data_0XY # _chem_comp.id 0XY _chem_comp.name 5-fluoro-N-acetyl-alpha-D-glucosamine _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C8 H14 F N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[(2S,3R,4R,5S,6S)-6-fluoro-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-05 _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 239.198 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0XY _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4GVH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0XY _pdbx_chem_comp_synonyms.name "N-[(2S,3R,4R,5S,6S)-6-fluoro-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide" _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 0XY N2 N2 N 0 1 N N N 18.748 44.902 52.418 -2.297 -0.322 0.294 N2 0XY 1 0XY C5 C1 C 0 1 N N S 21.123 45.129 52.362 -0.418 1.240 0.154 C5 0XY 2 0XY C4 C2 C 0 1 N N R 19.899 44.978 51.503 -0.953 -0.135 -0.257 C4 0XY 3 0XY C3 C3 C 0 1 N N R 20.026 43.766 50.652 -0.021 -1.221 0.290 C3 0XY 4 0XY C2 C4 C 0 1 N N S 21.182 43.864 49.821 1.398 -0.970 -0.231 C2 0XY 5 0XY C1 C5 C 0 1 N N S 22.422 44.077 50.629 1.842 0.437 0.179 C1 0XY 6 0XY C6 C6 C 0 1 N N N 23.567 44.386 49.763 3.235 0.717 -0.389 C6 0XY 7 0XY C7 C7 C 0 1 N N N 17.495 45.532 52.097 -3.370 0.146 -0.375 C7 0XY 8 0XY C8 C8 C 0 1 N N N 16.365 45.403 53.084 -4.754 -0.052 0.189 C8 0XY 9 0XY O3 O3 O 0 1 N N N 18.843 43.602 49.809 -0.473 -2.504 -0.148 O3 0XY 10 0XY O4 O4 O 0 1 N N N 21.304 42.654 49.034 2.290 -1.935 0.331 O4 0XY 11 0XY O5 O5 O 0 1 N N N 22.248 45.231 51.531 0.916 1.396 -0.335 O5 0XY 12 0XY O6 O6 O 0 1 N N N 23.556 45.591 49.072 3.196 0.626 -1.814 O6 0XY 13 0XY O7 O7 O 0 1 N N N 17.343 46.137 51.036 -3.222 0.725 -1.430 O7 0XY 14 0XY F F F 0 1 N N N 22.751 42.930 51.347 1.880 0.526 1.574 F 0XY 15 0XY H1 H1 H 0 1 N N N 18.839 44.403 53.280 -2.416 -0.785 1.138 H1 0XY 16 0XY H5 H2 H 0 1 N N N 21.205 44.287 53.065 -1.054 2.018 -0.269 H5 0XY 17 0XY H4 H4 H 0 1 N N N 19.799 45.865 50.860 -0.992 -0.201 -1.344 H4 0XY 18 0XY H3 H5 H 0 1 N N N 20.121 42.887 51.307 -0.021 -1.187 1.379 H3 0XY 19 0XY H2 H6 H 0 1 N N N 21.064 44.720 49.140 1.407 -1.053 -1.317 H2 0XY 20 0XY H7 H7 H 0 1 N N N 23.639 43.581 49.016 3.551 1.719 -0.097 H7 0XY 21 0XY H8 H8 H 0 1 N N N 24.467 44.380 50.396 3.941 -0.015 0.003 H8 0XY 22 0XY H9 H9 H 0 1 N N N 15.473 45.913 52.690 -4.821 0.431 1.164 H9 0XY 23 0XY H10 H10 H 0 1 N N N 16.138 44.339 53.244 -5.487 0.390 -0.486 H10 0XY 24 0XY H11 H11 H 0 1 N N N 16.658 45.863 54.039 -4.954 -1.118 0.296 H11 0XY 25 0XY HO3 H12 H 0 1 N Y N 18.070 43.536 50.357 0.072 -3.240 0.161 HO3 0XY 26 0XY H13 H13 H 0 1 N N N 20.513 42.526 48.524 3.209 -1.832 0.047 H13 0XY 27 0XY H14 H14 H 0 1 N N N 24.348 45.666 48.553 4.047 0.793 -2.242 H14 0XY 28 0XY O1 O1 O 0 1 N Y N ? ? ? -0.418 1.345 1.579 O1 0XY 29 0XY HO1 HO1 H 0 1 N Y N ? ? ? -0.091 2.192 1.911 HO1 0XY 30 # # 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 0XY O4 C2 SING N N 1 0XY O6 C6 SING N N 2 0XY C6 C1 SING N N 3 0XY O3 C3 SING N N 4 0XY C2 C1 SING N N 5 0XY C2 C3 SING N N 6 0XY C1 F SING N N 7 0XY C1 O5 SING N N 8 0XY C3 C4 SING N N 9 0XY O7 C7 DOUB N N 10 0XY C4 C5 SING N N 11 0XY C4 N2 SING N N 12 0XY O5 C5 SING N N 13 0XY C7 N2 SING N N 14 0XY C7 C8 SING N N 15 0XY N2 H1 SING N N 16 0XY C5 H5 SING N N 17 0XY C4 H4 SING N N 18 0XY C3 H3 SING N N 19 0XY C2 H2 SING N N 20 0XY C6 H7 SING N N 21 0XY C6 H8 SING N N 22 0XY C8 H9 SING N N 23 0XY C8 H10 SING N N 24 0XY C8 H11 SING N N 25 0XY O3 HO3 SING N N 26 0XY O4 H13 SING N N 27 0XY O6 H14 SING N N 28 0XY C5 O1 SING N N 29 0XY O1 HO1 SING 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 0XY SMILES ACDLabs 12.01 "FC1(OC(O)C(NC(=O)C)C(O)C1O)CO" 0XY InChI InChI 1.03 "InChI=1S/C8H14FNO6/c1-3(12)10-4-5(13)6(14)8(9,2-11)16-7(4)15/h4-7,11,13-15H,2H2,1H3,(H,10,12)/t4-,5-,6+,7?,8-/m1/s1" 0XY InChIKey InChI 1.03 FRZYHGPCSHDXIZ-JTFAZQEDSA-N 0XY SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@H]1[C@@H](O)O[C@](F)(CO)[C@@H](O)[C@@H]1O" 0XY SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)O[C](F)(CO)[CH](O)[CH]1O" 0XY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@](O[C@H]1O)(CO)F)O)O" 0XY SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC1C(C(C(OC1O)(CO)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 0XY "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S,3R,4R,5S,6S)-6-fluoro-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide (non-preferred name)" 0XY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2R,3R,4R,5S,6S)-6-fluoranyl-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]ethanamide" # # 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 0XY "CARBOHYDRATE ISOMER" D PDB ? 0XY "CARBOHYDRATE RING" pyranose PDB ? 0XY "CARBOHYDRATE ANOMER" alpha PDB ? 0XY "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 0XY "Create component" 2012-09-05 RCSB 0XY "Modify name" 2012-09-28 RCSB 0XY "Modify name" 2012-10-18 RCSB 0XY "Initial release" 2012-12-14 RCSB 0XY "Other modification" 2020-07-03 RCSB 0XY "Modify name" 2020-07-17 RCSB 0XY "Modify synonyms" 2020-07-17 RCSB 0XY "Modify linking type" 2020-07-17 RCSB 0XY "Modify atom id" 2020-07-17 RCSB 0XY "Modify component atom id" 2020-07-17 RCSB 0XY "Modify leaving atom flag" 2020-07-17 RCSB ##