data_GUF # _chem_comp.id GUF _chem_comp.name "2-deoxy-2-fluoro-beta-D-glucopyranuronic acid" _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H9 F O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;2-deoxy-2-fluoro-beta-glucuronide; 2-deoxy-2-fluoro-beta-D-glucuronic acid; 2-deoxy-2-fluoro-D-glucuronic acid; 2-deoxy-2-fluoro-glucuronic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-02 _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 196.130 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GUF _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 3VO0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 GUF 2-deoxy-2-fluoro-beta-glucuronide PDB ? 2 GUF "2-deoxy-2-fluoro-beta-D-glucuronic acid" PDB ? 3 GUF "2-deoxy-2-fluoro-D-glucuronic acid" PDB ? 4 GUF "2-deoxy-2-fluoro-glucuronic acid" 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 GUF O6B O6A O 0 1 N N N 47.271 1.840 24.921 -3.357 -0.358 -0.356 O6B GUF 1 GUF C6 C6 C 0 1 N N N 46.650 2.569 24.114 -2.396 0.503 0.014 C6 GUF 2 GUF O6A O6B O 0 1 N N N 46.486 2.323 22.898 -2.673 1.464 0.692 O6A GUF 3 GUF C5 C5 C 0 1 N N S 45.982 3.850 24.650 -0.970 0.272 -0.417 C5 GUF 4 GUF O5 O5 O 0 1 N N N 45.058 3.498 25.706 -0.162 1.374 -0.000 O5 GUF 5 GUF C4 C4 C 0 1 N N S 47.002 4.872 25.183 -0.446 -1.015 0.225 C4 GUF 6 GUF O4 O4 O 0 1 N N N 47.827 5.313 24.119 -1.217 -2.127 -0.235 O4 GUF 7 GUF C3 C3 C 0 1 N N S 46.274 6.100 25.769 1.021 -1.212 -0.169 C3 GUF 8 GUF O3 O3 O 0 1 N N N 47.231 6.951 26.414 1.541 -2.372 0.485 O3 GUF 9 GUF C2 C2 C 0 1 N N R 45.219 5.682 26.805 1.824 0.020 0.260 C2 GUF 10 GUF F2 F2 F 0 1 N N N 44.526 6.791 27.268 3.151 -0.117 -0.158 F2 GUF 11 GUF C1 C1 C 0 1 N N R 44.285 4.596 26.223 1.211 1.268 -0.383 C1 GUF 12 GUF O1 O1 O 0 1 N Y N 43.543 4.022 27.290 1.920 2.428 0.058 O1 GUF 13 GUF HO6B H1 H 0 0 N N N 47.598 1.072 24.468 -4.256 -0.167 -0.055 HO6B GUF 14 GUF H5 H2 H 0 1 N N N 45.428 4.319 23.823 -0.929 0.180 -1.502 H5 GUF 15 GUF H4 H3 H 0 1 N N N 47.604 4.400 25.974 -0.525 -0.940 1.310 H4 GUF 16 GUF HO4 H4 H 0 1 N Y N 48.457 5.944 24.447 -2.158 -2.067 -0.024 HO4 GUF 17 GUF H3 H5 H 0 1 N N N 45.775 6.640 24.951 1.095 -1.339 -1.249 H3 GUF 18 GUF HO3 H6 H 0 1 N Y N 46.788 7.709 26.777 2.467 -2.557 0.280 HO3 GUF 19 GUF H2 H7 H 0 1 N N N 45.759 5.222 27.646 1.791 0.116 1.346 H2 GUF 20 GUF H1 H8 H 0 1 N N N 43.631 5.032 25.453 1.281 1.189 -1.468 H1 GUF 21 GUF HO1 H9 H 0 1 N Y N 42.998 4.688 27.692 1.585 3.257 -0.310 HO1 GUF 22 # # 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 GUF O6A C6 DOUB N N 1 GUF C6 C5 SING N N 2 GUF C6 O6B SING N N 3 GUF O4 C4 SING N N 4 GUF C5 C4 SING N N 5 GUF C5 O5 SING N N 6 GUF C4 C3 SING N N 7 GUF O5 C1 SING N N 8 GUF C3 O3 SING N N 9 GUF C3 C2 SING N N 10 GUF C1 C2 SING N N 11 GUF C1 O1 SING N N 12 GUF C2 F2 SING N N 13 GUF O6B HO6B SING N N 14 GUF C5 H5 SING N N 15 GUF C4 H4 SING N N 16 GUF O4 HO4 SING N N 17 GUF C3 H3 SING N N 18 GUF O3 HO3 SING N N 19 GUF C2 H2 SING N N 20 GUF C1 H1 SING N N 21 GUF O1 HO1 SING N N 22 # # 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 GUF SMILES ACDLabs 12.01 "FC1C(O)C(O)C(OC1O)C(=O)O" GUF InChI InChI 1.03 "InChI=1S/C6H9FO6/c7-1-2(8)3(9)4(5(10)11)13-6(1)12/h1-4,6,8-9,12H,(H,10,11)/t1-,2-,3+,4+,6-/m1/s1" GUF InChIKey InChI 1.03 LDVYRSUUUDDWHG-LVBGKUAWSA-N GUF SMILES_CANONICAL CACTVS 3.370 "O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1F)C(O)=O" GUF SMILES CACTVS 3.370 "O[CH]1O[CH]([CH](O)[CH](O)[CH]1F)C(O)=O" GUF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[C@@H]1([C@@H]([C@H](O[C@H]([C@@H]1F)O)C(=O)O)O)O" GUF SMILES "OpenEye OEToolkits" 1.7.6 "C1(C(C(OC(C1F)O)C(=O)O)O)O" # # 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 GUF "SYSTEMATIC NAME" ACDLabs 12.01 "2-deoxy-2-fluoro-beta-D-glucopyranuronic acid" GUF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3S,4S,5R,6R)-5-fluoranyl-3,4,6-tris(oxidanyl)oxane-2-carboxylic acid" # # 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 GUF "CARBOHYDRATE ISOMER" D PDB ? GUF "CARBOHYDRATE RING" pyranose PDB ? GUF "CARBOHYDRATE ANOMER" beta PDB ? GUF "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 GUF "Create component" 2012-02-02 PDBJ GUF "Other modification" 2020-07-03 RCSB GUF "Modify synonyms" 2020-07-17 RCSB GUF "Modify linking type" 2020-07-17 RCSB GUF "Modify atom id" 2020-07-17 RCSB GUF "Modify component atom id" 2020-07-17 RCSB GUF "Modify leaving atom flag" 2020-07-17 RCSB ##