[3-({2-[(E)-2-(4-methoxyphenyl)ethenyl]quinazolin-4-yl}amino)propyl]dimethylamine

• ChemBase ID: 164959
• Molecular Formular: C22H26N4O
• Molecular Mass: 362.46804
• Monoisotopic Mass: 362.21066147
• SMILES: c1ccc2c(c1)c(nc(n2)/C=C/c1ccc(cc1)OC)NCCCN(C)C
• Canonical SMILES: COc1ccc(cc1)/C=C/c1nc(NCCCN(C)C)c2c(n1)cccc2
• InChI: InChI=1S/C22H26N4O/c1-26(2)16-6-15-23-22-19-7-4-5-8-20(19)24-21(25-22)14-11-17-9-12-18(27-3)13-10-17/h4-5,7-14H,6,15-16H2,1-3H3,(H,23,24,25)/b14-11+
• InChIKey: NIHSNFSFDGHHRG-SDNWHVSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-({2-[(E)-2-(4-methoxyphenyl)ethenyl]quinazolin-4-yl}amino)propyl]dimethylamine
• IUPAC Traditional name: [3-({2-[(E)-2-(4-methoxyphenyl)ethenyl]quinazolin-4-yl}amino)propyl]dimethylamine
• Synonyms: 5-Chloro-N-[(1S,2R)-3-(dimethylamino)-2-hydroxy-3-oxo-1-(phenylmethyl)propyl]-1H-indole-2-carboxamide; [R-(R*,S*)]-5-Chloro-N-[3-(dimethylamino)-2-hydroxy-3-oxo-1-(phenylmethyl)propyl]-1H-indole-2-carboxamide; CP 91149; CP-91149

Database IDs

• CAS Number: 186392-40-5
• PubChem SID: 162259093
• PubChem CID: 9950868

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.0105324
• LogD (pH = 7.4): 2.6110442
• Log P: 4.6057105
• Molar Refractivity: 113.6961 cm^3
• Polarizability: 43.694454 Å^3
• Polar Surface Area: 50.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid
• Melting Point: 190-192°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C781360

Inhibition of glycogen phosphorylase (GP) by CP-91,149 induces growth inhibition correlating with brain GP expression. Antitumor agent.

REFERENCES

• Newgard, C., et al.: J. Biol. Chem., 263, 3850 (1988)
• Ignacio, P., et al.: Brain Res., 529, 42 (1988)
• Oikonomakos, N., et al.: J. Biol. Chem., 275, 34566 (1988)
• Pedersen, B., et al.: J. Biol. Chem., 275, 27753 (1988)