KIRA6

Key facts

CAS number

1589527-65-0

Purity

>98%

Form

Solid

form

Molecular weight

518.5 Da

Molecular formula

C₂₈H₂₅F₃N₆O

PubChem

73425700

Nature

Synthetic

Solubility

~20 mg/ml in DMSO

Biochemical name

1-(4-(8-Amino-3-(tert-butyl)imidazo[1,5-a]pyrazin-1-yl)naphthalen-1-yl)-3-(3-(trifluoromethyl)phenyl)urea

Biological description

An ATP-competitive IRE1α kinase inhibiting RNase attenuator (KIRA) that allosterically inhibits IRE1α RNase kinase activity (IC₅₀ = 0.6 μM) and blocks oligomerization. It has been shown to inhibit IRE1α in vivo and to promote cell survival under ER stress.

Canonical smiles

CC(C)(C)C1=NC(=C2N1C=CN=C2N)C3=CC=C(C4=CC=CC=C43)NC(=O)NC5=CC=CC(=C5)C(F)(F)F

InChi

InChI=1S/C28H25F3N6O/c1-27(2,3)25-36-22(23-24(32)33-13-14-37(23)25)20-11-12-21(19-10-5-4-9-18(19)20)35-26(38)34-17-8-6-7-16(15-17)28(29,30)31/h4-15H,1-3H3,(H2,32,33)(H2,34,35,38)

InChiKey

NOHQEAFAESMMDX-UHFFFAOYSA-N

IUPAC Name

1-[4-(8-amino-3-tert-butylimidazo[1,5-a]pyrazin-1-yl)naphthalen-1-yl]-3-[3-(trifluoromethyl)phenyl]urea