 27 EFA "H3'" "H3'" H 0 1 N N N 23.083 45.544 4.728 3.678 -1.029 -1.593 "H3'" EFA 28 EFA "HO3'" "HO3'" H 0 0 N N N 23.851 46.340 6.767 4.188 -2.754 -0.021 "HO3'" EFA 29 EFA "H4'" "H4'" H 0 1 N N N 24.300 48.344 4.763 3.797 -0.684 1.304 "H4'" EFA 30 EFA "H5'" "H5'" H 0 1 N N N 25.310 45.796 5.388 5.463 0.085 -0.434 "H5'" EFA 31 EFA "H5'A" "H5'A" H 0 0 N N N 25.752 46.004 3.659 4.286 1.315 -0.954 "H5'A" EFA 32 EFA HAA HAA H 0 1 N N N 19.884 53.789 0.112 -4.902 -4.090 0.985 HAA EFA 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 EFA N1 C2 DOUB Y N 1 EFA N1 C6 SING Y N 2 EFA C2 N3 SING Y N 3 EFA C2 CAF SING N N 4 EFA N3 C4 DOUB Y N 5 EFA C4 C5 SING Y N 6 EFA C4 N9 SING Y N 7 EFA C5 C6 DOUB Y N 8 EFA C5 N7 SING Y N 9 EFA C6 N6 SING N N 10 EFA N7 C8 DOUB Y N 11 EFA C8 N9 SING Y N 12 EFA N9 "C1'" SING N N 13 EFA "C1'" "C2'" SING N N 14 EFA "C1'" "O4'" SING N N 15 EFA "C2'" "O2'" SING N N 16 EFA "C2'" "C3'" SING N N 17 EFA "C3'" "O3'" SING N N 18 EFA "C3'" "C4'" SING N N 19 EFA "C4'" "O4'" SING N N 20 EFA "C4'" "C5'" SING N N 21 EFA "C5'" "F5'" SING N N 22 EFA CAA CAF TRIP N N 23 EFA N6 HN6 SING N N 24 EFA N6 HN6A SING N N 25 EFA C8 H8 SING N N 26 EFA "C1'" "H1'" SING N N 27 EFA "C2'" "H2'" SING N N 28 EFA "O2'" "HO2'" SING N N 29 EFA "C3'" "H3'" SING N N 30 EFA "O3'" "HO3'" SING N N 31 EFA "C4'" "H4'" SING N N 32 EFA "C5'" "H5'" SING N N 33 EFA "C5'" "H5'A" SING N N 34 EFA CAA HAA 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 EFA SMILES ACDLabs 12.01 "FCC3OC(n2cnc1c(nc(C#C)nc12)N)C(O)C3O" EFA InChI InChI 1.03 "InChI=1S/C12H12FN5O3/c1-2-6-16-10(14)7-11(17-6)18(4-15-7)12-9(20)8(19)5(3-13)21-12/h1,4-5,8-9,12,19-20H,3H2,(H2,14,16,17)/t5-,8-,9-,12-/m1/s1" EFA InChIKey InChI 1.03 QQEYBKXSSQIJRJ-JJNLEZRASA-N EFA SMILES_CANONICAL CACTVS 3.385 "Nc1nc(nc2n(cnc12)[C@@H]3O[C@H](CF)[C@@H](O)[C@H]3O)C#C" EFA SMILES CACTVS 3.385 "Nc1nc(nc2n(cnc12)[CH]3O[CH](CF)[CH](O)[CH]3O)C#C" EFA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C#Cc1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CF)O)O)N" EFA SMILES "OpenEye OEToolkits" 1.7.6 "C#Cc1nc(c2c(n1)n(cn2)C3C(C(C(O3)CF)O)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 EFA "SYSTEMATIC NAME" ACDLabs 12.01 "5'-deoxy-2-ethynyl-5'-fluoroadenosine" EFA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5S)-2-(6-azanyl-2-ethynyl-purin-9-yl)-5-(fluoranylmethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EFA "Create component" 2014-02-18 EBI EFA "Initial release" 2014-05-28 RCSB #