data_16F # _chem_comp.id 16F _chem_comp.name "N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H19 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;3-hydroxybenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone; N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine; N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine; N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-30 _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 357.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 16F _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 3MRV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 16F "3-hydroxybenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone" PDB ? 2 16F "N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine" PDB ? 3 16F "N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine" PDB ? 4 16F "N-({(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine" PDB ? # # 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 16F C1 C1 C 0 1 N N R 33.695 22.894 27.962 -2.017 -0.360 -0.261 C1 16F 1 16F N1 N1 N 0 1 N N N 34.780 23.367 28.893 -0.622 -0.671 0.062 N1 16F 2 16F S1 S1 S 0 1 N N N 32.896 24.570 30.392 0.001 0.743 -2.099 S1 16F 3 16F C2 C2 C 0 1 N N R 33.970 23.136 26.460 -2.905 -1.550 0.112 C2 16F 4 16F N2 N2 N 0 1 N N N 35.548 24.497 30.788 1.654 -0.494 -0.427 N2 16F 5 16F O2 O2 O 0 1 N N N 34.155 24.531 26.209 -2.529 -2.689 -0.665 O2 16F 6 16F C3 C3 C 0 1 N N S 32.813 22.573 25.598 -4.367 -1.195 -0.172 C3 16F 7 16F N3 N3 N 0 1 N N N 36.703 24.161 30.496 1.956 -1.273 0.698 N3 16F 8 16F O3 O3 O 0 1 N N N 33.106 22.676 24.203 -5.210 -2.273 0.242 O3 16F 9 16F C4 C4 C 0 1 N N S 32.534 21.106 25.945 -4.734 0.071 0.608 C4 16F 10 16F O4 O4 O 0 1 N N N 31.354 20.660 25.270 -6.075 0.453 0.295 O4 16F 11 16F C5 C5 C 0 1 N N R 32.362 20.933 27.467 -3.776 1.199 0.216 C5 16F 12 16F O5 O5 O 0 1 N N N 33.523 21.461 28.153 -2.431 0.791 0.477 O5 16F 13 16F C6 C6 C 0 1 N N N 32.222 19.462 27.848 -4.098 2.450 1.035 C6 16F 14 16F O6 O6 O 0 1 N N N 33.271 18.717 27.222 -3.283 3.535 0.588 O6 16F 15 16F C7 C7 C 0 1 N N N 34.533 24.106 29.992 0.370 -0.208 -0.724 C7 16F 16 16F O7 O7 O 0 1 N N N 40.890 26.938 33.846 7.864 -0.239 0.445 O7 16F 17 16F C8 C8 C 0 1 N N N 37.859 24.421 31.126 3.192 -1.449 1.052 C8 16F 18 16F C9 C9 C 0 1 Y N N 38.068 25.167 32.292 4.228 -0.498 0.610 C9 16F 19 16F C10 C10 C 0 1 Y N N 39.348 25.686 32.512 5.580 -0.824 0.739 C10 16F 20 16F C11 C11 C 0 1 Y N N 39.634 26.440 33.651 6.547 0.074 0.321 C11 16F 21 16F C12 C12 C 0 1 Y N N 38.628 26.684 34.588 6.173 1.295 -0.224 C12 16F 22 16F C13 C13 C 0 1 Y N N 37.345 26.171 34.375 4.835 1.620 -0.352 C13 16F 23 16F C14 C14 C 0 1 Y N N 37.065 25.415 33.233 3.862 0.731 0.055 C14 16F 24 16F H1 H1 H 0 1 N N N 32.801 23.482 28.216 -2.107 -0.160 -1.328 H1 16F 25 16F HN1 HN1 H 0 1 N N N 35.727 23.121 28.686 -0.413 -1.210 0.841 HN1 16F 26 16F H2 H2 H 0 1 N N N 34.893 22.607 26.182 -2.784 -1.777 1.172 H2 16F 27 16F HN2 HN2 H 0 1 N N N 35.371 25.050 31.602 2.368 -0.161 -0.993 HN2 16F 28 16F HO2 HO2 H 0 1 N Y N 34.323 24.667 25.284 -1.611 -2.967 -0.538 HO2 16F 29 16F H3 H3 H 0 1 N N N 31.921 23.177 25.822 -4.499 -1.017 -1.239 H3 16F 30 16F HO3 HO3 H 0 1 N Y N 32.381 22.324 23.700 -5.028 -3.109 -0.207 HO3 16F 31 16F H4 H4 H 0 1 N N N 33.391 20.500 25.616 -4.651 -0.123 1.678 H4 16F 32 16F HO4 HO4 H 0 1 N Y N 31.188 19.751 25.490 -6.737 -0.218 0.513 HO4 16F 33 16F H5 