2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoate

• ChemBase ID: 162657
• Molecular Formular: C18H28N6O6
• Molecular Mass: 424.45152
• Monoisotopic Mass: 424.20703265
• SMILES: n1c(nc2c(c1O)ncn2COCCOC(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C)N
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)OCCOCn1cnc2c1nc(N)nc2O)C(C)C
• InChI: InChI=1S/C18H28N6O6/c1-10(2)11(21-17(27)30-18(3,4)5)15(26)29-7-6-28-9-24-8-20-12-13(24)22-16(19)23-14(12)25/h8,10-11H,6-7,9H2,1-5H3,(H,21,27)(H3,19,22,23,25)/t11-/m0/s1
• InChIKey: FGLBYLSLCQBNHV-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoate
• IUPAC Traditional name: 2-[(2-amino-6-hydroxypurin-9-yl)methoxy]ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanoate
• Synonyms: N-tert-Butoxycarbonyl-L-valine-2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl Ester; N-t-Boc Valacyclovir

Database IDs

• CAS Number: 502421-44-5
• PubChem SID: 162256792
• PubChem CID: 10180697

CALCULATED PROPERTIES

• Acid pKa: 11.576543
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 1.9062493
• LogD (pH = 7.4): 1.9062313
• Log P: 1.9062599
• Molar Refractivity: 106.4419 cm^3
• Polarizability: 41.406162 Å^3
• Polar Surface Area: 163.71 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide
• Apperance: White Solid