2-{[3-(4-chlorophenyl)-3-[4-(1,3-thiazole-2-carbonyl)phenoxy]propyl](methyl)amino}acetic acid

• ChemBase ID: 165007
• Molecular Formular: C22H21ClN2O4S
• Molecular Mass: 444.93114
• Monoisotopic Mass: 444.09105584
• SMILES: c1c(ccc(c1)OC(CCN(CC(=O)O)C)c1ccc(cc1)Cl)C(=O)c1nccs1
• Canonical SMILES: CN(CC(=O)O)CCC(c1ccc(cc1)Cl)Oc1ccc(cc1)C(=O)c1nccs1
• InChI: InChI=1S/C22H21ClN2O4S/c1-25(14-20(26)27)12-10-19(15-2-6-17(23)7-3-15)29-18-8-4-16(5-9-18)21(28)22-24-11-13-30-22/h2-9,11,13,19H,10,12,14H2,1H3,(H,26,27)
• InChIKey: PFYHOXGTFSSYBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[3-(4-chlorophenyl)-3-[4-(1,3-thiazole-2-carbonyl)phenoxy]propyl](methyl)amino}acetic acid
• IUPAC Traditional name: {[3-(4-chlorophenyl)-3-[4-(1,3-thiazole-2-carbonyl)phenoxy]propyl](methyl)amino}acetic acid
• Synonyms: N-[1,2,3,4-Tetrahydro-2-(1H-1,2,4-triazol-5-ylmethyl)-6-isoquinolinyl]-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide Dihydrate; CP 346086 Dihydrate

Database IDs

• CAS Number: 186390-48-7
• PubChem SID: 162259140
• PubChem CID: 24970205

CALCULATED PROPERTIES

• Acid pKa: 1.1916847
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.5264492
• LogD (pH = 7.4): 1.5177597
• Log P: 1.5264868
• Molar Refractivity: 115.839 cm^3
• Polarizability: 45.025223 Å^3
• Polar Surface Area: 79.73 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 174-176°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C781380

CP-346086 is microsomal triglyceride transfer protein (MTP, MTTP) inhibitor for treatment of obesity.

REFERENCES

• Vega, G., et al.: Curr. Opin Lipidol., 7, 209 (1996)
• Davis, R., et al.: Biochim. Biophys. Acta., 1440, 1 (1996)
• Kulinski, A., et al.: J. Biol. Chem., 277, 31516 (1996)
• Borradaile, N., et al.: Biochemistry, 42, 1283 (1996)