H5 H 0 1 N N N 31.450 21.474 27.760 -3.890 1.419 -0.845 H5 16F 34 16F H61 H6 H 0 1 N N N 32.294 19.355 28.940 -5.149 2.708 0.906 H61 16F 35 16F H62 H6A H 0 1 N N N 31.247 19.084 27.509 -3.899 2.256 2.089 H62 16F 36 16F HO6 HO6 H 0 1 N Y N 33.191 17.799 27.455 -3.434 4.363 1.064 HO6 16F 37 16F HO7 HO7 H 0 1 N N N 40.915 27.423 34.662 8.234 -0.693 -0.324 HO7 16F 38 16F H8 H8 H 0 1 N N N 38.745 23.999 30.674 3.461 -2.293 1.670 H8 16F 39 16F H10 H10 H 0 1 N N N 40.128 25.500 31.788 5.869 -1.774 1.163 H10 16F 40 16F H12 H12 H 0 1 N N N 38.840 27.266 35.473 6.930 1.994 -0.548 H12 16F 41 16F H13 H13 H 0 1 N N N 36.565 26.360 35.098 4.550 2.572 -0.776 H13 16F 42 16F H14 H14 H 0 1 N N N 36.071 25.022 33.078 2.818 0.987 -0.050 H14 16F 43 # # 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 16F C2 C1 SING N N 1 16F C1 O5 SING N N 2 16F C1 N1 SING N N 3 16F C1 H1 SING N N 4 16F N1 C7 SING N N 5 16F N1 HN1 SING N N 6 16F C7 S1 DOUB N N 7 16F C3 C2 SING N N 8 16F O2 C2 SING N N 9 16F C2 H2 SING N N 10 16F C7 N2 SING N N 11 16F N3 N2 SING N N 12 16F N2 HN2 SING N N 13 16F O2 HO2 SING N N 14 16F O3 C3 SING N Z 15 16F C3 C4 SING N N 16 16F C3 H3 SING N N 17 16F N3 C8 DOUB N N 18 16F O3 HO3 SING N N 19 16F O4 C4 SING N N 20 16F C4 C5 SING N N 21 16F C4 H4 SING N N 22 16F O4 HO4 SING N N 23 16F C5 C6 SING N N 24 16F C5 O5 SING N N 25 16F C5 H5 SING N N 26 16F O6 C6 SING N N 27 16F C6 H61 SING N N 28 16F C6 H62 SING N N 29 16F O6 HO6 SING N N 30 16F C11 O7 SING N N 31 16F O7 HO7 SING N N 32 16F C8 C9 SING N N 33 16F C8 H8 SING N N 34 16F C9 C10 DOUB Y N 35 16F C9 C14 SING Y N 36 16F C10 C11 SING Y N 37 16F C10 H10 SING N N 38 16F C11 C12 DOUB Y N 39 16F C13 C12 SING Y N 40 16F C12 H12 SING N N 41 16F C14 C13 DOUB Y N 42 16F C13 H13 SING N N 43 16F C14 H14 SING N N 44 # # 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 16F SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C\c2cccc(O)c2" 16F SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N\N=C/c2cccc(O)c2)[C@H](O)[C@@H](O)[C@@H]1O" 16F SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2cccc(O)c2)[CH](O)[CH](O)[CH]1O" 16F SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)/C=N\NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 16F SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O" 16F InChI InChI 1.03 "InChI=1S/C14H19N3O6S/c18-6-9-10(20)11(21)12(22)13(23-9)16-14(24)17-15-5-7-2-1-3-8(19)4-7/h1-5,9-13,18-22H,6H2,(H2,16,17,24)/b15-5-/t9-,10-,11+,12-,13-/m1/s1" 16F InChIKey InChI 1.03 FGOQDTKKNPWEBN-ARDSGTFASA-N # # 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 16F "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2Z)-2-(3-hydroxybenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 16F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]thiourea" # # 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 16F "CARBOHYDRATE ISOMER" D PDB ? 16F "CARBOHYDRATE RING" pyranose PDB ? 16F "CARBOHYDRATE ANOMER" beta PDB ? 16F "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 16F "Create component" 2010-04-30 RCSB 16F "Modify aromatic_flag" 2011-06-04 RCSB 16F "Modify descriptor" 2011-06-04 RCSB 16F "Other modification" 2020-07-03 RCSB 16F "Modify synonyms" 2020-07-17 RCSB 16F "Modify internal type" 2020-07-17 RCSB 16F "Modify linking type" 2020-07-17 RCSB 16F "Modify atom id" 2020-07-17 RCSB 16F "Modify component atom id" 2020-07-17 RCSB 16F "Modify leaving atom flag" 2020-07-17 RCSB ##