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Compound Detail

CHEMBL3771206

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CC(=O)SCC/C=C/[C@@H]1CC(=O)NCc2ccc(cc2)C2=N[C@@](C)(CS2)C(=O)N[C@@H](C(C)C)C(=O)O1

Basic Information

ChEMBL ID CHEMBL3771206
Phase Preclinical
Structure Type MOL
InChI Key RNHTWMJDLDLLGM-TWZYLPHCSA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

531.7
MW (Da)
3.24
ALogP
8
HBA
2
HBD
113.9
PSA (Ų)
0.34
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H33N3O5S2
MW 531.70
Aromatic Rings 1
Heavy Atoms 36
NP-Likeness 1.45

Activity Summary

IC50 3 meas. best 6.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
IC50 6.33 6.33 470.0 1
Histone deacetylase 6
CHEMBL1865
IC50 5.79 5.79 1610.0 1
Histone deacetylase 1
CHEMBL325
IC50 5.46 5.46 3480.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 IC50 = 470.0 nM 6.33 Inhibition of human KDAC3 26681404
Histone deacetylase 6 IC50 = 1610.0 nM 5.79 Inhibition of human KDAC6 26681404
Histone deacetylase 1 IC50 = 3480.0 nM 5.46 Inhibition of human KDAC1 26681404

Literature References

PubMed DOI Target Context # Activities
28259528 10.1016/j.bmc.2017.02.020 Histone deacetylase 8 2
26681404 10.1021/acs.jmedchem.5b01632 Histone deacetylase 8 1
26681404 10.1021/acs.jmedchem.5b01632 Histone deacetylase 6 1
26681404 10.1021/acs.jmedchem.5b01632 Histone deacetylase 3 1
26681404 10.1021/acs.jmedchem.5b01632 Histone deacetylase 1 1

Data from ChEMBL 36 via Core Engine