data_E3K # _chem_comp.id E3K _chem_comp.name "azanylidene-[[(2~{R},3~{S},4~{R},5~{R})-5-[6-azanyl-8-[2-oxidanylidene-2-(2-sulfanylethylamino)ethyl]sulfanyl-purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methylimino]azanium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 N9 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2018-02-15 _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 442.497 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E3K _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 6FR1 _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 E3K C2 C1 C 0 1 Y N N -18.281 12.950 41.541 4.583 3.417 -0.579 C2 E3K 1 E3K C3 C2 C 0 1 Y N N -16.007 13.526 41.360 2.877 1.905 -0.290 C3 E3K 2 E3K C4 C3 C 0 1 Y N N -15.732 12.321 40.831 1.945 2.949 -0.414 C4 E3K 3 E3K C5 C4 C 0 1 Y N N -13.924 13.458 40.960 0.821 1.112 -0.098 C5 E3K 4 E3K C6 C5 C 0 1 N N N -11.520 12.305 40.300 -1.914 1.157 -0.008 C6 E3K 5 E3K C7 C6 C 0 1 N N N -11.510 12.293 38.767 -3.211 0.406 0.152 C7 E3K 6 E3K N8 N1 N 1 1 N N N -11.824 18.170 39.925 0.438 -5.120 -1.670 N8 E3K 7 E3K N9 N2 N 0 1 N N N -12.067 19.028 39.290 0.382 -6.200 -1.977 N9 E3K 8 E3K C10 C7 C 0 1 N N R -14.825 15.643 41.988 2.678 -0.593 0.091 C10 E3K 9 E3K C11 C8 C 0 1 N N R -13.542 17.583 41.976 2.117 -2.839 0.018 C11 E3K 10 E3K C12 C9 C 0 1 N N N -12.037 17.351 41.948 0.843 -3.687 0.015 C12 E3K 11 E3K C14 C10 C 0 1 N N R -14.043 15.779 43.286 2.577 -1.023 1.577 C14 E3K 12 E3K C1 C11 C 0 1 Y N N -16.723 11.429 40.659 2.431 4.247 -0.638 C1 E3K 13 E3K C13 C12 C 0 1 N N S -14.068 17.269 43.369 2.562 -2.567 1.467 C13 E3K 14 E3K C8 C13 C 0 1 N N N -12.520 11.408 36.716 -5.645 0.339 0.249 C8 E3K 15 E3K C9 C14 C 0 1 N N N -13.995 11.397 36.300 -6.817 1.317 0.143 C9 E3K 16 E3K N1 N3 N 0 1 N N N -16.441 10.240 40.126 1.559 5.317 -0.768 N1 E3K 17 E3K N2 N4 N 0 1 Y N N -17.979 11.709 41.012 3.746 4.429 -0.706 N2 E3K 18 E3K N3 N5 N 0 1 Y N N -17.259 13.858 41.715 4.173 2.182 -0.378 N3 E3K 19 E3K N4 N6 N 0 1 Y N N -14.418 12.284 40.580 0.709 2.404 -0.288 N4 E3K 20 E3K N5 N7 N 0 1 N N N -12.415 11.497 38.183 -4.384 1.068 0.094 N5 E3K 21 E3K N6 N8 N 0 1 Y N N -14.882 14.237 41.447 2.142 0.758 -0.092 N6 E3K 22 E3K N7 N9 N 0 1 N N N -11.574 17.299 40.557 0.495 -4.040 -1.364 N7 E3K 23 E3K O1 O1 O 0 1 N N N -10.724 13.001 38.143 -3.200 -0.793 0.332 O1 E3K 24 E3K O2 O2 O 0 1 N N N -14.143 16.575 41.109 1.860 -1.565 -0.596 O2 E3K 25 E3K O3 O3 O 0 1 N N N -15.428 17.688 43.486 3.869 -3.098 1.697 O3 E3K 26 E3K O4 O4 O 0 1 N N N -14.788 15.229 44.382 3.716 -0.575 2.316 O4 E3K 27 E3K S1 S1 S 0 1 N N N -12.216 13.908 40.839 -0.528 -0.001 0.117 S1 E3K 28 E3K S2 S2 S 0 1 N N N -14.935 12.830 36.934 -8.378 0.414 0.335 S2 E3K 29 E3K H1 H1 H 0 1 N N N -19.296 13.202 41.812 5.644 3.608 -0.646 H1 E3K 30 E3K H2 H2 H 0 1 N N N -12.143 11.480 40.677 -1.894 1.644 -0.983 H2 E3K 31 E3K H3 H3 H 0 1 N N N -10.494 12.194 40.682 -1.831 1.909 0.776 H3 E3K 32 E3K H4 H4 H 0 1 N N N -11.757 18.897 38.348 1.171 -6.649 -2.319 H4 E3K 33 E3K H5 H5 H 0 1 N N N -15.853 15.993 42.163 3.710 -0.646 -0.255 H5 E3K 34 E3K H6 H6 H 0 1 N N N -13.798 18.608 41.670 2.909 -3.358 -0.522 H6 E3K 35 E3K H7 H7 H 0 1 N N N -11.804 16.399 42.448 1.011 -4.597 0.591 H7 E3K 36 E3K H8 H8 H 0 1 N N N -11.530 18.174 42.472 0.027 -3.119 