2-amino-3-(1H-indol-5-ylmethylidene)prop-1-ene-1,1,3-tricarbonitrile

• ChemBase ID: 105104
• Molecular Formular: C15H9N5
• Molecular Mass: 259.26546
• Monoisotopic Mass: 259.08579531
• SMILES: NC(=C(C#N)C#N)/C(=C\c1ccc2[nH]ccc2c1)/C#N
• Canonical SMILES: N#C/C(=C/c1ccc2c(c1)cc[nH]2)/C(=C(C#N)C#N)N
• InChI: InChI=1S/C15H9N5/c16-7-12(15(19)13(8-17)9-18)6-10-1-2-14-11(5-10)3-4-20-14/h1-6,20H,19H2
• InChIKey: CMMDWEJTQUTCKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(1H-indol-5-ylmethylidene)prop-1-ene-1,1,3-tricarbonitrile
• IUPAC Traditional name: 2-amino-3-(1H-indol-5-ylmethylidene)prop-1-ene-1,1,3-tricarbonitrile
• Synonyms: AG-370; TYRPHOSTIN B7

Database IDs

• PubChem SID: 162105865
• PubChem CID: 21159215

CALCULATED PROPERTIES

• Acid pKa: 16.348051
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1501796
• LogD (pH = 7.4): 1.1501796
• Log P: 1.1501796
• Molar Refractivity: 77.0262 cm^3
• Polarizability: 28.675533 Å^3
• Polar Surface Area: 113.18 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02158816

AG-370 is a member of the tyrphostin family of tyrosine kinase inhibitors and is a selective inhibitor of the PDGF receptor kinase (IC₅₀ =20 μM) versus the EGF receptor kinase^1 .

REFERENCES

• Levitzki, A. and Gilon C. Trends Pharmacol. Sci. , 12 : 171, (1991).
• Levitzki, A. et al. Methods Enzymol. , 201 : 370, (1991).