data_73E # _chem_comp.id 73E _chem_comp.name "(1S)-1,5-anhydro-1-[3-(4-hydroxyphenyl)-1H-1,2,4-triazol-5-yl]-D-glucitol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H17 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-(5-phenyl-4~{H}-1,2,4-triazol-3-yl)oxane-3,4,5-triol" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-19 _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 307.302 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 73E _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 5LRC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 73E _pdbx_chem_comp_synonyms.name "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-(5-phenyl-4~{H}-1,2,4-triazol-3-yl)oxane-3,4,5-triol" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 73E O3 "O3'" O 0 1 N N N 33.027 22.721 24.184 -4.000 2.539 -0.049 O3 73E 1 73E C3 "C3'" C 0 1 N N R 32.700 22.675 25.578 -3.309 1.375 0.408 C3 73E 2 73E C4 "C4'" C 0 1 N N S 32.414 21.218 25.962 -3.992 0.121 -0.147 C4 73E 3 73E O4 "O4'" O 0 1 N N N 31.231 20.725 25.296 -5.324 0.037 0.365 O4 73E 4 73E C2 "C2'" C 0 1 N N R 33.866 23.219 26.430 -1.859 1.413 -0.084 C2 73E 5 73E O2 "O2'" O 0 1 N N N 34.113 24.613 26.194 -1.191 2.540 0.486 O2 73E 6 73E C1 "C1'" C 0 1 N N S 33.583 22.958 27.919 -1.148 0.126 0.344 C1 73E 7 73E O5 "O5'" O 0 1 N N N 33.469 21.543 28.180 -1.852 -1.002 -0.181 O5 73E 8 73E C5 "C5'" C 0 1 N N R 32.319 20.990 27.492 -3.199 -1.116 0.283 C5 73E 9 73E C6 "C6'" C 0 1 N N N 32.206 19.517 27.878 -3.841 -2.368 -0.318 C6 73E 10 73E O6 "O6'" O 0 1 N N N 33.237 18.736 27.261 -3.173 -3.530 0.177 O6 73E 11 73E C1A C1 C 0 1 Y N N 34.694 23.455 28.763 0.262 0.130 -0.188 C1A 73E 12 73E N5 N5 N 0 1 Y N N 34.561 24.055 29.966 1.399 -0.024 0.543 N5 73E 13 73E C4A C4 C 0 1 Y N N 35.817 24.311 30.428 2.431 0.047 -0.352 C4A 73E 14 73E N3 N3 N 0 1 Y N N 36.718 23.889 29.529 1.897 0.234 -1.539 N3 73E 15 73E N2 N2 N 0 1 Y N N 36.003 23.327 28.476 0.616 0.277 -1.437 N2 73E 16 73E C6A C6 C 0 1 Y N N 36.171 24.981 31.697 3.873 -0.064 -0.044 C6A 73E 17 73E C7 C7 C 0 1 Y N N 37.479 25.441 31.887 4.818 0.028 -1.067 C7 73E 18 73E C8 C8 C 0 1 Y N N 37.806 26.104 33.065 6.162 -0.076 -0.772 C8 73E 19 73E C9 C9 C 0 1 Y N N 36.846 26.301 34.059 6.573 -0.272 0.534 C9 73E 20 73E C10 C10 C 0 1 Y N N 35.554 25.829 33.870 5.642 -0.364 1.553 C10 73E 21 73E C11 C11 C 0 1 Y N N 35.215 25.163 32.686 4.295 -0.256 1.272 C11 73E 22 73E HO3 H1 H 0 1 N Y N 33.207 23.619 23.930 -3.621 3.371 0.265 HO3 73E 23 73E H3 H2 H 0 1 N N N 31.803 23.279 25.779 -3.324 1.346 1.498 H3 73E 24 73E H4 H3 H 0 1 N N N 33.270 20.624 25.610 -4.022 0.175 -1.235 H4 73E 25 73E HO4 H4 H 0 1 N Y N 31.077 19.823 25.550 -5.882 0.792 0.134 HO4 73E 26 73E H2 H5 H 0 1 N N N 34.767 22.648 26.159 -1.846 1.493 -1.171 H2 73E 27 73E HO2 H6 H 0 1 N Y N 34.836 24.903 26.738 -1.591 3.391 0.261 HO2 73E 28 73E H1 H7 H 0 1 N N N 32.650 23.470 28.198 -1.127 0.068 1.432 H1 73E 29 73E H5 H8 H 0 1 N N N 31.413 21.502 27.848 -3.204 -1.191 1.371 H5 73E 30 73E H61 H9 H 0 1 N N N 31.226 