data_NZI # _chem_comp.id NZI _chem_comp.name "[(2~{R},3~{S},5~{R})-3-oxidanyl-5-(2-oxidanylidene-3~{H}-benzimidazol-1-yl)oxolan-2-yl]methyl [oxidanyl(phosphonooxy)phosphoryl] hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H17 N2 O13 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-11 _chem_comp.pdbx_modified_date 2017-11-24 _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 490.190 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NZI _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 5OXJ _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 NZI N N1 N 0 1 N N N 19.129 -19.134 -6.971 -4.665 0.302 -0.100 N NZI 1 NZI C C1 C 0 1 N N S 18.394 -20.667 -10.255 -3.179 -2.923 0.744 C NZI 2 NZI O O1 O 0 1 N N N 18.951 -21.968 -10.447 -3.234 -3.777 1.888 O NZI 3 NZI C1 C2 C 0 1 N N N 17.984 -20.435 -8.805 -4.443 -2.036 0.669 C1 NZI 4 NZI C10 C3 C 0 1 Y N N 20.004 -15.240 -5.855 -7.173 3.529 0.544 C10 NZI 5 NZI C11 C4 C 0 1 Y N N 19.695 -16.240 -4.941 -6.863 3.028 -0.705 C11 NZI 6 NZI C2 C5 C 0 1 N N R 19.272 -19.940 -8.179 -3.896 -0.595 0.767 C2 NZI 7 NZI C3 C6 C 0 1 N N R 19.476 -19.608 -10.486 -2.019 -1.912 0.879 C3 NZI 8 NZI C4 C7 C 0 1 N N N 19.025 -18.424 -11.299 -0.798 -2.395 0.095 C4 NZI 9 NZI C5 C8 C 0 1 N N N 18.925 -19.699 -5.703 -4.719 0.244 -1.444 C5 NZI 10 NZI C6 C9 C 0 1 Y N N 19.404 -17.510 -5.424 -6.011 1.940 -0.820 C6 NZI 11 NZI C7 C10 C 0 1 Y N N 19.426 -17.772 -6.791 -5.469 1.356 0.327 C7 NZI 12 NZI C8 C11 C 0 1 Y N N 19.729 -16.773 -7.704 -5.786 1.866 1.577 C8 NZI 13 NZI C9 C12 C 0 1 Y N N 20.020 -15.504 -7.221 -6.636 2.950 1.682 C9 NZI 14 NZI N1 N2 N 0 1 N N N 19.084 -18.698 -4.783 -5.522 1.220 -1.908 N1 NZI 15 NZI O1 O2 O 0 1 N N N 19.903 -19.163 -9.177 -2.530 -0.686 0.310 O1 NZI 16 NZI O10 O3 O 0 1 N N N 18.335 -12.644 -12.636 6.278 2.820 1.754 O10 NZI 17 NZI O11 O4 O 0 1 N N N 16.441 -12.512 -14.307 7.305 0.518 1.008 O11 NZI 18 NZI O12 O5 O 0 1 N N N 18.672 -20.879 -5.480 -4.131 -0.567 -2.134 O12 NZI 19 NZI O2 O6 O 0 1 N N N 20.066 -17.427 -11.315 0.299 -1.508 0.326 O2 NZI 20 NZI O3 O7 O 0 1 N N N 20.555 -15.181 -10.282 2.410 -3.071 0.213 O3 NZI 21 NZI O4 O8 O 0 1 N N N 20.315 -15.353 -12.767 1.605 -1.800 -1.814 O4 NZI 22 NZI O5 O9 O 0 1 N N N 18.277 -15.587 -11.252 2.693 -0.463 0.031 O5 NZI 23 NZI O6 O10 O 0 1 N N N 15.842 -16.223 -11.094 3.668 1.051 -1.885 O6 NZI 24 NZI O7 O11 O 0 1 N N N 17.193 -17.009 -13.067 4.936 -0.953 -1.020 O7 NZI 25 NZI O8 O12 O 0 1 N N N 16.616 -14.506 -12.752 4.784 1.061 0.495 O8 NZI 26 NZI O9 O13 O 0 1 N N N 18.292 -14.191 -14.566 6.657 2.277 -0.682 O9 NZI 27 NZI P P1 P 0 1 N N N 19.837 -15.844 -11.456 1.748 -1.712 -0.343 P NZI 28 NZI P1 P2 P 0 1 N N N 16.962 -15.915 -12.091 4.040 0.150 -0.604 P1 NZI 29 NZI P2 P3 P 0 1 N N N 17.405 -13.413 -13.605 6.265 1.682 0.615 P2 NZI 30 NZI H H1 H 0 1 N N N 17.540 -20.488 -10.925 -3.071 -3.512 -0.166 H NZI 31 NZI H3 H2 H 0 1 N N N 19.194 -22.077 -11.359 -3.981 -4.392 1.885 H3 NZI 32 NZI H4 H3 H 0 1 N N N 17.189 -19.678 -8.732 -4.958 -2.186 -0.280 H4 NZI 33 NZI H5 H4 H 0 1 N N N 17.645 -21.369 -8.333 -5.109 -2.250 1.504 H5 NZI 34 NZI H15 H5 H 0 1 N N N 20.234 -14.246 -5.501 -7.836 4.377 0.635 H15 