(1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide

Status : experimental

Description

(1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide is a solid. This compound belongs to the oxepanes. These are compounds containing an oxepane ring, which is an a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. This drug targets the protein beta-glucosidase A.

Chemical Classification

This compound belongs to the class of organic compounds known as oxepanes. These are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Oxepanes

Organic compounds

Organoheterocyclic compounds

Oxepanes

Calculated Property

kind Value Source
logP 1.31 ALOGPS
logS -2.6 ALOGPS
Water Solubility 8.05e-01 g/l ALOGPS
logP 1.4 ChemAxon
IUPAC Name (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide ChemAxon
Traditional IUPAC Name (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide ChemAxon
Molecular Weight 332.459 ChemAxon
Monoisotopic Weight 332.176978084 ChemAxon
SMILES [H][C@@]12CO[C@@]([H])(N1C(=S)NCCCCCCCC)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O ChemAxon
Molecular Formula C15H28N2O4S ChemAxon
InChI InChI=1S/C15H28N2O4S/c1-2-3-4-5-6-7-8-16-15(22)17-10-9-21-14(17)13(20)12(19)11(10)18/h10-14,18-20H,2-9H2,1H3,(H,16,22)/t10-,11+,12-,13+,14+/m0/s1 ChemAxon
InChIKey InChIKey=LFSNQOFOMJLHIW-MEBFFEOJSA-N ChemAxon
Polar Surface Area (PSA) 85.19 ChemAxon
Refractivity 87.5 ChemAxon
Polarizability 36.35 ChemAxon
Rotatable Bond Count 7 ChemAxon
H Bond Acceptor Count 4 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 12.49 ChemAxon
pKa (strongest basic) -3 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Beta-glucosidase A : in Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)