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Compound Detail

CHEMBL476960

VOGLIBOSE
💊 Approved Drug
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💊 Approved Drug
OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL476960
Name VOGLIBOSE
Phase Approved
Structure Type MOL
InChI Key FZNCGRZWXLXZSZ-CIQUZCHMSA-N

Known Names

A-71100 AO-128 Basen Voglibosa Voglibose
7
Targets
34
Activities
1
Assay Types
0
PK Parameters
20
Publications
5
Known Names
2
Indications
1
Mechanisms

Molecular Properties

267.3
MW (Da)
-4.49
ALogP
8
HBA
8
HBD
153.6
PSA (Ų)
0.25
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1994
Availability Unknown
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1997

Extended Properties

Molecular Formula C10H21NO7
MW 267.28
Aromatic Rings 0
Heavy Atoms 18
NP-Likeness 1.70

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Alpha glucosidase inhibitor INHIBITOR Alpha glucosidase

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2

ATC Classification

A10BF03
voglibose
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

IC50 34 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysosomal alpha-glucosidase
CHEMBL2608
IC50 7.16 6.205 70.0 2
Sucrase-isomaltase, intestinal
CHEMBL3114
IC50 7.16 6.1669 70.0 16
Acidic alpha-glucosidase
CHEMBL3513
IC50 6.96 6.5013 110.0 8
Maltase-glucoamylase
CHEMBL2074
IC50 5.89 5.89 1300.0 2
Alpha-glucosidase
CHEMBL5291954
IC50 4.83 4.83 14700.0 1
Unchecked
CHEMBL612545
IC50 4.63 4.63 23400.0 1
Glycogen debranching enzyme
CHEMBL5273
IC50 4.16 4.16 70000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysosomal alpha-glucosidase IC50 = 70.0 nM 7.16 Inhibition of maltase in human Caco-2 cell model system after 2 hrs 18595718
Sucrase-isomaltase, intestinal IC50 = 70.0 nM 7.16 Inhibition of rat intestinal brush border membrane sucrase 18595718
Acidic alpha-glucosidase IC50 = 110.0 nM 6.96 Inhibition of rat intestinal brush border membrane maltase 18595718
Acidic alpha-glucosidase IC50 = 120.0 nM 6.92 Inhibition of rat intestinal maltase using moltose as substrate 23106358
Acidic alpha-glucosidase IC50 = 120.0 nM 6.92 Inhibition of Wistar rat intestinal maltase assessed as inhibition of D-glucose ... 24973028
Sucrase-isomaltase, intestinal IC50 = 160.0 nM 6.8 Inhibition of rat intestinal brush border membrane isomaltase 18595718
Acidic alpha-glucosidase IC50 = 180.0 nM 6.75 Inhibition of Wistar rat small intestine maltase after 30 mins 21185187
Acidic alpha-glucosidase IC50 = 200.0 nM 6.7 Inhibition of rat small intestinal maltase after 30 mins 21420866
Sucrase-isomaltase, intestinal IC50 = 200.0 nM 6.7 Inhibition of sucrase in rat small intestinal brush border membrane vesicles usi... 36812150
Sucrase-isomaltase, intestinal IC50 = 200.0 nM 6.7 Inhibition of rat small intestinal sucrase after 30 mins by glucose-oxidase meth... 21454075
Sucrase-isomaltase, intestinal IC50 = 200.0 nM 6.7 Inhibition of rat intestinal sucrase 21345683
Sucrase-isomaltase, intestinal IC50 = 300.0 nM 6.52 Inhibition of rat intestinal sucrase using sucrose as substrate incubated for 30... 26840363
Sucrase-isomaltase, intestinal IC50 = 370.0 nM 6.43 Inhibition of Wistar rat small intestine sucrase after 30 mins 21185187
Sucrase-isomaltase, intestinal IC50 = 370.0 nM 6.43 Inhibition of rat intestinal sucrase using sucrose as substrate 23106358
Sucrase-isomaltase, intestinal IC50 = 370.0 nM 6.43 Inhibition of Wistar rat intestinal sucrase assessed as inhibition of D-glucose ... 24973028
Acidic alpha-glucosidase IC50 = 1200.0 nM 5.92 Inhibition of rat intestinal maltase 21345683
Acidic alpha-glucosidase IC50 = 1200.0 nM 5.92 Inhibition of maltase in rat small intestinal brush border membrane vesicles usi... 36812150
Acidic alpha-glucosidase IC50 = 1200.0 nM 5.92 Inhibition of rat small intestinal maltase after 30 mins by glucose-oxidase meth... 21454075
Sucrase-isomaltase, intestinal IC50 = 1200.0 nM 5.92 Inhibition of rat small intestinal sucrase after 30 mins 21420866
Maltase-glucoamylase IC50 = 1300.0 nM 5.89 Inhibition of human small intestine microsomal maltase using maltose as substrat... 27325449

Literature References

PubMed DOI Target Context # Activities
36812150 10.1021/acs.jmedchem.2c01984 Rattus norvegicus 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
24973028 10.1016/j.bmcl.2014.06.001 Sucrase-isomaltase, intestinal 2
23106358 10.1021/jm301304e Sucrase-isomaltase, intestinal 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
21454075 10.1016/j.bmcl.2011.02.109 Sucrase-isomaltase, intestinal 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
21420866 10.1016/j.bmc.2011.02.028 Sucrase-isomaltase, intestinal 2
21345683 10.1016/j.bmc.2011.01.052 Sucrase-isomaltase, intestinal 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
21185187 10.1016/j.bmcl.2010.11.112 Sucrase-isomaltase, intestinal 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
39291031 10.1021/acsmedchemlett.4c00190 Alpha-glucosidase 2
18595718 10.1016/j.bmc.2008.06.026 Lysosomal alpha-glucosidase 2
18595718 10.1016/j.bmc.2008.06.026 Sucrase-isomaltase, intestinal 2

Data from ChEMBL 36 via Core Engine