2-{1H-pyrazolo[3,4-b]pyridin-3-yl}acetic acid

• ChemBase ID: 177129
• Molecular Formular: C8H7N3O2
• Molecular Mass: 177.16008
• Monoisotopic Mass: 177.05382648
• SMILES: c1ccc2c(n1)[nH]nc2CC(=O)O
• Canonical SMILES: OC(=O)Cc1n[nH]c2c1cccn2
• InChI: InChI=1S/C8H7N3O2/c12-7(13)4-6-5-2-1-3-9-8(5)11-10-6/h1-3H,4H2,(H,12,13)(H,9,10,11)
• InChIKey: WHAQWKNPWBROHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1H-pyrazolo[3,4-b]pyridin-3-yl}acetic acid
• IUPAC Traditional name: 1H-pyrazolo[3,4-b]pyridin-3-ylacetic acid
• Synonyms: 1H-Pyrazolo[3,4-b]pyridine-3-acetic Acid

Database IDs

• CAS Number: 1155847-27-0
• PubChem SID: 164233039
• PubChem CID: 53338701

CALCULATED PROPERTIES

• Acid pKa: 3.8483377
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.1867708
• LogD (pH = 7.4): -2.7704298
• Log P: 0.46969593
• Molar Refractivity: 44.8044 cm^3
• Polarizability: 17.310894 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P845000

Intermediate used in the synthesis of certain aryloxy-, cycloalkyloxy-, and heterocyclyloxy- pyridines and pyrimidines that are potent HIV reverse transcriptase inhibitors useful in the treatment of HIV infection and AIDS.