ethyl (2R)-3-(2H5)phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoate

• ChemBase编号: 175034
• 分子式: C21H31NO3
• 平均质量: 345.47574
• 单一同位素质量: 345.23039386
• SMILES: C([C@@H](NC(=O)[C@@H]1CC[C@H](CC1)C(C)C)C(=O)OCC)c1ccccc1
• Canonical SMILES: CCOC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H]1CC[C@H](CC1)C(C)C
• InChI: InChI=1S/C21H31NO3/c1-4-25-21(24)19(14-16-8-6-5-7-9-16)22-20(23)18-12-10-17(11-13-18)15(2)3/h5-9,15,17-19H,4,10-14H2,1-3H3,(H,22,23)/t17-,18-,19-/m1/s1
• InChIKey: AVOHCDLQBWDQOF-GUDVDZBRSA-N

名称和登记号

名称

• IUPAC标准名: ethyl (2R)-3-(^2H₅)phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoate
• IUPAC传统名: ethyl (2R)-3-(^2H₅)phenyl-2-{[(1r,4r)-4-isopropylcyclohexyl]formamido}propanoate
• 别名: N-[[trans-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-(phenyl-d5)alanine Ethyl Ester; Nateglinide-d5 Ethyl Ester

登记号

• PubChem SID: 164230944
• PubChem CID: 71750959

理论计算性质

• Acid pKa: 12.76201
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.531272
• LogD (pH = 7.4): 4.531271
• Log P: 4.531273
• 摩尔折射率: 98.9782 cm^3
• 极化性: 39.216812 Å^3
• 极化表面积: 55.4 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - N379812

The ethyl ester of the oral hypoglycemic agent Nateglinide (N379375). It showed no effects on gross behavior in mice.

参考文献

• Maeda, K. et al.: Yak. Chir., 25, S157 (1997)