8-{4-[3-amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}octanoic acid hydrochloride

• ChemBase ID: 169478
• Molecular Formular: C19H32ClNO4
• Molecular Mass: 373.91468
• Monoisotopic Mass: 373.20198619
• SMILES: c1c(ccc(c1)CCCCCCCC(=O)O)CCC(N)(CO)CO.Cl
• Canonical SMILES: OCC(CCc1ccc(cc1)CCCCCCCC(=O)O)(CO)N.Cl
• InChI: InChI=1S/C19H31NO4.ClH/c20-19(14-21,15-22)13-12-17-10-8-16(9-11-17)6-4-2-1-3-5-7-18(23)24;/h8-11,21-22H,1-7,12-15,20H2,(H,23,24);1H
• InChIKey: QIMZXZBWMHCVKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{4-[3-amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}octanoic acid hydrochloride
• IUPAC Traditional name: 8-{4-[3-amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}octanoic acid hydrochloride
• Synonyms: 4-[3-Amino-4-hydroxy-3-(hydroxymethyl)butyl]benzeneoctanoic Acid Hydrochloride; FTY720 Octanoic Acid Hydrochloride

Database IDs

• CAS Number: 896472-95-0
• PubChem SID: 162263610
• PubChem CID: 71316991

CALCULATED PROPERTIES

• Acid pKa: 4.5388637
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.44213745
• LogD (pH = 7.4): 0.47449693
• Log P: 0.47633705
• Molar Refractivity: 94.9454 cm^3
• Polarizability: 37.390587 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F805020

A metabolite of FTY720 (M1) (F805000).

REFERENCES

• Billich, A., et al.: J. Biol. Chem., 278, 47408 (2003)
• Bjornsson, T.D., Drug Metab. Dispos., 31, 815 (2003)
• Albert, R., et al.: J. Med. Chem., 48, 5373 (2003)