NZI 35 NZI H16 H6 H 0 1 N N N 19.681 -16.035 -3.881 -7.283 3.483 -1.590 H16 NZI 36 NZI H1 H7 H 0 1 N N N 19.897 -20.815 -7.948 -3.931 -0.246 1.799 H1 NZI 37 NZI H2 H8 H 0 1 N N N 20.321 -20.086 -11.002 -1.762 -1.766 1.929 H2 NZI 38 NZI H7 H9 H 0 1 N N N 18.810 -18.747 -12.329 -0.529 -3.399 0.424 H7 NZI 39 NZI H6 H10 H 0 1 N N N 18.115 -17.997 -10.851 -1.033 -2.412 -0.969 H6 NZI 40 NZI H13 H11 H 0 1 N N N 19.738 -16.977 -8.765 -5.370 1.417 2.466 H13 NZI 41 NZI H14 H12 H 0 1 N N N 20.262 -14.712 -7.914 -6.883 3.347 2.655 H14 NZI 42 NZI H12 H13 H 0 1 N N N 18.984 -18.807 -3.794 -5.726 1.392 -2.840 H12 NZI 43 NZI H17 H15 H 0 1 N N N 16.560 -12.591 -15.246 7.109 0.083 1.849 H17 NZI 44 NZI H8 H21 H 0 1 N N N 21.193 -14.559 -10.611 2.534 -3.084 1.172 H8 NZI 45 NZI H9 H22 H 0 1 N N N 15.481 -17.082 -11.278 3.082 1.794 -1.687 H9 NZI 46 NZI H11 H24 H 0 1 N N N 19.241 -12.827 -12.854 7.140 3.239 1.881 H11 NZI 47 # 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 NZI N C2 SING N N 1 NZI N C5 SING N N 2 NZI N C7 SING N N 3 NZI C O SING N N 4 NZI C C1 SING N N 5 NZI C C3 SING N N 6 NZI C1 C2 SING N N 7 NZI C10 C11 DOUB Y N 8 NZI C10 C9 SING Y N 9 NZI C11 C6 SING Y N 10 NZI C2 O1 SING N N 11 NZI C3 C4 SING N N 12 NZI C3 O1 SING N N 13 NZI C4 O2 SING N N 14 NZI C5 N1 SING N N 15 NZI C5 O12 DOUB N N 16 NZI C6 C7 DOUB Y N 17 NZI C6 N1 SING N N 18 NZI C7 C8 SING Y N 19 NZI C8 C9 DOUB Y N 20 NZI O10 P2 SING N N 21 NZI O11 P2 SING N N 22 NZI O2 P SING N N 23 NZI O3 P SING N N 24 NZI O4 P DOUB N N 25 NZI O5 P SING N N 26 NZI O5 P1 SING N N 27 NZI O6 P1 SING N N 28 NZI O7 P1 DOUB N N 29 NZI O8 P1 SING N N 30 NZI O8 P2 SING N N 31 NZI O9 P2 DOUB N N 32 NZI C H SING N N 33 NZI O H3 SING N N 34 NZI C1 H4 SING N N 35 NZI C1 H5 SING N N 36 NZI C10 H15 SING N N 37 NZI C11 H16 SING N N 38 NZI C2 H1 SING N N 39 NZI C3 H2 SING N N 40 NZI C4 H7 SING N N 41 NZI C4 H6 SING N N 42 NZI C8 H13 SING N N 43 NZI C9 H14 SING N N 44 NZI N1 H12 SING N N 45 NZI O10 H11 SING N N 46 NZI O11 H17 SING N N 47 NZI O3 H8 SING N N 48 NZI O6 H9 SING N N 49 # 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 NZI InChI InChI 1.03 "InChI=1S/C12H17N2O13P3/c15-9-5-11(14-8-4-2-1-3-7(8)13-12(14)16)25-10(9)6-24-29(20,21)27-30(22,23)26-28(17,18)19/h1-4,9-11,15H,5-6H2,(H,13,16)(H,20,21)(H,22,23)(H2,17,18,19)/t9-,10+,11+/m0/s1" NZI InChIKey InChI 1.03 OMCWLYQAPHJDBD-HBNTYKKESA-N NZI SMILES_CANONICAL CACTVS 3.385 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)N2C(=O)Nc3ccccc23" NZI SMILES CACTVS 3.385 "O[CH]1C[CH](O[CH]1CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)N2C(=O)Nc3ccccc23" NZI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)NC(=O)N2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O" NZI SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)NC(=O)N2C3CC(C(O3)COP(=O)(O)OP(=O)(O)OP(=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 NZI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},5~{R})-3-oxidanyl-5-(2-oxidanylidene-3~{H}-benzimidazol-1-yl)oxolan-2-yl]methyl [oxidanyl(phosphonooxy)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 NZI "Create component" 2017-09-11 EBI NZI "Initial release" 2017-11-29 RCSB #