(2-{ethyl[3-({4-[(5-{[(3-fluorophenyl)carbamoyl]methyl}-1H-pyrazol-3-yl)amino]quinazolin-7-yl}oxy)propyl]amino}ethoxy)phosphonic acid

• ChemBase ID: 160889
• Molecular Formular: C26H31FN7O6P
• Molecular Mass: 587.5398042
• Monoisotopic Mass: 587.2057466
• SMILES: c1(ccc2c(c1)ncnc2Nc1cc([nH]n1)CC(=O)Nc1cc(ccc1)F)OCCCN(CCOP(=O)(O)O)CC
• Canonical SMILES: CCN(CCOP(=O)(O)O)CCCOc1ccc2c(c1)ncnc2Nc1n[nH]c(c1)CC(=O)Nc1cccc(c1)F
• InChI: InChI=1S/C26H31FN7O6P/c1-2-34(10-12-40-41(36,37)38)9-4-11-39-21-7-8-22-23(16-21)28-17-29-26(22)31-24-14-20(32-33-24)15-25(35)30-19-6-3-5-18(27)13-19/h3,5-8,13-14,16-17H,2,4,9-12,15H2,1H3,(H,30,35)(H2,36,37,38)(H2,28,29,31,32,33)
• InChIKey: GBJVVSCPOBPEIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{ethyl[3-({4-[(5-{[(3-fluorophenyl)carbamoyl]methyl}-1H-pyrazol-3-yl)amino]quinazolin-7-yl}oxy)propyl]amino}ethoxy)phosphonic acid
• IUPAC Traditional name: 2-{ethyl[3-({4-[(5-{[(3-fluorophenyl)carbamoyl]methyl}-1H-pyrazol-3-yl)amino]quinazolin-7-yl}oxy)propyl]amino}ethoxyphosphonic acid
• Synonyms: 3-[[7-[3-[Ethyl[2-(phosphonooxy)ethyl]amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-1H-pyrazole-5-acetamide; Barasertib; AZD-1152; AZD1152

Database IDs

• CAS Number: 957881-03-7
• PubChem SID: 162255024
• PubChem CID: 11497983

CALCULATED PROPERTIES

• Acid pKa: 1.467797
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 1.4243251
• LogD (pH = 7.4): 0.5717132
• Log P: 1.4152664
• Molar Refractivity: 152.5414 cm^3
• Polarizability: 57.777805 Å^3
• Polar Surface Area: 174.82 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: N/A

DETAILS

Toronto Research Chemicals - A808100

An Aurora kinase inhibitor, used to treat patients with advanced solid tumors.

REFERENCES

• Wang, H., et al.: Chem. Biol. Drug Des., 73, 115 (2009)
• Coumar, M., et al.: J. Med. Chem., 52, 1050 (2009)