data_SFJ # _chem_comp.id SFJ _chem_comp.name ;(2R,3R,4R,5R,6R)-5-acetamido-2,3-difluoro-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxylic acid ; _chem_comp.type D-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 ;(2R,3R,4R,5R,6R)-5-(acetylamino)-2,3-difluoro-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxy lic acid; 2,3-difluoro-sialic acid; 5-acetamido-2,3-difluoro-3-hydroxy-6-[1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-26 _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 SFJ _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 4WEF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 SFJ ;(2R,3R,4R,5R,6R)-5-(acetylamino)-2,3-difluoro-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxy lic acid ; PDB ? 2 SFJ "2,3-difluoro-sialic acid" PDB ? 3 SFJ "5-acetamido-2,3-difluoro-3-hydroxy-6-[1,2,3-trihydroxypropyl]oxane-2-carboxylic 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 SFJ C11 CAA C 0 1 N N N 50.626 97.562 10.519 -1.970 4.193 1.305 C11 SFJ 1 SFJ C9 CAK C 0 1 N N N 44.349 95.424 8.345 4.052 1.268 -0.373 C9 SFJ 2 SFJ C10 CAN C 0 1 N N N 49.126 97.552 10.454 -1.839 2.984 0.413 C10 SFJ 3 SFJ C1 CAO C 0 1 N N N 44.302 97.227 14.161 -0.419 -2.472 1.084 C1 SFJ 4 SFJ C7 CAQ C 0 1 N N R 45.795 96.672 10.013 1.572 1.048 -0.171 C7 SFJ 5 SFJ C4 CAR C 0 1 N N R 47.183 98.245 13.358 -2.053 -0.192 0.206 C4 SFJ 6 SFJ C3 CAS C 0 1 N N R 45.938 99.120 13.565 -1.866 -1.448 -0.651 C3 SFJ 7 SFJ C5 CAT C 0 1 N N R 47.226 97.900 11.865 -0.913 0.787 -0.089 C5 SFJ 8 SFJ C6 CAU C 0 1 N N R 45.989 97.047 11.512 0.426 0.095 0.178 C6 SFJ 9 SFJ C2 CAV C 0 1 N N R 44.631 98.364 13.188 -0.490 -2.054 -0.362 C2 SFJ 10 SFJ N5 NAL N 0 1 N N N 48.482 97.190 11.573 -1.040 1.962 0.777 N5 SFJ 11 SFJ O10 OAB O 0 1 N N N 48.528 97.895 9.441 -2.453 2.932 -0.631 O10 SFJ 12 SFJ O9 OAD O 0 1 N N N 43.145 94.667 8.249 5.290 0.554 -0.348 O9 SFJ 13 SFJ O1A OAE O 0 1 N N N 43.587 96.283 13.679 0.569 -2.229 1.736 O1A SFJ 14 SFJ O8 OAF O 0 1 N N N 44.087 95.126 10.748 3.056 -0.135 1.325 O8 SFJ 15 SFJ O7 OAG O 0 1 N N N 45.869 97.740 9.076 1.422 1.498 -1.520 O7 SFJ 16 SFJ O4 OAH O 0 1 N N N 48.380 98.892 13.841 -3.304 0.421 -0.111 O4 SFJ 17 SFJ O6 OAM O 0 1 N N N 44.777 97.717 11.910 0.522 -1.081 -0.627 O6 SFJ 18 SFJ FAI FAI F 0 1 N N N 46.054 100.300 12.844 -1.953 -1.108 -2.005 FAI SFJ 19 SFJ FAJ FAJ F 0 1 N N N 43.576 99.214 13.116 -0.291 -3.171 -1.180 FAJ SFJ 20 SFJ O1B OAC O 0 1 N N N 44.744 97.267 15.366 -1.453 -3.114 1.649 O1B SFJ 21 SFJ C8 CAP C 0 1 N N R 44.415 96.076 9.727 2.907 0.315 -0.023 C8 SFJ 22 SFJ H111 H1 H 0 0 N N N 51.033 97.909 9.558 -1.349 4.059 2.191 H111 SFJ 23 SFJ H113 H2 H 0 0 N N N 50.954 98.239 11.321 -1.644 5.081 0.763 H113 SFJ 24 SFJ H112 H3 H 0 0 N N N 50.991 96.545 10.726 -3.011 4.312 1.605 H112 SFJ 25 SFJ H92 H4 H 0 1 N N N 45.215 94.760 8.208 4.086 2.079 0.355 H92 SFJ 26 SFJ H91 H5 H 0 1 N N N 44.358 96.203 7.568 3.891 1.680 -1.369 H91 SFJ 27 SFJ H7 H6 H 0 1 N N N 46.550 95.913 9.760 1.551 1.904 0.502 H7 SFJ 28 SFJ H4 H7 H 0 1 N N N 47.033 97.309 13.916 -2.037 -0.465 1.261 H4 SFJ 29 SFJ H32 H8 H 0 1 N N N 45.877 