(3aS)-3a-hydroxy-7-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one

• ChemBase ID: 5116
• Molecular Formular: C18H16N2O2
• Molecular Mass: 292.33184
• Monoisotopic Mass: 292.12117776
• SMILES: c12C(=O)[C@@]3(CCN(C3=Nc2cc(C)cc1)c1ccccc1)O
• Canonical SMILES: Cc1ccc2c(c1)N=C1[C@@](C2=O)(O)CCN1c1ccccc1
• InChI: InChI=1S/C18H16N2O2/c1-12-7-8-14-15(11-12)19-17-18(22,16(14)21)9-10-20(17)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3/t18-/m1/s1
• InChIKey: KAJFGRLMKVNMLH-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS)-3a-hydroxy-7-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
• IUPAC Traditional name: (3aS)-3a-hydroxy-7-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one
• Synonyms: (3aS)-3a-hydroxy-7-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

Database IDs

• PubChem SID: 99443940; 160968546
• PubChem CID: 24178120

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.548731
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.879225
• LogD (pH = 7.4): 2.8794901
• Log P: 2.8795247
• Molar Refractivity: 87.2451 cm^3
• Polarizability: 31.947153 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.01
• LOG S: -3.18
• Solubility (Water): 1.94e-01 g/l

DETAILS

DrugBank - DB07469

Drug information: experimental