(2S,4S,5R)-5-[6-amino-2-(hex-1-yn-1-yl)-9H-purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide

• ChemBase编号: 169994
• 分子式: C18H24N6O4
• 平均质量: 388.42096
• 单一同位素质量: 388.18590328
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(nc(n2)C#CCCCC)N)C(=O)NCC)O)O
• Canonical SMILES: CCCCC#Cc1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H](C([C@@H]1O)O)C(=O)NCC
• InChI: InChI=1S/C18H24N6O4/c1-3-5-6-7-8-10-22-15(19)11-16(23-10)24(9-21-11)18-13(26)12(25)14(28-18)17(27)20-4-2/h9,12-14,18,25-26H,3-6H2,1-2H3,(H,20,27)(H2,19,22,23)/t12?,13-,14-,18+/m0/s1
• InChIKey: FDEACFAXFCKCHZ-RGPOINIYSA-N

名称和登记号

名称

• IUPAC标准名: (2S,4S,5R)-5-[6-amino-2-(hex-1-yn-1-yl)-9H-purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
• IUPAC传统名: (2S,4S,5R)-5-[6-amino-2-(hex-1-yn-1-yl)purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
• 别名: 2-Hexynyl-5'-N-ethylcarboxamidoadenosine; 2-Hexynyl-NECA; HENECA; 2-Hexynyl-5'-N-ethylcarboxamidoadenosine

登记号

• CAS号: 141018-30-6
• PubChem SID: 162264126
• PubChem CID: 71317251

理论计算性质

• Acid pKa: 12.391074
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): 0.8605745
• LogD (pH = 7.4): 0.8605851
• Log P: 0.86058974
• 摩尔折射率: 98.6675 cm^3
• 极化性: 38.679424 Å^3
• 极化表面积: 148.41 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: Yellow Solid
• 熔点: 180-182°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - H325500

Possesses high affinity to adenosine (A1 & A2) receptors, inhibiting radioligands from binding to these sites

参考文献

• Varani, K., et al.: Biochem. Pharmacol., 70, 1601 (2005)
• Joseph, T., et al.: Chem. Biol. Drug Des., 72, 395 (2005)
• Ivanov, A., et al.: J. Med. Chem., 51, 2088 (2005)