data_AKW # _chem_comp.id AKW _chem_comp.name ;[(2~{S},3~{S},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-3~{H}-purin-7-ium-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-[[[(3~{R},4~{S})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-phosphinic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H30 N10 O16 P3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-08-21 _chem_comp.pdbx_modified_date 2018-04-27 _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 835.572 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AKW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5OSX _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 AKW S1 S5P S 0 1 N N N -77.384 56.799 -25.570 4.042 -2.273 -1.747 S1 AKW 1 AKW P1 PA P 0 1 N N N -75.328 61.799 -22.527 -2.676 -3.605 -0.073 P1 AKW 2 AKW O1 OA2 O 0 1 N N N -75.683 62.008 -21.098 -3.202 -5.105 0.184 O1 AKW 3 AKW O2 OA1 O 0 1 N N N -74.028 62.411 -22.894 -2.781 -2.824 1.179 O2 AKW 4 AKW O3 OAB O 0 1 N N N -75.102 60.263 -22.917 -1.139 -3.651 -0.550 O3 AKW 5 AKW P2 PB P 0 1 N N N -76.204 59.121 -22.614 0.222 -4.200 0.113 P2 AKW 6 AKW O4 OB2 O 0 1 N N N -76.692 59.075 -21.214 0.307 -5.796 -0.082 O4 AKW 7 AKW O5 OB1 O 0 1 N N N -75.522 57.862 -22.977 0.233 -3.878 1.557 O5 AKW 8 AKW O6 OBC O 0 1 N N N -77.384 59.278 -23.712 1.486 -3.505 -0.602 O6 AKW 9 AKW P3 PC P 0 1 N N N -77.120 58.825 -25.242 3.048 -3.375 -0.233 P3 AKW 10 AKW O7 OC1 O 0 1 N N N -78.000 59.680 -26.079 3.193 -2.676 1.063 O7 AKW 11 AKW O8 OC2 O 0 1 N N N -75.740 59.260 -25.563 3.697 -4.845 -0.125 O8 AKW 12 AKW S2 S5* S 0 1 N N N -76.718 62.603 -23.902 -3.856 -2.691 -1.578 S2 AKW 13 AKW C1 C5* C 0 1 N N N -78.331 62.314 -23.061 -5.525 -2.732 -0.869 C1 AKW 14 AKW C2 C4* C 0 1 N N S -79.204 63.584 -22.930 -5.642 -1.666 0.221 C2 AKW 15 AKW O9 O4* O 0 1 N N N -78.637 64.482 -21.954 -5.547 -0.356 -0.363 O9 AKW 16 AKW C3 C3* C 0 1 N N S -79.197 64.415 -24.202 -7.021 -1.763 0.903 C3 AKW 17 AKW O10 O3* O 0 1 N N N -80.082 63.844 -25.178 -6.870 -2.031 2.299 O10 AKW 18 AKW C4 C2* C 0 1 N N R -79.760 65.725 -23.690 -7.652 -0.367 0.684 C4 AKW 19 AKW O11 O2* O 0 1 N N N -81.148 65.594 -23.309 -8.335 0.074 1.860 O11 AKW 20 AKW C5 C1* C 0 1 N N R -78.902 65.851 -22.436 -6.407 0.512 0.405 C5 AKW 21 AKW N1 N9 N 0 1 Y N N -77.571 66.482 -22.644 -6.776 1.696 -0.376 N1 AKW 22 AKW C6 C8 C 0 1 Y N N -76.390 65.899 -22.596 -6.704 1.821 -1.732 C6 AKW 23 AKW N2 N7 N 1 1 Y N N -75.462 66.840 -22.813 -7.111 3.008 -2.082 N2 AKW 24 AKW C7 CM7 C 0 1 