2-amino-2-[2-(4-{[3-(benzyloxy)phenyl]sulfanyl}-2-chlorophenyl)ethyl]propane-1,3-diol hydrochloride

• ChemBase ID: 172141
• Molecular Formular: C24H27Cl2NO3S
• Molecular Mass: 480.44708
• Monoisotopic Mass: 479.10887009
• SMILES: c1c(c(cc(c1)Sc1cccc(c1)OCc1ccccc1)Cl)CCC(CO)(CO)N.Cl
• Canonical SMILES: OCC(CCc1ccc(cc1Cl)Sc1cccc(c1)OCc1ccccc1)(CO)N.Cl
• InChI: InChI=1S/C24H26ClNO3S.ClH/c25-23-14-22(10-9-19(23)11-12-24(26,16-27)17-28)30-21-8-4-7-20(13-21)29-15-18-5-2-1-3-6-18;/h1-10,13-14,27-28H,11-12,15-17,26H2;1H
• InChIKey: MYIFLDFUXIHOCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-[2-(4-{[3-(benzyloxy)phenyl]sulfanyl}-2-chlorophenyl)ethyl]propane-1,3-diol hydrochloride
• IUPAC Traditional name: 2-amino-2-[2-(4-{[3-(benzyloxy)phenyl]sulfanyl}-2-chlorophenyl)ethyl]propane-1,3-diol hydrochloride
• Synonyms: 2-Amino-2-[2-[2-chloro-4-[[3-(phenylmethoxy)phenyl]thio]phenyl]ethyl]-1,3-propanediol Hydrochloride; KRP-203

Database IDs

• CAS Number: 509088-69-1
• PubChem SID: 164228051
• PubChem CID: 11155873

CALCULATED PROPERTIES

• Acid pKa: 14.411363
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.820168
• LogD (pH = 7.4): 2.850392
• Log P: 4.7951717
• Molar Refractivity: 124.5965 cm^3
• Polarizability: 48.8233 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - K660300

A novel sphingosine-1-phosphate receptor agonists in the treatment of autoimmune diseases. Immunosuppressant.

REFERENCES

• Yanagawa, Y., et al.: J. Immunol., 160, 5493 (1998)
• Takahashi, M., et al.: Cardiovasc. Res., 52, 438 (1998)
• Liu, G., et al.: J. Med. Chem., 43, 4025 (1998)
• Shimizu, H., et al.: Circulation, 111, 222 (2005)