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 (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®
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.
Database Links
CAS Registry No. 56180-94-0
ChEBI CHEBI:2376
ChEMBL Ligand CHEMBL1566
DrugBank Ligand DB00284
GtoPdb PubChem SID 178103397
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
Search UniChem for chemical match using the InChIKey XUFXOAAUWZOOIT-SXARVLRPSA-N
Search UniChem for chemicals with the same backbone XUFXOAAUWZOOIT
Wikipedia Acarbose

Product suppliers

Tocris
Acarbose
Cat. No. 2673