data_26O # _chem_comp.id 26O _chem_comp.name "N-({(2E)-2-[(2-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 ;2-hydroxybenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone; N-({(2E)-2-[(2-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine; N-({(2E)-2-[(2-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine; N-({(2E)-2-[(2-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-07 _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 26O _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 3NC4 _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 26O "2-hydroxybenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone" PDB ? 2 26O "N-({(2E)-2-[(2-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine" PDB ? 3 26O "N-({(2E)-2-[(2-hydroxyphenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine" PDB ? 4 26O "N-({(2E)-2-[(2-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 26O C1 C1 C 0 1 N N R 19.225 14.759 55.740 1.744 -0.233 -0.475 C1 26O 1 26O C2 C2 C 0 1 N N R 20.629 15.243 55.317 1.957 1.212 -0.934 C2 26O 2 26O O2 O2 O 0 1 N N N 21.655 14.404 55.877 1.438 1.375 -2.255 O2 26O 3 26O C3 C3 C 0 1 N N S 20.838 16.712 55.741 3.457 1.524 -0.931 C3 26O 4 26O O3 O3 O 0 1 N N N 22.077 17.243 55.246 3.661 2.892 -1.289 O3 26O 5 26O C4 C4 C 0 1 N N S 19.691 17.582 55.225 4.017 1.270 0.472 C4 26O 6 26O O4 O4 O 0 1 N N N 19.866 18.946 55.602 5.429 1.489 0.469 O4 26O 7 26O C5 C5 C 0 1 N N R 18.379 17.047 55.780 3.724 -0.177 0.876 C5 26O 8 26O O5 O5 O 0 1 N N N 18.211 15.694 55.335 2.315 -0.409 0.822 O5 26O 9 26O C6 C6 C 0 1 N N N 17.181 17.873 55.323 4.228 -0.421 2.300 C6 26O 10 26O O6 O6 O 0 1 N N N 16.050 16.987 55.271 4.060 -1.800 2.635 O6 26O 11 26O NAL NAL N 0 1 N N N 18.835 13.525 55.056 0.308 -0.521 -0.421 NAL 26O 12 26O CAM CAM C 0 1 N N N 18.318 12.473 55.712 -0.145 -1.749 -0.742 CAM 26O 13 26O NAN NAN N 0 1 N N N 17.941 11.366 55.067 -1.466 -2.014 -0.691 NAN 26O 14 26O SAO SAO S 0 1 N N N 18.144 12.505 57.403 0.956 -2.972 -1.212 SAO 26O 15 26O NAP NAP N 0 1 N N N 18.012 11.239 53.828 -2.367 -1.013 -0.306 NAP 26O 16 26O CAQ CAQ C 0 1 N N N 17.632 10.163 53.276 -3.639 -1.269 -0.258 CAQ 26O 17 26O CAR CAR C 0 1 Y N N 17.643 9.904 51.805 -4.587 -0.216 0.148 CAR 26O 18 26O CAS CAS C 0 1 Y N N 18.257 10.740 50.871 -4.120 1.062 0.482 CAS 26O 19 26O CAT CAT C 0 1 Y N N 18.195 10.444 49.504 -5.019 2.045 0.861 CAT 26O 20 26O CAU CAU C 0 1 Y N N 17.518 9.315 49.047 -6.372 1.765 0.910 CAU 26O 21 26O CAV CAV C 0 1 Y N N 16.889 8.478 49.970 -6.838 0.503 0.581 CAV 26O 22 26O CAW CAW C 0 1 Y N N 16.941 8.783 51.334 -5.957 -0.485 0.196 CAW 26O 23 26O OAX OAX O 0 1 N N N 18.933 11.855 51.262 -2.790 1.337 0.435 OAX 26O 24 26O H1 H1 H 0 1 N N N 19.292 14.630 56.830 2.224 -0.912 -1.179 H1 26O 25 26O H2 H2 H 0 1 N N N 20.700 15.178 54.221 1.442 1.890 -0.253 H2 26O 26 26O HO2 HO2 H 0 1 N Y N 22.508 14.721 55.604 0.492 1.189 -2.332 HO2 26O 27 26O H3 H3 H 0 1 N N N 20.864 16.727 56.841 3.965 0.880 -1.648 H3 26O 28 26O HO3 HO3 H 0 1 N Y N 22.170 18.146 55.527 3.324 3.124 -2.165 HO3 26O 29 26O H4 H4 H 0 1 N N N 19.679 17.541 54.126 3.545 1.951 1.181 H4 26O 30 26O HO4 HO4 H 0 1 N Y N 19.141 19.462 55.269 5.688 2.386 0.217 HO4 26O 31 26O H5 H5 H 0 1 N N N 18.425 17.104 56.878 4.231 -0.855 0.190 H5 26O 32 26O H61 H6 H 0 1 N N N 16.991 18.692 56.032 5.284 -0.158 2.362 H61 26O 33 26O H62 H6A H 0 1 N N N 17.373 18.304 54.329 