data_16O # _chem_comp.id 16O _chem_comp.name "N-({(2E)-2-[(4-bromophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H18 Br N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;4-bromobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone; N-({(2E)-2-[(4-bromophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine; N-({(2E)-2-[(4-bromophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine; N-({(2E)-2-[(4-bromophenyl)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 420.279 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 16O _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 3MT7 _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 16O "4-bromobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone" PDB ? 2 16O "N-({(2E)-2-[(4-bromophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine" PDB ? 3 16O "N-({(2E)-2-[(4-bromophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine" PDB ? 4 16O "N-({(2E)-2-[(4-bromophenyl)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 16O C1 C1 C 0 1 N N R 19.413 15.123 56.095 -3.208 -0.209 0.416 C1 16O 1 16O N1 N1 N 0 1 N N N 18.922 13.829 55.617 -1.862 -0.785 0.372 N1 16O 2 16O S1 S1 S 0 1 N N N 18.558 13.030 58.183 -3.061 -3.142 0.623 S1 16O 3 16O BR1 BR1 BR 0 1 N N N 17.288 9.491 48.251 6.738 1.338 -0.335 BR1 16O 4 16O C2 C2 C 0 1 N N R 20.753 15.496 55.435 -3.164 1.137 1.145 C2 16O 5 16O N2 N2 N 0 1 N N N 18.082 11.730 55.919 -0.458 -2.650 0.420 N2 16O 6 16O O2 O2 O 0 1 N N N 21.783 14.613 55.888 -2.742 0.934 2.495 O2 16O 7 16O C3 C3 C 0 1 N N S 21.097 16.964 55.740 -4.563 1.760 1.134 C3 16O 8 16O N3 N3 N 0 1 N N N 18.052 11.609 54.698 0.658 -1.814 0.287 N3 16O 9 16O O3 O3 O 0 1 N N N 22.258 17.370 55.011 -4.516 3.049 1.750 O3 16O 10 16O C4 C4 C 0 1 N N S 19.911 17.870 55.376 -5.036 1.900 -0.316 C4 16O 11 16O O4 O4 O 0 1 N N N 20.210 19.231 55.695 -6.369 2.414 -0.336 O4 16O 12 16O C5 C5 C 0 1 N N R 18.652 17.412 56.130 -5.008 0.525 -0.989 C5 16O 13 16O O5 O5 O 0 1 N N N 18.374 16.052 55.706 -3.685 -0.012 -0.917 O5 16O 14 16O C6 C6 C 0 1 N N N 17.384 18.267 55.924 -5.422 0.666 -2.455 C6 16O 15 16O O6 O6 O 0 1 N N N 17.170 18.510 54.529 -5.509 -0.629 -3.052 O6 16O 16 16O C7 C7 C 0 1 N N N 18.519 12.861 56.440 -1.697 -2.120 0.460 C7 16O 17 16O C8 C8 C 0 1 N N N 17.618 10.486 54.183 1.850 -2.324 0.248 C8 16O 18 16O C9 C9 C 0 1 Y N N 17.564 10.291 52.815 3.025 -1.444 0.108 C9 16O 19 16O C10 C10 C 0 1 Y N N 16.732 9.285 52.333 4.310 -1.990 0.066 C10 16O 20 16O C11 C11 C 0 1 Y N N 16.663 9.056 50.967 5.404 -1.161 -0.065 C11 16O 21 16O C12 C12 C 0 1 Y N N 17.416 9.833 50.100 5.231 0.209 -0.156 C12 16O 22 16O C13 C13 C 0 1 Y N N 18.249 10.847 50.573 3.960 0.757 -0.115 C13 16O 23 16O C14 C14 C 0 1 Y N N 18.324 11.075 51.942 2.857 -0.060 0.011 C14 16O 24 16O H1 H1 H 0 1 N N N 19.607 15.122 57.178 -3.877 -0.887 0.945 H1 16O 25 16O HN1 HN1 H 0 1 N N N 18.888 13.664 54.631 -1.089 -0.206 0.280 HN1 16O 26 16O H2 H2 H 0 1 N N N 20.668 15.387 54.344 -2.464 1.802 0.639 H2 16O 27 16O HN2 HN2 H 0 1 N N N 17.780 10.982 56.510 -0.340 -3.611 0.484 HN2 16O 28 16O HO2 HO2 H 0 1 N Y N 22.606 14.849 55.477 -1.864 0.537 2.577 HO2 16O 29 16O H3 H3 H 0 1 N N N 21.306 17.056 56.816 -5.253 1.119 1.682 H3 16O 30 16O HO3 HO3 H 0 1 N Y N 22.456 18.277 55.210 -4.218 3.035 2.669 HO3 16O 31 16O H4 H4 H 0 1 N N N 19.726 17.797 54.294 -4.375 2.582 -0.851 H4 