[4-(4-{[(5Z)-3-[(4-fluorophenyl)methyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl}phenoxymethyl)phenyl]boronic acid

• ChemBase编号: 169822
• 分子式: C24H19BFNO5S
• 平均质量: 463.2857632
• 单一同位素质量: 463.10610233
• SMILES: C1(=O)S/C(=C\c2ccc(cc2)OCc2ccc(cc2)B(O)O)/C(=O)N1Cc1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)CN1C(=O)S/C(=C\c2ccc(cc2)OCc2ccc(cc2)B(O)O)/C1=O
• InChI: InChI=1S/C24H19BFNO5S/c26-20-9-3-17(4-10-20)14-27-23(28)22(33-24(27)29)13-16-5-11-21(12-6-16)32-15-18-1-7-19(8-2-18)25(30)31/h1-13,30-31H,14-15H2/b22-13-
• InChIKey: BRWUZCBSWABPMR-XKZIYDEJSA-N

名称和登记号

名称

• IUPAC标准名: [4-(4-{[(5Z)-3-[(4-fluorophenyl)methyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl}phenoxymethyl)phenyl]boronic acid
• IUPAC传统名: 4-(4-{[(5Z)-3-[(4-fluorophenyl)methyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl}phenoxymethyl)phenylboronic acid
• 别名: B-[3-[[4-[[3-[(4-Fluorophenyl)methyl]-2,4-dioxo-5-thiazolidinylidene]methyl]phenoxy]methyl]phenyl]boronic Acid; HA 150

登记号

• CAS号: 1229652-21-4
• PubChem SID: 162263954
• PubChem CID: 46856189

理论计算性质

• Acid pKa: 8.746438
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 4.8013554
• LogD (pH = 7.4): 4.782571
• Log P: 4.8016
• 摩尔折射率: 121.568 cm^3
• 极化性: 47.602325 Å^3
• 极化表面积: 87.07 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - H011600

HA 150 is a selective boronic acid-based inhibitor of autotaxin. Studies show that adminstration of HA 150 in mice results in rapid decrease of the lipid mediator lysophosphatidic acid (LPA) in the circulation. These findings suggest that HA 150 may provi

参考文献

• Albers, H.M.H.G. et al.: Proc. Natl. Acad Sci. USA, 107, 7257 (2010)
• Albers, H.M.H.G. et al.: J. Med. Chem., 53, 4958 (2010)