methyl 6-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl]pyridine-3-carboxylate

• ChemBase ID: 176312
• Molecular Formular: C25H31NO2
• Molecular Mass: 377.51914
• Monoisotopic Mass: 377.23547924
• SMILES: C1CC(c2c(C1(C)C)cc(c(c2)C)C1(c2ccc(cn2)C(=O)OC)CC1)(C)C
• Canonical SMILES: COC(=O)c1ccc(nc1)C1(CC1)c1cc2c(cc1C)C(C)(C)CCC2(C)C
• InChI: InChI=1S/C25H31NO2/c1-16-13-19-20(24(4,5)10-9-23(19,2)3)14-18(16)25(11-12-25)21-8-7-17(15-26-21)22(27)28-6/h7-8,13-15H,9-12H2,1-6H3
• InChIKey: QYXAQSHRHYYLII-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl]pyridine-3-carboxylate
• IUPAC Traditional name: methyl 6-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)cyclopropyl]pyridine-3-carboxylate
• Synonyms: 6-[1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)cyclopropyl]-3-pyridinecarboxylic Acid Methyl Ester; LG 100268 Methyl Ester; 6-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl] Nicotinic Acid Methyl Ester

Database IDs

• CAS Number: 153559-50-3
• PubChem SID: 164232222
• PubChem CID: 10270957

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.499172
• LogD (pH = 7.4): 6.4998345
• Log P: 6.499843
• Molar Refractivity: 123.5783 cm^3
• Polarizability: 43.781033 Å^3
• Polar Surface Area: 39.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane

DETAILS

Toronto Research Chemicals - P271775

A RXR selective retinoid.

REFERENCES

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