sodium 3-[3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-(propan-2-yl)-1H-indol-2-yl]-2,2-dimethylpropanoate

• ChemBase ID: 174665
• Molecular Formular: C27H33ClNNaO2S
• Molecular Mass: 494.06419
• Monoisotopic Mass: 493.18182226
• SMILES: c1(ccc2c(c1)c(c(n2Cc1ccc(cc1)Cl)CC(C)(C)C(=O)[O-])SC(C)(C)C)C(C)C.[Na+]
• Canonical SMILES: Clc1ccc(cc1)Cn1c2ccc(cc2c(c1CC(C(=O)[O-])(C)C)SC(C)(C)C)C(C)C.[Na+]
• InChI: InChI=1S/C27H34ClNO2S.Na/c1-17(2)19-10-13-22-21(14-19)24(32-26(3,4)5)23(15-27(6,7)25(30)31)29(22)16-18-8-11-20(28)12-9-18;/h8-14,17H,15-16H2,1-7H3,(H,30,31);/q;+1/p-1
• InChIKey: CBNCIYNCWVGEKJ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-[3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-(propan-2-yl)-1H-indol-2-yl]-2,2-dimethylpropanoate
• IUPAC Traditional name: sodium 3-[3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-isopropylindol-2-yl]-2,2-dimethylpropanoate
• Synonyms: 3-[tert-Butylthio-1-(4-chlorobenzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethylpropionic Acid Sodium Salt; 1-[(4-Chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-α,α-dimethyl-5-(1-methylethyl)-1H-Indole-2-propanoic Acid Sodium Salt; L 663536 Sodium Salt; MK-886 Sodium Salt

Database IDs

• CAS Number: 118427-55-7
• PubChem SID: 164230575
• PubChem CID: 4519262

CALCULATED PROPERTIES

• Acid pKa: 4.4319897
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.083321
• LogD (pH = 7.4): 5.3223276
• Log P: 8.185465
• Molar Refractivity: 148.2142 cm^3
• Polarizability: 54.23722 Å^3
• Polar Surface Area: 45.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 295-297°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M425000

MK-886 is a leukotriene inhibitor. MK-886 and Celecoxib have an inhibitory effect on the growth of pancreatic cancer cell line SW1990 and angiogenesis.

REFERENCES

• Dixon, R.A.F., et al.: Nature, 343, 282 (1990)
• Kargman, S., et al.: J. Biol. Chem., 266, 23745 (1990)
• Ford-Hutchinson, A.W., et al.: Trends Pharmacol. Sci., 12, 63 (1990)