(1R,3R)-1-(3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

• ChemBase编号: 175053
• 分子式: C30H31FN4O3
• 平均质量: 514.5905432
• 单一同位素质量: 514.23801909
• SMILES: c1cccc(c1F)N1CCN(CC1)Cc1cc(ccc1OC)[C@H]1N[C@H](Cc2c1[nH]c1c2cccc1)C(=O)O
• Canonical SMILES: COc1ccc(cc1CN1CCN(CC1)c1ccccc1F)[C@H]1N[C@H](Cc2c1[nH]c1c2cccc1)C(=O)O
• InChI: InChI=1S/C30H31FN4O3/c1-38-27-11-10-19(16-20(27)18-34-12-14-35(15-13-34)26-9-5-3-7-23(26)31)28-29-22(17-25(33-28)30(36)37)21-6-2-4-8-24(21)32-29/h2-11,16,25,28,32-33H,12-15,17-18H2,1H3,(H,36,37)/t25-,28-/m1/s1
• InChIKey: FUHCEERDBRGPQZ-LEAFIULHSA-N

名称和登记号

名称

• IUPAC标准名: (1R,3R)-1-(3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
• IUPAC传统名: (1R,3R)-1-(3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
• 别名: (1R,3S)-1-[3-[[4-(2-Fluorophenyl)-1-piperazinyl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-1H-Pyrido[3,4-b]indole-3-carboxylic Acid; trans-Ned-19

登记号

• PubChem SID: 164230963
• PubChem CID: 1427632

理论计算性质

• Acid pKa: 1.4880735
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 1.0752677
• LogD (pH = 7.4): 2.143146
• Log P: 2.0797968
• 摩尔折射率: 145.4632 cm^3
• 极化性: 56.69261 Å^3
• 极化表面积: 80.83 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - N388750

trans-Ned-19 is a cell permeable and potent nicotinic acid adenine dinucleotide phosphate (NAADP) antagonist. trans-Ned-19 inhibits NAADP-mediated Ca2+ release (IC50 = 6 nM) and also inhibits [32P]NAADP binding (IC50 = 0.4 nM). trans-Ned-19 can be used as

参考文献

• Rosen, D. et al.: J. Biol. Chem., 284, 34930 (2009)
• Naylor, E. et al.: Nat. Chem. Biol., 5, 220 (2009)
• Thai, T.L. et al.: Am. J. Physiol. Renal Physiol., 297, F510 (2009)