data_DU8 # _chem_comp.id DU8 _chem_comp.name "3-[6-azanyl-9-[(2~{R},3~{R},4~{S},5~{R})-5-(azidomethyl)-3,4-bis(oxidanyl)oxolan-2-yl]purin-8-yl]sulfanylpropanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H16 N8 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-30 _chem_comp.pdbx_modified_date 2019-03-08 _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 396.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DU8 _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 6FMA _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 DU8 C1 C1 C 0 1 Y N N -18.474 15.187 41.874 1.982 4.515 0.704 C1 DU8 1 DU8 O1 O1 O 0 1 N N N -14.651 18.883 41.493 -1.854 0.392 0.540 O1 DU8 2 DU8 C2 C2 C 0 1 Y N N -16.832 13.827 40.980 3.464 2.746 0.706 C2 DU8 3 DU8 C3 C3 C 0 1 Y N N -15.937 14.784 41.152 2.395 1.877 0.433 C3 DU8 4 DU8 C4 C4 C 0 1 Y N N -16.331 15.926 41.674 1.110 2.427 0.301 C4 DU8 5 DU8 C5 C5 C 0 1 Y N N -14.274 16.068 41.299 1.027 0.235 0.017 C5 DU8 6 DU8 C6 C6 C 0 1 N N R -14.625 18.174 43.614 -1.519 1.200 -1.662 C6 DU8 7 DU8 C7 C7 C 0 1 N N S -14.560 19.675 43.525 -2.835 0.392 -1.616 C7 DU8 8 DU8 O2 O2 O 0 1 N N N -15.300 17.813 44.770 -1.715 2.439 -2.347 O2 DU8 9 DU8 C10 C8 C 0 1 N N N -14.026 21.118 41.894 -3.735 -1.125 0.189 C10 DU8 10 DU8 C11 C9 C 0 1 N N N -11.506 15.548 41.035 1.954 -2.334 -0.156 C11 DU8 11 DU8 C12 C10 C 0 1 N N N -10.126 15.948 41.564 1.661 -3.818 -0.385 C12 DU8 12 DU8 C13 C11 C 0 1 N N N -9.605 17.153 40.756 2.943 -4.604 -0.283 C13 DU8 13 DU8 C8 C12 C 0 1 N N R -14.938 19.966 42.151 -3.137 0.251 -0.108 C8 DU8 14 DU8 C9 C13 C 0 1 N N R -15.363 18.004 42.303 -1.181 1.451 -0.175 C9 DU8 15 DU8 N1 N1 N 0 1 Y N N -18.084 14.035 41.323 3.209 4.044 0.831 N1 DU8 16 DU8 N2 N2 N 0 1 Y N N -17.580 16.148 42.026 0.950 3.738 0.448 N2 DU8 17 DU8 N3 N3 N 0 1 Y N N -15.286 16.701 41.777 0.266 1.372 0.039 N3 DU8 18 DU8 N4 N4 N 0 1 Y N N -14.648 14.881 40.903 2.282 0.538 0.245 N4 DU8 19 DU8 N5 N5 N 0 1 N N N -16.442 12.704 40.456 4.754 2.260 0.846 N5 DU8 20 DU8 N6 N6 N 0 1 N N N -12.925 20.782 41.038 -4.054 -1.222 1.616 N6 DU8 21 DU8 N7 N7 N 1 1 N N N -12.364 20.244 41.368 -5.112 -1.410 1.944 N7 DU8 22 DU8 N8 N8 N -1 1 N N N -11.755 19.646 41.678 -6.171 -1.597 2.272 N8 DU8 23 DU8 O3 O3 O 0 1 N N N -15.544 20.288 44.214 -3.884 1.107 -2.272 O3 DU8 24 DU8 O4 O4 O 0 1 N N N -9.010 18.070 41.339 2.929 -5.936 -0.449 O4 DU8 25 DU8 O5 O5 O 0 1 N N N -9.825 17.090 39.564 3.984 -4.036 -0.051 O5 DU8 26 DU8 S1 S1 S 0 1 N N N -12.678 16.865 41.282 0.414 -1.390 -0.279 S1 DU8 27 DU8 H1 H1 H 0 1 N N N -19.497 15.330 42.188 1.818 5.576 0.818 H1 DU8 28 DU8 H2 H2 H 0 1 N N N -13.619 17.734 43.554 -0.731 0.619 -2.142 H2 DU8 29 DU8 H3 H3 H 0 1 N N N -13.552 20.046 43.763 -2.698 -0.587 -2.074 H3 DU8 30 DU8 H4 H4 H 0 1 N N N -14.741 17.963 45.523 -1.960 2.339 -3.277 H4 DU8 31 DU8 H5 H5 H 0 1 N N N -13.627 21.470 42.857 -4.644 -1.261 -0.396 H5 DU8 32 DU8 H6 H6 H 0 1 N N N -14.605 21.924 