1-{[(6R,7R)-7-amino-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium

• ChemBase编号: 175742
• 分子式: C13H19N3O3S
• 平均质量: 297.37326
• 单一同位素质量: 297.11471248
• SMILES: S1[C@H]2N(C(=C(C1)C[N+]1(CCCC1)C)C(=O)[O-])C(=O)[C@H]2N
• Canonical SMILES: O=C1[C@@H](N)[C@@H]2N1C(=C(CS2)C[N+]1(C)CCCC1)C(=O)[O-]
• InChI: InChI=1S/C13H19N3O3S/c1-16(4-2-3-5-16)6-8-7-20-12-9(14)11(17)15(12)10(8)13(18)19/h9,12H,2-7,14H2,1H3/t9-,12-/m1/s1
• InChIKey: IIVPIDBZUUAWTF-BXKDBHETSA-N

名称和登记号

名称

• IUPAC标准名: 1-{[(6R,7R)-7-amino-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium
• IUPAC传统名: 1-{[(6R,7R)-7-amino-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium
• 别名: 1-[[(6R,7R)-7-Amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium Inner Salt; (6R-trans-NMP-ACA); 7-Amino-3-(1-methylpyrrolidino)methyl-3-cephem-4-carboxylate Inner Salt; NMP-ACA (Cefepime Impurity)

登记号

• CAS号: 103296-32-8
• PubChem SID: 164231652
• PubChem CID: 9796244

理论计算性质

• Acid pKa: 3.5609026
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -6.1334615
• LogD (pH = 7.4): -4.561636
• Log P: -6.580053
• 摩尔折射率: 99.6054 cm^3
• 极化性: 29.972078 Å^3
• 极化表面积: 86.46 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - N894200

Cefepime impurity. Cephalosporin intermediate synthesis.

参考文献

• Lee, Y., et al.: J. Antibiot., 47, 609 (1994)