data_20X # _chem_comp.id 20X _chem_comp.name "N-({(2E)-2-[(4-fluorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H18 F N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;4-fluorobenzaldehyde-4-(beta-D-glucopyranosyl)-thiosemicarbazone; N-({(2E)-2-[(4-fluorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine; N-({(2E)-2-[(4-fluorophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine; N-({(2E)-2-[(4-fluorophenyl)methylidene]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 359.373 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 20X _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 3MQF _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 20X "4-fluorobenzaldehyde-4-(beta-D-glucopyranosyl)-thiosemicarbazone" PDB ? 2 20X "N-({(2E)-2-[(4-fluorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine" PDB ? 3 20X "N-({(2E)-2-[(4-fluorophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine" PDB ? 4 20X "N-({(2E)-2-[(4-fluorophenyl)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 20X C1 C1 C 0 1 N N R 33.578 22.923 27.944 -2.013 0.223 -0.449 C1 20X 1 20X F1 F1 F 0 1 N N N 36.788 27.829 37.324 7.182 -2.291 0.839 F1 20X 2 20X N1 N1 N 0 1 N N N 34.633 23.363 28.879 -0.598 0.598 -0.403 N1 20X 3 20X S1 S1 S 0 1 N N N 32.754 24.511 30.459 -1.419 3.060 -0.966 S1 20X 4 20X C2 C2 C 0 1 N N R 33.920 23.156 26.470 -2.149 -1.189 -1.024 C2 20X 5 20X N2 N2 N 0 1 N N N 35.443 24.347 30.749 1.071 2.220 -0.586 N2 20X 6 20X O2 O2 O 0 1 N N N 34.087 24.555 26.230 -1.658 -1.208 -2.366 O2 20X 7 20X C3 C3 C 0 1 N N S 32.804 22.565 25.577 -3.626 -1.596 -1.012 C3 20X 8 20X N3 N3 N 0 1 N N N 35.389 24.970 31.810 2.044 1.250 -0.309 N3 20X 9 20X O6 O3 O 0 1 N N N 33.289 18.675 27.273 -4.332 1.372 2.837 O6 20X 10 20X C4 C4 C 0 1 N N S 32.520 21.091 25.933 -4.160 -1.498 0.420 C4 20X 11 20X O4 O4 O 0 1 N N N 31.330 20.648 25.276 -5.556 -1.806 0.431 O4 20X 12 20X C5 C5 C 0 1 N N R 32.346 20.908 27.455 -3.947 -0.073 0.939 C5 20X 13 20X O5 O5 O 0 1 N N N 33.473 21.490 28.154 -2.557 0.253 0.872 O5 20X 14 20X C6 C6 C 0 1 N N N 32.225 19.434 27.864 -4.423 0.018 2.390 C6 20X 15 20X O3 O6 O 0 1 N N N 33.162 22.667 24.192 -3.755 -2.941 -1.479 O3 20X 16 20X C7 C7 C 0 1 N N N 34.380 24.040 30.002 -0.231 1.875 -0.628 C7 20X 17 20X C8 C8 C 0 1 N N N 36.533 25.208 32.446 3.298 1.582 -0.269 C8 20X 18 20X C9 C9 C 0 1 Y N N 36.605 25.886 33.661 4.322 0.561 0.023 C9 20X 19 20X C10 C10 C 0 1 Y N N 37.796 26.506 34.059 5.672 0.915 0.067 C10 20X 20 20X C11 C11 C 0 1 Y N N 37.870 27.166 35.291 6.625 -0.043 0.341 C11 20X 21 20X C12 C12 C 0 1 Y N N 36.752 27.192 36.130 6.245 -1.356 0.572 C12 20X 22 20X C13 C13 C 0 1 Y N N 35.572 26.561 35.736 4.906 -1.713 0.529 C13 20X 23 20X C14 C14 C 0 1 Y N N 35.494 25.903 34.510 3.944 -0.762 0.262 C14 20X 24 20X H1 H1 H 0 1 N N N 32.658 23.493 28.141 -2.555 0.927 -1.081 H1 20X 25 20X HN1 HN1 H 0 1 N N N 35.584 23.143 28.660 0.076 -0.073 -0.212 HN1 20X 26 20X H2 H2 H 0 1 N N N 34.864 22.649 26.222 -1.574 -1.887 -0.415 H2 20X 27 20X HN2 HN2 H 0 1 N N N 36.342 24.052 30.426 1.335 3.139 -0.747 HN2 20X 28 20X HO2 HO2 H 0 1 N Y N 34.299 24.697 25.315 -0.728 -0.955 -2.447 HO2 20X 29 20X H3 H3 H 0 1 N N N 31.890 23.148 25.760 -4.194 -0.928 -1.660 H3 20X 30 20X HO6 HO3 H 0 1 N Y N 33.209 17.764 27.530 -4.619 1.505 3.751 HO6 20X 