data_SZZ # _chem_comp.id SZZ _chem_comp.name Sinigrin _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C10 H17 N O9 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-11-16 _chem_comp.pdbx_modified_date 2020-07-17 _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 359.373 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SZZ _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 5MEX _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 SZZ O15 O15 O 0 1 N N N -6.544 2.316 -21.886 1.678 1.992 -1.562 O15 SZZ 1 SZZ S12 S12 S 0 1 N N N -5.916 1.228 -22.564 2.800 1.692 -0.743 S12 SZZ 2 SZZ O14 O14 O 0 1 N N N -4.780 1.467 -23.394 4.133 2.042 -1.091 O14 SZZ 3 SZZ O13 O13 O 0 1 N N N -5.362 0.417 -21.262 2.527 2.331 0.611 O13 SZZ 4 SZZ O11 O11 O 0 1 N N N -7.153 0.544 -23.238 2.792 0.184 -0.539 O11 SZZ 5 SZZ N10 N10 N 0 1 N N N -8.353 0.884 -23.566 1.498 -0.368 -0.372 N10 SZZ 6 SZZ C09 C09 C 0 1 N N N -9.267 1.810 -23.406 1.356 -1.640 -0.190 C09 SZZ 7 SZZ C16 C16 C 0 1 N N N -8.998 3.107 -22.680 2.570 -2.518 -0.027 C16 SZZ 8 SZZ C17 C17 C 0 1 N N N -9.578 3.076 -21.305 2.750 -2.861 1.429 C17 SZZ 9 SZZ C18 C18 C 0 1 N N N -9.339 2.035 -20.543 2.787 -4.115 1.807 C18 SZZ 10 SZZ S08 S08 S 0 1 N N N -10.833 1.642 -24.061 -0.257 -2.347 -0.133 S08 SZZ 11 SZZ C1 C07 C 0 1 N N S -11.811 0.448 -23.076 -1.261 -0.861 -0.378 C1 SZZ 12 SZZ O5 O06 O 0 1 N N N -12.596 -0.536 -23.810 -1.087 0.021 0.733 O5 SZZ 13 SZZ C2 C19 C 0 1 N N R -12.617 1.158 -21.950 -2.736 -1.254 -0.490 C2 SZZ 14 SZZ O2 O20 O 0 1 N N N -11.891 1.178 -20.743 -2.922 -2.089 -1.635 O2 SZZ 15 SZZ C3 C21 C 0 1 N N S -13.968 0.519 -21.597 -3.584 0.013 -0.637 C3 SZZ 16 SZZ O3 O22 O 0 1 N N N -14.699 1.231 -20.594 -4.969 -0.339 -0.669 O3 SZZ 17 SZZ C4 C23 C 0 1 N N S -14.754 0.553 -22.897 -3.317 0.935 0.557 C4 SZZ 18 SZZ O4 O24 O 0 1 N N N -16.208 0.497 -22.701 -4.048 2.152 0.394 O4 SZZ 19 SZZ C5 C05 C 0 1 N N R -14.069 -0.431 -23.897 -1.819 1.243 0.628 C5 SZZ 20 SZZ C6 C04 C 0 1 N N N -14.567 -0.175 -25.325 -1.535 2.115 1.853 C6 SZZ 21 SZZ O6 O03 O 0 1 N N N -15.884 -0.650 -25.630 -0.159 2.498 1.857 O6 SZZ 22 SZZ H1A H1 H 0 1 N N N -7.911 3.262 -22.609 2.435 -3.434 -0.602 H1A SZZ 23 SZZ H2A H2 H 0 1 N N N -9.451 3.936 -23.244 3.452 -1.989 -0.388 H2A SZZ 24 SZZ H3A H3 H 0 1 N N N -10.183 3.895 -20.944 2.849 -2.073 2.161 H3A SZZ 25 SZZ H4A H4 H 0 1 N N N -9.748 1.991 -19.545 2.689 -4.903 1.075 H4A SZZ 26 SZZ H5A H5 H 0 1 N N N -8.733 1.222 -20.914 2.916 -4.361 2.851 H5A SZZ 27 SZZ H1 H6 H 0 1 N N N -11.032 -0.122 -22.548 -0.948 -0.358 -1.293 H1 SZZ 28 SZZ H2 H7 H 0 1 N N N -12.809 2.190 -22.279 -3.039 -1.792 0.408 H2 SZZ 29 SZZ HO2 H8 H 0 1 N Y N -12.402 1.615 -20.073 -2.410 -2.909 -1.611 HO2 SZZ 30 SZZ H3 H9 H 0 1 N N N -13.807 -0.526 -21.293 -3.317 0.525 -1.562 H3 SZZ 31 SZZ HO3 H10 H 0 1 N Y N -14.214 1.215 -19.777 -5.208 -0.928 -1.397 HO3 SZZ 32 SZZ H4 