data_FZK # _chem_comp.id FZK _chem_comp.name "5'-O-(N-(L-seryl)-Sulfamoyl)uridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H18 N4 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-20 _chem_comp.pdbx_modified_date 2019-11-29 _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 410.357 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FZK _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 6HDZ _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 FZK "O2'" O1 O 0 1 N N N -26.727 -12.909 6.251 4.017 -2.640 0.555 "O2'" FZK 1 FZK "C2'" C1 C 0 1 N N R -26.357 -12.678 7.600 2.896 -1.778 0.761 "C2'" FZK 2 FZK "C1'" C2 C 0 1 N N R -26.439 -11.175 7.933 2.590 -0.971 -0.520 "C1'" FZK 3 FZK "O4'" O2 O 0 1 N N N -27.403 -11.014 8.963 1.149 -0.895 -0.573 "O4'" FZK 4 FZK "C4'" C3 C 0 1 N N R -28.291 -12.145 8.906 0.684 -2.201 -0.167 "C4'" FZK 5 FZK "C5'" C4 C 0 1 N N N -29.029 -12.279 10.213 -0.767 -2.124 0.311 "C5'" FZK 6 FZK "O5'" O3 O 0 1 N N N -28.034 -12.479 11.265 -1.615 -1.791 -0.790 "O5'" FZK 7 FZK "C3'" C5 C 0 1 N N S -27.375 -13.311 8.560 1.613 -2.605 0.999 "C3'" FZK 8 FZK "O3'" O4 O 0 1 N N N -28.104 -14.360 7.938 1.903 -4.004 0.947 "O3'" FZK 9 FZK N1 N1 N 0 1 N N N -25.168 -10.598 8.391 3.168 0.372 -0.428 N1 FZK 10 FZK C6 C6 C 0 1 N N N -24.551 -11.078 9.542 4.168 0.740 -1.287 C6 FZK 11 FZK C5 C7 C 0 1 N N N -23.372 -10.593 9.972 4.701 1.978 -1.202 C5 FZK 12 FZK C4 C8 C 0 1 N N N -22.714 -9.556 9.226 4.210 2.873 -0.220 C4 FZK 13 FZK O4 O5 O 0 1 N N N -21.601 -9.093 9.470 4.675 3.994 -0.124 O4 FZK 14 FZK N3 N2 N 0 1 N N N -23.405 -9.107 8.115 3.224 2.472 0.608 N3 FZK 15 FZK C2 C9 C 0 1 N N N -24.617 -9.564 7.656 2.708 1.234 0.498 C2 FZK 16 FZK O2 O6 O 0 1 N N N -25.188 -9.036 6.712 1.819 0.886 1.251 O2 FZK 17 FZK C C10 C 0 1 N N N -30.400 -12.627 13.264 -3.087 0.912 -0.242 C FZK 18 FZK CA C11 C 0 1 N N S -31.915 -12.833 13.405 -3.274 2.210 0.501 CA FZK 19 FZK CB C12 C 0 1 N N N -32.548 -12.972 12.020 -4.764 2.551 0.563 CB FZK 20 FZK N N3 N 0 1 N N N -32.392 -11.652 14.155 -2.555 3.282 -0.199 N FZK 21 FZK N3S N4 N 0 1 N N N -29.642 -13.757 12.817 -3.295 -0.261 0.388 N3S FZK 22 FZK O O7 O 0 1 N N N -29.829 -11.553 13.467 -2.749 0.923 -1.407 O FZK 23 FZK O1S O8 O 0 1 N N N -27.981 -14.922 11.457 -3.795 -1.554 -1.654 O1S FZK 24 FZK O2S O9 O 0 1 N N N -27.284 -13.445 13.317 -3.346 -2.726 0.507 O2S FZK 25 FZK OG O10 O 0 1 N N N -32.286 -11.805 11.251 -4.952 3.718 1.366 OG FZK 26 FZK S S1 S 0 1 N N N -28.154 -13.746 12.233 -3.089 -1.688 -0.428 S FZK 27 FZK H1 H1 H 0 1 N N N -26.671 -13.838 6.062 4.253 -3.170 1.328 H1 FZK 28 FZK H2 H2 H 0 1 N N N -25.347 -13.057 7.817 3.081 -1.107 1.600 H2 FZK 29 FZK H3 H3 H 0 1 N N N -26.769 -10.642 7.029 2.977 -1.490 -1.397 H3 FZK 30 FZK H4 H4 H 0 1 N N N -29.020 -12.011 8.093 0.775 -2.909 -0.990 H4 FZK 31 FZK H5 H5 H 0 1 N N N -29.607 -11.365 10.413 -1.066 -3.089 0.720 H5 FZK 32 FZK H6 H6 H 0 1 N N N -29.710 -13.142 10.172 -0.856 -1.359 1.082 H6 FZK 33 FZK H7 H7 H 0 1 N N N -26.860 -13.663 9.466 1.162 -2.343 1.956 H7 FZK 34 FZK H8 H8 