(1S,2R,7S,8S,10S,11S,14S,15S)-N-tert-butyl-8-hydroxy-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.02,7.011,15]heptadec-3-ene-14-carboxamide

• ChemBase编号: 170520
• 分子式: C23H36N2O3
• 平均质量: 388.54354
• 单一同位素质量: 388.27259302
• SMILES: C1=CC(=O)N[C@H]2[C@]1([C@@H]1[C@@H](C[C@@H]2O)[C@H]2[C@](CC1)([C@H](CC2)C(=O)NC(C)(C)C)C)C
• Canonical SMILES: O=C1C=C[C@]2([C@H](N1)[C@@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)NC(C)(C)C)C)C
• InChI: InChI=1S/C23H36N2O3/c1-21(2,3)25-20(28)16-7-6-14-13-12-17(26)19-23(5,11-9-18(27)24-19)15(13)8-10-22(14,16)4/h9,11,13-17,19,26H,6-8,10,12H2,1-5H3,(H,24,27)(H,25,28)/t13-,14-,15-,16+,17-,19+,22-,23+/m0/s1
• InChIKey: VRADRJBKILTRPZ-XLGSXJLYSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,7S,8S,10S,11S,14S,15S)-N-tert-butyl-8-hydroxy-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-14-carboxamide
• IUPAC传统名: (1S,2R,7S,8S,10S,11S,14S,15S)-N-tert-butyl-8-hydroxy-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-14-carboxamide
• 别名: (5α,6α,17β)-N-(1,1-Dimethylethyl)-6-hydroxy-3-oxo-4-azaandrost-1-ene-17-carboxamide; 6α-Hydroxy Finasteride

登记号

• CAS号: 154387-62-9
• PubChem SID: 164226430
• PubChem CID: 29981554

理论计算性质

• Acid pKa: 14.119764
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 1.9984254
• LogD (pH = 7.4): 1.9986061
• Log P: 1.9986085
• 摩尔折射率: 109.5575 cm^3
• 极化性: 42.97321 Å^3
• 极化表面积: 78.43 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - H942410

A metabolite of Finasteride (F342000) (M-4 metabolite).

参考文献

• Carlin, J., et al.: Drug Metab. Dispos., 20, 148 (1992)
• Huskey, S., et al.: Drug Metab. Dispos., 23, 1126 (1992)
• Ishii, Y., et al.: Xenobio. Metabol. Dispos., 10, 197 (1992)
• Roylance, P., et al.: Biomed. Pharmacother., 49, 332 (1992)
• Lundahl, A., et a