acarbose

Ligand id: 6791

Name: acarbose

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 19
Hydrogen bond donors 14
Rotatable bonds 9
Topological polar surface area 321.17
Molecular weight 645.25
XLogP -5.53
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (2007), UK (2009), Germany, France, Hungary, Poland, Portugal (2011))
IUPAC Name
(2R,3R,4R,5S,6R)-5-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol
International Nonproprietary Names
INN number INN
4527 acarbose
Synonyms
BAY-G 5421
BAY-G-5421
Glucobay®
Precose®
Database Links
CAS Registry No. 56180-94-0
ChEBI CHEBI:2376
ChEMBL Ligand CHEMBL1566
DrugBank Ligand DB00284
PubChem CID 444254
RCSB PDB Ligand QPS
Search Google for chemical match using the InChIKey XUFXOAAUWZOOIT-SXARVLRPSA-N
Search Google for chemicals with the same backbone XUFXOAAUWZOOIT
Search PubMed clinical trials acarbose
Search PubMed titles acarbose
Search PubMed titles/abstracts acarbose
Wikipedia Acarbose
Comments
Maltase-glucoamylase and pancreatic amylase inhibitor. Many isomeric alternative structures for this compound are available: to go to the PubChem listing click here. It is not clear which isomer is an exact match to the structure given in the INN record for this compound.