N-{4-[(2S)-2-amino-2-carboxyethyl]phenyl}-2-chloro-N-(2-chloroethyl)ethanamine oxide

• ChemBase编号: 172625
• 分子式: C13H18Cl2N2O3
• 平均质量: 321.19962
• 单一同位素质量: 320.06944781
• SMILES: c1c(ccc(c1)C[C@@H](C(=O)O)N)[N+](CCCl)(CCCl)[O-]
• Canonical SMILES: ClCC[N+](c1ccc(cc1)C[C@@H](C(=O)O)N)(CCCl)[O-]
• InChI: InChI=1S/C13H18Cl2N2O3/c14-5-7-17(20,8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)/t12-/m0/s1
• InChIKey: GSKQMLGAUOTSKT-LBPRGKRZSA-N

名称和登记号

名称

• IUPAC标准名: N-{4-[(2S)-2-amino-2-carboxyethyl]phenyl}-2-chloro-N-(2-chloroethyl)ethanamine oxide
• IUPAC传统名: N-{4-[(2S)-2-amino-2-carboxyethyl]phenyl}-2-chloro-N-(2-chloroethyl)ethanamine oxide
• 别名: 4-[Bis(2-chloroethyl)oxidoamino]-L-phenylalanine; Melphalan N-OxideDISCONTINUED

登记号

• CAS号: 685847-78-3
• PubChem SID: 164228535
• PubChem CID: 11234795

理论计算性质

• Acid pKa: 1.3097694
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -4.721641
• LogD (pH = 7.4): -4.7247586
• Log P: -4.721523
• 摩尔折射率: 89.1704 cm^3
• 极化性: 30.645395 Å^3
• 极化表面积: 90.2 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - M216920

A derivative of Melphalan for treating diseased states associated with hypoxia-inducible factor; antitumor PX478 inhibitor hypoxia inducible factor.

参考文献

• Isaacs, J., et al.: J. Biol. Chem., 277, 29936 (2002)
• Bachtiary, B., et al.: Clin. Cancer Res., 9, 2234 (2002)
• Koukourakis, M., et al.: J. Clin. Oncol., 24, 727 (2002)