data_FSR # _chem_comp.id FSR _chem_comp.name ;(2S,3S,4R,5R,6R)-5-acetamido-2,3-bis(fluoranyl)-4-oxidanyl-6-[(1S,2S)-1,2,3-tris(oxidanyl)propyl]oxane-2-carboxylic acid ; _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H17 F2 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2,3-difluorosialic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-28 _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 329.251 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FSR _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 4NCS _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FSR _pdbx_chem_comp_synonyms.name "2,3-difluorosialic acid" _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 FSR O1B O1B O 0 1 N N N 10.155 12.836 -22.170 -2.124 2.552 -1.614 O1B FSR 1 FSR C1 C1 C 0 1 N N N 10.302 13.963 -21.637 -0.954 2.202 -1.058 C1 FSR 2 FSR O1A O1A O 0 1 N N N 9.816 14.987 -22.206 0.048 2.159 -1.733 O1A FSR 3 FSR C2 C2 C 0 1 N N R 11.111 14.213 -20.409 -0.889 1.862 0.409 C2 FSR 4 FSR C3 C3 C 0 1 N N S 11.260 12.999 -19.517 -2.075 0.967 0.779 C3 FSR 5 FSR F1 F1 F 0 1 N N N 12.238 12.218 -20.056 -3.270 1.620 0.458 F1 FSR 6 FSR C4 C4 C 0 1 N N R 11.549 13.348 -18.058 -1.980 -0.344 -0.007 C4 FSR 7 FSR O4 O4 O 0 1 N N N 11.424 12.200 -17.214 -3.042 -1.215 0.387 O4 FSR 8 FSR O6 O6 O 0 1 N N N 10.050 15.007 -19.726 0.331 1.171 0.685 O6 FSR 9 FSR C6 C6 C 0 1 N N R 10.399 15.512 -18.435 0.497 -0.039 -0.057 C6 FSR 10 FSR C7 C7 C 0 1 N N S 9.214 16.333 -18.332 1.843 -0.674 0.296 C7 FSR 11 FSR C8 C8 C 0 1 N N S 9.346 17.765 -18.061 2.973 0.296 -0.054 C8 FSR 12 FSR C9 C9 C 0 1 N N N 8.087 18.476 -18.516 4.319 -0.339 0.300 C9 FSR 13 FSR O9 O9 O 0 1 N N N 7.665 19.115 -17.424 5.378 0.518 -0.133 O9 FSR 14 FSR O8 O8 O 0 1 N N N 10.463 18.390 -18.472 2.807 1.507 0.688 O8 FSR 15 FSR O7 O7 O 0 1 N N N 7.966 15.737 -18.053 2.008 -1.885 -0.446 O7 FSR 16 FSR C5 C5 C 0 1 N N R 10.593 14.339 -17.473 -0.633 -1.010 0.294 C5 FSR 17 FSR N5 N5 N 0 1 N N N 11.107 14.784 -16.167 -0.500 -2.228 -0.509 N5 FSR 18 FSR C10 C10 C 0 1 N N N 10.497 14.365 -14.903 -1.025 -3.388 -0.067 C10 FSR 19 FSR O10 O10 O 0 1 N N N 9.529 13.584 -14.879 -1.609 -3.423 0.996 O10 FSR 20 FSR C11 C11 C 0 1 N N N 11.072 14.897 -13.584 -0.888 -4.641 -0.893 C11 FSR 21 FSR HO1B H1 H 0 0 N N N 9.665 12.929 -22.979 -2.116 2.761 -2.558 HO1B FSR 22 FSR H32 H3 H 0 1 N N N 10.304 12.455 -19.539 -2.051 0.754 1.848 H32 FSR 23 FSR H4 H4 H 0 1 N N N 12.570 13.753 -17.990 -2.053 -0.136 -1.074 H4 FSR 24 FSR HO4 H5 H 0 1 N Y N 11.609 12.446 -16.315 -3.925 -0.853 0.231 HO4 FSR 25 FSR H6 H6 H 0 1 N N N 11.311 16.126 -18.473 0.468 0.182 -1.124 H6 FSR 26 FSR H7 H7 H 0 1 N N N 9.054 16.438 -19.415 1.872 -0.896 1.363 H7 FSR 27 FSR H8 H8 H 0 1 N N N 9.329 17.850 -16.964 2.944 0.518 -1.120 H8 FSR 28 FSR H92 H9 H 0 1 N N N 8.310 19.188 -19.324 4.383 -0.479 1.379 H92 FSR 29 FSR H91 H10 H 0 1 N N N 7.333 17.753 -18.862 4.407 -1.305 -0.197 H91 FSR 30 FSR HO9 H11 H 0 1 N N N 6.869 19.593 -17.624 6.262 0.177 0.059 HO9 FSR 31 FSR HO8 H12 H 0 1 N Y N 11.225 17.912 -18.166 2.822 1.385 1.648 HO8 FSR 32 FSR HO7 H13 H 0 1 N Y N 7.295 16.408 -18.019 1.993 -1.763 -1.405 HO7 