(2S)-2-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-3-(2H5)phenylpropanoic acid

• ChemBase编号: 159578
• 分子式: C23H29NO3
• 平均质量: 367.48126
• 单一同位素质量: 367.21474379
• SMILES: [C@H]1([C@@](CCN(C1)C[C@H](Cc1ccccc1)C(=O)O)(c1cc(ccc1)O)C)C
• Canonical SMILES: Oc1cccc(c1)[C@]1(C)CCN(C[C@@H]1C)C[C@@H](C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C23H29NO3/c1-17-15-24(12-11-23(17,2)20-9-6-10-21(25)14-20)16-19(22(26)27)13-18-7-4-3-5-8-18/h3-10,14,17,19,25H,11-13,15-16H2,1-2H3,(H,26,27)/t17-,19-,23+/m0/s1
• InChIKey: KSBSLJKYJXTATP-WCAVRKLYSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-3-(^2H₅)phenylpropanoic acid
• IUPAC传统名: (2S)-2-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-3-(^2H₅)phenylpropanoic acid
• 别名: (αS,3R,4R)-4-(3-Hydroxyphenyl)-3,4-dimethyl-α-(phenylmethyl-d5)-1-piperidinepropanoic Acid; [3R-[1(S*),3α,4α]]-4-(3-Hydroxyphenyl)-3,4-dimethyl-α-(phenylmethyl-d5)-1-piperidinepropanoic Acid; ADL 08-0011-d5

登记号

• PubChem SID: 162253713
• PubChem CID: 71313048

理论计算性质

• Acid pKa: 3.7487226
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.9221146
• LogD (pH = 7.4): 1.9266139
• Log P: 1.927558
• 摩尔折射率: 107.7558 cm^3
• 极化性: 42.041157 Å^3
• 极化表面积: 60.77 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - A291802

Labelled ADL 08-0011 (A291800). ADL 08-0011 is a metabolite of Alvimopan (A575800). Alvimopan amide hydrolized metabolite.

参考文献

• Zimmerman, D., et al.: J. Med. Chem., 37, 2262 (1994)
• Kurz, A., et al.: Drugs, 63, 649 (1994)
• Neary, P., et al.: Expert. Opin Invest. Drugs, 4, 479 (1994)