data_WZO # _chem_comp.id WZO _chem_comp.name "[(2~{R},3~{R},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-1~{H}-purin-7-ium-9-yl)-4-methoxy-3-oxidanyl-oxolan-2-yl]methyl [phosphonooxy(sulfanyl)phosphoryl] hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H21 N5 O13 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2016-10-28 _chem_comp.pdbx_modified_date 2017-12-15 _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 568.307 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WZO _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 5M7V _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 WZO C2 C1 C 0 1 N N N 54.344 89.126 -16.304 7.246 -1.041 1.347 C2 WZO 1 WZO C8 C2 C 0 1 Y N N 50.615 86.734 -15.809 3.464 -1.202 -0.990 C8 WZO 2 WZO C4 C3 C 0 1 Y N N 52.227 88.210 -16.026 5.175 -0.823 0.347 C4 WZO 3 WZO C5 C4 C 0 1 Y N N 52.761 86.945 -16.064 5.449 -1.912 -0.488 C5 WZO 4 WZO C6 C5 C 0 1 N N N 54.131 86.777 -16.228 6.693 -2.572 -0.354 C6 WZO 5 WZO OC2 O1 O 0 1 N N N 46.613 85.554 -13.904 -2.082 0.671 -2.469 OC2 WZO 6 WZO PC P1 P 0 1 N N N 46.808 85.333 -15.385 -2.378 1.214 -0.982 PC WZO 7 WZO OC1 O2 O 0 1 N N N 47.605 84.142 -15.856 -2.962 2.571 -1.060 OC1 WZO 8 WZO OBC O3 O 0 1 N N N 45.424 85.302 -16.188 -3.412 0.225 -0.245 OBC WZO 9 WZO PB P2 P 0 1 N N R 44.029 84.708 -15.652 -4.997 -0.030 -0.370 PB WZO 10 WZO OB O4 O 0 1 N N N 43.626 85.438 -14.432 -5.321 -0.459 -1.748 OB WZO 11 WZO SB S1 S 0 1 N N N 44.004 82.709 -15.211 -6.038 1.763 0.076 SB WZO 12 WZO OAB O5 O 0 1 N N N 43.063 85.037 -16.901 -5.439 -1.179 0.668 OAB WZO 13 WZO PA P3 P 0 1 N N N 43.541 84.961 -18.441 -6.843 -1.879 1.030 PA WZO 14 WZO OA2 O6 O 0 1 N N N 44.735 84.032 -18.473 -7.183 -3.001 -0.073 OA2 WZO 15 WZO OA1 O7 O 0 1 N N N 43.871 86.395 -18.803 -6.740 -2.568 2.482 OA1 WZO 16 WZO OA3 O8 O 0 1 N N N 42.237 84.392 -19.191 -7.914 -0.859 1.043 OA3 WZO 17 WZO "O5'" O9 O 0 1 N N N 47.448 86.657 -16.042 -1.002 1.270 -0.148 "O5'" WZO 18 WZO "C5'" C6 C 0 1 N N N 46.686 87.856 -15.908 0.080 2.140 -0.488 "C5'" WZO 19 WZO "C4'" C7 C 0 1 N N R 47.668 88.991 -16.065 1.227 1.939 0.505 "C4'" WZO 20 WZO "C3'" C8 C 0 1 N N R 48.291 88.947 -17.446 2.355 2.948 0.213 "C3'" WZO 21 WZO "O3'" O10 O 0 1 N N N 47.501 89.670 -18.396 2.582 3.786 1.348 "O3'" WZO 22 WZO "C2'" C9 C 0 1 N N R 49.615 89.623 -17.208 3.594 2.062 -0.063 "C2'" WZO 23 WZO "O2'" O11 O 0 1 N N N 49.385 91.025 -17.261 4.762 2.616 0.544 "O2'" WZO 24 WZO CM2 C10 C 0 1 N N N 50.594 91.780 -17.325 5.499 