N N N -74.027 66.484 -22.824 -7.178 3.511 -3.456 C7 AKW 25 AKW C8 C5 C 0 1 Y N N -76.074 68.012 -22.988 -7.463 3.701 -0.975 C8 AKW 26 AKW C9 C4 C 0 1 Y N N -77.391 67.773 -22.877 -7.258 2.868 0.119 C9 AKW 27 AKW N3 N3 N 0 1 N N N -78.292 68.764 -23.013 -7.543 3.341 1.374 N3 AKW 28 AKW C10 C2 C 0 1 N N N -77.858 70.016 -23.254 -8.018 4.602 1.545 C10 AKW 29 AKW N4 N2 N 0 1 N N N -78.712 71.030 -23.389 -8.290 5.037 2.815 N4 AKW 30 AKW N5 N1 N 0 1 N N N -76.544 70.253 -23.366 -8.227 5.422 0.537 N5 AKW 31 AKW C11 C6 C 0 1 N N N -75.663 69.266 -23.227 -7.987 5.048 -0.729 C11 AKW 32 AKW O12 O6 O 0 1 N N N -74.327 69.546 -23.358 -8.185 5.819 -1.655 O12 AKW 33 AKW H2 H2 H 0 1 N N N -74.997 62.507 -20.670 -3.162 -5.675 -0.596 H2 AKW 34 AKW H3 H3 H 0 1 N N N -76.466 58.237 -20.827 0.304 -6.081 -1.006 H3 AKW 35 AKW H4 H4 H 0 1 N N N -75.769 59.958 -26.207 3.638 -5.362 -0.940 H4 AKW 36 AKW H5 H5 H 0 1 N N N -78.893 61.565 -23.638 -6.257 -2.533 -1.652 H5 AKW 37 AKW H6 H6 H 0 1 N N N -78.131 61.925 -22.052 -5.712 -3.715 -0.438 H6 AKW 38 AKW H7 H7 H 0 1 N N N -80.234 63.303 -22.665 -4.851 -1.801 0.958 H7 AKW 39 AKW H8 H8 H 0 1 N N N -78.174 64.544 -24.586 -7.627 -2.535 0.429 H8 AKW 40 AKW H9 H9 H 0 1 N N N -79.720 63.024 -25.493 -7.704 -2.045 2.789 H9 AKW 41 AKW H10 H10 H 0 1 N N N -79.582 66.552 -24.393 -8.324 -0.374 -0.174 H10 AKW 42 AKW H11 H11 H 0 1 N N N -81.470 66.430 -22.993 -9.068 -0.497 2.126 H11 AKW 43 AKW H12 H12 H 0 1 N N N -79.461 66.412 -21.673 -5.925 0.802 1.338 H12 AKW 44 AKW H13 H13 H 0 1 N N N -76.204 64.851 -22.414 -6.362 1.054 -2.412 H13 AKW 45 AKW H14 H14 H 0 1 N N N -73.915 65.405 -22.640 -8.155 3.282 -3.881 H14 AKW 46 AKW H15 H15 H 0 1 N N N -73.594 66.735 -23.804 -7.027 4.591 -3.455 H15 AKW 47 AKW H16 H16 H 0 1 N N N -73.504 67.047 -22.037 -6.401 3.037 -4.056 H16 AKW 48 AKW H17 H17 H 0 1 N N N -79.271 68.573 -22.936 -7.404 2.771 2.146 H17 AKW 49 AKW H18 H18 H 0 1 N N N -78.369 71.952 -23.571 -8.143 4.448 3.571 H18 AKW 50 AKW H19 H19 H 0 1 N N N -79.696 70.869 -23.308 -8.630 5.934 2.958 H19 AKW 51 AKW O13 O1 O 0 1 N N N ? ? ? 5.838 -0.074 -0.498 O13 AKW 52 AKW C12 C10 C 0 1 N N N ? ? ? 7.503 -1.559 0.393 C12 AKW 53 AKW C13 C11 C 0 1 N N N ? ? ? 7.880 -0.086 0.709 C13 AKW 54 AKW H1 H1 H 0 1 N N N ? ? ? 5.363 -1.665 0.744 H1 AKW 55 AKW H20 H20 H 0 1 N N N ? ? ? 7.603 0.667 -1.320 H20 AKW 56 AKW H22 H22 H 0 1 N N N ? ? ? 8.132 -1.959 -0.403 H22 AKW 57 AKW H24 H24 H 0 1 N N N ? ? ? 8.950 0.081 0.581 H24 AKW 58 AKW C14 C7 C 0 1 N N N ? ? ? 