methyl 6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl)pyridine-3-carboxylate

• ChemBase ID: 176311
• Molecular Formular: C23H27NO3
• Molecular Mass: 365.46538
• Monoisotopic Mass: 365.19909373
• SMILES: C1CC(c2c(C1(C)C)cc(c(c2)C)C(=O)c1ccc(cn1)C(=O)OC)(C)C
• Canonical SMILES: COC(=O)c1ccc(nc1)C(=O)c1cc2c(cc1C)C(C)(C)CCC2(C)C
• InChI: InChI=1S/C23H27NO3/c1-14-11-17-18(23(4,5)10-9-22(17,2)3)12-16(14)20(25)19-8-7-15(13-24-19)21(26)27-6/h7-8,11-13H,9-10H2,1-6H3
• InChIKey: YYRUFECVWILGJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl)pyridine-3-carboxylate
• IUPAC Traditional name: methyl 6-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalene-2-carbonyl)pyridine-3-carboxylate
• Synonyms: 6-[(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]-3-pyridinecarboxylic Acid Methyl Ester; 6-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl] Nicotinic Acid Methyl Ester

Database IDs

• CAS Number: 153559-92-3
• PubChem SID: 164232221
• PubChem CID: 11726366

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.7440557
• LogD (pH = 7.4): 5.7440615
• Log P: 5.744062
• Molar Refractivity: 106.7007 cm^3
• Polarizability: 41.11487 Å^3
• Polar Surface Area: 56.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - P271770

A RXR selective retinoid

REFERENCES

• Boehm, M.F., et al.: J. Med. Chem., 38, 3146 (1995)