data_GUL # _chem_comp.id GUL _chem_comp.name "(2R,3S,4R,5S)-2,6-difluoro-2-(hydroxymethyl)oxane-3,4,5-triol" _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H10 F2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-FLUORO-BETA-L-GULOSYL FLUORIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-09-03 _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 200.137 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GUL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1QWN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GUL _pdbx_chem_comp_synonyms.name "5-FLUORO-BETA-L-GULOSYL FLUORIDE" _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 GUL C1 C5 C 0 1 N N R 30.367 66.165 6.813 1.701 -2.628 -0.946 C1 GUL 1 GUL C4 C2 C 0 1 N N S 32.416 65.787 8.728 -0.340 -0.596 -0.856 C4 GUL 2 GUL F1 F1 F 0 1 N N N 29.687 65.745 5.728 1.350 -3.364 -2.039 F1 GUL 3 GUL O4 O2 O 0 1 N N N 33.530 65.320 9.443 -1.478 0.049 -1.408 O4 GUL 4 GUL C3 C3 C 0 1 N N R 32.860 66.662 7.471 -0.690 -2.004 -0.367 C3 GUL 5 GUL O3 O3 O 0 1 N N N 34.086 66.066 6.990 -1.284 -2.763 -1.418 O3 GUL 6 GUL C2 C4 C 0 1 N N S 31.818 66.485 6.327 0.579 -2.723 0.101 C2 GUL 7 GUL O2 O4 O 0 1 N N N 31.755 67.697 5.575 1.022 -2.143 1.325 O2 GUL 8 GUL C6 C6 C 0 1 N N N 29.622 67.307 7.471 3.026 -3.182 -0.438 C6 GUL 9 GUL O6 O6 O 0 1 N N N 28.329 66.870 7.882 2.845 -4.543 -0.089 O6 GUL 10 GUL O5 O O 0 1 N N N 30.392 65.004 7.672 1.933 -1.285 -1.380 O5 GUL 11 GUL C5 C1 C 0 1 N N R 31.584 64.579 8.365 0.774 -0.632 -1.891 C5 GUL 12 GUL F2 F2 F 0 1 N N N ? ? ? 0.368 -1.296 -3.005 F2 GUL 13 GUL H4 H2 H 0 1 N N N 31.796 66.479 9.344 -0.006 -0.000 0.002 H4 GUL 14 GUL HO4 HO2 H 0 1 N Y N 33.265 64.798 10.191 -1.289 0.197 -2.349 HO4 GUL 15 GUL H3 H3 H 0 1 N N N 32.959 67.736 7.750 -1.427 -1.937 0.441 H3 GUL 16 GUL HO3 HO3 H 0 1 N Y N 34.350 66.587 6.241 -0.556 -3.086 -1.970 HO3 GUL 17 GUL H2 H4 H 0 1 N N N 32.167 65.611 5.729 0.354 -3.779 0.290 H2 GUL 18 GUL HO2 HO4 H 0 1 N Y N 32.636 67.891 5.279 1.484 -1.323 1.092 HO2 GUL 19 GUL H61 H61 H 0 1 N N N 30.200 67.753 8.313 3.351 -2.626 0.443 H61 GUL 20 GUL H62 H62 H 0 1 N N N 29.570 68.206 6.814 3.786 -3.109 -1.217 H62 GUL 21 GUL HO6 HO6 H 0 1 N N N 27.861 67.586 8.294 3.149 -4.644 0.828 HO6 GUL 22 GUL H5 H1 H 0 1 N N N 32.550 64.305 8.848 1.049 0.380 -2.203 H5 GUL 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 GUL C1 F1 SING N N 1 GUL C1 C2 SING N N 2 GUL C1 C6 SING N N 3 GUL C1 O5 SING N N 4 GUL C4 O4 SING N N 5 GUL C4 C3 SING N N 6 GUL C4 C5 SING N N 7 GUL C4 H4 SING N N 8 GUL O4 HO4 SING N N 9 GUL C3 O3 SING N N 10 GUL C3 C2 SING N N 11 GUL C3 H3 SING N N 12 GUL O3 HO3 SING N N 13 GUL C2 O2 SING N N 14 GUL C2 H2 SING N N 15 GUL O2 HO2 SING N N 16 GUL C6 O6 SING N N 17 GUL C6 H61 SING N N 18 GUL C6 H62 SING N N 19 GUL O6 HO6 SING N N 20 GUL O5 C5 SING N N 21 GUL C5 F2 SING N N 22 GUL C5 H5 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 GUL SMILES ACDLabs 10.04 "FC1OC(F)(C(O)C(O)C1O)CO" GUL SMILES_CANONICAL CACTVS 3.341 "OC[C@]1(F)O[C@H](F)[C@@H](O)[C@@H](O)[C@@H]1O" GUL SMILES CACTVS 3.341 "OC[C]1(F)O[CH](F)[CH](O)[CH](O)[CH]1O" GUL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@]1([C@H]([C@@H]([C@@H](C(O1)F)O)O)O)F)O" GUL SMILES "OpenEye OEToolkits" 1.5.0 "C(C1(C(C(C(C(O1)F)O)O)O)F)O" GUL InChI InChI 1.03 "InChI=1S/C6H10F2O5/c7-5-3(11)2(10)4(12)6(8,1-9)13-5/h2-5,9-12H,1H2/t2-,3+,4+,5?,6+/m1/s1" GUL InChIKey InChI 1.03 MGHYRMVVRYCAON-NURPGYHYSA-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 GUL "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3S,4R,5S,6R)-2,6-difluoro-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (non-preferred name)" GUL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,4R,5S)-2,6-difluoro-2-(hydroxymethyl)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 GUL "CARBOHYDRATE ISOMER" L PDB ? GUL "CARBOHYDRATE RING" pyranose PDB ? GUL "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 GUL "Create component" 2003-09-03 RCSB GUL "Modify descriptor" 2011-06-04 RCSB GUL "Other modification" 2020-07-03 RCSB GUL "Modify name" 2020-07-17 RCSB GUL "Modify synonyms" 2020-07-17 RCSB GUL "Modify internal type" 2020-07-17 RCSB GUL "Modify linking type" 2020-07-17 RCSB GUL "Modify atom id" 2020-07-17 RCSB GUL "Modify component atom id" 2020-07-17 RCSB GUL "Modify leaving atom flag" 2020-07-17 RCSB ##