5-chloro-N-{[(5S)-4-hydroxy-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide

• ChemBase编号: 177577
• 分子式: C19H18ClN3O6S
• 平均质量: 451.88072
• 单一同位素质量: 451.06048399
• SMILES: c1c(ccc(c1)N1C(=O)COCC1)N1C(=O)O[C@H](C1O)CNC(=O)c1ccc(s1)Cl
• Canonical SMILES: O=C1O[C@H](C(N1c1ccc(cc1)N1CCOCC1=O)O)CNC(=O)c1ccc(s1)Cl
• InChI: InChI=1S/C19H18ClN3O6S/c20-15-6-5-14(30-15)17(25)21-9-13-18(26)23(19(27)29-13)12-3-1-11(2-4-12)22-7-8-28-10-16(22)24/h1-6,13,18,26H,7-10H2,(H,21,25)/t13-,18?/m0/s1
• InChIKey: YGGWNELFPGFWHH-FVRDMJKUSA-N

名称和登记号

名称

• IUPAC标准名: 5-chloro-N-{[(5S)-4-hydroxy-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide
• IUPAC传统名: 5-chloro-N-{[(5S)-4-hydroxy-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide
• 别名: 5-Chloro-N-[[(5S)-4-hydroxy-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide; Rivaroxaban Hydroxyoxazalone Metabolite(Mixture of Diastereomers)

登记号

• CAS号: 1161719-51-2
• PubChem SID: 164233487
• PubChem CID: 71752092

理论计算性质

• Acid pKa: 12.258605
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 1.5334207
• LogD (pH = 7.4): 1.5334148
• Log P: 1.5334208
• 摩尔折射率: 105.7736 cm^3
• 极化性: 41.290604 Å^3
• 极化表面积: 108.41 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - R538020

A metabolite of Rivaroxaban (R538000).

参考文献

• Kubitza, D., et al.: Clin. Pharmacol. Ther., 78, 412 (2005)
• Roehrig, S., et al.: J. Med. Chem., 48, 5900 (2005)
• Biemond, B., et al.: Thromb. Haemost., 97, 471 (2005)
• Lang, D., et al.: Drug Metab. Dispos., 37, 1046 (2005)