1-benzyl-4-{[(1,2,3,4,5,6-13C6)phenyl]amino}piperidine-4-carboxamide

• ChemBase ID: 176406
• Molecular Formular: C19H23N3O
• Molecular Mass: 315.36134903
• Monoisotopic Mass: 315.2042414
• SMILES: [13cH]1[13cH][13cH][13c]([13cH][13cH]1)NC1(CCN(CC1)Cc1ccccc1)C(=O)N
• Canonical SMILES: NC(=O)C1(CCN(CC1)Cc1ccccc1)N[13c]1[13cH][13cH][13cH][13cH][13cH]1
• InChI: InChI=1S/C19H23N3O/c20-18(23)19(21-17-9-5-2-6-10-17)11-13-22(14-12-19)15-16-7-3-1-4-8-16/h1-10,21H,11-15H2,(H2,20,23)/i2+1,5+1,6+1,9+1,10+1,17+1
• InChIKey: PUFOFCNHIWPPNN-IPTBCTDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-4-{[(1,2,3,4,5,6-^1^3C₆)phenyl]amino}piperidine-4-carboxamide
• IUPAC Traditional name: 1-benzyl-4-[(1,2,3,4,5,6-^1^3C₆)phenylamino]piperidine-4-carboxamide
• Synonyms: 1-Benzyl-4-[(phenyl-13C6)-amino]piperidine-4-carboxamide; 4-(Anilino-13C6)-1-benzyl-4-piperidinecarboxamide; NSC 73749-13C6; 4-[(Phenyl-13C6)-amino]-1-benzyl-4-piperidinecarboxamide

Database IDs

• PubChem SID: 164232316
• PubChem CID: 45040221

CALCULATED PROPERTIES

• Acid pKa: 14.914643
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.9260344
• LogD (pH = 7.4): 0.7805093
• Log P: 2.096491
• Molar Refractivity: 94.2621 cm^3
• Polarizability: 35.976814 Å^3
• Polar Surface Area: 58.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - P307487

Used as modulators of muscarinic receptors for treatment of CNS disorders.

REFERENCES

• Coghlan, M., et al.: J. Med. Chem., 44, 1627 (2001)
• Ashcroft, F., et al.: J. Clin. Invest., 115, 2047 (2001)
• Bryan, J., et al.: Curr. Pharm. Des., 11, 2699 (2001)