data_6FN # _chem_comp.id 6FN _chem_comp.name ;2'-deoxy-4'-ethynyl-2-fluoroadenosine 5'-(tetrahydrogen triphosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H15 F N5 O12 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-30 _chem_comp.pdbx_modified_date 2016-07-29 _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 533.193 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6FN _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 5J2M _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 6FN C4 C1 C 0 1 Y N N -40.950 -2.810 -27.618 5.309 -0.773 0.091 C4 6FN 1 6FN N3 N1 N 0 1 Y N N -39.649 -2.654 -27.708 6.278 -0.327 0.885 N3 6FN 2 6FN C2 C2 C 0 1 Y N N -39.052 -2.698 -28.899 7.423 -0.975 0.975 C2 6FN 3 6FN F32 F1 F 0 1 N N N -37.698 -2.536 -28.974 8.383 -0.490 1.793 F32 6FN 4 6FN N1 N2 N 0 1 Y N N -39.759 -2.900 -30.022 7.667 -2.083 0.295 N1 6FN 5 6FN C6 C3 C 0 1 Y N N -41.081 -3.064 -29.993 6.756 -2.601 -0.523 C6 6FN 6 6FN N6 N3 N 0 1 N N N -41.842 -3.280 -31.213 7.020 -3.761 -1.231 N6 6FN 7 6FN C5 C4 C 0 1 Y N N -41.706 -3.021 -28.768 5.522 -1.942 -0.657 C5 6FN 8 6FN N7 N4 N 0 1 Y N N -43.058 -3.145 -28.288 4.394 -2.169 -1.373 N7 6FN 9 6FN C8 C5 C 0 1 Y N N -42.958 -2.999 -26.944 3.529 -1.230 -1.127 C8 6FN 10 6FN N9 N5 N 0 1 Y N N -41.767 -2.825 -26.716 4.042 -0.350 -0.220 N9 6FN 11 6FN "C1'" C6 C 0 1 N N R -41.338 -2.633 -25.377 3.370 0.839 0.311 "C1'" 6FN 12 6FN "C2'" C7 C 0 1 N N N -41.145 -1.168 -25.110 3.753 2.095 -0.512 "C2'" 6FN 13 6FN "C3'" C8 C 0 1 N N S -42.354 -0.771 -24.412 2.544 3.029 -0.259 "C3'" 6FN 14 6FN "O3'" O1 O 0 1 N N N -42.086 0.347 -23.504 2.843 3.965 0.779 "O3'" 6FN 15 6FN "C4'" C9 C 0 1 N N R -42.819 -1.978 -23.677 1.416 2.076 0.184 "C4'" 6FN 16 6FN C33 C10 C 0 1 N N N -42.222 -2.028 -22.290 1.000 2.397 1.558 C33 6FN 17 6FN C34 C11 C 0 1 N N N -41.764 -2.071 -21.198 0.668 2.653 2.655 C34 6FN 18 6FN "O4'" O2 O 0 1 N N N -42.377 -3.149 -24.428 1.941 0.739 0.128 "O4'" 6FN 19 6FN "C5'" C12 C 0 1 N N N -44.340 -1.958 -23.554 0.223 2.206 -0.765 "C5'" 6FN 20 6FN "O5'" O3 O 0 1 N N N -44.922 -2.011 -24.819 -0.859 1.408 -0.282 "O5'" 6FN 21 6FN PA P1 P 0 1 N N N -46.238 -1.062 -25.094 -2.278 1.306 -1.035 PA 6FN 22 6FN O3A O4 O 0 1 N N N -45.750 0.464 -25.455 -3.296 0.429 -0.147 O3A 6FN 23 6FN PB P2 P 0 1 N N N -45.510 1.614 -24.310 -4.890 0.209 -0.163 PB 6FN 24 6FN O3B O5 O 0 1 N N N -46.490 2.891 -24.633 -5.263 -1.083 0.722 O3B 6FN 25 6FN PG P3 P 0 1 N N N -48.118 2.805 -24.417 -6.541 -2.059 0.794 PG 6FN 26 6FN O3G O6 O 0 1 N N N -48.809 2.648 -25.695 -7.780 -1.260 0.663 O3G 6FN 27 6FN O2G O7 O 0 1 N N N -48.623 4.150 -23.610 -6.465 -3.131 -0.406 O2G 6FN 28 6FN O1G O8 O 0 1 N N N -48.504 1.579 -23.715 -6.547 -2.833 2.205 O1G 6FN 29 6FN O2B O9 O 0 1 N N N -45.763 1.106 -22.960 -5.617 1.508 0.451 O2B 6FN 30 6FN O1B O10 O 0 1 N N N -44.101 1.997 -24.235 -5.346 0.001 -1.556 O1B 6FN 31 6FN O2A O11 O 0 1 N N N -47.070 -1.603 -26.163 -2.834 2.665 -1.224 O2A 6FN 32 6FN O1A O12 O 0 1 N N N -47.148 -1.071 -23.948 -2.076 0.604 -2.470 O1A 6FN 33 6FN H1 H1 H 0 1 N N N -41.222 -3.279 -31.998 7.877 -4.205 -1.133 H1 6FN 34 6FN H2 H2 H 0 1 N N N -42.312 -4.161 -31.161 6.347 -4.130 -1.824 H2 6FN 35 6FN H3 H3 H 0 1 N N N -43.762 -3.030 -26.223 2.543 -1.165 -1.564 H3 6FN 36 6FN H4 H4 H 0 1 N N N -40.390 -3.161 -25.199 3.616 0.979 1.363 H4 6FN 37 6FN H5 H5 H 0 1 N N N -40.258 -1.000 -24.481 4.674 2.541 -0.135 