data_18O # _chem_comp.id 18O _chem_comp.name "N-({(2E)-2-[(4-nitrophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H18 N4 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;4-nitrobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone; N-({(2E)-2-[(4-nitrophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine; N-({(2E)-2-[(4-nitrophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine; N-({(2E)-2-[(4-nitrophenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-03 _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 386.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 18O _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 3MT9 _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 18O "4-nitrobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone" PDB ? 2 18O "N-({(2E)-2-[(4-nitrophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine" PDB ? 3 18O "N-({(2E)-2-[(4-nitrophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine" PDB ? 4 18O "N-({(2E)-2-[(4-nitrophenyl)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 18O C1 C1 C 0 1 N N R 33.466 22.795 27.740 -2.604 0.228 -0.425 C1 18O 1 18O N1 N1 N 0 1 N N N 34.550 23.248 28.621 -1.228 0.729 -0.379 N1 18O 2 18O S1 S1 S 0 1 N N N 32.676 24.248 30.331 -2.290 3.141 -0.712 S1 18O 3 18O C2 C2 C 0 1 N N R 33.758 23.060 26.253 -2.627 -1.139 -1.115 C2 18O 4 18O N2 N2 N 0 1 N N N 35.400 24.214 30.466 0.278 2.510 -0.460 N2 18O 5 18O O2 O2 O 0 1 N N N 33.893 24.470 26.028 -2.177 -1.001 -2.464 O2 18O 6 18O C3 C3 C 0 1 N N S 32.633 22.452 25.385 -4.059 -1.683 -1.105 C3 18O 7 18O N3 N3 N 0 1 N N N 35.396 24.804 31.542 1.344 1.617 -0.288 N3 18O 8 18O O3 O3 O 0 1 N N N 32.961 22.534 23.993 -4.077 -2.991 -1.681 O3 18O 9 18O C4 C4 C 0 1 N N S 32.381 20.983 25.772 -4.557 -1.754 0.342 C4 18O 10 18O N4 N4 N 1 1 N N N 37.242 27.724 36.844 6.916 -1.589 0.456 N4 18O 11 18O O4 O4 O 0 1 N N N 31.215 20.496 25.113 -5.917 -2.192 0.358 O4 18O 12 18O C5 C5 C 0 1 N N R 32.215 20.818 27.302 -4.459 -0.364 0.976 C5 18O 13 18O O5 O5 O 0 1 N N N 33.360 21.367 27.972 -3.108 0.096 0.906 O5 18O 14 18O C6 C6 C 0 1 N N N 32.098 19.353 27.733 -4.898 -0.438 2.439 C6 18O 15 18O O6 O6 O 0 1 N N N 33.166 18.610 27.131 -4.919 0.877 2.998 O6 18O 16 18O C7 C7 C 0 1 N N N 34.313 23.877 29.775 -0.988 2.049 -0.502 C7 18O 17 18O O7 O7 O 0 1 N N N 36.099 28.210 37.536 6.699 -2.783 0.562 O7 18O 18 18O C8 C8 C 0 1 N N N 36.584 25.037 32.074 2.562 2.061 -0.248 C8 18O 19 18O O8 O8 O -1 1 N N N 38.482 27.985 37.337 8.060 -1.172 0.499 O8 18O 20 18O C9 C9 C 0 1 Y N N 36.736 25.703 33.282 3.684 1.120 -0.067 C9 18O 21 18O C10 C10 C 0 1 Y N N 35.702 25.729 34.219 3.439 -0.249 0.055 C10 18O 22 18O C11 C11 C 0 1 Y N N 35.881 26.407 35.425 4.493 -1.123 0.224 C11 18O 23 18O C12 C12 C 0 1 Y N N 37.086 27.057 35.696 5.791 -0.645 0.273 C12 18O 24 18O C13 C13 C 0 1 Y N N 38.117 27.027 34.755 6.041 0.710 0.153 C13 18O 25 18O C14 C14 C 0 1 Y N N 37.943 26.350 33.549 4.997 1.595 -0.023 C14 18O 26 18O H1 H1 H 0 1 N N N 32.538 23.342 27.964 -3.227 0.927 -0.982 H1 18O 27 18O HN1 HN1 H 0 1 N N N 35.497 23.080 28.348 -0.491 0.110 -0.260 HN1 18O 28 18O H2 H2 H 0 1 N N N 34.706 22.580 25.968 -1.972 -1.828 -0.581 H2 18O 29 18O HN2 HN2 H 0 1 N N N 36.288 23.967 30.078 0.451 3.460 -0.549 HN2 18O 30 18O HO2 HO2 H 0 1 N Y N 34.073 24.629 25.109 -1.277 -0.656 -2.544 HO2 18O 31 18O H3 H3 H 0 1 N N N 31.717 23.033 25.568 -4.705 -1.020 -1.681 H3 18O 32 18O HO3 HO3 H 0 1 N Y N 32.258 22.156 23.479 -3.767 -3.022 -2.596 HO3 18O 33 18O H4 H4 H 0 1 N N N 33.259 