2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl (2S)-3-methyl-2-(methylamino)butanoate hydrochloride

• ChemBase ID: 159444
• Molecular Formular: C14H23ClN6O4
• Molecular Mass: 374.82322
• Monoisotopic Mass: 374.14693093
• SMILES: Cl.n1c(nc2c(c1O)ncn2COCCOC(=O)[C@H](C(C)C)NC)N
• Canonical SMILES: CN[C@H](C(=O)OCCOCn1cnc2c1nc(N)nc2O)C(C)C.Cl
• InChI: InChI=1S/C14H22N6O4.ClH/c1-8(2)9(16-3)13(22)24-5-4-23-7-20-6-17-10-11(20)18-14(15)19-12(10)21;/h6,8-9,16H,4-5,7H2,1-3H3,(H3,15,18,19,21);1H/t9-;/m0./s1
• InChIKey: RLJNMIUABOJDNS-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl (2S)-3-methyl-2-(methylamino)butanoate hydrochloride
• IUPAC Traditional name: 2-[(2-amino-6-hydroxypurin-9-yl)methoxy]ethyl (2S)-3-methyl-2-(methylamino)butanoate hydrochloride
• Synonyms: N-Methyl-L-valine 2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl Ester Hydrochloride; Acyclovir N-Methyl-L-valinate Hydrochloride

Database IDs

• CAS Number: 1346617-39-7
• PubChem SID: 162253579
• PubChem CID: 71312989

CALCULATED PROPERTIES

• Acid pKa: 11.583994
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.5256877
• LogD (pH = 7.4): 0.7367198
• Log P: 0.84674287
• Molar Refractivity: 86.3435 cm^3
• Polarizability: 33.59723 Å^3
• Polar Surface Area: 137.41 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A192430

Acyclovir (A192400) impurity. An Acyclovir amino acid ester prodrug.