3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide

• ChemBase编号: 162661
• 分子式: C27H45N5O5
• 平均质量: 519.6767
• 单一同位素质量: 519.34206957
• SMILES: [C@@H]12[C@H]([C@H](N(C1)C(=O)[C@H](C(C)(C)C)NC(=O)NC(C)(C)C)C(=O)NC(C(=O)C(=O)N)CC1CCC1)C2(C)C
• Canonical SMILES: O=C(NC(C)(C)C)N[C@@H](C(C)(C)C)C(=O)N1C[C@H]2[C@H]([C@H]1C(=O)NC(C(=O)C(=O)N)CC1CCC1)C2(C)C
• InChI: InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16?,17-,18-,20+/m0/s1
• InChIKey: LHHCSNFAOIFYRV-DOVBMPENSA-N

名称和登记号

名称

• IUPAC标准名: 3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide
• IUPAC传统名: boceprevir
• 别名: (1R,2S,5S)-N-[3-Amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3-[(2S)-2-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide; EBP 520; Sch 503034; Boceprevir

登记号

• CAS号: 394730-60-0
• PubChem SID: 162256796
• PubChem CID: 10324367

理论计算性质

• Acid pKa: 12.435855
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 1.7752962
• LogD (pH = 7.4): 1.7752934
• Log P: 1.7752964
• 摩尔折射率: 138.202 cm^3
• 极化性: 54.38069 Å^3
• 极化表面积: 150.7 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 110-120°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - B674500

An NS3 serine protease inhibitor of hepatitis C virus, for the treatment of HCV infection.

参考文献

• Malcolm, B., et al.: Antimicrob. Agents Chemother., 50, 1013 (2006)
• Cubero, M., et al.: Virology, 370, 237 (2006)
• Venkatraman, S., et al.: J. Med. Chem., 49, 6074 (2006)