5-(morpholin-4-yl)-N-[4-(pyridin-3-yl)phenyl]pentanamide

• ChemBase ID: 130183
• Molecular Formular: C20H25N3O2
• Molecular Mass: 339.4314
• Monoisotopic Mass: 339.19467706
• SMILES: C1COCCN1CCCCC(=O)Nc1ccc(cc1)c1cccnc1
• Canonical SMILES: O=C(Nc1ccc(cc1)c1cccnc1)CCCCN1CCOCC1
• InChI: InChI=1S/C20H25N3O2/c24-20(5-1-2-11-23-12-14-25-15-13-23)22-19-8-6-17(7-9-19)18-4-3-10-21-16-18/h3-4,6-10,16H,1-2,5,11-15H2,(H,22,24)
• InChIKey: XCHIZTUBUXZESJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(morpholin-4-yl)-N-[4-(pyridin-3-yl)phenyl]pentanamide
• IUPAC Traditional name: 5-(morpholin-4-yl)-N-[4-(pyridin-3-yl)phenyl]pentanamide
• Synonyms: WAY-317,538; N-[4-(3-Pyridinyl)phenyl]-4-morpholinepentanamide; WAY 317538; SEN 12333

Database IDs

• CAS Number: 874450-44-9
• PubChem SID: 162224467
• PubChem CID: 45484303
• CHEMBL: 1084615
• Wikipedia Title: WAY-317,538

CALCULATED PROPERTIES

• Acid pKa: 14.074486
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5600332
• LogD (pH = 7.4): 2.0857074
• Log P: 2.2837498
• Molar Refractivity: 100.4592 cm^3
• Polarizability: 39.65977 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: Legal

DETAILS

Toronto Research Chemicals - S258600

SEN 12333 is a nicotinic acetylcholine receptor (nAChR) agonist. SEN 12333 displays functional antagonism at histamine H3 receptors (IC50 = 103 nM) and weak agonist activity at human ganglionic α3 nAChRs (IC50 = 8.5 μM). Neuroprotective in a rodent model

REFERENCES

• Roncarati, et al.: J. Pharmacol. Exp. Ther., 329, 459 (2009)
• Beina,t et al.: Bioorg. Med. Chem. Lett., 22, 2380 (2009)