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Compound Detail

CHEMBL307429

DUVOGLUSTAT
🧪 Phase II
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🧪 Phase II
OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O

Basic Information

ChEMBL ID CHEMBL307429
Name DUVOGLUSTAT
Phase Phase II
Structure Type MOL
InChI Key LXBIFEVIBLOUGU-JGWLITMVSA-N

Known Names

1 deoxynojirimycin 1,5-dideoxy-1,5-imino- 1,5-dideoxy-1,5-imino-d-glucitol 1-deoxynojirimycin 1-dnj Bay-h-5595 D-1-deoxynojirimycin Deoxynojirimycin Duvoglustat Moranolin Moranoline Nojirimycin, 1-deoxy-
36
Targets
200
Activities
3
Assay Types
3
PK Parameters
20
Publications
12
Known Names

Molecular Properties

163.2
MW (Da)
-2.97
ALogP
5
HBA
5
HBD
93.0
PSA (Ų)
0.28
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -stat
USAN Year 2009

Extended Properties

Molecular Formula C6H13NO4
MW 163.17
Aromatic Rings 0
Heavy Atoms 11
NP-Likeness 2.44

Activity Summary

IC50 168 meas. best 7.52
Ki 30 meas. best 7.85
EC50 2 meas. best 4.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutral alpha-glucosidase AB
CHEMBL2519
Ki 7.85 5.9925 14.0 4
Unchecked
CHEMBL612545
Ki 7.77 5.87 17.0 8
Sucrase-isomaltase, intestinal
CHEMBL3114
Ki 7.62 7.62 24.0 1
Alpha-glucosidase
CHEMBL5280
IC50 7.52 7.41 30.0 2
Unchecked
CHEMBL612545
IC50 7.52 5.3753 30.0 38
Maltase-glucoamylase
CHEMBL2074
IC50 7.4 6.096 40.0 5
Lysosomal alpha-glucosidase
CHEMBL2608
Ki 7.23 6.47 59.0 4
Lysosomal alpha-glucosidase
CHEMBL2608
IC50 7.22 5.78 60.0 5
Acidic alpha-glucosidase
CHEMBL3513
IC50 6.89 6.23 130.0 7
Sucrase-isomaltase, intestinal
CHEMBL3114
IC50 6.8 6.5086 160.0 14
Glycogen debranching enzyme
CHEMBL5273
IC50 6.72 6.72 190.0 1
Neutral alpha-glucosidase C
CHEMBL3635
IC50 6.52 5.495 300.0 2
Alpha-glucosidase
CHEMBL2974
IC50 6.4 5.54 400.0 2
Neutral alpha-glucosidase AB
CHEMBL2519
IC50 5.89 5.245 1300.0 2
Alpha-glucosidase
CHEMBL4412
IC50 5.78 5.78 1670.0 1
Sucrase-isomaltase, intestinal
CHEMBL2748
IC50 5.7 5.7 2000.0 1
MS-1
CHEMBL2366125
IC50 5.7 5.7 2000.0 1
Lysosomal acid glucosylceramidase
CHEMBL2179
Ki 5.7 4.71 2000.0 3
HUVEC
CHEMBL613979
IC50 5.7 5.7 2000.0 1
Beta-glucosidase
CHEMBL4192
Ki 5.02 5.02 9500.0 1
Cholinesterase
CHEMBL5763
IC50 5.0 5.0 10000.0 1
Glycogen debranching enzyme
CHEMBL5272
IC50 5.0 5.0 10000.0 1
Beta-glucosidase
CHEMBL4663
Ki 4.92 4.92 12000.0 2
Alpha-galactosidase A
CHEMBL2524
Ki 4.75 4.75 18000.0 1
Beta-glucosidase
CHEMBL3761
IC50 4.7 4.61 20000.0 4
Alpha-galactosidase
CHEMBL5217
IC50 4.64 4.64 23000.0 1
ADMET
CHEMBL612558
IC50 4.59 4.59 25620.0 1
T-cell
CHEMBL614309
IC50 4.59 4.59 25620.0 1
Tissue alpha-L-fucosidase
CHEMBL4176
IC50 4.58 4.58 26000.0 1
Lactase/phlorizin hydrolase
CHEMBL3389
IC50 4.58 4.485 26000.0 4
Alpha-glucosidase
CHEMBL5291954
IC50 4.58 4.38 26400.0 3
Beta-galactosidase
CHEMBL2680
IC50 4.57 4.545 27000.0 2
Alpha glucosidase
CHEMBL3833502
IC50 4.4 4.4 39500.0 1
Trehalase
CHEMBL3087
IC50 4.4 4.4 40000.0 1
Trehalase
CHEMBL3248
IC50 4.39 4.3825 41000.0 4
Uncharacterized protein
CHEMBL2176863
IC50 4.39 4.39 41000.0 2
Beta-glucosidase A
CHEMBL4622
IC50 4.26 4.13 55000.0 2
Lactase/phlorizin hydrolase
CHEMBL1075131
IC50 4.21 4.21 62000.0 1
Cytosolic beta-glucosidase
CHEMBL3865
IC50 4.1 4.1 80000.0 1
Beta-glucosidase
CHEMBL4192
IC50 4.09 4.09 81000.0 1
Lysosomal alpha-glucosidase
CHEMBL1667668
EC50 4.0 4.0 98800.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 210000.0 M-1 -
T1/2 0.08 hr Rattus norvegicus
T1/2 - hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neutral alpha-glucosidase AB Ki = 14.0 nM 7.85 Competitive Inhibition constant on rice alpha Glucosidase at pH 6.0 -
Unchecked Ki = 17.0 nM 7.77 Inhibition of rice Alpha-glucosidase incubated for 10 mins by Lineweaver-Burk pl... 38504504
Sucrase-isomaltase, intestinal Ki = 24.0 nM 7.62 Tested in vitro for the inhibition constant against rat small intestinal sucrase -
Alpha-glucosidase IC50 = 30.0 nM 7.52 Inhibitory concentration against rice alpha-glucosidase 15771446
Unchecked IC50 = 30.0 nM 7.52 Inhibition of rice alpha glucosidase 19853441
Unchecked IC50 = 30.0 nM 7.52 Inhibition of rice alpha-glucosidase assessed as production of D-glucose using m... 21546253
Unchecked Ki = 39.0 nM 7.41 Inhibition of C57BL/6J mouse Alpha-glucosidase incubated for 10 mins by Lineweav... 38504504
Maltase-glucoamylase IC50 = 40.0 nM 7.4 Inhibitory concentration against human alpha-glucosidase 15771446
Alpha-glucosidase IC50 = 50.0 nM 7.3 Inhibitory activity against alpha-Glucosidase from rice 15546715
Unchecked IC50 = 50.0 nM 7.3 Inhibition of alpha-glucosidase in human PBMC using 4-methylumbelliferyl alpha-D... 27750150
Unchecked IC50 = 50.0 nM 7.3 Inhibition of rice alpha-glucosidase assessed as reduction in production of D-gl... 27956035
Unchecked IC50 = 50.0 nM 7.3 Inhibition of rice alpha-glucosidase assessed as D-glucose release after 10 mins... 12502331
Lysosomal alpha-glucosidase Ki = 59.0 nM 7.23 Binding affinity to human lysosomal acid alpha-glucosidase assessed as inhibitio... 37314161
Lysosomal alpha-glucosidase Ki = 59.0 nM 7.23 Inhibition of human GAA using 4-methylumbelliferyl-alpha-D-glucopyranoside as su... 35072486
Lysosomal alpha-glucosidase IC50 = 60.0 nM 7.22 Inhibition of maltase in human Caco-2 cell model system after 2 hrs 18595718
Unchecked IC50 = 120.0 nM 6.92 Inhibition of rat intestinal maltase using maltose as substrate assessed as rele... 34340042
Acidic alpha-glucosidase IC50 = 130.0 nM 6.89 Inhibition of rat intestinal brush border membrane maltase 18595718
Lysosomal alpha-glucosidase Ki = 150.0 nM 6.82 Tested in vitro for the inhibition constant against human lysosomal alpha-glucos... -
Neutral alpha-glucosidase AB Ki = 160.0 nM 6.8 Competitive Inhibition constant on rice alpha Glucosidase at pH 5.0 -
Sucrase-isomaltase, intestinal IC50 = 160.0 nM 6.8 Inhibition of rat intestinal brush border membrane isomaltase 18595718

