(2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-cyclohexylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid

• ChemBase编号: 172349
• 分子式: C21H37N3O5
• 平均质量: 411.53558
• 单一同位素质量: 411.2733213
• SMILES: C(=O)([C@@H](N[C@@H](CCC1CCCCC1)C(=O)O)CCCCN)N1[C@@H](CCC1)C(=O)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@H](C(=O)O)CCC1CCCCC1
• InChI: InChI=1S/C21H37N3O5/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15/h15-18,23H,1-14,22H2,(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1
• InChIKey: QYSKCMYFYQRFSL-BZSNNMDCSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-cyclohexylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid
• IUPAC传统名: (2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-cyclohexylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid
• 别名: N2-[(1S)-1-Carboxy-3-cyclohexylpropyl]-L-lysyl-L-proline; (2S)-1-[(2S)-6-Amino-2-[[(1S)-1-carboxy-3-cyclohexylpropyl]amino]hexanoyl]pyrrole-2-carboxylic Acid; Lisinopril Cyclohexyl Analogue

登记号

• CAS号: 1132650-67-9
• PubChem SID: 164228259
• PubChem CID: 71587933

理论计算性质

• Acid pKa: 3.2177124
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -2.6305723
• LogD (pH = 7.4): -2.711265
• Log P: -2.627427
• 摩尔折射率: 108.4245 cm^3
• 极化性: 43.28196 Å^3
• 极化表面积: 132.96 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: Off-White Solid
• 熔点: 157-161°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - L469000

Lisinopril (L468985) impurity.

参考文献

• Paraskevas, G., et al.: J. Pharm. Biomed. Anal., 29, 865 (2002)