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

• ChemBase ID: 177262
• Molecular Formular: C34H34ClN2NaO3S
• Molecular Mass: 609.15313
• Monoisotopic Mass: 608.18763592
• SMILES: c1ccc2c(c1)ccc(n2)COc1ccc2c(c1)c(c(n2Cc1ccc(cc1)Cl)CC(C)(C)C(=O)[O-])SC(C)(C)C.[Na+]
• Canonical SMILES: Clc1ccc(cc1)Cn1c(CC(C(=O)[O-])(C)C)c(c2c1ccc(c2)OCc1ccc2c(n1)cccc2)SC(C)(C)C.[Na+]
• InChI: InChI=1S/C34H35ClN2O3S.Na/c1-33(2,3)41-31-27-18-26(40-21-25-15-12-23-8-6-7-9-28(23)36-25)16-17-29(27)37(20-22-10-13-24(35)14-11-22)30(31)19-34(4,5)32(38)39;/h6-18H,19-21H2,1-5H3,(H,38,39);/q;+1/p-1
• InChIKey: YPURUCMVRRNPHJ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-[3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropanoate
• IUPAC Traditional name: sodium 3-[3-(tert-butylsulfanyl)-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate
• Synonyms: 1-[(4-Chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-α,α-dimethyl-5-(2-quinolinylmethoxy)-1H-Indole-2-propanoic Acid Sodium Salt; MK 591; Quiflapon Sodium

Database IDs

• CAS Number: 147030-01-1
• PubChem SID: 164233172
• PubChem CID: 23672584

CALCULATED PROPERTIES

• Acid pKa: 4.3153176
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 7.504078
• LogD (pH = 7.4): 5.7711735
• Log P: 8.505341
• Molar Refractivity: 178.4983 cm^3
• Polarizability: 67.5369 Å^3
• Polar Surface Area: 67.18 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - Q535400

Quiflapon is a synthetic compound which specifically inhibits the activity of 5-Lox and is currently under development for the treatment of asthma. Also, Quiflapon, a leukotriene biosynthesis inhibitor, induces apoptosis in prostate cancer cells.

REFERENCES

• Carson, J., et al.: Cancer Res., 59, 1449 (1999)
• Gupta, S., et al.: Cancer, 91, 737 (1999)
• Jema, A., et al.: Cancer J. Clin., 57, 43 (1999)
• Ochoa, J., et al.: Carcinogenesis, 25, 1185 (1999)