(2R)-2-({4-[3-(2,6-diamino-4-oxo-1,4-dihydropyrimidin-5-yl)-3-oxopropyl]phenyl}formamido)pentanedioic acid

• ChemBase编号: 172441
• 分子式: C19H21N5O7
• 平均质量: 431.39934
• 单一同位素质量: 431.14409804
• SMILES: c1(ccc(cc1)C(=O)N[C@H](CCC(=O)O)C(=O)O)CCC(=O)c1c(=O)nc([nH]c1N)N
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)CCC(=O)c1c(N)[nH]c(nc1=O)N
• InChI: InChI=1S/C19H21N5O7/c20-15-14(17(29)24-19(21)23-15)12(25)7-3-9-1-4-10(5-2-9)16(28)22-11(18(30)31)6-8-13(26)27/h1-2,4-5,11H,3,6-8H2,(H,22,28)(H,26,27)(H,30,31)(H5,20,21,23,24,29)/t11-/m1/s1
• InChIKey: GQMLDZYRTDSOMZ-LLVKDONJSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-({4-[3-(2,6-diamino-4-oxo-1,4-dihydropyrimidin-5-yl)-3-oxopropyl]phenyl}formamido)pentanedioic acid
• IUPAC传统名: (2R)-2-({4-[3-(2,4-diamino-6-oxo-3H-pyrimidin-5-yl)-3-oxopropyl]phenyl}formamido)pentanedioic acid
• 别名: N-[4-[3-(2,6-Diamino-1,4-dihydro-4-oxo-5-pyrimidinyl)-3-oxopropyl]benzoyl]-L-glutamic Acid; LY 368962

登记号

• CAS号: 193281-05-9
• PubChem SID: 164228351
• PubChem CID: 71749863

理论计算性质

• Acid pKa: 3.3018012
• 质子受体: 11
• 质子供体: 6
• LogD (pH = 5.5): -4.290124
• LogD (pH = 7.4): -7.8462844
• Log P: -0.6639752
• 摩尔折射率: 115.1768 cm^3
• 极化性: 39.85817 Å^3
• 极化表面积: 214.27 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - L486700

LY 368962 is a metabolite of the antifolate Pemetrexed (P219500).

参考文献

• Woodland, J.M. et al.: Drug Metab. Dispos., 25, 693 (1997)