2-(naphthalene-1-carbonyl)propanedinitrile

• ChemBase ID: 174974
• Molecular Formular: C14H8N2O
• Molecular Mass: 220.22612
• Monoisotopic Mass: 220.06366289
• SMILES: c1ccc2c(c1)c(ccc2)C(=O)C(C#N)C#N
• Canonical SMILES: N#CC(C(=O)c1cccc2c1cccc2)C#N
• InChI: InChI=1S/C14H8N2O/c15-8-11(9-16)14(17)13-7-3-5-10-4-1-2-6-12(10)13/h1-7,11H
• InChIKey: LJEFDGSTKLVSJB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(naphthalene-1-carbonyl)propanedinitrile
• IUPAC Traditional name: 2-(naphthalene-1-carbonyl)propanedinitrile
• Synonyms: 2-(1-Naphthalenylcarbonyl)propanedinitrile

Database IDs

• CAS Number: 1236038-48-4
• PubChem SID: 164230884
• PubChem CID: 71750932

CALCULATED PROPERTIES

• Acid pKa: 9.506237
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.263133
• LogD (pH = 7.4): 2.2598462
• Log P: 2.2631752
• Molar Refractivity: 63.5054 cm^3
• Polarizability: 24.950886 Å^3
• Polar Surface Area: 64.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - N368350

Used in the preparation of inhibitors that target calcium-dependent protein kinases in C. parvum and T. gondii parazites.

REFERENCES

• Murphy, R. et al.: ACS Med. Chem. Lett. 1, 331 (2010).