(2S)-2-amino-4-(3-methylcarbamimidamido)butanoic acid

• ChemBase编号: 173316
• 分子式: C6H14N4O2
• 平均质量: 174.20096
• 单一同位素质量: 174.11167571
• SMILES: N(C(=N)NCC[C@H](N)C(=O)O)C
• Canonical SMILES: CNC(=N)NCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H14N4O2/c1-9-6(8)10-3-2-4(7)5(11)12/h4H,2-3,7H2,1H3,(H,11,12)(H3,8,9,10)/t4-/m0/s1
• InChIKey: XJPIABCWQMIHNO-BYPYZUCNSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-4-(3-methylcarbamimidamido)butanoic acid
• IUPAC传统名: (2S)-2-amino-4-(3-methylcarbamimidamido)butanoic acid
• 别名: (2S)-2-Amino-4-[[imino(methylamino)methyl]amino]butanoic Acid; 4124W; Nω-Methyl L-Norarginine

登记号

• CAS号: 186308-99-6
• PubChem SID: 164229226
• PubChem CID: 44398706

理论计算性质

• Acid pKa: 2.3892
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): -6.1761494
• LogD (pH = 7.4): -4.678921
• Log P: -3.3832755
• 摩尔折射率: 54.0531 cm^3
• 极化性: 16.904032 Å^3
• 极化表面积: 111.23 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - M288265

An L-Arginine derivative that inhibits the enzyme dimethylarginine dimethylaminohydrolase which metabolizes the endogenous nitric oxide synthase (NOS) inhibitors, NG-monomethyl-L-arginine and NG,NG-dimethyl-L-arginine, to citrulline.

参考文献

• MacAllister, R.J. et al.: Br. J. Pharmacol., 119, 1533 (1996)
• Wang, Y. et al.: Biochem., 48, 8624 (1996)
• Rossiter, S. et al.: J. Med. Chem., 48, 4670 (1996)