azathioprine

Ligand id: 7120

Name: azathioprine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 143.4
Molecular weight 277.04
XLogP 0.25
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (1968))
Is prodrug? Yes
Active form mercaptopurine
IUPAC Name
6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-9H-purine
International Nonproprietary Names
INN number INN
1291 azathioprine
Synonyms
Azasan®
BW-57-322
Imuran®
Database Links
BitterDB Ligand 56
CAS Registry No. 446-86-6
ChEMBL Ligand CHEMBL1542
DrugBank Ligand DB00993
PubChem CID 2265
Search Google for chemical match using the InChIKey LMEKQMALGUDUQG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LMEKQMALGUDUQG
Search PubMed clinical trials azathioprine
Search PubMed titles azathioprine
Search PubMed titles/abstracts azathioprine
Wikipedia Azathioprine
Comments
Azathioprine is an immunosuppressive antimetabolite. The active drug is believed to be mercaptopurine.
Marketed formulations may contain azathioprine sodium (PubChem CID 23678403).