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)
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Summary of Clinical Use Click here for help
Aciclovir is a commonly used antiviral drug, used for the treatment of herpes simplex virus infections, as well as in the treatment of varicella zoster (chickenpox) and herpes zoster (shingles).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Aciclovir is a guanosine analogue and is converted by host cell kinases to aciclovir triphosphate (ACV-TP), which then competitively inhibits and inactivates viral DNA polymerases [2] and is incorporated into viral DNA [1,3]. This action halts viral replication.