IWP-4

Key facts

CAS number

686772-17-8

Purity

>98%

Form

Solid

form

Molecular weight

496.6 Da

Molecular formula

C₂₃H₂₀N₄O₃S₃

PubChem

2155264

Nature

Synthetic

Solubility

Soluble in DMSO to 1 mM

Biochemical name

2-((3-(2-methoxyphenyl)-4-oxo-3,4,6,7-tetrahydrothieno[3,2-d]pyrimidin-2-yl)thio)-N-(6-methylbenzo[d]thiazol-2-yl)acetamide

Biological description

Potent inhibitor of Wnt pathway regulatory protein porupine (Porcn). Blocks Wnt protein secretion and prevents the canonical and non-canonical signaling pathways. Blocks palmitylation, and subsquent secretion and activity of Wnt. Induces differentiation of cardiomyocytes from human ESCs and iPSCs.

Canonical smiles

CC1=CC2=C(C=C1)N=C(S2)NC(=O)CSC3=NC4=C(C(=O)N3C5=CC=CC=C5OC)SCC4

InChi

InChI=1S/C23H20N4O3S3/c1-13-7-8-14-18(11-13)33-22(24-14)26-19(28)12-32-23-25-15-9-10-31-20(15)21(29)27(23)16-5-3-4-6-17(16)30-2/h3-8,11H,9-10,12H2,1-2H3,(H,24,26,28)

InChiKey

RHUJMHOIQBDFQR-UHFFFAOYSA-N

IUPAC Name

2-[[3-(2-methoxyphenyl)-4-oxo-6,7-dihydrothieno[3,2-d]pyrimidin-2-yl]sulfanyl]-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide