6-(benzyloxy)-5-methoxy-1H-indole

• ChemBase ID: 161730
• Molecular Formular: C16H15NO2
• Molecular Mass: 253.2958
• Monoisotopic Mass: 253.11027873
• SMILES: c1(c(cc2c(c1)cc[nH]2)OCc1ccccc1)OC
• Canonical SMILES: COc1cc2cc[nH]c2cc1OCc1ccccc1
• InChI: InChI=1S/C16H15NO2/c1-18-15-9-13-7-8-17-14(13)10-16(15)19-11-12-5-3-2-4-6-12/h2-10,17H,11H2,1H3
• InChIKey: YPRAMYRRNNYGSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(benzyloxy)-5-methoxy-1H-indole
• IUPAC Traditional name: 6-(benzyloxy)-5-methoxy-1H-indole
• Synonyms: 5-Methoxy-6-(phenylmethoxy)-1H-indole; NSC 92528; 6-Benzyloxy-5-methoxyindole

Database IDs

• CAS Number: 2426-59-7
• PubChem SID: 162255865
• PubChem CID: 17051

CALCULATED PROPERTIES

• Acid pKa: 16.715487
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.4811385
• LogD (pH = 7.4): 3.4811385
• Log P: 3.4811385
• Molar Refractivity: 74.6835 cm^3
• Polarizability: 30.205126 Å^3
• Polar Surface Area: 34.25 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Benzene; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White to Light Purple Solid
• Melting Point: 147-148°C

REFERENCES

• Kamata, T., et al.: Drug Metab. Disposition, 34, 512 (2006)