data_GL4 # _chem_comp.id GL4 _chem_comp.name "(5S,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-2-thioxo-6-oxa-1,3-diazaspiro[4.5]decan-4-one" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C8 H12 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8,9,10-TRIHYDROXY-7-HYDROXYMETHYL-2-THIOXO-6-OXA-1,3-DIAZA-SPIRO[4.5]DECAN-4-ONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-12-04 _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 264.256 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GL4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1HLF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GL4 _pdbx_chem_comp_synonyms.name "8,9,10-TRIHYDROXY-7-HYDROXYMETHYL-2-THIOXO-6-OXA-1,3-DIAZA-SPIRO[4.5]DECAN-4-ONE" _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 GL4 C1 C1 C 0 1 N N S 33.914 22.747 27.816 -0.071 -0.379 -0.411 C1 GL4 1 GL4 C2 C2 C 0 1 N N R 33.959 23.109 26.294 -1.441 -0.643 0.205 C2 GL4 2 GL4 O2 O2 O 0 1 N N N 34.023 24.530 26.110 -2.461 -0.158 -0.669 O2 GL4 3 GL4 C3 C3 C 0 1 N N S 32.684 22.562 25.568 -1.533 0.081 1.554 C3 GL4 4 GL4 O3 O3 O 0 1 N N N 32.874 22.729 24.170 -2.743 -0.290 2.217 O3 GL4 5 GL4 C4 C4 C 0 1 N N S 32.465 21.048 25.897 -0.327 -0.325 2.409 C4 GL4 6 GL4 O4 O4 O 0 1 N N N 31.270 20.605 25.320 -0.318 0.439 3.616 O4 GL4 7 GL4 C5 C5 C 0 1 N N R 32.426 20.823 27.461 0.956 -0.054 1.622 C5 GL4 8 GL4 C6 C6 C 0 1 N N N 32.342 19.366 27.842 2.167 -0.411 2.485 C6 GL4 9 GL4 O6 O6 O 0 1 N N N 33.452 18.697 27.285 3.367 -0.156 1.753 O6 GL4 10 GL4 O5 O5 O 0 1 N N N 33.631 21.360 28.065 0.970 -0.845 0.435 O5 GL4 11 GL4 N2 N2 N 0 1 N N N 35.242 23.145 28.375 0.020 -1.008 -1.736 N2 GL4 12 GL4 C8 C8 C 0 1 N N N 35.032 24.094 29.283 0.213 -0.010 -2.620 C8 GL4 13 GL4 S8 S8 S 0 1 N N N 36.311 24.734 30.171 0.380 -0.252 -4.306 S8 GL4 14 GL4 N1 N1 N 0 1 N N N 33.758 24.460 29.473 0.258 1.190 -2.032 N1 GL4 15 GL4 C7 C7 C 0 1 N N N 33.047 23.677 28.630 0.098 1.096 -0.695 C7 GL4 16 GL4 O7 O7 O 0 1 N N N 31.821 23.749 28.605 0.092 2.003 0.108 O7 GL4 17 GL4 H2 H2 H 0 1 N N N 34.872 22.639 25.858 -1.571 -1.714 0.358 H2 GL4 18 GL4 HO2 HO2 H 0 1 N Y N 34.050 24.749 25.186 -3.308 -0.345 -0.242 HO2 GL4 19 GL4 H3 H3 H 0 1 N N N 31.782 23.120 25.913 -1.521 1.159 1.391 H3 GL4 20 GL4 HO3 HO3 H 0 1 N Y N 32.100 22.397 23.729 -2.759 0.186 3.057 HO3 GL4 21 GL4 H4 H4 H 0 1 N N N 33.315 20.462 25.475 -0.392 -1.386 2.650 H4 GL4 22 GL4 HO4 HO4 H 0 1 N Y N 31.137 19.685 25.519 0.453 0.152 4.122 HO4 GL4 23 GL4 H5 H5 H 0 1 N N N 31.510 21.342 27.828 1.001 1.001 1.354 H5 GL4 24 GL4 H61 H61 H 0 1 N N N 32.258 19.214 28.943 2.123 -1.467 2.754 H61 GL4 25 GL4 H62 H62 H 0 1 N N N 31.370 18.901 27.551 2.159 0.194 3.391 H62 GL4 26 GL4 HO6 HO6 H 0 1 N Y N 33.399 17.779 27.525 4.104 -0.394 2.331 HO6 GL4 27 GL4 HN2 HN2 H 0 1 N N N 35.906 23.426 27.654 -0.045 -1.955 -1.934 HN2 GL4 28 GL4 HN1 HN1 H 0 1 N N N 33.408 25.172 30.113 0.389 2.025 -2.507 HN1 GL4 29 # # 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 GL4 C1 C2 SING N N 1 GL4 C1 O5 SING N N 2 GL4 C1 N2 SING N N 3 GL4 C1 C7 SING N N 4 GL4 C2 O2 SING N N 5 GL4 C2 C3 SING N N 6 GL4 C2 H2 SING N N 7 GL4 O2 HO2 SING N N 8 GL4 C3 O3 SING N N 9 GL4 C3 C4 SING N N 10 GL4 C3 H3 SING N N 11 GL4 O3 HO3 SING N N 12 GL4 C4 O4 SING N N 13 GL4 C4 C5 SING N N 14 GL4 C4 H4 SING N N 15 GL4 O4 HO4 SING N N 16 GL4 C5 C6 SING N N 17 GL4 C5 O5 SING N N 18 GL4 C5 H5 SING N N 19 GL4 C6 O6 SING N N 20 GL4 C6 H61 SING N N 21 GL4 C6 H62 SING N N 22 GL4 O6 HO6 SING N N 23 GL4 N2 C8 SING N N 24 GL4 N2 HN2 SING N N 25 GL4 C8 S8 DOUB N N 26 GL4 C8 N1 SING N N 27 GL4 N1 C7 SING N N 28 GL4 N1 HN1 SING N N 29 GL4 C7 O7 DOUB N N 30 # # 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 GL4 SMILES ACDLabs 10.04 "O=C2NC(=S)NC21OC(C(O)C(O)C1O)CO" GL4 SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@]2(NC(=S)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O" GL4 SMILES CACTVS 3.341 "OC[CH]1O[C]2(NC(=S)NC2=O)[CH](O)[CH](O)[CH]1O" GL4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@]2(O1)C(=O)NC(=S)N2)O)O)O)O" GL4 SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C2(O1)C(=O)NC(=S)N2)O)O)O)O" GL4 InChI InChI 1.03 "InChI=1S/C8H12N2O6S/c11-1-2-3(12)4(13)5(14)8(16-2)6(15)9-7(17)10-8/h2-5,11-14H,1H2,(H2,9,10,15,17)/t2-,3-,4+,5-,8+/m1/s1" GL4 InChIKey InChI 1.03 OEWLGQKSTDZKFN-WWHASAIZSA-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 GL4 "SYSTEMATIC NAME" ACDLabs 10.04 "(5S,7R,8S,9S,10R)-8,9,10-trihydroxy-7-(hydroxymethyl)-2-thioxo-6-oxa-1,3-diazaspiro[4.5]decan-4-one" GL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S,6R,7S,8S,9R)-6,7,8-trihydroxy-9-(hydroxymethyl)-2-sulfanylidene-10-oxa-1,3-diazaspiro[4.5]decan-4-one" # # 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 GL4 "CARBOHYDRATE ISOMER" D PDB ? GL4 "CARBOHYDRATE RING" pyranose PDB ? GL4 "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 GL4 "Create component" 2000-12-04 RCSB GL4 "Modify descriptor" 2011-06-04 RCSB GL4 "Other modification" 2020-07-03 RCSB GL4 "Modify name" 2020-07-17 RCSB GL4 "Modify synonyms" 2020-07-17 RCSB GL4 "Modify internal type" 2020-07-17 RCSB GL4 "Modify linking type" 2020-07-17 RCSB GL4 "Modify leaving atom flag" 2020-07-17 RCSB ##