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Compound Detail

CHEMBL403323

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O=C(/C=C/c1ccc(CN(CCO)CCc2cc3ccccc3[nH]2)cc1)NO

Basic Information

ChEMBL ID CHEMBL403323
Phase Preclinical
Structure Type MOL
InChI Key FGJCGXHQLHHNFO-MDZDMXLPSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

379.5
MW (Da)
2.72
ALogP
4
HBA
4
HBD
88.6
PSA (Ų)
0.26
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H25N3O3
MW 379.46
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.62

Activity Summary

IC50 4 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
IC50 8.74 8.74 1.8 1
Histone deacetylase 3
CHEMBL1829
IC50 8.43 8.43 3.7 1
Histone deacetylase 6
CHEMBL1865
IC50 7.82 7.82 15.0 1
Histone deacetylase 8
CHEMBL3192
IC50 6.85 6.85 140.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 1.8 nM 8.74 Inhibition of HDAC1 18247554
Histone deacetylase 3 IC50 = 3.7 nM 8.43 Inhibition of HDAC3 18247554
Histone deacetylase 6 IC50 = 15.0 nM 7.82 Inhibition of HDAC6 18247554
Histone deacetylase 8 IC50 = 140.0 nM 6.85 Inhibition of HDAC8 18247554

Literature References

PubMed DOI Target Context # Activities
18247554 10.1021/jm7011408 Histone deacetylase 9 1
18247554 10.1021/jm7011408 Histone deacetylase 1 1
18247554 10.1021/jm7011408 Histone deacetylase 2 1
18247554 10.1021/jm7011408 Histone deacetylase 3 1
18247554 10.1021/jm7011408 Histone deacetylase 4 1
18247554 10.1021/jm7011408 Histone deacetylase 5 1
18247554 10.1021/jm7011408 Histone deacetylase 7 1
18247554 10.1021/jm7011408 Histone deacetylase 6 1
18247554 10.1021/jm7011408 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine