1-(2,3-dihydro-1H-indol-1-yl)-2-(piperidin-1-yl)ethan-1-one

• ChemBase ID: 179783
• Molecular Formular: C15H20N2O
• Molecular Mass: 244.3321
• Monoisotopic Mass: 244.15756327
• SMILES: N1(C(=O)CN2CCCCC2)c2c(CC1)cccc2
• Canonical SMILES: O=C(N1CCc2c1cccc2)CN1CCCCC1
• InChI: InChI=1S/C15H20N2O/c18-15(12-16-9-4-1-5-10-16)17-11-8-13-6-2-3-7-14(13)17/h2-3,6-7H,1,4-5,8-12H2
• InChIKey: FAHNWKWJOSXJNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,3-dihydro-1H-indol-1-yl)-2-(piperidin-1-yl)ethan-1-one
• IUPAC Traditional name: 1-(2,3-dihydro-1H-indol-1-yl)-2-(piperidin-1-yl)ethan-1-one
• Synonyms: Indokain; Indocaine

Database IDs

• CAS Number: 56533-61-0
• PubChem SID: 164235693
• PubChem CID: 41913

CALCULATED PROPERTIES

• Acid pKa: 17.54472
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.12480322
• LogD (pH = 7.4): 1.5083952
• Log P: 1.8567754
• Molar Refractivity: 72.9175 cm^3
• Polarizability: 28.169712 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Potassium channel (K ATP and K Vol ) blocker

Product Information

• Application(s): Local anaesthetic

REFERENCES

• Kommissarov, I.V. et al., Farmakol. Toksikol. (Moscow), 1976, 286, (pharmacol)
• Sheinkman, A.K. et al., Khim.-Farm. Zh., 1977, 11, 59, (synth, pharmacol)