2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate hydrate hydrochloride

• ChemBase ID: 154546
• Molecular Formular: C13H23ClN6O5
• Molecular Mass: 378.81192
• Monoisotopic Mass: 378.14184555
• SMILES: CC(C)[C@@H](C(=O)OCCOCn1cnc2c1nc([nH]c2=O)N)N.O.Cl
• Canonical SMILES: CC([C@@H](C(=O)OCCOCn1cnc2c1nc(N)[nH]c2=O)N)C.O.Cl
• InChI: InChI=1S/C13H20N6O4.ClH.H2O/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;1H2/t8-;;/m0../s1
• InChIKey: KNOVZDRKHSHEQN-JZGIKJSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate hydrate hydrochloride
• IUPAC Traditional name: valacyclovir hydrate hydrochloride
• Synonyms: 2-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)ethyl ester monohydrochloride; L-Valine; Valtrex; Valacyclovir hydrochloride hydrate

Database IDs

• CAS Number: 124832-27-5(anhydrous)
• PubChem SID: 162248685
• PubChem CID: 12000656

CALCULATED PROPERTIES

• Acid pKa: 10.160745
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.5221028
• LogD (pH = 7.4): -0.91812485
• Log P: -0.57631254
• Molar Refractivity: 81.0675 cm^3
• Polarizability: 30.825937 Å^3
• Polar Surface Area: 146.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >20 mg/mL
• Apperance: white solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C13H20N6O4 · HCl · xH2O

DETAILS

Sigma Aldrich - V9889

Biochem/physiol Actions
Valacyclovir hydrochloride hydrate is potent inhibitor of viral DNA polymerase. It is a prodrug of acyclovir that is useful in viral, AIDS, and immune system regulation research.