20.400 25.455 -3.941 -2.455 0.905 H4 18O 34 18O HO4 HO4 H 0 1 N Y N 31.068 19.590 25.358 -6.053 -3.066 -0.033 HO4 18O 35 18O H5 H5 H 0 1 N N N 31.286 21.342 27.572 -5.107 0.328 0.437 H5 18O 36 18O H61 H6 H 0 1 N N N 32.167 19.282 28.828 -5.896 -0.873 2.498 H61 18O 37 18O H62 H6A H 0 1 N N N 31.131 18.945 27.404 -4.198 -1.059 2.998 H62 18O 38 18O HO6 HO6 H 0 1 N Y N 33.104 17.698 27.391 -5.189 0.906 3.926 HO6 18O 39 18O H8 H8 H 0 1 N N N 37.466 24.698 31.551 2.755 3.119 -0.346 H8 18O 40 18O H10 H10 H 0 1 N N N 34.768 25.227 34.012 2.426 -0.623 0.018 H10 18O 41 18O H11 H11 H 0 1 N N N 35.083 26.429 36.153 4.305 -2.182 0.319 H11 18O 42 18O H13 H13 H 0 1 N N N 39.051 27.529 34.962 7.056 1.076 0.192 H13 18O 43 18O H14 H14 H 0 1 N N N 38.741 26.326 32.822 5.194 2.652 -0.121 H14 18O 44 # # 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 18O C1 O5 SING N N 1 18O C1 N1 SING N N 2 18O N1 C7 SING N N 3 18O C2 C1 SING N N 4 18O N2 N3 SING N N 5 18O O2 C2 SING N N 6 18O C3 C2 SING N N 7 18O C3 C4 SING N N 8 18O N3 C8 DOUB N N 9 18O O3 C3 SING N N 10 18O C4 C5 SING N N 11 18O O8 N4 SING N N 12 18O N4 O7 DOUB N N 13 18O O4 C4 SING N N 14 18O C5 C6 SING N E 15 18O C5 O5 SING N N 16 18O O6 C6 SING N N 17 18O C7 S1 DOUB N N 18 18O C7 N2 SING N N 19 18O C8 C9 SING N N 20 18O C9 C14 DOUB Y N 21 18O C9 C10 SING Y N 22 18O C10 C11 DOUB Y N 23 18O C11 C12 SING Y N 24 18O C12 N4 SING N N 25 18O C13 C12 DOUB Y N 26 18O C14 C13 SING Y N 27 18O C1 H1 SING N N 28 18O N1 HN1 SING N N 29 18O C2 H2 SING N N 30 18O N2 HN2 SING N N 31 18O O2 HO2 SING N N 32 18O C3 H3 SING N N 33 18O O3 HO3 SING N N 34 18O C4 H4 SING N N 35 18O O4 HO4 SING N N 36 18O C5 H5 SING N N 37 18O C6 H61 SING N N 38 18O C6 H62 SING N N 39 18O O6 HO6 SING N N 40 18O C8 H8 SING N N 41 18O C10 H10 SING N N 42 18O C11 H11 SING N N 43 18O C13 H13 SING N N 44 18O C14 H14 SING N N 45 # # 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 18O SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2ccc([N+]([O-])=O)cc2" 18O SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N\N=C\c2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O" 18O SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH](O)[CH]1O" 18O SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1/C=N/NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[N+](=O)[O-]" 18O SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O)[N+](=O)[O-]" 18O InChI InChI 1.03 "InChI=1S/C14H18N4O7S/c19-6-9-10(20)11(21)12(22)13(25-9)16-14(26)17-15-5-7-1-3-8(4-2-7)18(23)24/h1-5,9-13,19-22H,6H2,(H2,16,17,26)/b15-5+/t9-,10-,11+,12-,13-/m1/s1" 18O InChIKey InChI 1.03 GUSXRMQWONZMDY-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 18O "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2E)-2-(4-nitrobenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 18O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-(4-nitrophenyl)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 18O "CARBOHYDRATE ISOMER" D PDB ? 18O "CARBOHYDRATE RING" pyranose PDB ? 18O "CARBOHYDRATE ANOMER" beta PDB ? 18O "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 18O "Create component" 2010-05-03 RCSB 18O "Modify aromatic_flag" 2011-06-04 RCSB 18O "Modify descriptor" 2011-06-04 RCSB 18O "Other modification" 2020-07-03 RCSB 18O "Modify synonyms" 2020-07-17 RCSB 18O "Modify internal type" 2020-07-17 RCSB 18O "Modify linking type" 2020-07-17 RCSB 18O "Modify atom id" 2020-07-17 RCSB 18O "Modify component atom id" 2020-07-17 RCSB 18O "Modify leaving atom flag" 2020-07-17 RCSB ##