data_21N # _chem_comp.id 21N _chem_comp.name "N-{[(2E)-2-{[4-(trifluoromethyl)phenyl]methylidene}hydrazino]carbonothioyl}-beta-D-glucopyranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 F3 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-trifluoromethylbenzaldehyde-4-(beta-D-glucopyranosyl)-thiosemicarbazone" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-03 _chem_comp.pdbx_modified_date 2021-03-01 _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 409.381 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 21N _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 3MS4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 21N C1 C1 C 0 1 N N R 19.486 15.447 56.727 -3.024 -0.220 0.420 C1 21N 1 21N F1 F1 F 0 1 N N N 17.137 10.872 48.584 6.869 1.424 -1.706 F1 21N 2 21N N1 N1 N 0 1 N N N 18.964 14.140 56.274 -1.668 -0.774 0.378 N1 21N 3 21N S1 S1 S 0 1 N N N 18.655 13.365 58.819 -2.826 -3.148 0.660 S1 21N 4 21N C2 C2 C 0 1 N N R 20.810 15.727 55.985 -3.000 1.134 1.134 C2 21N 5 21N F2 F2 F 0 1 N N N 16.740 8.764 48.935 7.701 0.693 0.292 F2 21N 6 21N N2 N2 N 0 1 N N N 18.119 12.021 56.611 -0.234 -2.614 0.442 N2 21N 7 21N O2 O2 O 0 1 N N N 21.824 14.803 56.406 -2.570 0.955 2.484 O2 21N 8 21N C3 C3 C 0 1 N N S 21.258 17.183 56.204 -4.410 1.734 1.121 C3 21N 9 21N F3 F3 F 0 1 N N N 18.753 9.483 48.887 6.297 2.494 0.230 F3 21N 10 21N N3 N3 N 0 1 N N N 18.065 11.872 55.391 0.868 -1.761 0.295 N3 21N 11 21N O3 O3 O 0 1 N N N 22.397 17.472 55.398 -4.383 3.030 1.722 O3 21N 12 21N C4 C4 C 0 1 N N S 20.124 18.149 55.830 -4.891 1.849 -0.329 C4 21N 13 21N O4 O4 O 0 1 N N N 20.536 19.501 56.060 -6.232 2.340 -0.349 O4 21N 14 21N C5 C5 C 0 1 N N R 18.849 17.827 56.629 -4.841 0.467 -0.986 C5 21N 15 21N O5 O5 O 0 1 N N N 18.470 16.438 56.404 -3.510 -0.047 -0.913 O5 21N 16 21N C6 C6 C 0 1 N N N 17.638 18.736 56.287 -5.263 0.584 -2.452 C6 21N 17 21N O6 O6 O 0 1 N N N 17.475 18.874 54.866 -5.330 -0.720 -3.033 O6 21N 18 21N C7 C7 C 0 1 N N N 18.578 13.169 57.110 -1.481 -2.105 0.481 C7 21N 19 21N C8 C8 C 0 1 N N N 17.609 10.753 54.877 2.068 -2.251 0.257 C8 21N 20 21N C9 C9 C 0 1 Y N N 17.567 10.544 53.508 3.228 -1.353 0.102 C9 21N 21 21N C10 C10 C 0 1 Y N N 18.462 11.217 52.668 4.522 -1.877 0.062 C10 21N 22 21N C11 C11 C 0 1 Y N N 18.443 10.982 51.296 5.601 -1.031 -0.083 C11 21N 23 21N C12 C12 C 0 1 Y N N 17.537 10.063 50.761 5.405 0.335 -0.188 C12 21N 24 21N C13 C13 C 0 1 Y N N 16.657 9.382 51.604 4.126 0.861 -0.148 C13 21N 25 21N C14 C14 C 0 1 Y N N 16.674 9.615 52.978 3.036 0.026 -0.010 C14 21N 26 21N C15 C15 C 0 1 N N N 17.524 9.796 49.247 6.589 1.253 -0.345 C15 21N 27 21N H1 H1 H 0 1 N N N 19.693 15.470 57.807 -3.679 -0.904 0.960 H1 21N 28 21N HN1 HN1 H 0 1 N N N 18.896 13.973 55.290 -0.906 -0.183 0.276 HN1 21N 29 21N H2 H2 H 0 1 N N N 20.645 15.585 54.907 -2.314 1.806 0.618 H2 21N 30 21N HN2 HN2 H 0 1 N N N 17.821 11.288 57.223 -0.098 -3.572 0.516 HN2 21N 31 21N HO2 HO2 H 0 1 N N N 22.632 14.986 55.942 -1.685 0.573 2.568 HO2 21N 32 21N H3 H3 H 0 1 N N N 21.515 17.311 57.266 -5.086 1.087 1.679 H3 21N 33 21N HO3 HO3 H 0 1 N N N 22.666 18.372 55.540 -4.081 3.032 2.641 HO3 21N 34 21N H4 H4 H 0 1 N N N 19.895 18.026 54.761 -4.243 2.536 -0.874 H4 21N 35 21N HO4 HO4 H 0 1 N N N 19.830 20.092 55.826 -6.339 3.212 0.056 HO4 21N 36 21N H5 H5 H 0 1 N N N 19.099 18.014 57.684 -5.520 -0.207 -0.465 H5 21N 37 21N H6 H6 H 0 1 N N N 16.726 18.287 56.708 -6.243 1.059 -2.511 H6 21N 38 21N H6A H6A H 0 1 N N N 17.805 19.731 56.724 -4.534 1.187 -2.993 H6A 21N 39 21N HO6 HO6 H 0 1 N N N 16.729 19.434 54.685 -5.592 -0.722 -3.964 HO6 21N 40 21N H8 H8 H 0 1 N N N 17.257 9.975 55.539 2.219 -3.318 0.340 H8 21N 41 21N H10 H10 H 0 1 N N N 19.168 11.920 53.085 4.676 -2.943 0.144 H10 21N 42 21N H11 H11 H 0 1 N N N 19.127 11.509 50.647 6.602 -1.435 -0.115 H11 21N 43 21N H13 H13 H 0 1 N N N 15.959 8.670 51.189 3.980 1.928 -0.229 H13 21N 44 21N H14 H14 H 0 1 N N N 15.999 9.079 53.628 2.039 0.439 0.021 H14 21N 45 # # 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 21N C2 C1 SING N N 1 21N N1 C1 SING N N 2 21N O5 C1 SING N N 3 21N C1 H1 SING N N 4 21N F1 C15 SING N N 5 21N N1 C7 SING N N 6 21N N1 HN1 SING N N 7 21N C7 S1 DOUB N N 8 21N C2 C3 SING N N 9 21N C2 O2 SING N N 10 21N C2 H2 SING N N 11 21N F2 C15 SING N N 12 21N N3 N2 SING N N 13 21N N2 C7 SING N N 14 21N N2 HN2 SING N N 15 21N O2 HO2 SING N N 16 21N O3 C3 SING N N 17 21N C4 C3 SING N N 18 21N C3 H3 SING N N 19 21N F3 C15 SING N N 20 21N C8 N3 DOUB N N 21 21N O3 HO3 SING N N 22 21N C4 O4 SING N N 23 21N C4 C5 SING N N 24 21N C4 H4 SING N N 25 21N O4 HO4 SING N N 26 21N C6 C5 SING N N 27 21N O5 C5 SING N N 28 21N C5 H5 SING N N 29 21N O6 C6 SING N N 30 21N C6 H6 SING N N 31 21N C6 H6A SING N N 32 21N O6 HO6 SING N E 33 21N C9 C8 SING N N 34 21N C8 H8 SING N N 35 21N C10 C9 DOUB Y N 36 21N C14 C9 SING Y N 37 21N C11 C10 SING Y N 38 21N C10 H10 SING N N 39 21N C12 C11 DOUB Y N 40 21N C11 H11 SING N N 41 21N C15 C12 SING N N 42 21N C12 C13 SING Y N 43 21N C13 C14 DOUB Y N 44 21N C13 H13 SING N N 45 21N C14 H14 SING N N 46 # # 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 21N SMILES ACDLabs 12.01 "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2ccc(cc2)C(F)(F)F" 21N SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H](NC(=S)N/N=C/c2ccc(cc2)C(F)(F)F)[C@H](O)[C@@H](O)[C@@H]1O" 21N SMILES CACTVS 3.370 "OC[CH]1O[CH](NC(=S)NN=Cc2ccc(cc2)C(F)(F)F)[CH](O)[CH](O)[CH]1O" 21N 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)C(F)(F)F" 21N SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O)C(F)(F)F" 21N InChI InChI 1.03 "InChI=1S/C15H18F3N3O5S/c16-15(17,18)8-3-1-7(2-4-8)5-19-21-14(27)20-13-12(25)11(24)10(23)9(6-22)26-13/h1-5,9-13,22-25H,6H2,(H2,20,21,27)/b19-5+/t9-,10-,11+,12-,13-/m1/s1" 21N InChIKey InChI 1.03 SPEHXGJLVCNQJH-HORNZCGOSA-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 21N "SYSTEMATIC NAME" ACDLabs 12.01 "N-({(2E)-2-[4-(trifluoromethyl)benzylidene]hydrazinyl}carbothioyl)-beta-D-glucopyranosylamine" 21N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[(E)-[4-(trifluoromethyl)phenyl]methylideneamino]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]thiourea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 21N "Create component" 2010-05-03 RCSB 21N "Modify aromatic_flag" 2011-06-04 RCSB 21N "Modify descriptor" 2011-06-04 RCSB 21N "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 21N _pdbx_chem_comp_synonyms.name "4-trifluoromethylbenzaldehyde-4-(beta-D-glucopyranosyl)-thiosemicarbazone" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##