3-(1-methylpiperidin-4-yl)-1H-indole

• ChemBase ID: 174077
• Molecular Formular: C14H18N2
• Molecular Mass: 214.30612
• Monoisotopic Mass: 214.14699859
• SMILES: c1ccc2c(c1)[nH]cc2C1CCN(CC1)C
• Canonical SMILES: CN1CCC(CC1)c1c[nH]c2c1cccc2
• InChI: InChI=1S/C14H18N2/c1-16-8-6-11(7-9-16)13-10-15-14-5-3-2-4-12(13)14/h2-5,10-11,15H,6-9H2,1H3
• InChIKey: KYSCKYJNMTUJPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-methylpiperidin-4-yl)-1H-indole
• IUPAC Traditional name: 3-(1-methylpiperidin-4-yl)-1H-indole
• Synonyms: 3-(1-Methyl-4-piperidinyl)-1H-indole; Naratriptan Impurity A; 3-(N-Methylpiperidinyl)indole

Database IDs

• CAS Number: 17403-07-5
• PubChem SID: 164229987
• PubChem CID: 11206672

CALCULATED PROPERTIES

• Acid pKa: 17.13267
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.7248675
• LogD (pH = 7.4): 0.7705304
• Log P: 2.5601206
• Molar Refractivity: 67.8602 cm^3
• Polarizability: 27.409004 Å^3
• Polar Surface Area: 19.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M324850

A piperidine-indole compound as 5-HT6 receptor inhibitor. Naratriptan (N378730) impurity A.

REFERENCES

• Taylor, et al.: Mol. Pharm., 34, 42 (1988)
• Agarwal, A., et al.: J. Med. Chem., 36, 4006 (1988)