4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-dimethylbenzonitrile

• ChemBase编号: 4843
• 分子式: C20H15BrN6O
• 平均质量: 435.2767
• 单一同位素质量: 434.04907113
• SMILES: c1(Oc2nc(Nc3ccc(cc3)C#N)nc(N)c2Br)c(C)cc(cc1C)C#N
• Canonical SMILES: N#Cc1ccc(cc1)Nc1nc(N)c(c(n1)Oc1c(C)cc(cc1C)C#N)Br
• InChI: InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
• InChIKey: PYGWGZALEOIKDF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-dimethylbenzonitrile
• IUPAC传统名: intelence; etravirine
• 别名: 4-({6-AMINO-5-BROMO-2-[(4-CYANOPHENYL)AMINO]PYRIMIDIN-4-YL}OXY)-3,5-DIMETHYLBENZONITRILE; 4-[[6-Amino-5-bromo-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile; Intelence; R 165335; TMC 125; Etravirine; Etravirine (TMC125)

登记号

• CAS号: 269055-15-4
• PubChem SID: 160968275; 99443662
• PubChem CID: 193962

理论计算性质

JChem

• Acid pKa: 12.491134
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 5.5185337
• LogD (pH = 7.4): 5.536277
• Log P: 5.5365114
• 摩尔折射率: 111.8711 cm^3
• 极化性: 40.72325 Å^3
• 极化表面积: 120.64 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: 3.67
• LOG S: -4.41
• 溶解度: 1.69e-02 g/l

分子性质

理化性质

• 溶解度: DMSO
• 外观: White to Off-White Solid
• 熔点: 265°C (dec.)

安全信息

• 保存条件: -20°C Freezer

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 - DB07191

Drug information: experimental

Toronto Research Chemicals - E937000

A novel HIV reverse transcriptase inhibitor useful in treatment of HIV infection.

参考文献

• Scholler-Gyure, M., et al.: J. Clin. Pharmacol., 48, 322 (2008)
• Thakur, A., et al.: Eur. J. Med. Chem., 43, 471 (2008)