(3S)-5-(2,6-difluorophenoxy)-3-[(2S)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-oxopentanoic acid

• ChemBase编号: 106601
• 分子式: C26H25F2N3O6
• 平均质量: 513.4900064
• 单一同位素质量: 513.17114198
• SMILES: CC(C)[C@H](NC(=O)c1ccc2c(n1)cccc2)C(=O)N[C@@H](CC(=O)O)C(=O)COc1c(F)cccc1F
• Canonical SMILES: OC(=O)C[C@@H](C(=O)COc1c(F)cccc1F)NC(=O)[C@H](C(C)C)NC(=O)c1ccc2c(n1)cccc2
• InChI: InChI=1S/C26H25F2N3O6/c1-14(2)23(31-25(35)19-11-10-15-6-3-4-9-18(15)29-19)26(36)30-20(12-22(33)34)21(32)13-37-24-16(27)7-5-8-17(24)28/h3-11,14,20,23H,12-13H2,1-2H3,(H,30,36)(H,31,35)(H,33,34)/t20-,23-/m0/s1
• InChIKey: OOBJCYKITXPCNS-REWPJTCUSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-5-(2,6-difluorophenoxy)-3-[(2S)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-oxopentanoic acid
• IUPAC传统名: (3S)-5-(2,6-difluorophenoxy)-3-[(2S)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-oxopentanoic acid
• 别名: Q-Val-Asp-OPH; Q-VD-OPH; Quinoline-Val-Asp-Difluorophenoxymethylketone

登记号

• PubChem SID: 162105544
• PubChem CID: 24794416

理论计算性质

• Acid pKa: 3.8728373
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): 1.8467753
• LogD (pH = 7.4): 0.2513318
• Log P: 3.4789119
• 摩尔折射率: 126.4353 cm^3
• 极化性: 49.71118 Å^3
• 极化表面积: 134.69 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

详细说明

MP Biomedicals - 03OPH109

An broad spectrum Caspase inhibitor for in vivo research. The novel Q-VD-OPH compound synthesized using proprietary technology is an irreversible caspase inhibitor specifically designed for in-vivo research.
The Q-VD-OPH irreversibily binds to activated Caspases to block apoptosis. Apoptosis is a physiological for of cell death, which plays important role in embryogenesis, cellular homoestasis, tissue atrophy , and removal damaged and mutated cells. Caspases, which acts as molecular chainsaw are the central components of apoptosis response. Caspases are Cysteine proteases that cleave after aspartate residue in their substrates. At least 7 of 14 known mammalian caspases have important role in apoptosis.
The OPH trap with its superior potency, proven cell permeability and minimal toxicity provides an exceptional alternative to the Fluoromethylketone family of inhibitors.
Caserta, T. M.; et al. Apoptosis, 2003, 8, 345-352.
Renolleau, S. et al. Journal of Neurochemistry, 2007, 100, 1062-1071.