({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(methoxy)phosphinic acid

• ChemBase编号: 178147
• 分子式: C10H16N5O4P
• 平均质量: 301.238901
• 单一同位素质量: 301.09399065
• SMILES: n1cnc2c(c1N)ncn2C[C@H](OCP(=O)(O)OC)C
• Canonical SMILES: COP(=O)(CO[C@@H](Cn1cnc2c1ncnc2N)C)O
• InChI: InChI=1S/C10H16N5O4P/c1-7(19-6-20(16,17)18-2)3-15-5-14-8-9(11)12-4-13-10(8)15/h4-5,7H,3,6H2,1-2H3,(H,16,17)(H2,11,12,13)/t7-/m1/s1
• InChIKey: QNIIFMBLEIMHIO-SSDOTTSWSA-N

名称和登记号

名称

• IUPAC标准名: ({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(methoxy)phosphinic acid
• IUPAC传统名: {[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxy}methyl(methoxy)phosphinic acid
• 别名: (±)-[[2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]-phosphonic Acid Monomethyl Ester; Tenofovir Monomethyl Ester

登记号

• CAS号: 123155-85-1
• PubChem SID: 164234057
• PubChem CID: 71752358

理论计算性质

• Acid pKa: 1.4960687
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): -3.0038395
• LogD (pH = 7.4): -2.8840501
• Log P: -3.529965
• 摩尔折射率: 72.0173 cm^3
• 极化性: 27.76222 Å^3
• 极化表面积: 125.38 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: Methanol; Water
• 外观: Light Yellow Solid

详细说明

Toronto Research Chemicals - T018495

Acyclic phosphonate nucleotide analogue; reverse transcriptase inhibitor. Used as an anti-HIV agent. Antiviral.

参考文献

• Shaw, J.-P., et al.: Pharm. Res., 14, 1824 (1997)
• Wyles, D., et al.: Clin Infect. Dis., 40, 174 (1997)
• Peng, J., et al.: J. Clin. Pharmacol., 46, 265 (1997)
• Seminari, E., et al.: J. Antimicrob. Chemother., 60, 831 (1997)