5-(benzenesulfonyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-ethylbenzene-1-sulfonamide

• ChemBase ID: 162454
• Molecular Formular: C24H27NO6S2
• Molecular Mass: 489.60428
• Monoisotopic Mass: 489.12797959
• SMILES: c1cccc(c1)S(=O)(=O)c1ccc(c(c1)S(=O)(=O)NCCc1cc(c(cc1)OC)OC)CC
• Canonical SMILES: CCc1ccc(cc1S(=O)(=O)NCCc1ccc(c(c1)OC)OC)S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C24H27NO6S2/c1-4-19-11-12-21(32(26,27)20-8-6-5-7-9-20)17-24(19)33(28,29)25-15-14-18-10-13-22(30-2)23(16-18)31-3/h5-13,16-17,25H,4,14-15H2,1-3H3
• InChIKey: IKXOJNAQUMCNNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(benzenesulfonyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-ethylbenzene-1-sulfonamide
• IUPAC Traditional name: 5-(benzenesulfonyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-ethylbenzenesulfonamide
• Synonyms: N-[2-(3,4-Dimethoxyphenyl)ethyl]-2-ethyl-5-(phenylsulfonyl)benzenesulfonamide; BML-287

Database IDs

• CAS Number: 915754-05-1
• PubChem SID: 162256589
• PubChem CID: 25147679

CALCULATED PROPERTIES

• Acid pKa: 9.881127
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.413553
• LogD (pH = 7.4): 4.4123006
• Log P: 4.413569
• Molar Refractivity: 128.581 cm^3
• Polarizability: 51.587673 Å^3
• Polar Surface Area: 98.77 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B595890

BML-287 is a selective inhibitor of secreted frizzled related protein-1 (sFRP-1). BML-287 is a useful tool for studying the Wnt signaling pathway.

REFERENCES

• Mundy, G., et al.: Science, 286, 1946 (1999)
• Chong, J., et al.: J. Biol. Chem., 277, 5134 (1999)
• Bodine, P., et al.: J. Cell Biochem., 96, 1212 (1999)
• Gaur, T., et al.: J. Cell Physiol., 208, 87 (1999)