N-[2-(7-methoxynaphthalen-1-yl)(2H4)ethyl]acetamide

• ChemBase ID: 159600
• Molecular Formular: C15H17NO2
• Molecular Mass: 243.30098
• Monoisotopic Mass: 243.12592879
• SMILES: c1c(ccc2c1c(ccc2)CCNC(=O)C)OC
• Canonical SMILES: COc1ccc2c(c1)c(CCNC(=O)C)ccc2
• InChI: InChI=1S/C15H17NO2/c1-11(17)16-9-8-13-5-3-4-12-6-7-14(18-2)10-15(12)13/h3-7,10H,8-9H2,1-2H3,(H,16,17)
• InChIKey: YJYPHIXNFHFHND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(7-methoxynaphthalen-1-yl)(^2H₄)ethyl]acetamide
• IUPAC Traditional name: N-[2-(7-methoxynaphthalen-1-yl)(^2H₄)ethyl]acetamide
• Synonyms: N-[2-(7-Methoxy-1-naphthalenyl)ethyl-d4]acetamide; N-[2-(7-Methoxy-1-naphthyl)ethyl]acetamide-d4; S 20098-d4; Valdoxan-d4; Agomelatine-d4

Database IDs

• PubChem SID: 162253735
• PubChem CID: 25174420

CALCULATED PROPERTIES

• Acid pKa: 15.964533
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0383275
• LogD (pH = 7.4): 2.0383275
• Log P: 2.0383275
• Molar Refractivity: 71.6436 cm^3
• Polarizability: 28.955276 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A430002

Labelled Agomelatine, a melatoninergic agonist and selective antagonist of 5-HT2C receptors, and has been shown to be active in several animal models of depression. Agomelatine (S20098) displayed pKi values of 6.4 and 6.2 at native (porcine) and cloned,

REFERENCES

• Yous, S., et al.: J. Med. Chem., 35, 1484 (1992)
• Zhdanova, I., et al.: J. Clin. Endocrinol. Metab., 86, 4727 (1992)
• Cajochen, C., et al.: J. Pineal Res., 35, 149 (1992)