(2R,8S)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione

• ChemBase编号: 178048
• 分子式: C22H19N3O4
• 平均质量: 389.40396
• 单一同位素质量: 389.1375561
• SMILES: c12c([C@H](N3[C@@H](C1)C(=O)N(CC3=O)C)c1ccc3c(c1)OCO3)[nH]c1c2cccc1
• Canonical SMILES: O=C1N(C)CC(=O)N2[C@H]1Cc1c([C@H]2c2ccc3c(c2)OCO3)[nH]c2c1cccc2
• InChI: InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21+/m0/s1
• InChIKey: WOXKDUGGOYFFRN-HRAATJIYSA-N

名称和登记号

名称

• IUPAC标准名: (2R,8S)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraene-4,7-dione
• IUPAC传统名: (2R,8S)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraene-4,7-dione
• 别名: (6S,12aR)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione; (6S-cis)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione; cis-ent-Tadalafil

登记号

• CAS号: 171596-28-4
• PubChem SID: 164233958
• PubChem CID: 9821704

理论计算性质

• Acid pKa: 15.16992
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.6393403
• LogD (pH = 7.4): 1.6393403
• Log P: 1.6393403
• 摩尔折射率: 104.0816 cm^3
• 极化性: 41.42806 Å^3
• 极化表面积: 74.87 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - T004530

The (6S)-cis-enantiomer of Tadalafil (T004500).

参考文献

• Aldridge, J., et al.: Br. Med. J., 318, 669 (1999)
• Daugan, A., et al.: J. Med. Chem., 46, 4533 (1999)
• Vredenbregt, M., et al.: J. Pharm. Biomed. Anal., 40, 840 (1999)