4-[2-(piperidin-1-ylmethyl)propanoyl]benzoic acid hydrochloride

• ChemBase ID: 178712
• Molecular Formular: C16H22ClNO3
• Molecular Mass: 311.80378
• Monoisotopic Mass: 311.12882125
• SMILES: c1cc(ccc1C(=O)C(CN1CCCCC1)C)C(=O)O.Cl
• Canonical SMILES: CC(C(=O)c1ccc(cc1)C(=O)O)CN1CCCCC1.Cl
• InChI: InChI=1S/C16H21NO3.ClH/c1-12(11-17-9-3-2-4-10-17)15(18)13-5-7-14(8-6-13)16(19)20;/h5-8,12H,2-4,9-11H2,1H3,(H,19,20);1H
• InChIKey: GUAJJTOXILPRMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(piperidin-1-ylmethyl)propanoyl]benzoic acid hydrochloride
• IUPAC Traditional name: 4-[2-(piperidin-1-ylmethyl)propanoyl]benzoic acid hydrochloride
• Synonyms: 4-[2-Methyl-1-oxo-3-(1-piperidinyl)propyl]benzoic Acid Hydrochloride Hydrate; Tolperisone 4-Carboxylic Acid Hydrochloride Hydrate

Database IDs

• CAS Number: 446063-44-1
• PubChem SID: 164234622
• PubChem CID: 71752611

CALCULATED PROPERTIES

• Acid pKa: 3.5670633
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.022430707
• LogD (pH = 7.4): -0.034325775
• Log P: -0.020028293
• Molar Refractivity: 78.5619 cm^3
• Polarizability: 30.07484 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T535485

A metabolite of Tolperisone (T535475).

REFERENCES

• Shiozawa, A., et al.: Eur. J. Med. Chem. Chim. Ther., 30, 85 (1995)