7.064 0.665 -0.372 C14 AKW 59 AKW N6 N4 N 0 1 Y N N ? ? ? 6.788 2.037 0.061 N6 AKW 60 AKW N7 N5 N 0 1 Y N N ? ? ? 5.750 3.749 0.926 N7 AKW 61 AKW C15 C12 C 0 1 Y N N ? ? ? 7.615 3.116 -0.094 C15 AKW 62 AKW C16 C14 C 0 1 Y N N ? ? ? 5.657 2.474 0.687 C16 AKW 63 AKW C17 C3 C 0 1 Y N N ? ? ? 6.940 4.207 0.466 C17 AKW 64 AKW C18 C13 C 0 1 N N N ? ? ? 7.569 5.473 0.450 C18 AKW 65 AKW N8 N6 N 0 1 N N N ? ? ? 8.797 5.573 -0.106 N8 AKW 66 AKW C19 C16 C 0 1 N N N ? ? ? 9.403 4.474 -0.637 C19 AKW 67 AKW N9 N8 N 0 1 N N N ? ? ? 8.828 3.293 -0.631 N9 AKW 68 AKW N11 N11 N 0 1 N N N ? ? ? 10.650 4.606 -1.196 N11 AKW 69 AKW H28 H28 H 0 1 N N N ? ? ? 4.811 1.854 0.946 H28 AKW 70 AKW H26 H26 H 0 1 N N N ? ? ? 11.086 5.472 -1.210 H26 AKW 71 AKW H27 H27 H 0 1 N N N ? ? ? 11.094 3.833 -1.577 H27 AKW 72 AKW O14 O2 O 0 1 N N N ? ? ? 7.594 -2.371 1.566 O14 AKW 73 AKW O15 O3 O 0 1 N N N ? ? ? 7.457 0.283 2.023 O15 AKW 74 AKW H23 H23 H 0 1 N N N ? ? ? 8.481 -2.412 1.948 H23 AKW 75 AKW H25 H25 H 0 1 N N N ? ? ? 7.864 -0.239 2.729 H25 AKW 76 AKW O16 O5 O 0 1 N N N ? ? ? 7.017 6.451 0.927 O16 AKW 77 AKW H21 H21 H 0 1 N N N ? ? ? 9.248 6.432 -0.128 H21 AKW 78 AKW C20 C15 C 0 1 N N N ? ? ? 6.039 -1.429 -0.078 C20 AKW 79 AKW C21 C1 C 0 1 N N N ? ? ? 5.784 -2.378 -1.251 C21 AKW 80 AKW H29 H29 H 0 1 N N N ? ? ? 6.014 -3.400 -0.948 H29 AKW 81 AKW H30 H30 H 0 1 N N N ? ? ? 6.419 -2.097 -2.091 H30 AKW 82 # 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 AKW O7 P3 DOUB N N 1 AKW S1 P3 SING N N 2 AKW O8 P3 SING N N 3 AKW P3 O6 SING N N 4 AKW O10 C3 SING N N 5 AKW C3 C4 SING N N 6 AKW C3 C2 SING N N 7 AKW S2 C1 SING N N 8 AKW S2 P1 SING N N 9 AKW O6 P2 SING N N 10 AKW C4 O11 SING N N 11 AKW C4 C5 SING N N 12 AKW N4 C10 SING N N 13 AKW N5 C10 DOUB N N 14 AKW N5 C11 SING N N 15 AKW O12 C11 DOUB N N 16 AKW C10 N3 SING N N 17 AKW C11 C8 SING N N 18 AKW C1 C2 SING N N 19 AKW N3 C9 SING N N 20 AKW C8 C9 DOUB Y N 21 AKW C8 N2 SING Y N 22 AKW O5 P2 DOUB N N 23 AKW C2 O9 SING N N 24 AKW O3 P2 SING N N 25 AKW O3 P1 SING N N 26 AKW O2 P1 DOUB N N 27 AKW C9 N1 SING Y N 28 AKW C7 N2 SING N N 29 AKW N2 C6 DOUB Y N 30 AKW N1 C6 SING Y N 31 AKW N1 C5 SING N N 32 AKW P2 O4 SING N N 33 AKW P1 O1 SING N N 34 AKW C5 O9 SING N N 35 AKW O1 H2 SING N N 36 AKW O4 H3 SING N N 37 AKW O8 H4 SING N N 38 AKW C1 H5 SING N N 39 AKW C1 H6 SING N N 40 AKW C2 H7 SING N N 41 AKW C3 H8 SING N N 42 AKW O10 H9 SING N N 43 AKW C4 H10 SING N N 44 AKW O11 H11 SING N N 45 AKW C5 H12 SING N N 46 AKW C6 H13 SING N N 47 AKW C7 H14 SING N