(2S)-2-{[(benzyloxy)carbonyl]amino}-2-cyclohexylacetic acid

• ChemBase编号: 163863
• 分子式: C16H21NO4
• 平均质量: 291.34224
• 单一同位素质量: 291.14705816
• SMILES: C1CCCC(C1)[C@H](NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)C1CCCCC1)OCc1ccccc1
• InChI: InChI=1S/C16H21NO4/c18-15(19)14(13-9-5-2-6-10-13)17-16(20)21-11-12-7-3-1-4-8-12/h1,3-4,7-8,13-14H,2,5-6,9-11H2,(H,17,20)(H,18,19)/t14-/m0/s1
• InChIKey: CUSYTUPJAYLNFQ-AWEZNQCLSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-{[(benzyloxy)carbonyl]amino}-2-cyclohexylacetic acid
• IUPAC传统名: (S)-{[(benzyloxy)carbonyl]amino}(cyclohexyl)acetic acid
• 别名: (αS)-α-[[(Phenylmethoxy)carbonyl]amino]cyclohexaneacetic Acid; (S)-α-[[(phenylmethoxy)carbonyl]amino]cyclohexaneacetic Acid; Cbz-Cyclohexyl-L-glycine

登记号

• CAS号: 69901-75-3
• PubChem SID: 162257998
• PubChem CID: 16218812

理论计算性质

• Acid pKa: 3.9592464
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.792729
• LogD (pH = 7.4): 0.15939811
• Log P: 3.3413749
• 摩尔折射率: 77.1737 cm^3
• 极化性: 30.445433 Å^3
• 极化表面积: 75.63 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO; Methanol
• 外观: White to Off-White Solid
• 熔点: 111-114°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - C227500

A gylicine derivative used in the preparation of peptides as inhibitors of serine proteases, particularly hepatitis C virus NS3-NS4A protease.

参考文献

• Perni, R.B. et al.: Bioorg. Med. Chem. Lett., 17, 3406 (2007)