31 20X H4 H4 H 0 1 N N N 33.381 20.495 25.598 -3.626 -2.202 1.057 H4 20X 32 20X HO4 HO4 H 0 1 N Y N 31.163 19.740 25.501 -5.765 -2.693 0.109 HO4 20X 33 20X H5 H5 H 0 1 N N N 31.409 21.416 27.729 -4.514 0.626 0.325 H5 20X 34 20X H61 H6 H 0 1 N N N 31.259 19.038 27.518 -3.797 -0.615 3.019 H61 20X 35 20X H62 H6A H 0 1 N N N 32.285 19.354 28.959 -5.458 -0.317 2.454 H62 20X 36 20X HO3 HO6 H 0 1 N Y N 32.468 22.300 23.657 -3.428 -3.078 -2.379 HO3 20X 37 20X H8 H8 H 0 1 N N N 37.451 24.858 31.998 3.592 2.605 -0.448 H8 20X 38 20X H10 H10 H 0 1 N N N 38.661 26.475 33.413 5.970 1.938 -0.113 H10 20X 39 20X H11 H11 H 0 1 N N N 38.786 27.653 35.592 7.669 0.229 0.375 H11 20X 40 20X H13 H13 H 0 1 N N N 34.711 26.583 36.387 4.616 -2.738 0.709 H13 20X 41 20X H14 H14 H 0 1 N N N 34.580 25.408 34.217 2.901 -1.041 0.233 H14 20X 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 20X C2 C1 SING N N 1 20X C1 O5 SING N N 2 20X C1 N1 SING N N 3 20X C1 H1 SING N N 4 20X C12 F1 SING N N 5 20X N1 C7 SING N N 6 20X N1 HN1 SING N N 7 20X C7 S1 DOUB N N 8 20X C3 C2 SING N N 9 20X O2 C2 SING N N 10 20X C2 H2 SING N N 11 20X C7 N2 SING N N 12 20X N2 N3 SING N N 13 20X N2 HN2 SING N N 14 20X O2 HO2 SING N E 15 20X O3 C3 SING N N 16 20X C3 C4 SING N N 17 20X C3 H3 SING N N 18 20X N3 C8 DOUB N N 19 20X O6 C6 SING N N 20 20X O6 HO6 SING N N 21 20X O4 C4 SING N N 22 20X C4 C5 SING N N 23 20X C4 H4 SING N N 24 20X O4 HO4 SING N N 25 20X C5 C6 SING N N 26 20X C5 O5 SING N N 27 20X C5 H5 SING N N 28 20X C6 H61 SING N N 29 20X C6 H62 SING N N 30 20X O3 HO3 SING N N 31 20X C8 C9 SING N N 32 20X C8 H8 SING N N 33 20X C9 C10 DOUB Y N 34 20X C9 C14 SING Y N 35 20X C10 C11 SING Y N 36 20X C10 H10 SING N N 37 20X C11 C12 DOUB Y N 38 20X C11 H11 SING N N 39 20X C13 C12 SING Y N 40 20X C14 C13 DOUB Y N 41 20X C13 H13 SING N N 42 20X 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 20X SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2ccc(F)cc2" 20X SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N\N=C\c2ccc(F)cc2)[C@H](O)[C@@H](O)[C@@H]1O" 20X SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2ccc(F)cc2)[CH](O)[CH](O)[CH]1O" 20X 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)F" 20X SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O)F" 20X InChI InChI 1.03 "InChI=1S/C14H18FN3O5S/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" 20X InChIKey InChI 1.03 WNEHWOYSDHJXES-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 20X "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(2E)-2-(4-fluorobenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine" 20X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-(4-fluorophenyl)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 20X "CARBOHYDRATE ISOMER" D PDB ? 20X "CARBOHYDRATE RING" pyranose PDB ? 20X "CARBOHYDRATE ANOMER" beta PDB ? 20X "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 20X "Create component" 2010-04-30 RCSB 20X "Modify aromatic_flag" 2011-06-04 RCSB 20X "Modify descriptor" 2011-06-04 RCSB 20X "Other modification" 2020-07-03 RCSB 20X "Modify synonyms" 2020-07-17 RCSB 20X "Modify internal type" 2020-07-17 RCSB 20X "Modify linking type" 2020-07-17 RCSB 20X "Modify atom id" 2020-07-17 RCSB 20X "Modify component atom id" 2020-07-17 RCSB 20X "Modify leaving atom flag" 2020-07-17 RCSB ##