2-{[(1R)-1-cyclohexyl-2-[(2S)-2-({[4-(N-hydroxycarbamimidoyl)phenyl]methyl}carbamoyl)azetidin-1-yl]-2-oxoethyl]amino}acetic acid

• ChemBase编号: 170722
• 分子式: C22H31N5O5
• 平均质量: 445.51204
• 单一同位素质量: 445.23251912
• SMILES: c1c(ccc(c1)CNC(=O)[C@@H]1CCN1C(=O)[C@@H](C1CCCCC1)NCC(=O)O)C(=N)NO
• Canonical SMILES: ONC(=N)c1ccc(cc1)CNC(=O)[C@@H]1CCN1C(=O)[C@@H](C1CCCCC1)NCC(=O)O
• InChI: InChI=1S/C22H31N5O5/c23-20(26-32)16-8-6-14(7-9-16)12-25-21(30)17-10-11-27(17)22(31)19(24-13-18(28)29)15-4-2-1-3-5-15/h6-9,15,17,19,24,32H,1-5,10-13H2,(H2,23,26)(H,25,30)(H,28,29)/t17-,19+/m0/s1
• InChIKey: NIPUHXUEGZHFLD-PKOBYXMFSA-N

名称和登记号

名称

• IUPAC标准名: 2-{[(1R)-1-cyclohexyl-2-[(2S)-2-({[4-(N-hydroxycarbamimidoyl)phenyl]methyl}carbamoyl)azetidin-1-yl]-2-oxoethyl]amino}acetic acid
• IUPAC传统名: {[(1R)-1-cyclohexyl-2-[(2S)-2-({[4-(N-hydroxycarbamimidoyl)phenyl]methyl}carbamoyl)azetidin-1-yl]-2-oxoethyl]amino}acetic acid
• 别名: N-[(1R)-1-Cyclohexyl-2-[(2S)-2-[[[[4-[(hydroxyamino)iminomethyl]phenyl]methyl]amino]carbonyl]-1-azetidinyl]-2-oxoethyl]glycine; Melagatran Hydroxyamidine; N-Hydroxy Melagatran

登记号

• CAS号: 192939-72-3
• PubChem SID: 164226632
• PubChem CID: 9889723

理论计算性质

• Acid pKa: 3.1991851
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): -3.245986
• LogD (pH = 7.4): -1.8447697
• Log P: -1.9376619
• 摩尔折射率: 137.9562 cm^3
• 极化性: 45.33225 Å^3
• 极化表面积: 154.85 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO
• 外观: White Solid
• 熔点: 210-212°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - H944585

An N-Hydroxyguanidine prodrug and intermediate in the preparation of Melagatran

参考文献

• Johansson, L., et al.: Clini.Pharmacokin., 42, 475 (2003)
• Gruenewald, S., et al.: J. Med. Chem., 51, 8173 (2003)
• Sjoegren, E., et al.: Drug Metab. Disposition, 37, 47 (2003)