MIGLUSTAT

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC A16AX06
UNII ADN3S497AZ
EPA CompTox DTXSID6045618

Structure

InChI Key UQRORFVVSGFNRO-UTINFBMNSA-N
Smiles CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
InChI
InChI=1S/C10H21NO4/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12/h7-10,12-15H,2-6H2,1H3/t7-,8+,9-,10-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H21NO4
Molecular Weight 219.28
AlogP -1.45
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 4.0
Polar Surface Area 84.16
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 15.0

Bioactivity

Mechanism of Action Action Reference
Ceramide glucosyltransferase inhibitor INHIBITOR DailyMed
Protein: Ceramide glucosyltransferase
Description: Ceramide glucosyltransferase
Organism : Homo sapiens
Q16739 ENSG00000148154
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 100-100 - - -
Enzyme Transferase
- 20000-50000 - - -
Enzyme
- 14-300 - - 70
Assay Description Organism Bioactivity Reference
Inhibition of Sucrase in rat intestinal brush border membranes by D-glucose oxidase-peroxidase method None 580.0 nM
Inhibitory activity against alpha-Glucosidase from rice rice 420.0 nM
Inhibitory activity against trehalase from porcine kidney at 1000 uM Sus scrofa 50.0 %
Inhibitory activity against alpha-Glucosidase from Yeast at 1000 uM Saccharomyces cerevisiae 50.0 %
Inhibitory activity against beta-Glucosidase from sweet almond at 1000 uM Prunus dulcis 50.0 %
Inhibitory activity against beta-Glucosidase from Caldocellum saccharolyticum at 1000 uM Caldicellulosiruptor saccharolyticus 50.0 %
Inhibition of conduritol beta-epoxide-sensitive mouse glucosylceramidase Mus musculus 140.0 nM
Inhibition of human GBA2 Homo sapiens 230.0 nM
Inhibition of human lysosomal alpha glucosidase Homo sapiens 100.0 nM
Inhibition of sucrase by HPLC None 500.0 nM
Inhibition of GBA2 by HPLC None 230.0 nM
Inhibition of lysosomal alpha-glucosidase by HPLC None 100.0 nM
Inhibition of beta-glucocerebrosidase in human A549 cells at 10 uM after 35 mins by fluorescence-coupled HPLC analysis Homo sapiens 70.0 %
Inhibition of recombinant GBA2 preincubated with compound for 30 mins using 4-methylumbelliferyl-B-glucoside substrate by fluorimetric assay None 230.0 nM
Inhibition of sucrase in mouse intestinal input by glucose release assay Mus musculus 600.0 nM
Inhibition of glucosylceramidase 2 from spleen of patient with gaucher's disease by fluorimetric analysis Homo sapiens 230.0 nM
Inhibition of non-lysosomal glucosylceramidase None 300.0 nM
Inhibition of bovine liver beta-galactosidase at 1000 uM Bos taurus 50.0 %
Inhibition of bovine liver beta-glucosidase at 1000 uM Bos taurus 50.0 %
Inhibition of rat intestinal cellobiase using cellobiose as substrate at 1000 uM Rattus norvegicus 50.0 %
Inhibition of GBA2 (unknown origin) Homo sapiens 230.0 nM
Inhibition of NLGase in human SH-SY5Y cells using MUG-Gluc as fluorogenic substrate preincubated for 30 mins followed by substrate addition and measured after 2 hrs in presence of AMP-DNM by fluorescence based assay Homo sapiens 14.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 0.73 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.01 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.01 %
Inhibition of human GAA using 4-methylumbelliferyl-alpha-D-glucopyranoside as substrate preincubated for 45 min followed by substrate addition and measured after 30 min by fluorescence spectrophotometer analysis Homo sapiens 200.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 50381
ChEMBL CHEMBL1029
DrugBank DB00419
DrugCentral 1807
FDA SRS ADN3S497AZ
Human Metabolome Database HMDB0014563
Guide to Pharmacology 4841
KEGG D05032
PDB NBV
PharmGKB PA10140
PubChem 51634
SureChEMBL SCHEMBL246893
ZINC ZINC000003794711
CONTENTS