3.496 -0.307 CM2 WZO 25 WZO "C1'" C11 C 0 1 N N R 49.970 89.212 -15.792 3.197 0.727 0.617 "C1'" WZO 26 WZO "O4'" O12 O 0 1 N N N 48.760 88.820 -15.155 1.781 0.622 0.352 "O4'" WZO 27 WZO N9 N1 N 0 1 Y N N 50.907 88.067 -15.861 3.919 -0.394 0.012 N9 WZO 28 WZO N3 N2 N 0 1 N N N 53.020 89.300 -16.141 6.089 -0.426 1.239 N3 WZO 29 WZO N2 N3 N 0 1 N N N 55.151 90.187 -16.428 8.153 -0.597 2.277 N2 WZO 30 WZO N1 N4 N 0 1 N N N 54.886 87.890 -16.344 7.569 -2.110 0.566 N1 WZO 31 WZO O6 O13 O 0 1 N N N 54.761 85.577 -16.262 6.974 -3.525 -1.061 O6 WZO 32 WZO N7 N5 N 1 1 Y N N 51.784 86.040 -15.932 4.365 -2.094 -1.282 N7 WZO 33 WZO CM7 C12 C 0 1 N N N 51.914 84.563 -15.914 4.230 -3.131 -2.307 CM7 WZO 34 WZO H1 H1 H 0 1 N N N 49.631 86.304 -15.691 2.499 -1.115 -1.468 H1 WZO 35 WZO H2 H2 H 0 1 N N N 47.050 84.863 -13.420 -1.697 -0.216 -2.494 H2 WZO 36 WZO H3 H3 H 0 1 N N N 43.632 82.712 -13.965 -5.655 2.030 1.337 H3 WZO 37 WZO H4 H4 H 0 1 N N N 44.508 83.240 -18.947 -6.522 -3.704 -0.137 H4 WZO 38 WZO H5 H5 H 0 1 N N N 43.233 86.719 -19.428 -7.552 -3.010 2.766 H5 WZO 39 WZO H6 H6 H 0 1 N N N 46.209 87.897 -14.918 0.427 1.912 -1.495 H6 WZO 40 WZO H7 H7 H 0 1 N N N 45.914 87.908 -16.690 -0.260 3.175 -0.446 H7 WZO 41 WZO H8 H8 H 0 1 N N N 47.163 89.955 -15.908 0.862 2.072 1.524 H8 WZO 42 WZO H9 H9 H 0 1 N N N 48.445 87.904 -17.761 2.112 3.549 -0.663 H9 WZO 43 WZO H10 H10 H 0 1 N N N 46.673 89.222 -18.527 1.837 4.363 1.567 H10 WZO 44 WZO H11 H11 H 0 1 N N N 50.376 89.286 -17.927 3.742 1.925 -1.134 H11 WZO 45 WZO H12 H12 H 0 1 N N N 50.355 92.853 -17.364 6.371 3.874 0.227 H12 WZO 46 WZO H13 H13 H 0 1 N N N 51.204 91.572 -16.433 5.824 2.954 -1.195 H13 WZO 47 WZO H14 H14 H 0 1 N N N 51.156 91.497 -18.227 4.864 4.331 -0.603 H14 WZO 48 WZO H15 H15 H 0 1 N N N 50.439 90.057 -15.266 3.384 0.772 1.689 H15 WZO 49 WZO H16 H16 H 0 1 N N N 54.770 91.111 -16.400 7.936 0.160 2.843 H16 WZO 50 WZO H17 H17 H 0 1 N N N 56.135 90.055 -16.549 9.010 -1.041 2.368 H17 WZO 51 WZO H18 H18 H 0 1 N N N 55.874 87.796 -16.463 8.431 -2.541 0.670 H18 WZO 52 WZO H19 H19 H 0 1 N N N 50.920 84.108 -15.790 3.792 -4.025 -1.863 H19 WZO 53 WZO H20 H20 H 0 1 N N N 52.357 84.222 -16.861 3.584 -2.769 -3.107 H20 WZO 54 WZO H21 H21 H 0 1 N N N 52.562 84.262 -15.077 5.212 -3.371 -2.713 H21 WZO 55 # 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 WZO OA3 PA DOUB N N 1 WZO OA1 PA SING N N 2 WZO OA2 PA SING N N 3 WZO PA OAB SING N N 4 WZO "O3'" "C3'" SING N N 5 WZO "C3'" "C2'" SING N N 6 WZO "C3'" "C4'" SING