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

• ChemBase ID: 5117
• Molecular Formular: C17H14N2O2
• Molecular Mass: 278.30526
• Monoisotopic Mass: 278.1055277
• SMILES: O=C1[C@]2(O)CCN(c3ccccc3)C2=Nc2c1cccc2
• Canonical SMILES: O=C1c2ccccc2N=C2[C@@]1(O)CCN2c1ccccc1
• InChI: InChI=1S/C17H14N2O2/c20-15-13-8-4-5-9-14(13)18-16-17(15,21)10-11-19(16)12-6-2-1-3-7-12/h1-9,21H,10-11H2/t17-/m1/s1
• InChIKey: DOMYOVZXZIZTRD-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968547; 99443941
• PubChem CID: 24178121

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.535485
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.3658607
• LogD (pH = 7.4): 2.3660686
• Log P: 2.3661034
• Molar Refractivity: 82.2039 cm^3
• Polarizability: 30.182442 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.82
• LOG S: -3.04
• Solubility (Water): 2.57e-01 g/l

DETAILS

DrugBank - DB07470

Drug information: experimental