data_23V # _chem_comp.id 23V _chem_comp.name "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H18 Cl N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;3-chlorobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone; N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine; N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine; N-({(2E)-2-[(3-chlorophenyl)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 375.828 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 23V _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 3MTB _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 23V "3-chlorobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone" PDB ? 2 23V "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine" PDB ? 3 23V "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine" PDB ? 4 23V "N-({(2E)-2-[(3-chlorophenyl)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 23V C1 C1 C 0 1 N N R 19.293 15.107 56.016 -2.422 -0.186 0.461 C1 23V 1 23V N1 N1 N 0 1 N N N 18.833 13.791 55.522 -0.986 -0.475 0.444 N1 23V 2 23V S1 S1 S 0 1 N N N 18.232 13.012 58.030 -1.653 -2.919 1.240 S1 23V 3 23V CL1 CL1 CL 0 1 N N N 19.262 11.641 49.355 7.886 0.211 -0.412 CL1 23V 4 23V C2 C2 C 0 1 N N R 20.698 15.498 55.500 -2.647 1.262 0.902 C2 23V 5 23V N2 N2 N 0 1 N N N 17.948 11.673 55.753 0.781 -1.965 0.771 N2 23V 6 23V O2 O2 O 0 1 N N N 21.694 14.612 56.034 -2.161 1.437 2.234 O2 23V 7 23V C3 C3 C 0 1 N N S 21.025 16.965 55.853 -4.147 1.574 0.859 C3 23V 8 23V N3 N3 N 0 1 N N N 18.013 11.499 54.532 1.691 -0.967 0.400 N3 23V 9 23V O6 O3 O 0 1 N N N 16.283 17.490 55.091 -4.661 -1.780 -2.692 O6 23V 10 23V C4 C4 C 0 1 N N S 19.893 17.911 55.407 -4.672 1.308 -0.555 C4 23V 11 23V O4 O4 O 0 1 N N N 20.135 19.232 55.900 -6.084 1.526 -0.589 O4 23V 12 23V C5 C5 C 0 1 N N R 18.538 17.415 55.926 -4.369 -0.142 -0.939 C5 23V 13 23V O5 O5 O 0 1 N N N 18.311 16.046 55.498 -2.961 -0.374 -0.849 O5 23V 14 23V C6 C6 C 0 1 N N N 17.414 18.306 55.394 -4.837 -0.398 -2.373 C6 23V 15 23V O3 O6 O 0 1 N N N 22.255 17.371 55.240 -4.360 2.945 1.201 O3 23V 16 23V C7 C7 C 0 1 N N N 18.348 12.821 56.307 -0.541 -1.700 0.786 C7 23V 17 23V C8 C8 C 0 1 N N N 17.609 10.357 54.011 2.963 -1.222 0.385 C8 23V 18 23V C9 C9 C 0 1 Y N N 17.669 10.088 52.642 3.922 -0.172 -0.006 C9 23V 19 23V C10 C10 C 0 1 Y N N 18.368 10.923 51.777 5.292 -0.443 -0.023 C10 23V 20 23V C11 C11 C 0 1 Y N N 18.414 10.604 50.422 6.183 0.545 -0.391 C11 23V 21 23V C12 C12 C 0 1 Y N N 17.786 9.475 49.907 5.721 1.803 -0.741 C12 23V 22 23V C13 C13 C 0 1 Y N N 17.094 8.638 50.769 4.365 2.077 -0.726 C13 23V 23 23V C14 C14 C 0 1 Y N N 17.037 8.951 52.130 3.463 1.098 -0.367 C14 23V 24 23V H1 H1 H 0 1 N N N 19.377 15.098 57.113 -2.920 -0.860 1.159 H1 23V 25 23V HN1 HN1 H 0 1 N N N 18.888 13.615 54.539 -0.356 0.216 0.187 HN1 23V 26 23V H2 H2 H 0 1 N N N 20.701 15.404 54.404 -2.116 1.935 0.228 H2 23V 27 23V HN2 HN2 H 0 1 N N N 17.590 10.943 56.336 1.101 -2.847 1.017 HN2 23V 28 23V HO2 HO2 H 0 1 N Y N 22.550 14.864 55.709 -1.217 1.252 2.336 HO2 23V 29 23V H3 H3 H 0 1 N N N 21.127 17.026 56.947 -4.672 0.936 1.569 H3 23V 30 23V HO6 HO3 H 0 1 N Y N 15.579 18.035 54.760 -4.938 -2.016 -3.588 HO6 23V 31 23V H4 H4 H 0 1 N N N 19.870 17.927 54.307 -4.182 1.982 -1.258 H4 23V 32 23V HO4 HO4 H 0 1 N Y N 19.433 19.808 55.621 -6.349 2.425 -0.350 HO4 23V 33 23V H5 H5 H 0 1 N N N 18.546 17.456 57.025 -4.892 -0.815 -0.260 H5 23V 34 23V H61 H6 H 0 1 N N N 17.751 18.824 54.484 -4.251 0.211 -3.061 H61 23V 35 23V H62 H6A H 0 1 N N N 17.140 19.051 56.156 -5.891 -0.136 -2.463 H62 23V 36 23V HO3 HO6 H 0 1 N Y N 22.440 18.275 55.468 -4.044 3.185 2.083 HO3 23V 37 23V H8 H8 H 0 1 N N N 17.215 9.598 54.671 3.320 -2.204 0.659 H8 23V 38 23V H10 H10 H 0 1 N N N 18.867 11.805 52.150 5.653 -1.423 0.250 H10 23V 39 23V H12 H12 H 0 1 N N N 17.837 9.253 48.851 6.422 2.572 -1.028 H12 23V 40 23V H13 H13 H 0 1 N N N 16.604 7.753 50.392 4.011 3.060 -1.000 H13 23V 41 23V H14 H14 H 0 1 N N N 16.494 8.301 52.800 2.405 1.314 -0.356 H14 23V 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 23V O5 C1 SING N N 1 23V C2 C1 SING N N 2 23V N1 C1 SING N N 3 23V C1 H1 SING N N 4 23V N1 C7 SING N N 5 23V N1 HN1 SING N N 6 23V C7 S1 DOUB N N 7 23V CL1 C11 SING N N 8 23V C2 C3 SING N N 9 23V C2 O2 SING N N 10 23V C2 H2 SING N N 11 23V N3 N2 SING N N 12 23V N2 C7 SING N N 13 23V N2 HN2 SING N N 14 23V O2 HO2 SING N N 15 23V O3 C3 SING N N 16 23V C4 C3 SING N N 17 23V C3 H3 SING N N 18 23V C8 N3 DOUB N N 19 23V O6 C6 SING N N 20 23V O6 HO6 SING N N 21 23V C4 O4 SING N N 22 23V C4 C5 SING N N 23 23V C4 H4 SING N N 24 23V O4 HO4 SING N N 25 23V C6 C5 SING N N 26 23V O5 C5 SING N N 27 23V C5 H5 SING N N 28 23V C6 H61 SING N N 29 23V C6 H62 SING N N 30 23V O3 HO3 SING N E 31 23V C9 C8 SING N N 32 23V C8 H8 SING N N 33 23V C10 C9 DOUB Y N 34 23V C14 C9 SING Y N 35 23V C11 C10 SING Y N 36 23V C10 H10 SING N N 37 23V C12 C11 DOUB Y N 38 23V C12 C13 SING Y N 39 23V C12 H12 SING N N 40 23V C13 C14 DOUB Y N 41 23V C13 H13 SING N N 42 23V 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 23V SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2cccc(Cl)c2" 23V SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N/N=C/c2cccc(Cl)c2)[C@H](O)[C@@H](O)[C@@H]1O" 23V SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2cccc(Cl)c2)[CH](O)[CH](O)[CH]1O" 23V SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)Cl)/C=N/NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" 23V SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)Cl)C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O" 23V InChI InChI 1.03 "InChI=1S/C14H18ClN3O5S/c15-8-3-1-2-7(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" 23V InChIKey InChI 1.03 ADXZJKYCOSNBPM-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 23V "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2E)-2-(3-chlorobenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 23V "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-(3-chlorophenyl)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 23V "CARBOHYDRATE ISOMER" D PDB ? 23V "CARBOHYDRATE RING" pyranose PDB ? 23V "CARBOHYDRATE ANOMER" beta PDB ? 23V "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 23V "Create component" 2010-05-03 RCSB 23V "Modify aromatic_flag" 2011-06-04 RCSB 23V "Modify descriptor" 2011-06-04 RCSB 23V "Other modification" 2020-07-03 RCSB 23V "Modify synonyms" 2020-07-17 RCSB 23V "Modify internal type" 2020-07-17 RCSB 23V "Modify linking type" 2020-07-17 RCSB 23V "Modify atom id" 2020-07-17 RCSB 23V "Modify component atom id" 2020-07-17 RCSB 23V "Modify leaving atom flag" 2020-07-17 RCSB ##