N N 7 WZO CM2 "O2'" SING N N 8 WZO "O2'" "C2'" SING N N 9 WZO "C2'" "C1'" SING N N 10 WZO OAB PB SING N N 11 WZO N2 C2 SING N N 12 WZO N1 C2 SING N N 13 WZO N1 C6 SING N N 14 WZO C2 N3 DOUB N N 15 WZO O6 C6 DOUB N N 16 WZO C6 C5 SING N N 17 WZO OBC PB SING N N 18 WZO OBC PC SING N N 19 WZO N3 C4 SING N N 20 WZO "C4'" "C5'" SING N N 21 WZO "C4'" "O4'" SING N N 22 WZO C5 C4 DOUB Y N 23 WZO C5 N7 SING Y N 24 WZO "O5'" "C5'" SING N N 25 WZO "O5'" PC SING N N 26 WZO C4 N9 SING Y N 27 WZO N7 CM7 SING N N 28 WZO N7 C8 DOUB Y N 29 WZO N9 C8 SING Y N 30 WZO N9 "C1'" SING N N 31 WZO OC1 PC DOUB N N 32 WZO "C1'" "O4'" SING N N 33 WZO PB SB SING N N 34 WZO PB OB DOUB N N 35 WZO PC OC2 SING N N 36 WZO C8 H1 SING N N 37 WZO OC2 H2 SING N N 38 WZO SB H3 SING N N 39 WZO OA2 H4 SING N N 40 WZO OA1 H5 SING N N 41 WZO "C5'" H6 SING N N 42 WZO "C5'" H7 SING N N 43 WZO "C4'" H8 SING N N 44 WZO "C3'" H9 SING N N 45 WZO "O3'" H10 SING N N 46 WZO "C2'" H11 SING N N 47 WZO CM2 H12 SING N N 48 WZO CM2 H13 SING N N 49 WZO CM2 H14 SING N N 50 WZO "C1'" H15 SING N N 51 WZO N2 H16 SING N N 52 WZO N2 H17 SING N N 53 WZO N1 H18 SING N N 54 WZO CM7 H19 SING N N 55 WZO CM7 H20 SING N N 56 WZO CM7 H21 SING N N 57 # 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 WZO InChI InChI 1.03 "InChI=1S/C12H20N5O13P3S/c1-16-4-17(9-6(16)10(19)15-12(13)14-9)11-8(26-2)7(18)5(28-11)3-27-32(23,24)30-33(25,34)29-31(20,21)22/h4-5,7-8,11,18H,3H2,1-2H3,(H6-,13,14,15,19,20,21,22,23,24,25,34)/p+1/t5-,7-,8-,11-,33-/m1/s1" WZO InChIKey InChI 1.03 NSORGZXNYGWJBQ-ZRDSBRMSSA-O WZO SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]1[C@H](O)[C@@H](CO[P](O)(=O)O[P@@](S)(=O)O[P](O)(O)=O)O[C@H]1n2c[n+](C)c3C(=O)NC(=Nc23)N" WZO SMILES CACTVS 3.385 "CO[CH]1[CH](O)[CH](CO[P](O)(=O)O[P](S)(=O)O[P](O)(O)=O)O[CH]1n2c[n+](C)c3C(=O)NC(=Nc23)N" WZO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[n+]1cn(c2c1C(=O)NC(=N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O[P@@](=O)(OP(=O)(O)O)S)O)OC" WZO SMILES "OpenEye OEToolkits" 2.0.6 "C[n+]1cn(c2c1C(=O)NC(=N2)N)C3C(C(C(O3)COP(=O)(O)OP(=O)(OP(=O)(O)O)S)O)OC" # 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 WZO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{R},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-1~{H}-purin-7-ium-9-yl)-4-methoxy-3-oxidanyl-oxolan-2-yl]methyl [phosphonooxy(sulfanyl)phosphoryl] 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 WZO "Create component" 2016-10-28 EBI WZO "Initial release" 2017-12-20 RCSB #