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

• ChemBase ID: 171994
• Molecular Formular: C14H22N6O5
• Molecular Mass: 354.36168
• Monoisotopic Mass: 354.16516783
• SMILES: c1(=O)[nH]c(nc2c1ncn2COC[C@@H](COC(=O)[C@@H](C(C)C)N)O)N
• Canonical SMILES: O[C@H](COC(=O)[C@@H](C(C)C)N)COCn1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C14H22N6O5/c1-7(2)9(15)13(23)25-4-8(21)3-24-6-20-5-17-10-11(20)18-14(16)19-12(10)22/h5,7-9,21H,3-4,6,15H2,1-2H3,(H3,16,18,19,22)/t8-,9+/m0/s1
• InChIKey: RNBGQKJHNTUYCU-DTWKUNHWSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164227904
• PubChem CID: 71749644

CALCULATED PROPERTIES

• Acid pKa: 10.1606045
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.1524334
• LogD (pH = 7.4): -1.5484567
• Log P: -1.2066475
• Molar Refractivity: 87.03 cm^3
• Polarizability: 33.330784 Å^3
• Polar Surface Area: 167.08 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I918055

Valganciclovir (V092000) impurity.