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 
# 
