2-[1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine

• ChemBase ID: 130385
• Molecular Formular: C19H22N2
• Molecular Mass: 278.39138
• Monoisotopic Mass: 278.17829871
• SMILES: n1c(/C(=C\CN2CCCC2)/c2ccc(cc2)C)cccc1
• Canonical SMILES: Cc1ccc(cc1)/C(=C/CN1CCCC1)/c1ccccn1
• InChI: InChI=1S/C19H22N2/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21/h2-3,6-12H,4-5,13-15H2,1H3
• InChIKey: CBEQULMOCCWAQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine
• IUPAC Traditional name: 2-[1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine
• Synonyms: Triprolidine

Database IDs

• CAS Number: 486-12-4
• PubChem SID: 162224664
• PubChem CID: 5282443; 688585
• ATC CODE: R06AX07
• CHEMBL: 855
• Chemspider ID: 4445597
• DrugBank ID: DB00427
• IUPHAR ligand ID: 1228
• KEGG ID: D01782
• Unique Ingredient Identifier: 2L8T9S52QM
• Wikipedia Title: Triprolidine

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0643152
• LogD (pH = 7.4): 2.7876499
• Log P: 4.0451536
• Molar Refractivity: 98.5253 cm^3
• Polarizability: 34.387333 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 500 mg/mL (20°C) in water
• Melting Point: 60°C (140°F)

Pharmacology Properties

• Admin Routes: Oral
• Bioavailability: 4% oral
• Excretion: Renal
• Half Life: 4-6 hours
• Metabolism: Hepatic (CYP2D6)
• Protein Bound: 90%
• Legal Status: OTC (US)
• Pregnancy Category: C (US)