{3-[(13C,2H3)methylcarbamoyl]phenyl}boronic acid

• ChemBase ID: 173258
• Molecular Formular: C8H10BNO3
• Molecular Mass: 179.97355484
• Monoisotopic Mass: 180.07872842
• SMILES: c1ccc(cc1B(O)O)C(=O)N[13CH3]
• Canonical SMILES: [13CH3]NC(=O)c1cccc(c1)B(O)O
• InChI: InChI=1S/C8H10BNO3/c1-10-8(11)6-3-2-4-7(5-6)9(12)13/h2-5,12-13H,1H3,(H,10,11)/i1+1
• InChIKey: FYFFPNFUVMBPRZ-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-[(^1^3C,^2H₃)methylcarbamoyl]phenyl}boronic acid
• IUPAC Traditional name: 3-[(^1^3C,^2H₃)methylcarbamoyl]phenylboronic acid
• Synonyms: B-[3-[(Methylamino)carbonyl]phenyl]boronic Acid-13C,d3; 3-(Methylcarbamoyl)phenylboronic Acid-13C,d3; [3-(Methylaminocarbonyl)phenyl]boronic Acid-13C,d3; [3-(N-Methylaminocarbonyl)phenyl]boronic Acid-13C,d3; 3-(Methylaminocarbonyl)benzeneboronic Acid-13C,d3

Database IDs

• PubChem SID: 164229168
• PubChem CID: 71750178

CALCULATED PROPERTIES

• Acid pKa: 8.609295
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.5370642
• LogD (pH = 7.4): 0.5115113
• Log P: 0.5374
• Molar Refractivity: 44.5786 cm^3
• Polarizability: 18.222559 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M285777

Used in the preparation of thiazolopyridinylacetamide derivatives and analogs for use as PI3K and mTOR kinase inhibitors.

REFERENCES

• Ashwell, M., et al.: Bioorg. Med. Chem. Lett., 10, 783 (2000)
• Arai, Y., et al.: Curr. Opin. Pharmacol., 7, 124 (2000)
• Decaux, G., et al.: Lancet, 371, 1624 (2000)