H5 6FN 38 6FN H6 H6 H 0 1 N N N -41.038 -0.611 -26.052 3.843 1.855 -1.571 H6 6FN 39 6FN H7 H7 H 0 1 N N N -43.122 -0.475 -25.142 2.266 3.550 -1.175 H7 6FN 40 6FN H8 H8 H 0 1 N N N -42.731 1.031 -23.644 3.585 4.552 0.577 H8 6FN 41 6FN H9 H9 H 0 1 N N N -41.354 -2.109 -20.221 0.371 2.882 3.636 H9 6FN 42 6FN H10 H10 H 0 1 N N N -44.652 -1.033 -23.048 -0.089 3.250 -0.815 H10 6FN 43 6FN H11 H11 H 0 1 N N N -44.669 -2.827 -22.965 0.511 1.866 -1.760 H11 6FN 44 6FN H12 H12 H 0 1 N N N -49.286 4.597 -24.123 -5.677 -3.691 -0.384 H12 6FN 45 6FN H13 H13 H 0 1 N N N -49.070 1.059 -24.273 -7.292 -3.440 2.318 H13 6FN 46 6FN H14 H14 H 0 1 N N N -44.968 1.169 -22.443 -5.366 1.705 1.363 H14 6FN 47 6FN H15 H15 H 0 1 N N N -47.992 -1.414 -24.216 -1.714 -0.291 -2.422 H15 6FN 48 # 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 6FN N6 C6 SING N N 1 6FN N1 C6 DOUB Y N 2 6FN N1 C2 SING Y N 3 6FN C6 C5 SING Y N 4 6FN F32 C2 SING N N 5 6FN C2 N3 DOUB Y N 6 6FN C5 N7 SING Y N 7 6FN C5 C4 DOUB Y N 8 6FN N7 C8 DOUB Y N 9 6FN N3 C4 SING Y N 10 6FN C4 N9 SING Y N 11 6FN C8 N9 SING Y N 12 6FN N9 "C1'" SING N N 13 6FN O2A PA DOUB N N 14 6FN O3G PG DOUB N N 15 6FN O3A PA SING N N 16 6FN O3A PB SING N N 17 6FN "C1'" "C2'" SING N N 18 6FN "C1'" "O4'" SING N N 19 6FN "C2'" "C3'" SING N N 20 6FN PA "O5'" SING N N 21 6FN PA O1A SING N N 22 6FN "O5'" "C5'" SING N N 23 6FN O3B PG SING N N 24 6FN O3B PB SING N N 25 6FN "O4'" "C4'" SING N N 26 6FN PG O1G SING N N 27 6FN PG O2G SING N N 28 6FN "C3'" "C4'" SING N N 29 6FN "C3'" "O3'" SING N N 30 6FN PB O1B DOUB N N 31 6FN PB O2B SING N N 32 6FN "C4'" "C5'" SING N N 33 6FN "C4'" C33 SING N N 34 6FN C33 C34 TRIP N N 35 6FN N6 H1 SING N N 36 6FN N6 H2 SING N N 37 6FN C8 H3 SING N N 38 6FN "C1'" H4 SING N N 39 6FN "C2'" H5 SING N N 40 6FN "C2'" H6 SING N N 41 6FN "C3'" H7 SING N N 42 6FN "O3'" H8 SING N N 43 6FN C34 H9 SING N N 44 6FN "C5'" H10 SING N N 45 6FN "C5'" H11 SING N N 46 6FN O2G H12 SING N N 47 6FN O1G H13 SING N N 48 6FN O2B H14 SING N N 49 6FN O1A H15 SING N N 50 # 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 6FN SMILES ACDLabs 12.01 "c21n(cnc1c(nc(n2)F)N)C3CC(C(COP(O)(OP(=O)(O)OP(O)(O)=O)=O)(C#C)O3)O" 6FN InChI InChI 1.03 "InChI=1S/C12H15FN5O12P3/c1-2-12(4-27-32(23,24)30-33(25,26)29-31(20,21)22)6(19)3-7(28-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19H,3-4H2,(H,23,24)(H,25,26)(H2,14,16,17)(H2,20,21,22)/t6-,7+,12+/m0/s1" 6FN InChIKey InChI 1.03 BUMPFXRZUYYODO-QRPMWFLTSA-N 6FN SMILES_CANONICAL CACTVS 3.385 "Nc1nc(F)nc2n(cnc12)[C@H]3C[C@H](O)[C@@](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)(O3)C#C" 6FN SMILES CACTVS 3.385 "Nc1nc(F)nc2n(cnc12)[CH]3C[CH](O)[C](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)(O3)C#C" 6FN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C#C[C@]1([C@H](C[C@@H](O1)n2cnc3c2nc(nc3N)F)O)COP(=O)(O)OP(=O)(O)OP(=O)(O)O" 6FN SMILES "OpenEye OEToolkits" 2.0.4 "C#CC1(C(CC(O1)n2cnc3c2nc(nc3N)F)O)COP(=O)(O)OP(=O)(O)OP(=O)(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 6FN "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-deoxy-4'-ethynyl-2-fluoroadenosine 5'-(tetrahydrogen triphosphate) ; 6FN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[[(2~{R},3~{S},5~{R})-5-(6-azanyl-2-fluoranyl-purin-9-yl)-2-ethynyl-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6FN "Create component" 2016-03-30 RCSB 6FN "Initial release" 2016-08-03 RCSB #