AFR

alpha-D-threo-hexo-2,5-diulo-5,1-pyranosyl fluoride

Created:	2012-03-14
Last modified:	2020-07-17

Find Related PDB Entry
1 entries where AFR is found as a standalone ligand

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	21
Chiral Atom Count	3
Bond Count	21
Aromatic Bond Count	0

2D diagram of AFR

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	alpha-D-threo-hexo-2,5-diulo-5,1-pyranosyl fluoride
Synonyms	2-OXO-1,2,DIDEOXY-5F-D-GLUCOPYRANOSE; alpha-D-threo-hexo-2,5-diulo-5,1-syl fluoride; D-threo-hexo-2,5-diulo-5,1-syl fluoride; threo-hexo-2,5-diulo-5,1-syl fluoride
Systematic Name (OpenEye OEToolkits)	(4S,5S,6S)-6-fluoranyl-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-3-one
Formula	C₆ H₉ F O₅
Molecular Weight	180.131
Type	D-SACCHARIDE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C1C(O)C(O)C(F)(OC1)CO
SMILES	CACTVS	3.385	OC[C]1(F)OCC(=O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.9.2	C1C(=O)C(C(C(O1)(CO)F)O)O
Canonical SMILES	CACTVS	3.385	OC[C@@]1(F)OCC(=O)[C@@H](O)[C@@H]1O
Canonical SMILES	OpenEye OEToolkits	1.9.2	C1C(=O)[C@H]([C@@H]([C@](O1)(CO)F)O)O
InChI	InChI	1.03	InChI=1S/C6H9FO5/c7-6(2-8)5(11)4(10)3(9)1-12-6/h4-5,8,10-11H,1-2H2/t4-,5+,6-/m1/s1
InChIKey	InChI	1.03	VCJAHEOIRFFLTQ-NGJCXOISSA-N

Related Resource References

Resource Name	Reference
PubChem	71296035

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.