benzyl N-[(1S)-1-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}pentyl]carbamoyl}ethyl]carbamate

• ChemBase编号: 106458
• 分子式: C33H44N8O7
• 平均质量: 664.75186
• 单一同位素质量: 664.33329579
• SMILES: C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C33H44N8O7/c1-20-17-28(42)48-27-18-23(13-14-24(20)27)39-30(44)26(12-8-16-37-32(35)36)41-31(45)25(11-6-7-15-34)40-29(43)21(2)38-33(46)47-19-22-9-4-3-5-10-22/h3-5,9-10,13-14,17-18,21,25-26H,6-8,11-12,15-16,19,34H2,1-2H3,(H,38,46)(H,39,44)(H,40,43)(H,41,45)(H4,35,36,37)/t21-,25-,26-/m0/s1
• InChIKey: WIBFAXIURSAKDG-MZBJOSPHSA-N

名称和登记号

名称

• IUPAC标准名: benzyl N-[(1S)-1-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}pentyl]carbamoyl}ethyl]carbamate
• IUPAC传统名: benzyl N-[(1S)-1-{[(1S)-5-amino-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]carbamoyl}pentyl]carbamoyl}ethyl]carbamate
• 别名: Z-Ala-Lys-Arg-AMC; Z-AKR-AMC; Z-Ala-Lys-Arg-7-Amino-4-Methylcoumarin

登记号

• PubChem SID: 162105466
• PubChem CID: 25108645

理论计算性质

• Acid pKa: 12.082723
• 质子受体: 9
• 质子供体: 8
• LogD (pH = 5.5): -4.426842
• LogD (pH = 7.4): -4.0017195
• Log P: 0.5280539
• 摩尔折射率: 189.56 cm^3
• 极化性: 68.551956 Å^3
• 极化表面积: 239.85 Å^2
• 可自由旋转的化学键: 18
• 里宾斯基五规则: false

参考文献

• Seidah, N.G. et al., FEBS Lett., 211(2):144 (1987).