6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one

• ChemBase ID: 165871
• Molecular Formular: C18H16N2O
• Molecular Mass: 276.33244
• Monoisotopic Mass: 276.12626314
• SMILES: c1c(ccc2c1C(=O)C1C(=N2)N(CC1)c1ccccc1)C
• Canonical SMILES: Cc1ccc2c(c1)C(=O)C1C(=N2)N(CC1)c1ccccc1
• InChI: InChI=1S/C18H16N2O/c1-12-7-8-16-15(11-12)17(21)14-9-10-20(18(14)19-16)13-5-3-2-4-6-13/h2-8,11,14H,9-10H2,1H3
• InChIKey: IWAKVGDABZGZLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
• IUPAC Traditional name: 6-methyl-1-phenyl-2H,3H,3aH-pyrrolo[2,3-b]quinolin-4-one
• Synonyms: 1,2,3,9-Tetrahydro-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one; Deoxy Blebbistatin

Database IDs

• CAS Number: 856925-72-9
• PubChem SID: 162260004
• PubChem CID: 3391845

CALCULATED PROPERTIES

• Acid pKa: 6.9288106
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.6632774
• LogD (pH = 7.4): 3.0988655
• Log P: 3.699744
• Molar Refractivity: 85.8887 cm^3
• Polarizability: 31.34029 Å^3
• Polar Surface Area: 32.67 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Light Orange Solid
• Melting Point: >140°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D232550

A derivative of Blebbistatin, a compound that blockes myosin II-dependent cell processes.

REFERENCES

• Straight, A.F., et al.: Science, 299, 1743 (2003)