data_TUP # _chem_comp.id TUP _chem_comp.name 3-deoxy-3-fluoro-alpha-D-glucopyranose _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H11 F O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-03-31 _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 182.147 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TUP _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 6F9L _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 TUP F3 F3 F 0 1 N N N 8.639 13.288 12.499 2.071 -1.790 0.122 F3 TUP 1 TUP C3 C3 C 0 1 N N S 9.805 13.171 11.777 1.176 -0.766 -0.208 C3 TUP 2 TUP C2 C2 C 0 1 N N S 10.298 11.731 11.940 1.555 0.509 0.551 C2 TUP 3 TUP O2 O2 O 0 1 N N N 9.316 10.822 11.414 2.850 0.946 0.136 O2 TUP 4 TUP C1 C1 C 0 1 N N S 11.657 11.533 11.259 0.525 1.600 0.246 C1 TUP 5 TUP O1 O1 O 0 1 N Y N 11.550 11.692 9.844 0.551 1.902 -1.151 O1 TUP 6 TUP O5 O5 O 0 1 N N N 12.590 12.474 11.803 -0.778 1.138 0.609 O5 TUP 7 TUP C5 C5 C 0 1 N N R 12.246 13.860 11.623 -1.204 -0.025 -0.103 C5 TUP 8 TUP C6 C6 C 0 1 N N N 13.379 14.716 12.200 -2.616 -0.408 0.345 C6 TUP 9 TUP O6 O6 O 0 1 N N N 13.444 14.639 13.638 -3.532 0.622 -0.030 O6 TUP 10 TUP C4 C4 C 0 1 N N R 10.868 14.187 12.231 -0.244 -1.181 0.188 C4 TUP 11 TUP O4 O4 O 0 1 N N N 10.502 15.542 11.870 -0.635 -2.329 -0.568 O4 TUP 12 TUP H3 H3 H 0 1 N N N 9.607 13.344 10.709 1.217 -0.578 -1.281 H3 TUP 13 TUP H2 H2 H 0 1 N N N 10.428 11.538 13.015 1.564 0.306 1.622 H2 TUP 14 TUP HO2 HO2 H 0 1 N Y N 9.624 9.929 11.516 3.155 1.750 0.577 HO2 TUP 15 TUP H1 H1 H 0 1 N N N 12.001 10.513 11.484 0.765 2.497 0.817 H1 TUP 16 TUP HO1 HO1 H 0 1 N Y N 12.403 11.565 9.445 -0.078 2.587 -1.416 HO1 TUP 17 TUP H5 H5 H 0 1 N N N 12.188 14.071 10.545 -1.207 0.185 -1.173 H5 TUP 18 TUP H61 H61 H 0 1 N N N 14.335 14.365 11.783 -2.907 -1.345 -0.131 H61 TUP 19 TUP H62 H62 H 0 1 N N N 13.214 15.764 11.909 -2.632 -0.532 1.428 H62 TUP 20 TUP HO6 HO6 H 0 1 N Y N 14.157 15.182 13.953 -4.448 0.445 0.223 HO6 TUP 21 TUP H4 H4 H 0 1 N N N 10.956 14.118 13.325 -0.271 -1.418 1.252 H4 TUP 22 TUP HO4 HO4 H 0 1 N Y N 11.177 16.142 12.164 -0.066 -3.099 -0.435 HO4 TUP 23 # # 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 TUP F3 C3 SING N N 1 TUP C3 C2 SING N N 2 TUP C3 C4 SING N N 3 TUP C2 C1 SING N N 4 TUP C2 O2 SING N N 5 TUP C1 O1 SING N N 6 TUP C1 O5 SING N N 7 TUP O5 C5 SING N N 8 TUP C5 C4 SING N N 9 TUP C5 C6 SING N N 10 TUP C6 O6 SING N N 11 TUP C4 O4 SING N N 12 TUP C3 H3 SING N N 13 TUP C2 H2 SING N N 14 TUP O2 HO2 SING N N 15 TUP C1 H1 SING N N 16 TUP O1 HO1 SING N N 17 TUP C5 H5 SING N N 18 TUP C6 H61 SING N N 19 TUP C6 H62 SING N N 20 TUP O6 HO6 SING N N 21 TUP C4 H4 SING N N 22 TUP O4 HO4 SING N N 23 # # 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 TUP SMILES ACDLabs 12.01 "FC1C(C(O)OC(C1O)CO)O" TUP InChI InChI 1.03 "InChI=1S/C6H11FO5/c7-3-4(9)2(1-8)12-6(11)5(3)10/h2-6,8-11H,1H2/t2-,3+,4-,5-,6+/m1/s1" TUP InChIKey InChI 1.03 BUMRBAMACDBPKO-RXRWUWDJSA-N TUP SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](O)[C@H](O)[C@@H](F)[C@@H]1O" TUP SMILES CACTVS 3.385 "OC[CH]1O[CH](O)[CH](O)[CH](F)[CH]1O" TUP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)F)O)O" TUP SMILES "OpenEye OEToolkits" 2.0.7 "C(C1C(C(C(C(O1)O)O)F)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 TUP "SYSTEMATIC NAME" ACDLabs 12.01 3-deoxy-3-fluoro-alpha-D-glucopyranose TUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},3~{S},4~{S},5~{R},6~{R})-4-fluoranyl-6-(hydroxymethyl)oxane-2,3,5-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 TUP "CARBOHYDRATE ISOMER" D PDB ? TUP "CARBOHYDRATE RING" pyranose PDB ? TUP "CARBOHYDRATE ANOMER" alpha PDB ? TUP "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 TUP "Create component" 2020-03-31 RCSB TUP "Initial release" 2020-07-29 RCSB ##