N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)acetamide

• ChemBase ID: 165150
• Molecular Formular: C15H11N5O
• Molecular Mass: 277.28074
• Monoisotopic Mass: 277.09636
• SMILES: c1ccc(cc1c1n2c(ncc1)c(cn2)C#N)NC(=O)C
• Canonical SMILES: N#Cc1cnn2c1nccc2c1cccc(c1)NC(=O)C
• InChI: InChI=1S/C15H11N5O/c1-10(21)19-13-4-2-3-11(7-13)14-5-6-17-15-12(8-16)9-18-20(14)15/h2-7,9H,1H3,(H,19,21)
• InChIKey: HGCZTXQJFDPOKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)acetamide
• IUPAC Traditional name: N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)acetamide
• Synonyms: CL 284859; N-[3-(3-Cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]acetamide

Database IDs

• CAS Number: 115931-01-6
• PubChem SID: 162259283
• PubChem CID: 9993635

CALCULATED PROPERTIES

• Acid pKa: 14.136422
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.3140029
• LogD (pH = 7.4): 1.3140055
• Log P: 1.3140056
• Molar Refractivity: 89.3719 cm^3
• Polarizability: 30.045874 Å^3
• Polar Surface Area: 83.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform

DETAILS

Toronto Research Chemicals - C987670

A metabolite of Zaleplon

REFERENCES

• Beer, B., et al.: J. Clin. Pharmacol., 34, 335 (1994)
• Gaudreault, J., et al.: Pharm. Res., 12, 1592 (1994)
• Lake, B., et al.: Xenobiotica, 32, 835 (1994)
• Bharathi, C., et al.: J. Pharm. Biomed. Anal., 44, 101 (1994)