(3aR)-6-methyl-4-oxo-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-3a-yl benzoate

• ChemBase ID: 162448
• Molecular Formular: C25H20N2O3
• Molecular Mass: 396.4379
• Monoisotopic Mass: 396.14739251
• SMILES: c1c(ccc2c1C(=O)[C@@]1(C(=N2)N(CC1)c1ccccc1)OC(=O)c1ccccc1)C
• Canonical SMILES: Cc1ccc2c(c1)C(=O)[C@@]1(C(=N2)N(CC1)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C25H20N2O3/c1-17-12-13-21-20(16-17)22(28)25(30-23(29)18-8-4-2-5-9-18)14-15-27(24(25)26-21)19-10-6-3-7-11-19/h2-13,16H,14-15H2,1H3/t25-/m0/s1
• InChIKey: ICIURMLAMQGRRU-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR)-6-methyl-4-oxo-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-3a-yl benzoate
• IUPAC Traditional name: (3aR)-6-methyl-4-oxo-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-3a-yl benzoate
• Synonyms: (R)-3a-(Benzoyloxy)-1,2,3,3a-tetrahydro-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one; (R)-(+)-Blebbistatin O-Benzoate

Database IDs

• CAS Number: 1217635-67-0
• PubChem SID: 162256583
• PubChem CID: 29972628

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.37462
• LogD (pH = 7.4): 5.374822
• Log P: 5.3748245
• Molar Refractivity: 117.0671 cm^3
• Polarizability: 43.50195 Å^3
• Polar Surface Area: 58.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Ethyl Acetate; Methanol
• Apperance: Orange Solid
• Melting Point: 157-159°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B592530

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

REFERENCES

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