Literature References

PubMed DOI Target Context # Activities
31393724 10.1021/acs.jnatprod.9b00205 Mus musculus 41
7966130 10.1021/jm00048a006 Neutral alpha-glucosidase AB 22
7966130 10.1021/jm00048a006 Beta-galactosidase 19
34340042 10.1016/j.ejmech.2021.113716 Unchecked 16
33979163 10.1021/acs.jnatprod.1c00014 MCF7 9
21546253 10.1016/j.bmc.2011.04.011 Unchecked 8
7966130 10.1021/jm00048a006 Beta-glucosidase A 8
7966130 10.1021/jm00048a006 Acidic alpha-glucosidase 8
7966130 10.1021/jm00048a006 Trehalase 8
38504504 10.1021/acs.jmedchem.4c00304 Mus musculus 7
21250698 10.1021/jm1008902 Lysosomal acid glucosylceramidase 6
22101135 10.1016/j.bmcl.2011.10.081 PBMC 6
19853441 10.1016/j.bmcl.2009.10.022 Unchecked 5
- 10.1039/C2MD20343J Unchecked 5
- 10.1016/S0960-894X(00)80648-4 Neutral alpha-glucosidase AB 5
7608901 10.1021/jm00013a012 Unchecked 4
7966130 10.1021/jm00048a006 Tissue alpha-L-fucosidase 4
23363020 10.1021/jm301557k Lysosomal alpha-glucosidase 4
7966130 10.1021/jm00048a006 Neutral alpha-glucosidase C 4
7966130 10.1021/jm00048a006 Unchecked 4

Data from ChEMBL 36 via Core Engine