5-amino-1-tert-butyl-3-(naphthalen-1-ylmethyl)-1H-pyrazole-4-carbonitrile

• ChemBase ID: 159892
• Molecular Formular: C19H20N4
• Molecular Mass: 304.3889
• Monoisotopic Mass: 304.16879666
• SMILES: c1ccc2c(c1)c(ccc2)Cc1nn(c(c1C#N)N)C(C)(C)C
• Canonical SMILES: N#Cc1c(nn(c1N)C(C)(C)C)Cc1cccc2c1cccc2
• InChI: InChI=1S/C19H20N4/c1-19(2,3)23-18(21)16(12-20)17(22-23)11-14-9-6-8-13-7-4-5-10-15(13)14/h4-10H,11,21H2,1-3H3
• InChIKey: NOYZXFGYSZASPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-1-tert-butyl-3-(naphthalen-1-ylmethyl)-1H-pyrazole-4-carbonitrile
• IUPAC Traditional name: 5-amino-1-tert-butyl-3-(naphthalen-1-ylmethyl)pyrazole-4-carbonitrile
• Synonyms: 5-Amino-1-(1,1-dimethylethyl)-3-(1-naphthalenylmethyl)-1H-pyrazole-4-carbonitrile5-Amino-1-(tert-butyl)-3-(1-naphthalenylmethyl)-1H-pyrazole-4-carbonitrile; 5-Amino-1-tert-butyl-3-(1'-naphthylmethyl)-4-cyanopyrazole

Database IDs

• CAS Number: 221243-77-2
• PubChem SID: 162254027
• PubChem CID: 5050726

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.52548
• LogD (pH = 7.4): 3.5266979
• Log P: 3.5267136
• Molar Refractivity: 104.2059 cm^3
• Polarizability: 36.301464 Å^3
• Polar Surface Area: 67.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A603002

A highly potent (IC50=1.5nM) and uniquely specific tyrosine kinase inhibitor of a rationally engineered v-Src tyrosine kinase.

REFERENCES

• Bishop, A.C., et al.: J. Am. Chem. Soc., 121, 627 (1999)