Miglustat hydrochlorideProduct ingredient for Miglustat
- Name
- Miglustat hydrochloride
- Drug Entry
- Miglustat
Miglustat, commonly marketed under the trade name Zavesca, is a drug used to treat Gaucher disease. It inhibits the enzyme glucosylceramide synthase, an essential enzyme for the synthesis of most glycosphingolipids. It is only used for patients who cannot be treated with enzyme replacement therapy with imiglucerase. Miglustat is now the first and only approved therapy for patients with Niemann-Pick disease type C (NP-C). It has recently been approved for treatment of progressive neurological symptoms in adult and pediatric patients in the European Union, Brazil, and South Korea. Miglustat was first developed as an anti-HIV agent in the 1990s. However, clinical experience with miglustat showed that therapeutic levels of the drug could not be achieved in patients without a high incidence of adverse effect.
- Accession Number
- DBSALT000621
- Structure
Structure for Miglustat hydrochloride (DBSALT000621)
- Synonyms
- Miglustat HCl
- UNII
- Not Available
- CAS Number
- 210110-90-0
- Weight
- Average: 255.74
Monoisotopic: 255.1237359 - Chemical Formula
- C10H22ClNO4
- InChI Key
- QPAFAUYWVZMWPR-ZSOUGHPYSA-N
- InChI
- InChI=1S/C10H21NO4.ClH/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12;/h7-10,12-15H,2-6H2,1H3;1H/t7-,8+,9-,10-;/m1./s1
- IUPAC Name
- (2R,3R,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
- SMILES
- Cl.CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
- External Links
- Human Metabolome Database
- HMDB0014563
- PubChem Compound
- 51634
- ChemSpider
- 571492
- BindingDB
- 18355
- ChEMBL
- CHEMBL1329690
- PharmGKB
- PA10140
- Predicted Properties
Property Value Source Water Solubility 331.0 mg/mL ALOGPS logP -1.1 ALOGPS logP -1.2 Chemaxon logS 0.18 ALOGPS pKa (Strongest Acidic) 12.9 Chemaxon pKa (Strongest Basic) 8.49 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 84.16 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 55.74 m3·mol-1 Chemaxon Polarizability 23.95 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon