6-{4-[3-amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}hexanoic acid hydrochloride

• ChemBase ID: 169480
• Molecular Formular: C17H28ClNO4
• Molecular Mass: 345.86152
• Monoisotopic Mass: 345.17068606
• SMILES: c1c(ccc(c1)CCCCCC(=O)O)CCC(N)(CO)CO.Cl
• Canonical SMILES: OCC(CCc1ccc(cc1)CCCCCC(=O)O)(CO)N.Cl
• InChI: InChI=1S/C17H27NO4.ClH/c18-17(12-19,13-20)11-10-15-8-6-14(7-9-15)4-2-1-3-5-16(21)22;/h6-9,19-20H,1-5,10-13,18H2,(H,21,22);1H
• InChIKey: JATFSDUKMOHUEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{4-[3-amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}hexanoic acid hydrochloride
• IUPAC Traditional name: 6-{4-[3-amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}hexanoic acid hydrochloride
• Synonyms: 4-[3-Amino-4-hydroxy-3-(hydroxymethyl)butyl]benzenehexanoic Acid Hydrochloride; FTY720 Hexanoic Acid Hydrochloride

Database IDs

• CAS Number: 896472-94-9
• PubChem SID: 162263612
• PubChem CID: 71316995

CALCULATED PROPERTIES

• Acid pKa: 4.6176257
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.45364106
• LogD (pH = 7.4): -0.41451028
• Log P: -0.4128186
• Molar Refractivity: 85.7434 cm^3
• Polarizability: 33.711975 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F805030

A metabolite of FTY720 (M2) (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)