19.136 27.555 -4.894 -2.407 -0.037 H61 73E 31 73E H62 H10 H 0 1 N N N 32.293 19.425 28.971 -3.756 -2.334 -1.404 H62 73E 32 73E HO6 H11 H 0 1 N Y N 33.142 17.826 27.518 -3.528 -4.363 -0.163 HO6 73E 33 73E H12 H12 H 0 1 N N N 33.702 24.271 30.430 1.464 -0.156 1.502 H12 73E 34 73E H13 H13 H 0 1 N N N 38.228 25.282 31.125 4.497 0.181 -2.087 H13 73E 35 73E H14 H14 H 0 1 N N N 38.812 26.470 33.212 6.894 -0.004 -1.563 H14 73E 36 73E H15 H15 H 0 1 N N N 37.107 26.818 34.971 7.627 -0.353 0.759 H15 73E 37 73E H16 H16 H 0 1 N N N 34.809 25.976 34.638 5.970 -0.518 2.570 H16 73E 38 73E H17 H17 H 0 1 N N N 34.211 24.792 32.543 3.569 -0.324 2.069 H17 73E 39 # # 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 73E O3 C3 SING N N 1 73E O4 C4 SING N N 2 73E C3 C4 SING N N 3 73E C3 C2 SING N N 4 73E C4 C5 SING N N 5 73E O2 C2 SING N N 6 73E C2 C1 SING N N 7 73E O6 C6 SING N N 8 73E C5 C6 SING N N 9 73E C5 O5 SING N N 10 73E C1 O5 SING N N 11 73E C1 C1A SING N N 12 73E N2 C1A DOUB Y N 13 73E N2 N3 SING Y N 14 73E C1A N5 SING Y N 15 73E N3 C4A DOUB Y N 16 73E N5 C4A SING Y N 17 73E C4A C6A SING N N 18 73E C6A C7 DOUB Y N 19 73E C6A C11 SING Y N 20 73E C7 C8 SING Y N 21 73E C11 C10 DOUB Y N 22 73E C8 C9 DOUB Y N 23 73E C10 C9 SING Y N 24 73E O3 HO3 SING N N 25 73E C3 H3 SING N N 26 73E C4 H4 SING N N 27 73E O4 HO4 SING N N 28 73E C2 H2 SING N N 29 73E O2 HO2 SING N N 30 73E C1 H1 SING N N 31 73E C5 H5 SING N N 32 73E C6 H61 SING N N 33 73E C6 H62 SING N N 34 73E O6 HO6 SING N N 35 73E N5 H12 SING N N 36 73E C7 H13 SING N N 37 73E C8 H14 SING N N 38 73E C9 H15 SING N N 39 73E C10 H16 SING N N 40 73E C11 H17 SING N N 41 # # 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 73E InChI InChI 1.03 "InChI=1S/C14H17N3O5/c18-6-8-9(19)10(20)11(21)12(22-8)14-15-13(16-17-14)7-4-2-1-3-5-7/h1-5,8-12,18-21H,6H2,(H,15,16,17)/t8-,9-,10+,11-,12-/m1/s1" 73E InChIKey InChI 1.03 GTQQOMHOHKJYAX-RMPHRYRLSA-N 73E SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]c(nn2)c3ccccc3" 73E SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2[nH]c(nn2)c3ccccc3" 73E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1ccc(cc1)c2[nH]c(nn2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" 73E SMILES "OpenEye OEToolkits" 2.0.5 "c1ccc(cc1)c2[nH]c(nn2)C3C(C(C(C(O3)CO)O)O)O" # _pdbx_chem_comp_identifier.comp_id 73E _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-(5-phenyl-4~{H}-1,2,4-triazol-3-yl)oxane-3,4,5-triol" # # 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 73E "CARBOHYDRATE ISOMER" D PDB ? 73E "CARBOHYDRATE RING" pyranose PDB ? 73E "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 73E "Create component" 2016-08-19 EBI 73E "Initial release" 2017-06-14 RCSB 73E "Other modification" 2020-07-03 RCSB 73E "Modify name" 2020-07-17 RCSB 73E "Modify synonyms" 2020-07-17 RCSB 73E "Modify internal type" 2020-07-17 RCSB 73E "Modify linking type" 2020-07-17 RCSB 73E "Modify atom id" 2020-07-17 RCSB 73E "Modify component atom id" 2020-07-17 RCSB 73E "Modify leaving atom flag" 2020-07-17 RCSB ##