16O 32 16O HO4 HO4 H 0 1 N Y N 19.470 19.780 55.466 -6.462 3.283 0.079 HO4 16O 33 16O H5 H5 H 0 1 N N N 18.879 17.511 57.202 -5.700 -0.144 -0.478 H5 16O 34 16O H61 H6 H 0 1 N N N 16.516 17.731 56.335 -6.393 1.158 -2.513 H61 16O 35 16O H62 H6A H 0 1 N N N 17.508 19.228 56.444 -4.681 1.262 -2.987 H62 16O 36 16O HO6 HO6 H 0 1 N Y N 16.388 19.037 54.415 -5.767 -0.617 -3.984 HO6 16O 37 16O H8 H8 H 0 1 N N N 17.295 9.694 54.842 1.982 -3.394 0.319 H8 16O 38 16O H10 H10 H 0 1 N N N 16.146 8.688 53.016 4.446 -3.059 0.137 H10 16O 39 16O H11 H11 H 0 1 N N N 16.025 8.275 50.580 6.398 -1.582 -0.098 H11 16O 40 16O H13 H13 H 0 1 N N N 18.827 11.446 49.885 3.832 1.827 -0.186 H13 16O 41 16O H14 H14 H 0 1 N N N 18.965 11.853 52.329 1.866 0.368 0.042 H14 16O 42 # # 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 16O C2 C1 SING N N 1 16O N1 C1 SING N N 2 16O O5 C1 SING N N 3 16O C1 H1 SING N N 4 16O N1 C7 SING N N 5 16O N1 HN1 SING N N 6 16O C7 S1 DOUB N N 7 16O BR1 C12 SING N N 8 16O C2 C3 SING N N 9 16O C2 O2 SING N N 10 16O C2 H2 SING N N 11 16O N3 N2 SING N N 12 16O N2 C7 SING N N 13 16O N2 HN2 SING N N 14 16O O2 HO2 SING N N 15 16O O3 C3 SING N N 16 16O C4 C3 SING N N 17 16O C3 H3 SING N N 18 16O C8 N3 DOUB N N 19 16O O3 HO3 SING N N 20 16O C4 O4 SING N N 21 16O C4 C5 SING N N 22 16O C4 H4 SING N N 23 16O O4 HO4 SING N N 24 16O O5 C5 SING N N 25 16O C6 C5 SING N N 26 16O C5 H5 SING N N 27 16O O6 C6 SING N N 28 16O C6 H61 SING N N 29 16O C6 H62 SING N N 30 16O O6 HO6 SING N E 31 16O C9 C8 SING N N 32 16O C8 H8 SING N N 33 16O C14 C9 DOUB Y N 34 16O C10 C9 SING Y N 35 16O C11 C10 DOUB Y N 36 16O C10 H10 SING N N 37 16O C12 C11 SING Y N 38 16O C11 H11 SING N N 39 16O C12 C13 DOUB Y N 40 16O C13 C14 SING Y N 41 16O C13 H13 SING N N 42 16O C14 H14 SING N N 43 # # 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 16O SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2ccc(Br)cc2" 16O SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N/N=C/c2ccc(Br)cc2)[C@H](O)[C@@H](O)[C@@H]1O" 16O SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2ccc(Br)cc2)[CH](O)[CH](O)[CH]1O" 16O 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)Br" 16O SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O)Br" 16O InChI InChI 1.03 "InChI=1S/C14H18BrN3O5S/c15-8-3-1-7(2-4-8)5-16-18-14(24)17-13-12(22)11(21)10(20)9(6-19)23-13/h1-5,9-13,19-22H,6H2,(H2,17,18,24)/b16-5+/t9-,10-,11+,12-,13-/m1/s1" 16O InChIKey InChI 1.03 BNLZUNIPJMEPID-QCOQDYPWSA-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 16O "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2E)-2-(4-bromobenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 16O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-(4-bromophenyl)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 16O "CARBOHYDRATE ISOMER" D PDB ? 16O "CARBOHYDRATE RING" pyranose PDB ? 16O "CARBOHYDRATE ANOMER" beta PDB ? 16O "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 16O "Create component" 2010-05-03 RCSB 16O "Modify aromatic_flag" 2011-06-04 RCSB 16O "Modify descriptor" 2011-06-04 RCSB 16O "Other modification" 2020-07-03 RCSB 16O "Modify synonyms" 2020-07-17 RCSB 16O "Modify internal type" 2020-07-17 RCSB 16O "Modify linking type" 2020-07-17 RCSB 16O "Modify atom id" 2020-07-17 RCSB 16O "Modify component atom id" 2020-07-17 RCSB 16O "Modify leaving atom flag" 2020-07-17 RCSB ##