aciclovir   Click here for help

GtoPdb Ligand ID: 4829

Synonyms: acyclovir | Zovirax®
Approved drug PDB Ligand
aciclovir is an approved drug (FDA (1982, prior history not available))
Compound class: Synthetic organic
Comment: Aciclovir is a nucleoside analogue antiviral drug.
Aciclovir is on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 119.05
Molecular weight 225.09
XLogP -0.75
No. Lipinski's rules broken 0
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Canonical SMILES OCCOCn1cnc2c1nc(N)[nH]c2=O
Isomeric SMILES OCCOCn1cnc2c1nc(N)[nH]c2=O
InChI InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
1. Allaudeen HS, Descamps J, Sehgal RK. (1982)
Mode of action of acyclovir triphosphate on herpesviral and cellular DNA polymerases.
Antiviral Res, 2 (3): 123-33. [PMID:6291456]
2. Datta AK, Colby BM, Shaw JE, Pagano JS. (1980)
Acyclovir inhibition of Epstein-Barr virus replication.
Proc Natl Acad Sci USA, 77 (9): 5163-6. [PMID:6254061]
3. Gnann Jr JW, Barton NH, Whitley RJ. (1983)
Acyclovir: mechanism of action, pharmacokinetics, safety and clinical applications.
Pharmacotherapy, 3 (5): 275-83. [PMID:6359082]
4. Tanihara Y, Masuda S, Sato T, Katsura T, Ogawa O, Inui K. (2007)
Substrate specificity of MATE1 and MATE2-K, human multidrug and toxin extrusions/H(+)-organic cation antiporters.
Biochem Pharmacol, 74 (2): 359-71. [PMID:17509534]