2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl (2S)-2-(ethylamino)-3-methylbutanoate hydrochloride

• ChemBase ID: 159440
• Molecular Formular: C15H25ClN6O4
• Molecular Mass: 388.8498
• Monoisotopic Mass: 388.16258099
• SMILES: Cl.n1c(nc2c(c1O)ncn2COCCOC(=O)[C@H](C(C)C)NCC)N
• Canonical SMILES: CCN[C@H](C(=O)OCCOCn1cnc2c1nc(N)nc2O)C(C)C.Cl
• InChI: InChI=1S/C15H24N6O4.ClH/c1-4-17-10(9(2)3)14(23)25-6-5-24-8-21-7-18-11-12(21)19-15(16)20-13(11)22;/h7,9-10,17H,4-6,8H2,1-3H3,(H3,16,19,20,22);1H/t10-;/m0./s1
• InChIKey: YOYUKRMZXJXIMC-PPHPATTJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1346617-49-9
• PubChem SID: 162253575
• PubChem CID: 71312984

CALCULATED PROPERTIES

• Acid pKa: 11.584036
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.2458336
• LogD (pH = 7.4): 1.0739946
• Log P: 1.2035508
• Molar Refractivity: 91.0921 cm^3
• Polarizability: 35.426277 Å^3
• Polar Surface Area: 137.41 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A192415

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