tofogliflozin

Ligand id: 9395

Name: tofogliflozin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 99.38
Molecular weight 386.17
XLogP 5.25
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (Japan (2014))
IUPAC Name
(3S,3'R,4'S,5'S,6'R)-5-[(4-ethylphenyl)methyl]-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-3',4',5'-triol
International Nonproprietary Names
INN number INN
9275 tofogliflozin
Synonyms
Apleway® | compound 16d [PMID: 22889351] | CSG-452 | CSG452 | Deberza®
Database Links
BindingDB Ligand 50396779
CAS Registry No. 903565-83-3
ChEMBL Ligand CHEMBL2110731
PubChem CID 46908929
Search Google for chemical match using the InChIKey VWVKUNOPTJGDOB-BDHVOXNPSA-N
Search Google for chemicals with the same backbone VWVKUNOPTJGDOB
Search PubMed clinical trials tofogliflozin
Search PubMed titles tofogliflozin
Search PubMed titles/abstracts tofogliflozin
Search UniChem for chemical match using the InChIKey VWVKUNOPTJGDOB-BDHVOXNPSA-N
Search UniChem for chemicals with the same backbone VWVKUNOPTJGDOB
Comments
Tofogliflozin is a selective sodium/glucose cotransporter 2 (SGLT2; SLC5A2) inhibitor [2] (a 'gliflozin' family drug [1]) developed as a treatment for type 2 diabetes. We show the anhydrous structure as represented in the INN record for tofogliflozin. In practice the drug is administered as the monohydrate (PubChem CID 46908928).
Tofogliflozin has favourable oral bioavailability and pharmacokinetic profile [2].