Pelitinib (EKB-569), Irreversible EGFR inhibitor

Key facts

CAS number

257933-82-7

Purity

>97%

Form

Solid

form

Molecular weight

467.9 Da

Molecular formula

C₂₄H₂₃ClFN₅O₂

PubChem

6445562

Nature

Synthetic

Solubility

Soluble in ethanol to 25 mM

Biochemical name

Pelitinib

Biological description

Irreversible EGFR inhibitor (IC₅₀ = 38.5 nM). Greater inhibitory activity against EGFR then erbB-2, Src, Cdk4, c-Met, Raf, MEK/ERK (IC₅₀ values are 1255, 282, >20,000, 4100, 3353 and 800 nM respectively). Active in vivo.

Canonical smiles

CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)F)Cl)C#N)NC(=O)C=CCN(C)C

Isomeric smiles

CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)F)Cl)C#N)NC(=O)/C=C/CN(C)C

InChi

InChI=1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/b6-5+

InChiKey

WVUNYSQLFKLYNI-AATRIKPKSA-N

IUPAC Name

(E)-N-[4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide