AZ3451

• CAT Number: I020021
• CAS Number: 2100284-59-9
• Molecular Formula: C₃₀H₂₇BrN₄O₃
• Molecular Weight: 571.46
• Purity: ≥95%
• Target: Protease Activated Receptor (PAR)
• IUPAC Name: 2-(6-bromo-1,3-benzodioxol-5-yl)-N-(4-cyanophenyl)-1-[(1S)-1-cyclohexylethyl]benzimidazole-5-carboxamide
• InChI: InChI=1S/C30H27BrN4O3/c1-18(20-5-3-2-4-6-20)35-26-12-9-21(30(36)33-22-10-7-19(16-32)8-11-22)13-25(26)34-29(35)23-14-27-28(15-24(23)31)38-17-37-27/h7-15,18,20H,2-6,17H2,1H3,(H,33,36)/t18-/m0/s1
• InChIKey: FJAOGFGHTPYADT-SFHVURJKSA-N
• SMILES: C[C@@H](C1CCCCC1)N2C3=C(C=C(C=C3)C(=O)NC4=CC=C(C=C4)C#N)N=C2C5=CC6=C(C=C5Br)OCO6

AZ3451 (Cat.No:I020021) is a potent protease-activated receptor-2 (PAR2) antagonist with IC50 of 23 nM. AZ3451 binds to a remote allosteric site outside the helical bundle of the protease-activated receptor 2. AZ3451 is highly lipophilic, which coincides with the hydrophobic nature of the binding pocket within the membrane. Antagonist binding prevents structural rearrangements required for receptor activation and signalling.

Reference

[1]. Cheng RKY, et al. Structural insight into allosteric modulation of protease-activated receptor 2. Nature. 2017 May 4;545(7652):112-115.