imatinib

Ligand id: 5687

Name: imatinib

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 86.28
Molecular weight 493.26
XLogP 4.27
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2001))
IUPAC Name
N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)-4-[(4-methylpiperazin-1-yl)methyl]benzamide
International Nonproprietary Names
INN number INN
8031 imatinib
Synonyms
CGP 57148 | Gleevec® | Glivec® | STI571
Database Links
CAS Registry No. 152459-95-5
ChEBI CHEBI:45783
ChEMBL Ligand CHEMBL941
DrugBank Ligand DB00619
GtoPdb PubChem SID 178102314
PubChem CID 5291
RCSB PDB Ligand STI
Search Google for chemical match using the InChIKey KTUFNOKKBVMGRW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KTUFNOKKBVMGRW
Search PubMed clinical trials imatinib
Search PubMed titles imatinib
Search PubMed titles/abstracts imatinib
Search UniChem for chemical match using the InChIKey KTUFNOKKBVMGRW-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone KTUFNOKKBVMGRW
SynPHARM 78741 (in complex with ABL proto-oncogene 1, non-receptor tyrosine kinase)
Wikipedia Imatinib
Comments
Imatinib is a Type-2 kinase inhibitor. Its main inhibitory activity is agains ABL kinase, but it has significant action at secondary targets including platelet-derived growth factor receptor (PDGFR) and stem cell growth factor receptor (KIT).