4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide

• ChemBase编号: 160896
• 分子式: C23H26ClN7O3
• 平均质量: 483.95064
• 单一同位素质量: 483.17856541
• SMILES: c1c(c(cc(c1)CNc1nc(ncc1C(=O)NCc1ncccn1)N1CCC[C@H]1CO)Cl)OC
• Canonical SMILES: OC[C@@H]1CCCN1c1ncc(c(n1)NCc1ccc(c(c1)Cl)OC)C(=O)NCc1ncccn1
• InChI: InChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1
• InChIKey: WEAJZXNPAWBCOA-INIZCTEOSA-N

名称和登记号

名称

• IUPAC标准名: 4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
• IUPAC传统名: avanafil
• 别名: (S)-2-(2-Hydroxymethyl-1-pyrrolidinyl)-4-(3-chloro-4-methoxybenzylamino)-5-[(2-pyrimidinylmethyl)carbamoyl]pyrimidine; 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide; TA 1790; Avanafil

登记号

• CAS号: 330784-47-9
• PubChem SID: 162255031
• PubChem CID: 9869929

理论计算性质

• Acid pKa: 13.712366
• 质子受体: 9
• 质子供体: 3
• LogD (pH = 5.5): 2.4773307
• LogD (pH = 7.4): 2.7731328
• Log P: 2.778813
• 摩尔折射率: 131.751 cm^3
• 极化性: 48.31286 Å^3
• 极化表面积: 125.39 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 150-152°C

安全信息

• 保存条件: Refrigerator

药理学性质

• 作用靶点: PDE

产品相关信息

• 成盐信息: Free Base

详细说明

Toronto Research Chemicals - A794670

A phosphodiesterase (PDE5) inhibitor, used to treat erectile dysfunction.

参考文献

• Hatzimouratidis, K., et al.: Drugs, 68, 231 (2008)