0.461 H8 E3K 37 E3K H9 H9 H 0 1 N N N -13.023 15.377 43.201 1.654 -0.656 2.026 H9 E3K 38 E3K H10 H10 H 0 1 N N N -13.413 17.662 44.160 1.848 -2.993 2.172 H10 E3K 39 E3K H11 H11 H 0 1 N N N -12.036 10.482 36.371 -5.666 -0.149 1.223 H11 E3K 40 E3K H12 H12 H 0 1 N N N -12.019 12.275 36.261 -5.728 -0.414 -0.536 H12 E3K 41 E3K H13 H13 H 0 1 N N N -14.048 11.403 35.201 -6.733 2.069 0.927 H13 E3K 42 E3K H14 H14 H 0 1 N N N -14.459 10.477 36.684 -6.796 1.804 -0.832 H14 E3K 43 E3K H15 H15 H 0 1 N N N -17.277 9.694 40.066 0.602 5.173 -0.705 H15 E3K 44 E3K H16 H16 H 0 1 N N N -16.060 10.367 39.210 1.907 6.209 -0.923 H16 E3K 45 E3K H17 H17 H 0 1 N N N -13.031 10.953 38.753 -4.393 2.027 -0.051 H17 E3K 46 E3K H18 H18 H 0 1 N N N -15.748 17.488 44.358 3.930 -4.056 1.584 H18 E3K 47 E3K H19 H19 H 0 1 N N N -14.287 15.321 45.184 3.699 -0.820 3.251 H19 E3K 48 E3K H20 H20 H 0 1 N N N -16.125 12.603 36.462 -9.304 1.383 0.221 H20 E3K 49 # # 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 E3K C9 C8 SING N N 1 E3K C9 S2 SING N N 2 E3K C8 N5 SING N N 3 E3K O1 C7 DOUB N N 4 E3K N5 C7 SING N N 5 E3K C7 C6 SING N N 6 E3K N9 N8 DOUB N N 7 E3K N8 N7 DOUB N N 8 E3K N1 C1 SING N N 9 E3K C6 S1 SING N N 10 E3K N7 C12 SING N N 11 E3K N4 C4 SING Y N 12 E3K N4 C5 DOUB Y N 13 E3K C1 C4 DOUB Y N 14 E3K C1 N2 SING Y N 15 E3K C4 C3 SING Y N 16 E3K S1 C5 SING N N 17 E3K C5 N6 SING Y N 18 E3K N2 C2 DOUB Y N 19 E3K O2 C11 SING N N 20 E3K O2 C10 SING N N 21 E3K C3 N6 SING Y N 22 E3K C3 N3 DOUB Y N 23 E3K N6 C10 SING N N 24 E3K C2 N3 SING Y N 25 E3K C12 C11 SING N N 26 E3K C11 C13 SING N N 27 E3K C10 C14 SING N N 28 E3K C14 C13 SING N N 29 E3K C14 O4 SING N N 30 E3K C13 O3 SING N N 31 E3K C2 H1 SING N N 32 E3K C6 H2 SING N N 33 E3K C6 H3 SING N N 34 E3K N9 H4 SING N N 35 E3K C10 H5 SING N N 36 E3K C11 H6 SING N N 37 E3K C12 H7 SING N N 38 E3K C12 H8 SING N N 39 E3K C14 H9 SING N N 40 E3K C13 H10 SING N N 41 E3K C8 H11 SING N N 42 E3K C8 H12 SING N N 43 E3K C9 H13 SING N N 44 E3K C9 H14 SING N N 45 E3K N1 H15 SING N N 46 E3K N1 H16 SING N N 47 E3K N5 H17 SING N N 48 E3K O3 H18 SING N N 49 E3K O4 H19 SING N N 50 E3K S2 H20 SING N N 51 # # 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 E3K InChI InChI 1.03 "InChI=1S/C14H19N9O4S2/c15-11-8-12(19-5-18-11)23(14(21-8)29-4-7(24)17-1-2-28)13-10(26)9(25)6(27-13)3-20-22-16/h5-6,9-10,13,16,25-26H,1-4H2,(H3-,15,17,18,19,24,28)/p+1/t6-,9-,10-,13-/m1/s1" E3K InChIKey InChI 1.03 NHSXSGMIRVLMKS-ZRFIDHNTSA-O E3K SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n([C@@H]3O[C@H](CN=[N+]=N)[C@@H](O)[C@H]3O)c(SCC(=O)NCCS)nc12" E3K SMILES CACTVS 3.385 "Nc1ncnc2n([CH]3O[CH](CN=[N+]=N)[CH](O)[CH]3O)c(SCC(=O)NCCS)nc12" E3K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(c(n2)SCC(=O)NCCS)[C@H]3[C@@H]([C@@H]([C@H](O3)CN=[N+]=N)O)O)N" E3K SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(c(n2)SCC(=O)NCCS)C3C(C(C(O3)CN=[N+]=N)O)O)N" # _pdbx_chem_comp_identifier.comp_id E3K _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 "azanylidene-[[(2~{R},3~{S},4~{R},5~{R})-5-[6-azanyl-8-[2-oxidanylidene-2-(2-sulfanylethylamino)ethyl]sulfanyl-purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methylimino]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E3K "Create component" 2018-02-15 EBI E3K "Initial release" 2019-03-13 RCSB ##