(3S,4R)-2-(hydroxymethyl)(1-15N)piperidine-3,4,5-triol hydrochloride

• ChemBase ID: 165955
• Molecular Formular: C6H14ClNO4
• Molecular Mass: 200.6260689
• Monoisotopic Mass: 200.05817051
• SMILES: [C@H]1([C@@H](C(C[15NH]C1CO)O)O)O.Cl
• Canonical SMILES: OCC1[15NH]CC([C@H]([C@H]1O)O)O.Cl
• InChI: InChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3?,4?,5-,6+;/m0./s1/i7+1
• InChIKey: ZJIHMALTJRDNQI-TWTQYYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-2-(hydroxymethyl)(1-^1^5N)piperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: (3S,4R)-2-(hydroxymethyl)(1-^1^5N)piperidine-3,4,5-triol hydrochloride
• Synonyms: (2R,3S,4R,5S)-2-Hydroxymethyl-3,4,5-piperidinetriol-15N Hydrochloride; Migalastat-15N Hydrochloride; Deoxygalactonojirimycin-15N Hydrochloride

Database IDs

• PubChem SID: 162260088
• PubChem CID: 46780625

CALCULATED PROPERTIES

• Acid pKa: 12.906054
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -5.3671846
• LogD (pH = 7.4): -3.6328244
• Log P: -2.8857431
• Molar Refractivity: 36.5744 cm^3
• Polarizability: 15.1906805 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D236502

Proven to be an extremely potent and selective a-D-galactosidase inhibitor.

REFERENCES

• Paulsen, H., et al.: Chem. Ber., 113, 2601 (1980)