data_12E # _chem_comp.id 12E _chem_comp.name "N-{[(2E)-2-(pyridin-4-ylmethylidene)hydrazino]carbonothioyl}-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H18 N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;4-pyridinecarboxaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone; N-{[(2E)-2-(pyridin-4-ylmethylidene)hydrazino]carbonothioyl}-beta-D-glucosylamine; N-{[(2E)-2-(pyridin-4-ylmethylidene)hydrazino]carbonothioyl}-D-glucosylamine; N-{[(2E)-2-(pyridin-4-ylmethylidene)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 342.371 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 12E _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 3MRT _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 12E "4-pyridinecarboxaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone" PDB ? 2 12E "N-{[(2E)-2-(pyridin-4-ylmethylidene)hydrazino]carbonothioyl}-beta-D-glucosylamine" PDB ? 3 12E "N-{[(2E)-2-(pyridin-4-ylmethylidene)hydrazino]carbonothioyl}-D-glucosylamine" PDB ? 4 12E "N-{[(2E)-2-(pyridin-4-ylmethylidene)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 12E C1 C1 C 0 1 N N R 19.237 14.853 55.609 -1.628 -0.187 0.469 C1 12E 1 12E N1 N1 N 0 1 N N N 18.818 13.558 55.036 -0.189 -0.456 0.415 N1 12E 2 12E S1 S1 S 0 1 N N N 18.159 12.663 57.520 -0.800 -2.899 1.258 S1 12E 3 12E C2 C2 C 0 1 N N R 20.639 15.343 55.185 -1.861 1.264 0.899 C2 12E 4 12E N2 N2 N 0 1 N N N 17.956 11.426 55.141 1.607 -1.918 0.710 N2 12E 5 12E O2 O2 O 0 1 N N N 21.658 14.535 55.792 -1.340 1.461 2.215 O2 12E 6 12E C3 C3 C 0 1 N N S 20.842 16.822 55.568 -3.365 1.555 0.895 C3 12E 7 12E N3 N3 N 0 1 N N N 18.065 11.339 53.912 2.493 -0.912 0.301 N3 12E 8 12E O3 O3 O 0 1 N N N 22.078 17.306 55.029 -3.587 2.927 1.226 O3 12E 9 12E C4 C4 C 0 1 N N S 19.677 17.686 55.062 -3.925 1.265 -0.501 C4 12E 10 12E N4 N4 N 0 1 Y N N 17.950 9.927 49.122 6.430 1.872 -0.975 N4 12E 11 12E O4 O4 O 0 1 N N N 19.816 19.023 55.539 -5.341 1.463 -0.498 O4 12E 12 12E C5 C5 C 0 1 N N R 18.342 17.105 55.540 -3.613 -0.186 -0.877 C5 12E 13 12E O5 O5 O 0 1 N N N 18.224 15.742 55.072 -2.201 -0.397 -0.823 O5 12E 14 12E C6 C6 C 0 1 N N N 17.141 17.874 55.000 -4.117 -0.465 -2.294 C6 12E 15 12E O6 O6 O 0 1 N N N 15.951 17.144 55.312 -3.931 -1.848 -2.602 O6 12E 16 12E C7 C7 C 0 1 N N N 18.324 12.548 55.763 0.283 -1.670 0.759 C7 12E 17 12E C8 C8 C 0 1 N N N 17.713 10.242 53.262 3.768 -1.150 0.254 C8 12E 18 12E C9 C9 C 0 1 Y N N 17.817 10.147 51.869 4.700 -0.092 -0.176 C9 12E 19 12E C10 C10 C 0 1 Y N N 18.452 11.128 51.105 6.080 -0.328 -0.234 C10 12E 20 12E C11 C11 C 0 1 Y N N 18.506 10.980 49.716 6.915 0.691 -0.642 C11 12E 21 12E C12 C12 C 0 1 Y N N 17.334 8.972 49.815 5.138 2.137 -0.934 C12 12E 22 12E C13 C13 C 0 1 Y N N 17.240 9.062 51.206 4.231 1.178 -0.538 C13 12E 23 12E H1 H1 H 0 1 N N N 19.316 14.797 56.705 -2.097 -0.859 1.188 H1 12E 24 12E HN1 HN1 H 0 1 N N N 18.908 13.428 54.049 0.424 0.241 0.133 HN1 12E 25 12E H2 H2 H 0 1 N N N 20.715 15.251 54.091 -1.358 1.935 0.203 H2 12E 26 12E HN2 HN2 H 0 1 N N N 17.593 10.657 55.667 1.946 -2.792 0.957 HN2 12E 27 12E HO2 HO2 H 0 1 N Y N 22.513 14.848 55.522 -0.391 1.290 2.293 HO2 12E 28 12E H3 H3 H 0 1 N N N 20.873 16.890 56.665 -3.861 0.918 1.627 H3 12E 29 12E HO3 HO3 H 0 1 N Y N 22.194 18.218 55.270 -3.251 3.181 2.096 HO3 12E 30 12E H4 H4 H 0 1 N N N 19.694 17.691 53.962 -3.465 1.937 -1.225 H4 12E 31 12E HO4 HO4 H 0 1 N Y N 19.092 19.550 