N 48 AKW C7 H15 SING N N 49 AKW C7 H16 SING N N 50 AKW N3 H17 SING N N 51 AKW N4 H18 SING N N 52 AKW N4 H19 SING N N 53 AKW C14 O13 SING N N 54 AKW O13 C20 SING N N 55 AKW C20 C12 SING N N 56 AKW C12 C13 SING N N 57 AKW C13 C14 SING N N 58 AKW C20 H1 SING N N 59 AKW C14 H20 SING N N 60 AKW C12 H22 SING N N 61 AKW C13 H24 SING N N 62 AKW C14 N6 SING N N 63 AKW N7 C17 SING Y N 64 AKW C17 C15 DOUB Y N 65 AKW C15 N6 SING Y N 66 AKW N6 C16 SING Y N 67 AKW C16 N7 DOUB Y N 68 AKW C17 C18 SING N N 69 AKW C18 N8 SING N N 70 AKW N8 C19 SING N N 71 AKW C19 N9 DOUB N N 72 AKW N9 C15 SING N N 73 AKW C19 N11 SING N N 74 AKW C16 H28 SING N N 75 AKW N11 H26 SING N N 76 AKW N11 H27 SING N N 77 AKW O14 C12 SING N N 78 AKW O15 C13 SING N N 79 AKW O14 H23 SING N N 80 AKW O15 H25 SING N N 81 AKW C18 O16 DOUB N N 82 AKW N8 H21 SING N N 83 AKW C21 C20 SING N N 84 AKW C21 S1 SING N N 85 AKW C21 H29 SING N N 86 AKW C21 H30 SING N N 87 # 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 AKW InChI InChI 1.03 ;InChI=1S/C21H29N10O16P3S2/c1-29-5-31(15-9(29)17(37)28-21(23)26-15)19-13(35)11(33)7(45-19)3-52-50(42,43)47-48(38,39)46-49(40,41)51-2-6-10(32)12(34)18(44-6)30-4-24-8-14(30)25-20(22)27-16(8)36/h4-7,10-13,18-19,32-35H,2-3H2,1H3,(H8-,22,23,25,26,27,28,36,37,38,39,40,41,42,43)/p+1/t6?,7-,10?,11-,12?,13-,18?,19-/m1/s1 ; AKW InChIKey InChI 1.03 YZDSTSNLJBCGKH-KVTZQEPKSA-O AKW SMILES_CANONICAL CACTVS 3.385 "C[n+]1cn([C@@H]2O[C@H](CS[P](O)(=O)O[P](O)(=O)O[P](O)(=O)SCC3OC(C(O)C3O)n4cnc5C(=O)NC(=Nc45)N)[C@@H](O)[C@H]2O)c6NC(=NC(=O)c16)N" AKW SMILES CACTVS 3.385 "C[n+]1cn([CH]2O[CH](CS[P](O)(=O)O[P](O)(=O)O[P](O)(=O)SCC3OC(C(O)C3O)n4cnc5C(=O)NC(=Nc45)N)[CH](O)[CH]2O)c6NC(=NC(=O)c16)N" AKW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[n+]1cn(c2c1C(=O)N=C(N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CSP(=O)(O)OP(=O)(O)OP(=O)(O)SCC4[C@@H]([C@@H](C(O4)n5cnc6c5N=C(NC6=O)N)O)O)O)O" AKW SMILES "OpenEye OEToolkits" 2.0.6 "C[n+]1cn(c2c1C(=O)N=C(N2)N)C3C(C(C(O3)CSP(=O)(O)OP(=O)(O)OP(=O)(O)SCC4C(C(C(O4)n5cnc6c5N=C(NC6=O)N)O)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 AKW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;[(2~{S},3~{S},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-3~{H}-purin-7-ium-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-[[[(3~{R},4~{S})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-phosphinic 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 AKW "Create component" 2017-08-21 EBI AKW "Initial release" 2018-05-02 RCSB #