H 0 1 N N N -28.722 -14.728 8.558 2.530 -4.301 1.620 H8 FZK 35 FZK H9 H9 H 0 1 N N N -25.032 -11.863 10.107 4.529 0.044 -2.029 H9 FZK 36 FZK H10 H10 H 0 1 N N N -22.922 -10.981 10.874 5.490 2.281 -1.873 H10 FZK 37 FZK H11 H11 H 0 1 N N N -22.977 -8.371 7.590 2.884 3.079 1.283 H11 FZK 38 FZK H12 H12 H 0 1 N N N -32.104 -13.749 13.985 -2.881 2.109 1.513 H12 FZK 39 FZK H13 H13 H 0 1 N N N -33.635 -13.102 12.127 -5.136 2.739 -0.444 H13 FZK 40 FZK H14 H14 H 0 1 N N N -32.122 -13.849 11.510 -5.310 1.716 1.003 H14 FZK 41 FZK H15 H15 H 0 1 N N N -31.942 -11.619 15.047 -2.901 3.395 -1.140 H15 FZK 42 FZK H16 H16 H 0 1 N N N -32.175 -10.822 13.642 -2.611 4.150 0.313 H16 FZK 43 FZK H18 H18 H 0 1 N N N -30.092 -14.648 12.877 -3.565 -0.270 1.320 H18 FZK 44 FZK H19 H19 H 0 1 N N N -32.681 -11.896 10.392 -5.875 3.994 1.450 H19 FZK 45 # # 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 FZK "O2'" "C2'" SING N N 1 FZK O2 C2 DOUB N N 2 FZK "C2'" "C1'" SING N N 3 FZK "C2'" "C3'" SING N N 4 FZK C2 N3 SING N N 5 FZK C2 N1 SING N N 6 FZK "C1'" N1 SING N N 7 FZK "C1'" "O4'" SING N N 8 FZK "O3'" "C3'" SING N N 9 FZK N3 C4 SING N N 10 FZK N1 C6 SING N N 11 FZK "C3'" "C4'" SING N N 12 FZK "C4'" "O4'" SING N N 13 FZK "C4'" "C5'" SING N N 14 FZK C4 O4 DOUB N N 15 FZK C4 C5 SING N N 16 FZK C6 C5 DOUB N N 17 FZK "C5'" "O5'" SING N N 18 FZK OG CB SING N N 19 FZK "O5'" S SING N N 20 FZK O1S S DOUB N N 21 FZK CB CA SING N N 22 FZK S N3S SING N N 23 FZK S O2S DOUB N N 24 FZK N3S C SING N N 25 FZK C CA SING N N 26 FZK C O DOUB N N 27 FZK CA N SING N N 28 FZK "O2'" H1 SING N N 29 FZK "C2'" H2 SING N N 30 FZK "C1'" H3 SING N N 31 FZK "C4'" H4 SING N N 32 FZK "C5'" H5 SING N N 33 FZK "C5'" H6 SING N N 34 FZK "C3'" H7 SING N N 35 FZK "O3'" H8 SING N N 36 FZK C6 H9 SING N N 37 FZK C5 H10 SING N N 38 FZK N3 H11 SING N N 39 FZK CA H12 SING N N 40 FZK CB H13 SING N N 41 FZK CB H14 SING N N 42 FZK N H15 SING N N 43 FZK N H16 SING N N 44 FZK N3S H18 SING N N 45 FZK OG H19 SING N N 46 # # 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 FZK InChI InChI 1.03 "InChI=1S/C12H18N4O10S/c13-5(3-17)10(21)15-27(23,24)25-4-6-8(19)9(20)11(26-6)16-2-1-7(18)14-12(16)22/h1-2,5-6,8-9,11,17,19-20H,3-4,13H2,(H,15,21)(H,14,18,22)/t5-,6+,8+,9+,11+/m0/s1" FZK InChIKey InChI 1.03 QIOFKSOPWDKKDG-DANLAGSESA-N FZK SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CO)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=O)NC2=O" FZK SMILES CACTVS 3.385 "N[CH](CO)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC(=O)NC2=O" FZK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COS(=O)(=O)NC(=O)[C@H](CO)N)O)O" FZK SMILES "OpenEye OEToolkits" 2.0.6 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COS(=O)(=O)NC(=O)C(CO)N)O)O" # _pdbx_chem_comp_identifier.comp_id FZK _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 "[(2~{R},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-3-oxidanyl-propanoyl]sulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FZK "Create component" 2018-08-20 EBI FZK "Initial release" 2019-12-04 RCSB ##