4-({4-[(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl}amino)benzonitrile

• ChemBase编号: 6243
• 分子式: C20H19N5
• 平均质量: 329.39836
• 单一同位素质量: 329.16404563
• SMILES: c1(Nc2nc(Nc3ccc(cc3)C#N)ncc2)c(C)cc(cc1C)C
• Canonical SMILES: N#Cc1ccc(cc1)Nc1nccc(n1)Nc1c(C)cc(cc1C)C
• InChI: InChI=1S/C20H19N5/c1-13-10-14(2)19(15(3)11-13)24-18-8-9-22-20(25-18)23-17-6-4-16(12-21)5-7-17/h4-11H,1-3H3,(H2,22,23,24,25)
• InChIKey: ILAYIAGXTHKHNT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-({4-[(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl}amino)benzonitrile
• IUPAC传统名: 4-({4-[(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl}amino)benzonitrile
• 别名: 4-[4-(2,4,6-TRIMETHYL-PHENYLAMINO)-PYRIMIDIN-2-YLAMINO]-BENZONITRILE; 4-[[4-[(2,4,6-Trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile; R 147681; TMC 120; TMC 120R147681; Dapivirine; TMC120

登记号

• CAS号: 244767-67-7
• PubChem SID: 160969668; 99445110
• PubChem CID: 214347

理论计算性质

JChem

• Acid pKa: 12.926171
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 5.4419494
• LogD (pH = 7.4): 5.5967746
• Log P: 5.5991907
• 摩尔折射率: 100.7994 cm^3
• 极化性: 37.1268 Å^3
• 极化表面积: 73.63 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 4.12
• LOG S: -4.29
• 溶解度: 1.70e-02 g/l

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Light Beige Solid
• 熔点: 219-221°C

安全信息

• 保存条件: Refrigerator

药理学性质

• 作用靶点: Reverse Transcriptase

产品相关信息

• 成盐信息: Free Base

详细说明

DrugBank - DB08639

Drug information: experimental

Toronto Research Chemicals - D185500

Non-nucleoside Reverse Transcriptase inhibitor. An antiviral agent.

参考文献

• Qin, B., et al.: J. Med. Chem., 53, 4906 (2010)
• Woolfson, A., et al.: Int. J. Pharm., 388, 136 (2010)
• Johnson, T., et al.: Eur. J. Pharm. Sci., 39, 203 (2010)