azathioprine

Ligand id: 7120

Name: azathioprine

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: 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 (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
Search UniChem for chemical match using the InChIKey LMEKQMALGUDUQG-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone LMEKQMALGUDUQG
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).