{2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethoxy}phosphonic acid

• ChemBase ID: 92577
• Molecular Formular: C8H12N5O6P
• Molecular Mass: 305.184541
• Monoisotopic Mass: 305.05251976
• SMILES: n1cn(c2c1c(=O)[nH]c(n2)N)COCCOP(=O)(O)O
• Canonical SMILES: Nc1[nH]c(=O)c2c(n1)n(COCCOP(=O)(O)O)cn2
• InChI: InChI=1S/C8H12N5O6P/c9-8-11-6-5(7(14)12-8)10-3-13(6)4-18-1-2-19-20(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)
• InChIKey: KUOAJOVOKFATQE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)methoxy]ethoxy}phosphonic acid
• IUPAC Traditional name: 2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethoxyphosphonic acid
• Synonyms: Acyclovir, monophosphate; 2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl dihydrogen phosphate

Database IDs

• CAS Number: 66341-16-0
• MDL Number: MFCD00797590
• PubChem SID: 162079275
• PubChem CID: 83999

CALCULATED PROPERTIES

• Acid pKa: 1.043357
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.0928564
• LogD (pH = 7.4): -5.2152634
• Log P: -1.7778567
• Molar Refractivity: 65.9397 cm^3
• Polarizability: 24.575579 Å^3
• Polar Surface Area: 161.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Teratogenic/Mutagenic/Harmful/Irritant/Hygroscopic/Store under Argon

DETAILS

Apollo Scientific Ltd - OR9250T

A tropical treatment that seems to bypass key mechanism responsible for resistance to acyclovir.