55.222 -5.611 2.362 -0.262 HO4 12E 32 12E H5 H5 H 0 1 N N N 18.340 17.171 56.638 -4.108 -0.858 -0.176 H5 12E 33 12E H61 H6 H 0 1 N N N 17.098 18.870 55.465 -5.177 -0.219 -2.358 H61 12E 34 12E H62 H6A H 0 1 N N N 17.232 17.987 53.910 -3.559 0.143 -3.005 H62 12E 35 12E HO6 HO6 H 0 1 N Y N 15.195 17.614 54.980 -4.230 -2.098 -3.487 HO6 12E 36 12E H8 H8 H 0 1 N N N 17.336 9.398 53.820 4.146 -2.124 0.529 H8 12E 37 12E H10 H10 H 0 1 N N N 18.896 11.990 51.581 6.483 -1.292 0.037 H10 12E 38 12E H11 H11 H 0 1 N N N 19.005 11.729 49.118 7.980 0.519 -0.691 H11 12E 39 12E H12 H12 H 0 1 N N N 16.905 8.125 49.300 4.787 3.119 -1.215 H12 12E 40 12E H13 H13 H 0 1 N N N 16.724 8.296 51.766 3.175 1.402 -0.507 H13 12E 41 # # 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 12E N1 C1 SING N N 1 12E O5 C1 SING N N 2 12E C2 C1 SING N N 3 12E C1 H1 SING N N 4 12E N1 C7 SING N N 5 12E N1 HN1 SING N N 6 12E C7 S1 DOUB N N 7 12E C2 C3 SING N N 8 12E C2 O2 SING N N 9 12E C2 H2 SING N N 10 12E N3 N2 SING N N 11 12E N2 C7 SING N N 12 12E N2 HN2 SING N N 13 12E O2 HO2 SING N N 14 12E O3 C3 SING N N 15 12E C4 C3 SING N N 16 12E C3 H3 SING N N 17 12E C8 N3 DOUB N N 18 12E O3 HO3 SING N N 19 12E C4 O4 SING N N 20 12E C4 C5 SING N N 21 12E C4 H4 SING N N 22 12E N4 C11 DOUB Y N 23 12E N4 C12 SING Y N 24 12E O4 HO4 SING N N 25 12E C6 C5 SING N N 26 12E O5 C5 SING N N 27 12E C5 H5 SING N N 28 12E C6 O6 SING N N 29 12E C6 H61 SING N N 30 12E C6 H62 SING N N 31 12E O6 HO6 SING N E 32 12E C9 C8 SING N N 33 12E C8 H8 SING N N 34 12E C10 C9 DOUB Y N 35 12E C13 C9 SING Y N 36 12E C11 C10 SING Y N 37 12E C10 H10 SING N N 38 12E C11 H11 SING N N 39 12E C12 C13 DOUB Y N 40 12E C12 H12 SING N N 41 12E C13 H13 SING N N 42 # # 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 12E SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2ccncc2" 12E SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N/N=C/c2ccncc2)[C@H](O)[C@@H](O)[C@@H]1O" 12E SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2ccncc2)[CH](O)[CH](O)[CH]1O" 12E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cnccc1/C=N/NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 12E SMILES "OpenEye OEToolkits" 1.7.0 "c1cnccc1C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O" 12E InChI InChI 1.03 "InChI=1S/C13H18N4O5S/c18-6-8-9(19)10(20)11(21)12(22-8)16-13(23)17-15-5-7-1-3-14-4-2-7/h1-5,8-12,18-21H,6H2,(H2,16,17,23)/b15-5+/t8-,9-,10+,11-,12-/m1/s1" 12E InChIKey InChI 1.03 KHZWKRXKMLEULJ-XYUJZHSNSA-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 12E "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2E)-2-(pyridin-4-ylmethylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 12E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-pyridin-4-ylmethylideneamino]-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 12E "CARBOHYDRATE ISOMER" D PDB ? 12E "CARBOHYDRATE RING" pyranose PDB ? 12E "CARBOHYDRATE ANOMER" beta PDB ? 12E "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 12E "Create component" 2010-04-30 RCSB 12E "Modify aromatic_flag" 2011-06-04 RCSB 12E "Modify descriptor" 2011-06-04 RCSB 12E "Other modification" 2020-07-03 RCSB 12E "Modify synonyms" 2020-07-17 RCSB 12E "Modify internal type" 2020-07-17 RCSB 12E "Modify linking type" 2020-07-17 RCSB 12E "Modify atom id" 2020-07-17 RCSB 12E "Modify component atom id" 2020-07-17 RCSB 12E "Modify leaving atom flag" 2020-07-17 RCSB ##