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Compound Detail

CHEMBL408500

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CCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL408500
Phase Preclinical
Structure Type MOL
InChI Key FTSCEGKYKXESFF-LXTVHRRPSA-N
11
Targets
38
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

289.4
MW (Da)
0.50
ALogP
5
HBA
4
HBD
84.2
PSA (Ų)
0.46
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H31NO4
MW 289.42
Aromatic Rings 0
Heavy Atoms 20
NP-Likeness 1.03

Activity Summary

IC50 25 meas. best 8.52
Ki 7 meas. best 6.52
EC50 6 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-glucosidase
CHEMBL3761
 IC50 8.52 8.335 3.0 2
Unchecked
CHEMBL612545
 IC50 7.3 7.185 50.0 2
Lysosomal acid glucosylceramidase
CHEMBL2179
 IC50 6.99 6.1869 103.0 16
Lysosomal acid glucosylceramidase
CHEMBL2179
 Ki 6.52 6.3857 300.0 7
Sucrase-isomaltase
CHEMBL1667666
 IC50 6.4 6.4 400.0 1
dengue virus type 2
CHEMBL613966
 EC50 6.0 6.0 1000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.96 5.55 1100.0 2
Dengue virus
CHEMBL613757
 EC50 5.96 5.96 1100.0 1
Ceramide glucosyltransferase
CHEMBL2063
 IC50 5.8 5.8 1600.0 1
Ceramide glucosyltransferase
CHEMBL6013
 IC50 5.4 5.4 4000.0 1
West Nile virus
CHEMBL613730
 EC50 5.4 5.4 4000.0 1
Unchecked
CHEMBL612545
 EC50 5.15 5.15 7100.0 1
Lysosomal alpha-glucosidase
CHEMBL1667668
 IC50 5.1 5.1 8000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-glucosidase IC50 = 3.0 nM 8.52 Inhibition of NLGase in human SH-SY5Y cells using MUG-Gluc as fluorogenic substr... 31075609
Beta-glucosidase IC50 = 7.0 nM 8.15 Inhibition of recombinant GBA2 preincubated with compound for 30 mins using 4-me... 24900289
Unchecked IC50 = 50.0 nM 7.3 Inhibition of rice alpha-glucosidase 17670938
Unchecked IC50 = 85.0 nM 7.07 Inhibition of Penicillium decumbens naringinase pre-incubated for 5 mins followe... 30108721
Lysosomal acid glucosylceramidase IC50 = 103.0 nM 6.99 Inhibition of recombinant wild-type glucocerebrosidase 17670938
Lysosomal acid glucosylceramidase IC50 = 300.0 nM 6.52 Inhibition of human recombinant beta-glucocerebrosidase assessed as 4-methyumbel... 24900357
Lysosomal acid glucosylceramidase Ki = 300.0 nM 6.52 Competitive inhibition of beta-glucocerebrosidase at pH 5.2 by Lineweaver-Burke ... 20557054
Lysosomal acid glucosylceramidase Ki = 300.0 nM 6.52 Competitive inhibition of recombinant glucocerebrosidase 21370884
Lysosomal acid glucosylceramidase IC50 = 300.0 nM 6.52 Competitive inhibition of recombinant Imiglucerase using 4-methylumbelliferyl-be... 22512696
Lysosomal acid glucosylceramidase IC50 = 300.0 nM 6.52 Competitive inhibition of recombinant Imiglucerase using 4-methylumbelliferyl-be... 22512696
Lysosomal acid glucosylceramidase IC50 = 300.0 nM 6.52 Inhibition of recombinant glucocerebrosidase in McIlvaine buffer at pH 7.4 after... 21370884
Lysosomal acid glucosylceramidase IC50 = 300.0 nM 6.52 Inhibition of recombinant beta-glucocerebrosidase at pH 7.4 after 10 mins by flu... 20557054
Lysosomal acid glucosylceramidase Ki = 300.0 nM 6.52 Competitive inhibition of human recombinant beta-glucocerebrosidase assessed as ... 24900357
Lysosomal acid glucosylceramidase Ki = 300.0 nM 6.52 Binding affinity to recombinant imiglucerase using 4-methylumbelliferyl-beta-D-g... 22512696
Lysosomal acid glucosylceramidase Ki = 300.0 nM 6.52 Binding affinity to recombinant imiglucerase using 4-methylumbelliferyl-beta-D-g... 22512696
Sucrase-isomaltase IC50 = 400.0 nM 6.4 Inhibition of sucrase in mouse intestinal input by glucose release assay 24900289
Lysosomal acid glucosylceramidase IC50 = 532.0 nM 6.27 Inhibition of recombinant human GBA pre-incubated for 30 mins followed by 4-meth... 30108721
Lysosomal acid glucosylceramidase Ki = 620.0 nM 6.21 Competitive inhibition of human recombinant imiglucerase using 4-MU-beta-D-Glu a... -
Lysosomal acid glucosylceramidase IC50 = 660.0 nM 6.18 Inhibition of recombinant beta-glucocerebrosidase at pH 5.2 after 10 mins by flu... 20557054
Lysosomal acid glucosylceramidase IC50 = 660.0 nM 6.18 Inhibition of human recombinant beta-glucocerebrosidase assessed as 4-methyumbel... 24900357

Literature References

PubMed DOI Target Context # Activities
20557054 10.1021/jm100198t Lysosomal acid glucosylceramidase 13
22512696 10.1021/jm300342q Lysosomal acid glucosylceramidase 8
- 10.1039/C5MD00501A Lysosomal acid glucosylceramidase 8
24900357 10.1021/ml200098j Lysosomal acid glucosylceramidase 7
21370884 10.1021/jm101204u Lysosomal acid glucosylceramidase 4
30108721 10.1039/C7MD00480J Lysosomal acid glucosylceramidase 4
23363020 10.1021/jm301557k Lysosomal acid glucosylceramidase 3
23880081 10.1016/j.bmc.2013.06.054 Lysosomal acid glucosylceramidase 3
17670938 10.1073/pnas.0705637104 Lysosomal acid glucosylceramidase 3
31075609 10.1016/j.ejmech.2019.04.061 CuFi-1 3
30108721 10.1039/C7MD00480J Unchecked 3
19223639 10.1128/aac.01457-08 West Nile virus 2
21370884 10.1021/jm101204u Ceramide glucosyltransferase 2
22512696 10.1021/jm300342q Unchecked 2
31075609 10.1016/j.ejmech.2019.04.061 Lysosomal acid glucosylceramidase 2
19223639 10.1128/aac.01457-08 Dengue virus 2
19223639 10.1128/aac.01457-08 NON-PROTEIN TARGET 2
19223639 10.1128/aac.01457-08 ADMET 2
31075609 10.1016/j.ejmech.2019.04.061 Beta-glucosidase 2
17670938 10.1073/pnas.0705637104 Unchecked 2

Data from ChEMBL 36 via Core Engine