temozolomide   Click here for help

GtoPdb Ligand ID: 7301

Synonyms: CCRG-81045 | M-39831 | Temodal® | Temodar®
Approved drug
temozolomide is an approved drug (EMA and FDA (1999))
Compound class: Synthetic organic
Comment: Temozolomide is a DNA alkylating agent.
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View more information in the IUPHAR Pharmacology Education Project: temozolomide

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 108.17
Molecular weight 194.06
XLogP -1.26
No. Lipinski's rules broken 0
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Canonical SMILES NC(=O)c1ncn2c1nnn(c2=O)C
Isomeric SMILES NC(=O)c1ncn2c1nnn(c2=O)C
InChI InChI=1S/C6H6N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2H,1H3,(H2,7,13)
No information available.
Summary of Clinical Use Click here for help
Used to treat glioblastoma multiforme and melanoma. This drug is additionally used to treat oligodendroglioma in some countries.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As a DNA alkylating (cross-linking) agent, temozolomide treatment irreversibly interferes with DNA replication, RNA transcription and general disruption of nucleic acid function. This action causes cell death. The drug may have additional actions, see the DrugBank link for further details. Due to the complex and varied nature of nucleic acids we do not include DNA or RNA as targets on this database.
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