FSR 33 FSR H5 H14 H 0 1 N N N 9.620 13.847 -17.327 -0.581 -1.263 1.353 H5 FSR 34 FSR HN5 H15 H 0 1 N N N 11.900 15.393 -16.142 -0.033 -2.200 -1.359 HN5 FSR 35 FSR H111 H16 H 0 0 N N N 10.502 14.480 -12.740 -0.338 -4.415 -1.806 H111 FSR 36 FSR H113 H17 H 0 0 N N N 12.127 14.598 -13.497 -0.348 -5.396 -0.321 H113 FSR 37 FSR H112 H18 H 0 0 N N N 10.999 15.994 -13.569 -1.878 -5.018 -1.148 H112 FSR 38 FSR F2 F2 F 0 1 N Y N ? ? ? -0.939 3.039 1.163 F2 FSR 39 # # 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 FSR O1A C1 DOUB N N 1 FSR O1B C1 SING N N 2 FSR C1 C2 SING N N 3 FSR C2 O6 SING N N 4 FSR C2 C3 SING N N 5 FSR F1 C3 SING N N 6 FSR O6 C6 SING N N 7 FSR C3 C4 SING N N 8 FSR C9 C8 SING N N 9 FSR C9 O9 SING N N 10 FSR O8 C8 SING N N 11 FSR C6 C7 SING N N 12 FSR C6 C5 SING N N 13 FSR C7 C8 SING N N 14 FSR C7 O7 SING N N 15 FSR C4 C5 SING N N 16 FSR C4 O4 SING N N 17 FSR C5 N5 SING N N 18 FSR N5 C10 SING N N 19 FSR C10 O10 DOUB N N 20 FSR C10 C11 SING N N 21 FSR O1B HO1B SING N N 22 FSR C3 H32 SING N N 23 FSR C4 H4 SING N N 24 FSR O4 HO4 SING N N 25 FSR C6 H6 SING N N 26 FSR C7 H7 SING N N 27 FSR C8 H8 SING N N 28 FSR C9 H92 SING N N 29 FSR C9 H91 SING N N 30 FSR O9 HO9 SING N N 31 FSR O8 HO8 SING N N 32 FSR O7 HO7 SING N N 33 FSR C5 H5 SING N N 34 FSR N5 HN5 SING N N 35 FSR C11 H111 SING N N 36 FSR C11 H113 SING N N 37 FSR C11 H112 SING N N 38 FSR C2 F2 SING N N 39 # # 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 FSR SMILES ACDLabs 12.01 "FC1(OC(C(NC(=O)C)C(O)C1F)C(O)C(O)CO)C(=O)O" FSR InChI InChI 1.03 "InChI=1S/C11H17F2NO8/c1-3(16)14-5-7(19)9(12)11(13,10(20)21)22-8(5)6(18)4(17)2-15/h4-9,15,17-19H,2H2,1H3,(H,14,16)(H,20,21)/t4-,5+,6-,7+,8+,9-,11+/m0/s1" FSR InChIKey InChI 1.03 HMALKZAXODOYOP-JVUHFKPCSA-N FSR SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@H](F)[C@@](F)(O[C@H]1[C@@H](O)[C@@H](O)CO)C(O)=O" FSR SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)[C](F)(O[CH]1[CH](O)[CH](O)CO)C(O)=O" FSR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@](O[C@H]1[C@H]([C@H](CO)O)O)(C(=O)O)F)F)O" FSR SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC1C(C(C(OC1C(C(CO)O)O)(C(=O)O)F)F)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 FSR "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,3S,4R,5R,6R)-5-(acetylamino)-2,3-difluoro-4-hydroxy-6-[(1S,2S)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxy lic acid (non-preferred name) ; FSR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;(2S,3S,4R,5R,6R)-5-acetamido-2,3-bis(fluoranyl)-4-oxidanyl-6-[(1S,2S)-1,2,3-tris(oxidanyl)propyl]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 FSR "CARBOHYDRATE ISOMER" L PDB ? FSR "CARBOHYDRATE RING" pyranose PDB ? FSR "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose 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 FSR "Create component" 2013-10-28 RCSB FSR "Initial release" 2013-12-25 RCSB FSR "Other modification" 2020-07-03 RCSB FSR "Modify internal type" 2020-07-17 RCSB FSR "Modify linking type" 2020-07-17 RCSB FSR "Modify atom id" 2020-07-17 RCSB FSR "Modify component atom id" 2020-07-17 RCSB FSR "Modify leaving atom flag" 2020-07-17 RCSB ##