AT-406

• CAT Number: I006415
• CAS Number: 1071992-99-8
• Molecular Formula: C₃₂H₄₃N₅O₄
• Molecular Weight: 561.73
• Purity: ≥95%
• Target: IAP inhibitor
• Solubility: Soluble in DMSO, not in water
• Storage: Store at -20°C
• IUPAC Name: (5S,8S,10aR)-N-benzhydryl-5-[[(2S)-2-(methylamino)propanoyl]amino]-3-(3-methylbutanoyl)-6-oxo-1,2,4,5,8,9,10,10a-octahydropyrrolo[1,2-a][1,5]diazocine-8-carboxamide
• InChI: InChI=1S/C32H43N5O4/c1-21(2)19-28(38)36-18-17-25-15-16-27(37(25)32(41)26(20-36)34-30(39)22(3)33-4)31(40)35-29(23-11-7-5-8-12-23)24-13-9-6-10-14-24/h5-14,21-22,25-27,29,33H,15-20H2,1-4H3,(H,34,39)(H,35,40)/t22-,25+,26-,27-/m0/s1
• InChIKey: LSXUTRRVVSPWDZ-MKKUMYSQSA-N
• SMILES: CC(C)CC(=O)N1CCC2CCC(N2C(=O)C(C1)NC(=O)C(C)NC)C(=O)NC(C3=CC=CC=C3)C4=CC=CC=C4

Xevinapant（Cat No.:I006415）, also known as AT406, ARRY-334543, Debio1143, and SM-406, is a potent inhibitor of apoptosis protein (IAP) antagonist that acts through E3 ubiquitin ligase. It interacts with XIAP-BIR3, cIAP1-BIR3, and cIAP2-BIR3 with binding affinities (Ki) of 66.4 nM, 1.9 nM, and 5.1 nM, respectively. Notably, Xevinapant exhibits 50- to 100-fold higher affinity compared to the Smac AVPI peptide. This compound’s ability to inhibit IAPs makes it a promising candidate for therapeutic interventions targeting apoptosis dysregulation in various diseases.

Reference

1:Hurwitz HI, Smith DC, Pitot HC, Brill JM, Chugh R, Rouits E, Rubin J, Strickler J, Vuagniaux G, Sorensen JM, Zanna C. Safety, pharmacokinetics, and pharmacodynamic properties of oral DEBIO1143 (AT-406) in patients with advanced cancer: results of a first-in-man study. Cancer Chemother Pharmacol. 2015 Apr;75(4):851-9. doi: 10.1007/s00280-015-2709-8. Epub 2015 Feb 27. PubMed PMID: 25716544; PubMed Central PMCID: PMC4365270.