2-{[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]methoxy}-3-hydroxypropyl (2R)-2-amino-3-methylbutanoate

• ChemBase ID: 173189
• Molecular Formular: C15H24N6O6
• Molecular Mass: 384.38766
• Monoisotopic Mass: 384.17573252
• SMILES: c1(=O)[nH]c(nc2c1ncn2COCOC(COC(=O)[C@@H](C(C)C)N)CO)N
• Canonical SMILES: OCC(COC(=O)[C@@H](C(C)C)N)OCOCn1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C15H24N6O6/c1-8(2)10(16)14(24)26-4-9(3-22)27-7-25-6-21-5-18-11-12(21)19-15(17)20-13(11)23/h5,8-10,22H,3-4,6-7,16H2,1-2H3,(H3,17,19,20,23)/t9?,10-/m1/s1
• InChIKey: DVCUGHHGLKCBMT-QVDQXJPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]methoxy}-3-hydroxypropyl (2R)-2-amino-3-methylbutanoate
• IUPAC Traditional name: 2-{[(2-amino-6-oxo-1H-purin-9-yl)methoxy]methoxy}-3-hydroxypropyl (2R)-2-amino-3-methylbutanoate
• Synonyms: (2R)-2-[((2-Amino-6-oxo-1,6-dihydropurin-9-yl)methoxy)methoxy)-3-hydroxypropyl-2-amino-3-methylbutanoate; (R)-N-Methoxy Valganciclovir

Database IDs

• PubChem SID: 164229099
• PubChem CID: 71750151

CALCULATED PROPERTIES

• Acid pKa: 10.160703
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -3.0892963
• LogD (pH = 7.4): -1.4853314
• Log P: -1.143522
• Molar Refractivity: 92.883 cm^3
• Polarizability: 35.904373 Å^3
• Polar Surface Area: 176.31 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M271815

A homologue of Valganciclovir (V092000), as impurity.