2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-3H-purin-6-one

• ChemBase编号: 184
• 分子式: C10H15N5O3
• 平均质量: 253.2578
• 单一同位素质量: 253.11748937
• SMILES: OCC(CCn1c2[nH]c(nc(=O)c2nc1)N)CO
• Canonical SMILES: OCC(CCn1cnc2c1[nH]c(N)nc2=O)CO
• InChI: InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
• InChIKey: JNTOCHDNEULJHD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-3H-purin-6-one
• IUPAC传统名: denavir; penciclovir
• 商标名: Denavir
• 别名: PE2; Penciclovirum [INN-Latin]; Penciclovir

登记号

• CAS号: 39809-25-1
• PubChem SID: 46506498; 160963647
• PubChem CID: 4725

理论计算性质

JChem

• Acid pKa: 8.010395
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -1.5503044
• LogD (pH = 7.4): -1.6381645
• Log P: -1.5479089
• 摩尔折射率: 64.5919 cm^3
• 极化性: 23.673088 Å^3
• 极化表面积: 125.76 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.86
• LOG S: -1.53
• 溶解度: 7.45e+00 g/l

分子性质

理化性质

• 溶解度: 1.7mg/ml
• 疏水性(logP): -1.1

药理学性质

• 作用靶点: Others

产品相关信息

• 成盐信息: Free Base

详细说明

DrugBank - DB00299

• Drug Groups: approved
• Description: Penciclovir is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections. It is a nucleoside analogue which exhibits low toxicity and good selectivity. [Wikipedia]
• Indication: Used to treat recurrent cold sores on the lips and face from various herpesvirus invections.
• Pharmacology: Penciclovir is the active metabolite of the oral product famciclovir. The more favorable results observed with topical penciclovir versus topical acyclovir for the treatment of herpes labialis may be due to the longer intracellular half-life of penciclovir in HSV-infected cells. The activated drug inhibits the viral DNA polymerase. This impairs the ability of the virus to replicate within the cell.
• Toxicity: Symptoms of overdose include headache, abdominal pain, increased serum lipase, nausea, dyspepsia, dizziness, and hyperbilirubinemia.
• Affected Organisms: Herpes simplex virus
• Biotransformation: Hepatic
• Absorption: Measurable penciclovir concentrations were not detected in plasma or urine of healthy male volunteers (n= 12) following single or repeat application of the 1% cream at a dose of 180 mg penciclovir daily.
• Half Life: 2 hours
• Protein Binding: Less than 20%.
• External Links: Wikipedia; RxList; Drugs.com