99.355 14.638 -2.642 -2.174 -0.407 H32 SFJ 30 SFJ H5 H9 H 0 1 N N N 47.187 98.834 11.285 -0.960 1.098 -1.133 H5 SFJ 31 SFJ H6 H10 H 0 1 N N N 46.070 96.105 12.074 0.490 -0.179 1.231 H6 SFJ 32 SFJ HN5 H11 H 0 1 N N N 48.836 96.476 12.177 -0.549 2.003 1.613 HN5 SFJ 33 SFJ HO9 H12 H 0 1 N N N 43.095 94.258 7.393 6.062 1.096 -0.561 HO9 SFJ 34 SFJ HO8 H13 H 0 1 N Y N 44.133 95.546 11.599 3.047 0.576 1.980 HO8 SFJ 35 SFJ HO7 H14 H 0 1 N Y N 46.771 98.026 8.992 1.432 0.787 -2.175 HO7 SFJ 36 SFJ HO4 H15 H 0 1 N Y N 48.288 99.077 14.768 -4.071 -0.147 0.045 HO4 SFJ 37 SFJ HO1B H16 H 0 0 N N N 44.457 96.492 15.835 -1.361 -3.362 2.579 HO1B SFJ 38 SFJ H8 H17 H 0 1 N N N 43.682 96.896 9.749 2.928 -0.541 -0.697 H8 SFJ 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 SFJ O9 C9 SING N N 1 SFJ C9 C8 SING N N 2 SFJ O7 C7 SING N N 3 SFJ O10 C10 DOUB N N 4 SFJ C8 C7 SING N N 5 SFJ C8 O8 SING N N 6 SFJ C7 C6 SING N N 7 SFJ C10 C11 SING N N 8 SFJ C10 N5 SING N N 9 SFJ C6 C5 SING N N 10 SFJ C6 O6 SING N N 11 SFJ N5 C5 SING N N 12 SFJ C5 C4 SING N N 13 SFJ O6 C2 SING N N 14 SFJ FAI C3 SING N N 15 SFJ FAJ C2 SING N N 16 SFJ C2 C3 SING N N 17 SFJ C2 C1 SING N N 18 SFJ C4 C3 SING N N 19 SFJ C4 O4 SING N N 20 SFJ O1A C1 DOUB N N 21 SFJ C1 O1B SING N N 22 SFJ C11 H111 SING N N 23 SFJ C11 H113 SING N N 24 SFJ C11 H112 SING N N 25 SFJ C9 H92 SING N N 26 SFJ C9 H91 SING N N 27 SFJ C7 H7 SING N N 28 SFJ C4 H4 SING N N 29 SFJ C3 H32 SING N N 30 SFJ C5 H5 SING N N 31 SFJ C6 H6 SING N N 32 SFJ N5 HN5 SING N N 33 SFJ O9 HO9 SING N N 34 SFJ O8 HO8 SING N N 35 SFJ O7 HO7 SING N N 36 SFJ O4 HO4 SING N N 37 SFJ O1B HO1B SING N N 38 SFJ C8 H8 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 SFJ SMILES ACDLabs 12.01 "FC1(OC(C(NC(=O)C)C(O)C1F)C(O)C(O)CO)C(=O)O" SFJ 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-/m1/s1" SFJ InChIKey InChI 1.03 HMALKZAXODOYOP-DAXAGCIGSA-N SFJ 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" SFJ 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" SFJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "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" SFJ SMILES "OpenEye OEToolkits" 1.9.2 "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 SFJ "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,3R,4R,5R,6R)-5-(acetylamino)-2,3-difluoro-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxy lic acid (non-preferred name) ; SFJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 ;(2R,3R,4R,5R,6R)-5-acetamido-2,3-bis(fluoranyl)-4-oxidanyl-6-[(1R,2R)-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 SFJ "CARBOHYDRATE ISOMER" D PDB ? SFJ "CARBOHYDRATE RING" pyranose PDB ? SFJ "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 SFJ "Create component" 2014-12-26 PDBJ SFJ "Initial release" 2015-09-16 RCSB SFJ "Other modification" 2020-07-03 RCSB SFJ "Modify name" 2020-07-17 RCSB SFJ "Modify synonyms" 2020-07-17 RCSB SFJ "Modify internal type" 2020-07-17 RCSB SFJ "Modify linking type" 2020-07-17 RCSB SFJ "Modify atom id" 2020-07-17 RCSB SFJ "Modify component atom id" 2020-07-17 RCSB SFJ "Modify leaving atom flag" 2020-07-17 RCSB ##