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

• ChemBase编号: 179600
• 分子式: C24H35N5O5
• 平均质量: 473.5652
• 单一同位素质量: 473.26381925
• SMILES: c1c(ccc(c1)CNC(=O)[C@@H]1CCN1C(=O)[C@H](NCC(=O)OCC)C1CCCCC1)C(=N)NO
• Canonical SMILES: CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=O)NCc1ccc(cc1)C(=N)NO)C1CCCCC1
• InChI: InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1
• InChIKey: ZXIBCJHYVWYIKI-PZJWPPBQSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 2-{[(1R)-1-cyclohexyl-2-[(2S)-2-({[4-(N-hydroxycarbamimidoyl)phenyl]methyl}carbamoyl)azetidin-1-yl]-2-oxoethyl]amino}acetate
• IUPAC传统名: ethyl 2-{[(1R)-1-cyclohexyl-2-[(2S)-2-({[4-(N-hydroxycarbamimidoyl)phenyl]methyl}carbamoyl)azetidin-1-yl]-2-oxoethyl]amino}acetate
• 别名: N-[(1R)-1-Cyclohexyl-2-[(2S)-2-[[[[4-[(hydroxyamino)iminomethyl]phenyl]methyl]amino]carbonyl]-1-azetidinyl]-2-oxoethyl]glycine Ethyl Ester; Exanta; H 376/95; Ximelagatran

登记号

• CAS号: 192939-46-1
• PubChem SID: 164235510
• PubChem CID: 9574101

理论计算性质

• Acid pKa: 14.631418
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): -1.0770072
• LogD (pH = 7.4): 0.62485135
• Log P: 0.93414026
• 摩尔折射率: 147.4739 cm^3
• 极化性: 49.24348 Å^3
• 极化表面积: 143.85 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Off-White Amorphous Solid
• 熔点: 134-139°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under inert atmosphere

详细说明

Toronto Research Chemicals - X745000

An orally active direct thrombin inhibitor; prodrug of Melagatran. Antithrombotic.

参考文献

• Owens, P.K., et al.: J. Pharm. Biomed. Anal., 27, 587 (2002)
• Kalus, J.S., et al.: Expert Opin. Invest. Drugs, 13, 465 (2002)
• Boos, C.J., et al.: Eur. J. Int. Med., 16, 267 (2002)
• Cullberg, M., et al.: Clin. Pharmacol. Ther., 77, 279 (2002)