2-(6-amino-9H-purin-9-yl)acetic acid

• ChemBase ID: 160457
• Molecular Formular: C7H7N5O2
• Molecular Mass: 193.16278
• Monoisotopic Mass: 193.05997449
• SMILES: n1cnc2c(c1N)ncn2CC(=O)O
• Canonical SMILES: OC(=O)Cn1cnc2c1ncnc2N
• InChI: InChI=1S/C7H7N5O2/c8-6-5-7(10-2-9-6)12(3-11-5)1-4(13)14/h2-3H,1H2,(H,13,14)(H2,8,9,10)
• InChIKey: HHVNWGFYTKKIJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-amino-9H-purin-9-yl)acetic acid
• IUPAC Traditional name: (6-aminopurin-9-yl)acetic acid
• Synonyms: 9-Carboxymethyladenine; Adenin-9-ylacetic Acid; 6-Amino-9H-purine-9-acetic Acid

Database IDs

• CAS Number: 20128-29-4
• PubChem SID: 162254592
• PubChem CID: 11651306

CALCULATED PROPERTIES

• Acid pKa: 3.384177
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.9168305
• LogD (pH = 7.4): -4.187882
• Log P: -2.4945583
• Molar Refractivity: 47.5806 cm^3
• Polarizability: 17.648245 Å^3
• Polar Surface Area: 106.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A628890

A metabolite of Adefovir (A247500) and Remofovir.

REFERENCES

• Shaw, J. et al.: Drug Metab. Disp., 25, 362 (1997)
• Lin, C. et al.: Antimicrob. Agents Chemother., 49, 925 (1997)