sodium 3-{[({2-[bis(2H3)methylcarbamoyl]ethyl}sulfanyl)({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl})methyl]sulfanyl}propanoate

• ChemBase ID: 174663
• Molecular Formular: C26H26ClN2NaO3S2
• Molecular Mass: 537.06901
• Monoisotopic Mass: 536.09710666
• SMILES: c1(ccc2c(c1)nc(cc2)/C=C/c1cc(ccc1)C(SCCC(=O)N(C)C)SCCC(=O)[O-])Cl.[Na+]
• Canonical SMILES: [O-]C(=O)CCSC(c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C.[Na+]
• InChI: InChI=1S/C26H27ClN2O3S2.Na/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22;/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32);/q;+1/p-1/b10-6+
• InChIKey: XNAYQOBPAXEYLI-AAGWESIMSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-{[({2-[bis(^2H₃)methylcarbamoyl]ethyl}sulfanyl)({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl})methyl]sulfanyl}propanoate
• IUPAC Traditional name: sodium 3-{[({2-[bis(^2H₃)methylcarbamoyl]ethyl}sulfanyl)({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl})methyl]sulfanyl}propanoate
• Synonyms: 3-[[[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl][[3-(dimethylamino-d6)-3-oxopropyl]thio]methyl]thio]propanoic Acid Sodium Salt; L 660711-d6 Sodium Salt; MK-571-d6 Sodium Salt

Database IDs

• PubChem SID: 164230573
• PubChem CID: 46782386

CALCULATED PROPERTIES

• Acid pKa: 4.2618084
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.6334977
• LogD (pH = 7.4): 2.9135962
• Log P: 5.6703496
• Molar Refractivity: 153.3569 cm^3
• Polarizability: 56.30142 Å^3
• Polar Surface Area: 73.33 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M424502

A receptor antagonist for the treatment of respiratory diseases.

REFERENCES

• Morgenstern, R., et al.: Biochem. J., 260, 577 (1989)
• Armstrong, R., et al.: Chem. Res. Toxicol., 10, 2 (1989)
• Larsen, J., et al.: Ann. Allergy, 71, 103 (1989)