2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-4-methylpentanoate hydrochloride

• ChemBase ID: 159442
• Molecular Formular: C14H23ClN6O4
• Molecular Mass: 374.82322
• Monoisotopic Mass: 374.14693093
• SMILES: Cl.[nH]1c(nc2c(c1=O)ncn2COCCOC(=O)[C@H](CC(C)C)N)N
• Canonical SMILES: CC(C[C@@H](C(=O)OCCOCn1cnc2c1nc(N)[nH]c2=O)N)C.Cl
• InChI: InChI=1S/C14H22N6O4.ClH/c1-8(2)5-9(15)13(22)24-4-3-23-7-20-6-17-10-11(20)18-14(16)19-12(10)21;/h6,8-9H,3-5,7,15H2,1-2H3,(H3,16,18,19,21);1H/t9-;/m0./s1
• InChIKey: JPMIOIPFRXOSEP-FVGYRXGTSA-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-4-methylpentanoate hydrochloride
• IUPAC Traditional name: 2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-4-methylpentanoate hydrochloride
• Synonyms: L-Leucine 2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl Ester Hydrochloride; Acyclovir L-Leucinate

Database IDs

• CAS Number: 142963-69-7
• PubChem SID: 162253577
• PubChem CID: 71312986

CALCULATED PROPERTIES

• Acid pKa: 10.160581
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.0755086
• LogD (pH = 7.4): -0.5061666
• Log P: -0.2096976
• Molar Refractivity: 85.7455 cm^3
• Polarizability: 32.648006 Å^3
• Polar Surface Area: 146.85 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A192425

Acyclovir L-Leucinate is an amino acid ester of the antiherpetic agent, Acyclovir (A192400). It is the Leucine analogue of Valacyclovir (V085000).

REFERENCES

• Burnette, T. et al.: J. Biol. Chem., 270, 15827 (1995)