3.658 0.194 2.997 H62 26O 34 26O HO6 HO6 H 0 1 N Y N 15.282 17.470 54.989 4.359 -2.027 3.526 HO6 26O 35 26O HNAL HNAL H 0 0 N N N 18.958 13.463 54.066 -0.316 0.172 -0.154 HNAL 26O 36 26O HNAN HNAN H 0 0 N N N 17.584 10.601 55.604 -1.792 -2.898 -0.922 HNAN 26O 37 26O HAQ HAQ H 0 1 N N N 17.273 9.373 53.919 -4.002 -2.253 -0.514 HAQ 26O 38 26O HAT HAT H 0 1 N N N 18.678 11.099 48.794 -4.663 3.031 1.120 HAT 26O 39 26O HAU HAU H 0 1 N N N 17.480 9.090 47.991 -7.069 2.535 1.206 HAU 26O 40 26O HAV HAV H 0 1 N N N 16.364 7.597 49.632 -7.897 0.294 0.622 HAV 26O 41 26O HAW HAW H 0 1 N N N 16.431 8.143 52.039 -6.324 -1.467 -0.060 HAW 26O 42 26O HOAX HOAX H 0 0 N N N 19.282 12.298 50.498 -2.487 1.666 -0.422 HOAX 26O 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 26O NAL C1 SING N N 1 26O C2 C1 SING N N 2 26O O5 C1 SING N N 3 26O C1 H1 SING N N 4 26O C2 C3 SING N N 5 26O C2 O2 SING N N 6 26O C2 H2 SING N N 7 26O O2 HO2 SING N N 8 26O C4 C3 SING N N 9 26O O3 C3 SING N N 10 26O C3 H3 SING N N 11 26O O3 HO3 SING N N 12 26O C4 O4 SING N N 13 26O C4 C5 SING N N 14 26O C4 H4 SING N N 15 26O O4 HO4 SING N N 16 26O C6 C5 SING N N 17 26O O5 C5 SING N N 18 26O C5 H5 SING N N 19 26O O6 C6 SING N N 20 26O C6 H61 SING N N 21 26O C6 H62 SING N N 22 26O O6 HO6 SING N N 23 26O NAL CAM SING N N 24 26O NAL HNAL SING N N 25 26O NAN CAM SING N N 26 26O CAM SAO DOUB N N 27 26O NAP NAN SING N N 28 26O NAN HNAN SING N N 29 26O CAQ NAP DOUB N E 30 26O CAR CAQ SING N N 31 26O CAQ HAQ SING N N 32 26O CAS CAR DOUB Y N 33 26O CAW CAR SING Y N 34 26O CAT CAS SING Y N 35 26O CAS OAX SING N N 36 26O CAU CAT DOUB Y N 37 26O CAT HAT SING N N 38 26O CAU CAV SING Y N 39 26O CAU HAU SING N N 40 26O CAV CAW DOUB Y N 41 26O CAV HAV SING N N 42 26O CAW HAW SING N N 43 26O OAX HOAX 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 26O SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2ccccc2O" 26O SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N/N=C/c2ccccc2O)[C@H](O)[C@@H](O)[C@@H]1O" 26O SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2ccccc2O)[CH](O)[CH](O)[CH]1O" 26O SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)/C=N/NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O" 26O SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O)O" 26O InChI InChI 1.03 "InChI=1S/C14H19N3O6S/c18-6-9-10(20)11(21)12(22)13(23-9)16-14(24)17-15-5-7-3-1-2-4-8(7)19/h1-5,9-13,18-22H,6H2,(H2,16,17,24)/b15-5+/t9-,10-,11+,12-,13-/m1/s1" 26O InChIKey InChI 1.03 YXAUMHVOUHQJAX-IVSPNHRTSA-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 26O "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2E)-2-(2-hydroxybenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 26O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-(2-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 26O "CARBOHYDRATE ISOMER" D PDB ? 26O "CARBOHYDRATE RING" pyranose PDB ? 26O "CARBOHYDRATE ANOMER" beta PDB ? 26O "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 26O "Create component" 2010-06-07 RCSB 26O "Modify aromatic_flag" 2011-06-04 RCSB 26O "Modify descriptor" 2011-06-04 RCSB 26O "Other modification" 2020-07-03 RCSB 26O "Modify synonyms" 2020-07-17 RCSB 26O "Modify internal type" 2020-07-17 RCSB 26O "Modify linking type" 2020-07-17 RCSB 26O "Modify atom id" 2020-07-17 RCSB 26O "Modify component atom id" 2020-07-17 RCSB 26O "Modify leaving atom flag" 2020-07-17 RCSB ##