(2E)-N-[5-bromo-2-(2H3)methoxy(2H3)benzenesulfonyl]-3-[2-(naphthalen-2-ylmethyl)phenyl]prop-2-enamide

• ChemBase ID: 172148
• Molecular Formular: C27H22BrNO4S
• Molecular Mass: 536.43688
• Monoisotopic Mass: 535.04529119
• SMILES: c1ccc2c(c1)cc(cc2)Cc1ccccc1/C=C/C(=O)NS(=O)(=O)c1c(ccc(c1)Br)OC
• Canonical SMILES: COc1ccc(cc1S(=O)(=O)NC(=O)/C=C/c1ccccc1Cc1ccc2c(c1)cccc2)Br
• InChI: InChI=1S/C27H22BrNO4S/c1-33-25-14-13-24(28)18-26(25)34(31,32)29-27(30)15-12-21-7-3-5-9-23(21)17-19-10-11-20-6-2-4-8-22(20)16-19/h2-16,18H,17H2,1H3,(H,29,30)/b15-12+
• InChIKey: ODTKFNUPVBULRJ-NTCAYCPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-N-[5-bromo-2-(^2H₃)methoxy(^2H₃)benzenesulfonyl]-3-[2-(naphthalen-2-ylmethyl)phenyl]prop-2-enamide
• IUPAC Traditional name: (2E)-N-[5-bromo-2-(^2H₃)methoxy(^2H₃)benzenesulfonyl]-3-[2-(naphthalen-2-ylmethyl)phenyl]prop-2-enamide
• Synonyms: (2E)-N-[(5-Bromo-2-methoxyphenyl)sulfonyl]-3-[2-(2-naphthalenylmethyl)phenyl]-2-propenamide-d6; CM 9-d6; GW 671021-d6; L-798106-d6

Database IDs

• PubChem SID: 164228058
• PubChem CID: 71749707

CALCULATED PROPERTIES

• Acid pKa: 4.296832
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.840463
• LogD (pH = 7.4): 5.6793747
• Log P: 6.619669
• Molar Refractivity: 138.4714 cm^3
• Polarizability: 54.678047 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L011502

Labelled analogue of L-798106, a potent and selective prostanoid receptor EP3-selective antagonists. L-798106 has been used in multiple studies to tease out EP3 agonist activity, both in vitro and in vivo. L-798106 successfully blocks the actions of sulpr

REFERENCES

• Kobayashi, K. et al.: Eur. J. Pharmacol., 660, 375 (2011)
• Su, X. et al.: Am. J. Physiol. Renal Physiol., 295, F984 (2011)
• Bassil, A.K. et al.: Br. J. Pharmacol. 154, 126 (2011)
• Jugus, M.J. et al.: Br. J. Pharmacol., 158, 372 (2011)
• Juteau, H. et al.: