Valaciclovir hydrochlorideProduct ingredient for Valaciclovir

Name
Valaciclovir hydrochloride
Drug Entry
Valaciclovir

Valaciclovir (valacyclovir), also known as Valtrex, is an antiviral drug that has been used to manage and treat various herpes infections for more than 2 decades. It was initially approved by the FDA in 1995 Label and marketed by GlaxoSmithKline 8. Valacyclovir is the L-valine ester of aciclovir. It is a member of the purine (guanine) nucleoside analog drug class 10. This class of drugs forms an important part of hepatitis, HIV, and cytomegalovirus drug regimens 4.

One major use of valacyclovir is the treatment of genital herpes episodes or outbreaks. Genital herpes is a frequently diagnosed sexually transmitted disease which currently affects more than 400 million individuals worldwide. It is caused by infection with the herpes simplex virus (HSV). Infection with this virus is lifelong with periodic episodes of reactivation 5.

Accession Number
DBSALT000289
Structure
Synonyms
Valaciclovir HCl / valacyclovir hydrochloride
UNII
G447S0T1VC
CAS Number
124832-27-5
Weight
Average: 360.797
Monoisotopic: 360.131280897
Chemical Formula
C13H21ClN6O4
InChI Key
ZCDDBUOENGJMLV-QRPNPIFTSA-N
InChI
InChI=1S/C13H20N6O4.ClH/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);1H/t8-;/m0./s1
IUPAC Name
2-[(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate hydrochloride
SMILES
Cl.[H][C@](N)(C(C)C)C(=O)OCCOCN1C=NC2=C1NC(=N)N=C2O
KEGG Compound
C07184
PubChem Compound
60772
ChemSpider
54769
BindingDB
50248296
ChEBI
9919
ChEMBL
CHEMBL1201110
Wikipedia
Valaciclovir
Predicted Properties
PropertyValueSource
Water Solubility1.28 mg/mLALOGPS
logP-0.99ALOGPS
logP-1.5Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)-6.3Chemaxon
pKa (Strongest Basic)20.4Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area147.84 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity91.65 m3·mol-1Chemaxon
Polarizability32.72 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon