valacyclovir

Ligand id: 4824

Name: valacyclovir

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 146.52
Molecular weight 325.16
XLogP -1.01
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1995, prior history not available))
IUPAC Name
2-[(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate
International Nonproprietary Names
INN number INN
7106 valaciclovir
Synonyms
256U87 HCl | valacyclovir hydrochloride (monohydrate) | Valtrex® | Zelitrex®
Database Links
CAS Registry No. 124832-26-4 (source: Scifinder)
ChEMBL Ligand CHEMBL1349
DrugBank Ligand DB00577
PubChem CID 60773
RCSB PDB Ligand TXC
Search Google for chemical match using the InChIKey HDOVUKNUBWVHOX-QMMMGPOBSA-N
Search Google for chemicals with the same backbone HDOVUKNUBWVHOX
Search PubMed clinical trials valaciclovir
Search PubMed titles valaciclovir
Search PubMed titles/abstracts valaciclovir
Search UniChem for chemical match using the InChIKey HDOVUKNUBWVHOX-QMMMGPOBSA-N
Search UniChem for chemicals with the same backbone HDOVUKNUBWVHOX
Wikipedia Valacyclovir
Comments
Valacyclovir s an esterified prodrug, which is converted to aciclovir in vivo. Esterification increases the oral bioavailability of the prodrug compared to the parent molecule.