valacyclovir   Click here for help

GtoPdb Ligand ID: 4824

Synonyms: 256U87 HCl | valacyclovir hydrochloride (monohydrate) | Valtrex® | Zelitrex®
Approved drug PDB Ligand
valacyclovir is an approved drug (FDA (1995, prior history not available))
Compound class: Synthetic organic
Comment: 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.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 151.14
Molecular weight 324.15
XLogP 1.28
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C(C(=O)OCCOCn1cnc2c1[nH]c(N)nc2=O)N)C
Isomeric SMILES CC([C@@H](C(=O)OCCOCn1cnc2c1[nH]c(N)nc2=O)N)C
InChI InChI=1S/C13H20N6O4/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20)/t8-/m0/s1
InChI Key HDOVUKNUBWVHOX-QMMMGPOBSA-N
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Peptide transporter 4 3
Peptide transporter 1 1-2,4-6
Peptide transporter 3 7
Ligand mentioned in the following text fields