(3aS)-3a-hydroxy-5-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one

• ChemBase ID: 5115
• Molecular Formular: C18H16N2O2
• Molecular Mass: 292.33184
• Monoisotopic Mass: 292.12117776
• SMILES: O=C1[C@]2(O)CCN(c3ccccc3)C2=Nc2c1c(ccc2)C
• Canonical SMILES: Cc1cccc2c1C(=O)[C@]1(C(=N2)N(CC1)c1ccccc1)O
• InChI: InChI=1S/C18H16N2O2/c1-12-6-5-9-14-15(12)16(21)18(22)10-11-20(17(18)19-14)13-7-3-2-4-8-13/h2-9,22H,10-11H2,1H3/t18-/m1/s1
• InChIKey: NJBBBRZNBVLTRZ-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS)-3a-hydroxy-5-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
• IUPAC Traditional name: (3aS)-3a-hydroxy-5-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one
• Synonyms: (3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

Database IDs

• PubChem SID: 160968545; 99443939
• PubChem CID: 24178119

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.545474
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8792002
• LogD (pH = 7.4): 2.8794897
• Log P: 2.8795247
• Molar Refractivity: 87.2451 cm^3
• Polarizability: 31.948006 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.93
• LOG S: -3.15
• Solubility (Water): 2.06e-01 g/l

DETAILS

DrugBank - DB07468

Drug information: experimental