41.420 -3.014 -1.899 -0.075 H6 DU8 33 DU8 H7 H7 H 0 1 N N N -11.852 14.651 41.570 2.386 -2.197 0.835 H7 DU8 34 DU8 H8 H8 H 0 1 N N N -11.431 15.328 39.960 2.657 -1.982 -0.911 H8 DU8 35 DU8 H9 H9 H 0 1 N N N -9.431 15.103 41.454 0.958 -4.171 0.370 H9 DU8 36 DU8 H10 H10 H 0 1 N N N -10.204 16.223 42.626 1.230 -3.955 -1.376 H10 DU8 37 DU8 H11 H11 H 0 1 N N N -15.992 20.274 42.078 -3.816 1.038 0.220 H11 DU8 38 DU8 H12 H12 H 0 1 N N N -16.409 18.324 42.423 -1.560 2.423 0.141 H12 DU8 39 DU8 H13 H13 H 0 1 N N N -17.223 12.085 40.375 4.927 1.310 0.756 H13 DU8 40 DU8 H14 H14 H 0 1 N N N -16.057 12.875 39.549 5.484 2.870 1.035 H14 DU8 41 DU8 H16 H16 H 0 1 N N N -15.403 20.165 45.145 -4.734 0.646 -2.273 H16 DU8 42 DU8 H17 H17 H 0 1 N N N -8.746 18.729 40.707 3.776 -6.397 -0.375 H17 DU8 43 # # 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 DU8 O5 C13 DOUB N N 1 DU8 N5 C2 SING N N 2 DU8 C13 O4 SING N N 3 DU8 C13 C12 SING N N 4 DU8 N4 C3 SING Y N 5 DU8 N4 C5 DOUB Y N 6 DU8 C2 C3 DOUB Y N 7 DU8 C2 N1 SING Y N 8 DU8 C11 S1 SING N N 9 DU8 C11 C12 SING N N 10 DU8 N6 N7 DOUB N N 11 DU8 N6 C10 SING N N 12 DU8 C3 C4 SING Y N 13 DU8 S1 C5 SING N N 14 DU8 C5 N3 SING Y N 15 DU8 N1 C1 DOUB Y N 16 DU8 N7 N8 DOUB N N 17 DU8 O1 C8 SING N N 18 DU8 O1 C9 SING N N 19 DU8 C4 N3 SING Y N 20 DU8 C4 N2 DOUB Y N 21 DU8 N3 C9 SING N N 22 DU8 C1 N2 SING Y N 23 DU8 C10 C8 SING N N 24 DU8 C8 C7 SING N N 25 DU8 C9 C6 SING N N 26 DU8 C7 C6 SING N N 27 DU8 C7 O3 SING N N 28 DU8 C6 O2 SING N N 29 DU8 C1 H1 SING N N 30 DU8 C6 H2 SING N N 31 DU8 C7 H3 SING N N 32 DU8 O2 H4 SING N N 33 DU8 C10 H5 SING N N 34 DU8 C10 H6 SING N N 35 DU8 C11 H7 SING N N 36 DU8 C11 H8 SING N N 37 DU8 C12 H9 SING N N 38 DU8 C12 H10 SING N N 39 DU8 C8 H11 SING N N 40 DU8 C9 H12 SING N N 41 DU8 N5 H13 SING N N 42 DU8 N5 H14 SING N N 43 DU8 O3 H16 SING N N 44 DU8 O4 H17 SING N N 45 # # 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 DU8 InChI InChI 1.03 "InChI=1S/C13H16N8O5S/c14-10-7-11(17-4-16-10)21(13(19-7)27-2-1-6(22)23)12-9(25)8(24)5(26-12)3-18-20-15/h4-5,8-9,12,24-25H,1-3H2,(H,22,23)(H2,14,16,17)/t5-,8-,9-,12-/m1/s1" DU8 InChIKey InChI 1.03 HSUVCMYSEUNGIN-JJNLEZRASA-N DU8 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n([C@@H]3O[C@H](CN=[N+]=[N-])[C@@H](O)[C@H]3O)c(SCCC(O)=O)nc12" DU8 SMILES CACTVS 3.385 "Nc1ncnc2n([CH]3O[CH](CN=[N+]=[N-])[CH](O)[CH]3O)c(SCCC(O)=O)nc12" DU8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(c(n2)SCCC(=O)O)[C@H]3[C@@H]([C@@H]([C@H](O3)CN=[N+]=[N-])O)O)N" DU8 SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(c(n2)SCCC(=O)O)C3C(C(C(O3)CN=[N+]=[N-])O)O)N" # _pdbx_chem_comp_identifier.comp_id DU8 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "3-[6-azanyl-9-[(2~{R},3~{R},4~{S},5~{R})-5-(azidomethyl)-3,4-bis(oxidanyl)oxolan-2-yl]purin-8-yl]sulfanylpropanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DU8 "Create component" 2018-01-30 RCSB DU8 "Initial release" 2019-03-13 RCSB ##