3-[2-(trimethylazaniumyl)ethyl]-1H-indol-5-olate

• ChemBase ID: 126273
• Molecular Formular: C13H18N2O
• Molecular Mass: 218.29482
• Monoisotopic Mass: 218.14191321
• SMILES: C[N+](C)(C)CCc1c[nH]c2c1cc(cc2)[O-]
• Canonical SMILES: [O-]c1ccc2c(c1)c(CC[N+](C)(C)C)c[nH]2
• InChI: InChI=1S/C13H18N2O/c1-15(2,3)7-6-10-9-14-13-5-4-11(16)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3
• InChIKey: HIYGARYIJIZXGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(trimethylazaniumyl)ethyl]-1H-indol-5-olate
• IUPAC Traditional name: bufotenidine
• Synonyms: Bufotenidin; 5-Hydroxy-N,N,N-trimethyltryptammonium; 5-HTQ; Bufotenidine

Database IDs

• CAS Number: 487-91-2
• PubChem SID: 162220612
• PubChem CID: 3083591
• Chemspider ID: 2340772
• Wikipedia Title: Bufotenidine

CALCULATED PROPERTIES

• Acid pKa: 9.554309
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.1591496
• LogD (pH = 7.4): -1.8952863
• Log P: -2.1638362
• Molar Refractivity: 88.887 cm^3
• Polarizability: 26.493631 Å^3
• Polar Surface Area: 38.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true