mercaptopurine   Click here for help

GtoPdb Ligand ID: 7226

Synonyms: 6-mercaptopurine | Purinethol® | Xaluprine®
Approved drug PDB Ligand
mercaptopurine is an approved drug (FDA (1953), EMA (2012))
Compound class: Synthetic organic
Comment: Mercaptopurine has immunosuppressive action as well as antineoplastic activity.
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View more information in the IUPHAR Pharmacology Education Project: 6-mercaptopurine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 93.26
Molecular weight 152.02
XLogP 0.22
No. Lipinski's rules broken 0
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Canonical SMILES Sc1ncnc2c1nc[nH]2
Isomeric SMILES Sc1ncnc2c1nc[nH]2
InChI InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1953), EMA (2012))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Prodrug azathioprine
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
587 mercaptopurine
Synonyms Click here for help
6-mercaptopurine | Purinethol® | Xaluprine®
Database Links Click here for help
CAS Registry No. 50-44-2
ChEMBL Ligand CHEMBL1425
DrugBank Ligand DB01033
DrugCentral Ligand 1708
GtoPdb PubChem SID 178103800
PubChem CID 667490
Search Google for chemical match using the InChIKey GLVAUDGFNGKCSF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GLVAUDGFNGKCSF
Search PubMed clinical trials mercaptopurine
Search PubMed titles mercaptopurine
Search PubMed titles/abstracts mercaptopurine
UniChem Compound Search for chemical match using the InChIKey GLVAUDGFNGKCSF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GLVAUDGFNGKCSF-UHFFFAOYSA-N
Wikipedia Mercaptopurine