H11 H 0 1 N N N -14.557 1.550 -23.318 -3.632 0.441 1.476 H4 SZZ 33 SZZ HO4 H12 H 0 1 N Y N -16.468 1.154 -22.066 -5.005 2.031 0.336 HO4 SZZ 34 SZZ H5 H13 H 0 1 N N N -14.457 -1.425 -23.629 -1.514 1.774 -0.274 H5 SZZ 35 SZZ H61 H14 H 0 1 N N N -13.865 -0.663 -26.018 -2.161 3.007 1.817 H61 SZZ 36 SZZ H62 H15 H 0 1 N N N -14.554 0.912 -25.495 -1.758 1.551 2.759 H62 SZZ 37 SZZ HO6 H16 H 0 1 N Y N -16.095 -0.443 -26.533 0.093 3.053 2.607 HO6 SZZ 38 SZZ H17 H17 H 0 1 N N N -5.607 0.882 -20.471 2.511 3.298 0.593 H17 SZZ 39 # # 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 SZZ O6 C6 SING N N 1 SZZ C6 C5 SING N N 2 SZZ S08 C09 SING N N 3 SZZ S08 C1 SING N N 4 SZZ C5 O5 SING N N 5 SZZ C5 C4 SING N N 6 SZZ O5 C1 SING N N 7 SZZ N10 C09 DOUB N E 8 SZZ N10 O11 SING N N 9 SZZ C09 C16 SING N N 10 SZZ O14 S12 DOUB N N 11 SZZ O11 S12 SING N N 12 SZZ C1 C2 SING N N 13 SZZ C4 O4 SING N N 14 SZZ C4 C3 SING N N 15 SZZ C16 C17 SING N N 16 SZZ S12 O15 DOUB N N 17 SZZ S12 O13 SING N N 18 SZZ C2 C3 SING N N 19 SZZ C2 O2 SING N N 20 SZZ C3 O3 SING N N 21 SZZ C17 C18 DOUB N N 22 SZZ C16 H1A SING N N 23 SZZ C16 H2A SING N N 24 SZZ C17 H3A SING N N 25 SZZ C18 H4A SING N N 26 SZZ C18 H5A SING N N 27 SZZ C1 H1 SING N N 28 SZZ C2 H2 SING N N 29 SZZ O2 HO2 SING N N 30 SZZ C3 H3 SING N N 31 SZZ O3 HO3 SING N N 32 SZZ C4 H4 SING N N 33 SZZ O4 HO4 SING N N 34 SZZ C5 H5 SING N N 35 SZZ C6 H61 SING N N 36 SZZ C6 H62 SING N N 37 SZZ O6 HO6 SING N N 38 SZZ O13 H17 SING N N 39 # # 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 SZZ InChI InChI 1.03 "InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6+/t5-,7-,8+,9-,10+/m1/s1" SZZ InChIKey InChI 1.03 PHZOWSSBXJXFOR-PTGZALFTSA-N SZZ SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](SC(/CC=C)=N/O[S](O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O" SZZ SMILES CACTVS 3.385 "OC[CH]1O[CH](SC(CC=C)=NO[S](O)(=O)=O)[CH](O)[CH](O)[CH]1O" SZZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C=CC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O" SZZ SMILES "OpenEye OEToolkits" 2.0.6 "C=CCC(=NOS(=O)(=O)O)SC1C(C(C(C(O1)CO)O)O)O" # _pdbx_chem_comp_identifier.comp_id SZZ _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~{S},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl] (1~{E})-~{N}-sulfooxybut-3-enimidothioate ; # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support SZZ "CARBOHYDRATE ISOMER" D PDB ? SZZ "CARBOHYDRATE RING" pyranose PDB ? SZZ "CARBOHYDRATE ANOMER" alpha PDB ? SZZ "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SZZ "Create component" 2016-11-16 EBI SZZ "Initial release" 2017-07-05 RCSB SZZ "Other modification" 2020-07-03 RCSB SZZ "Modify internal type" 2020-07-17 RCSB SZZ "Modify linking type" 2020-07-17 RCSB SZZ "Modify atom id" 2020-07-17 RCSB SZZ "Modify component atom id" 2020-07-17 RCSB SZZ "Modify leaving atom flag" 2020-07-17 RCSB ##