(2S,4S,5R)-5-[6-(benzylamino)-9H-purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide

• ChemBase编号: 161540
• 分子式: C19H22N6O4
• 平均质量: 398.41578
• 单一同位素质量: 398.17025321
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(ncn2)NCc1ccccc1)C(=O)NCC)O)O
• Canonical SMILES: CCNC(=O)[C@H]1O[C@H]([C@H](C1O)O)n1cnc2c1ncnc2NCc1ccccc1
• InChI: InChI=1S/C19H22N6O4/c1-2-20-18(28)15-13(26)14(27)19(29-15)25-10-24-12-16(22-9-23-17(12)25)21-8-11-6-4-3-5-7-11/h3-7,9-10,13-15,19,26-27H,2,8H2,1H3,(H,20,28)(H,21,22,23)/t13?,14-,15-,19+/m0/s1
• InChIKey: VVHDYJFDZYHAMR-XODXHAEBSA-N

名称和登记号

名称

• IUPAC标准名: (2S,4S,5R)-5-[6-(benzylamino)-9H-purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
• IUPAC传统名: (2S,4S,5R)-5-[6-(benzylamino)purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
• 别名: 1-Deoxy-N-ethyl-1-[6-[(phenylmethyl)amino]-9H-purin-9-yl]-β-D-ribofuranuronamide; N6-Benzyl-NECA; N6-Benzyl-5'-ethylcarboxamido Adenosine

登记号

• CAS号: 152918-32-6
• PubChem SID: 162255675
• PubChem CID: 46783699

理论计算性质

• Acid pKa: 12.393076
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.05615367
• LogD (pH = 7.4): 0.027839031
• Log P: 0.029029272
• 摩尔折射率: 104.6365 cm^3
• 极化性: 40.135998 Å^3
• 极化表面积: 134.42 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: DMSO; Methanol
• 外观: White Solid
• 熔点: 169-171°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - B276550

A potent selective adenosine receptor agonist.

参考文献

• Gallo-Rodriquez, et al.: J. Med. Chem., 37, 636 (1994)
• Gao, Z., et al.: Biochem. Pharmacol., 65, 1675 (1994)
• Rodenko, B., et al.: Bioorg. Med. Chem., 14, 1618 (1994)