(2R,5S)-5-[4-amino-2-oxo-1,2-dihydro(2-13C,1,3-15N2)pyrimidin-1-yl]-1,3-oxathiolane-2-carboxylic acid; (2S,5R)-5-[4-amino-2-oxo-1,2-dihydro(2-13C,1,3-15N2)pyrimidin-1-yl]-1,3-oxathiolane-2-carboxylic acid

• ChemBase编号: 172181
• 分子式: C16H18N6O8S2
• 平均质量: 492.43846527
• 单一同位素质量: 492.05760281
• SMILES: S1C[C@@H](O[C@@H]1C(=O)O)[15n]1[13c](=O)[15n]c(cc1)N.S1C[C@H](O[C@H]1C(=O)O)[15n]1[13c](=O)[15n]c(cc1)N
• Canonical SMILES: OC(=O)[C@H]1SC[C@H](O1)[15n]1ccc([15n][13c]1=O)N.OC(=O)[C@@H]1SC[C@@H](O1)[15n]1ccc([15n][13c]1=O)N
• InChI: InChI=1S/2C8H9N3O4S/c2*9-4-1-2-11(8(14)10-4)5-3-16-7(15-5)6(12)13/h2*1-2,5,7H,3H2,(H,12,13)(H2,9,10,14)/t2*5-,7+/m10/s1/i2*8+1,10+1,11+1
• InChIKey: YACUDLZGYXLWLK-IVRLWCKSSA-N

名称和登记号

名称

• IUPAC标准名: (2R,5S)-5-[4-amino-2-oxo-1,2-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]-1,3-oxathiolane-2-carboxylic acid; (2S,5R)-5-[4-amino-2-oxo-1,2-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]-1,3-oxathiolane-2-carboxylic acid
• IUPAC传统名: (2R,5S)-5-[4-amino-2-oxo(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]-1,3-oxathiolane-2-carboxylic acid; (2S,5R)-5-[4-amino-2-oxo(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]-1,3-oxathiolane-2-carboxylic acid
• 别名: cis-5-(4-Amino-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic Acid-13C,15N2; rac Lamivudine Acid-13C,15N2

登记号

• PubChem SID: 164228091
• PubChem CID: 71749725

理论计算性质

• Acid pKa: 3.270637
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -2.985684
• LogD (pH = 7.4): -4.2070246
• Log P: -0.774833
• 摩尔折射率: 55.0319 cm^3
• 极化性: 21.34842 Å^3
• 极化表面积: 105.22 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 - L172527

A labelled impurity of the anti-viral Lamivudine (L172500).

参考文献

• Dwyer, O.: Synlett, 11, 1163 (1995)