Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3286732

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Nc1ccc(-c2cccs2)cc1NC(=O)c1ccc(N2CCC3(CC2)CNC(=O)O3)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3286732
Phase Preclinical
Structure Type MOL
InChI Key MUTPWJCHZIMJSP-UHFFFAOYSA-N
7
Targets
10
Activities
3
Assay Types
27
PK Parameters
20
Publications
0
Known Names

Molecular Properties

449.5
MW (Da)
3.72
ALogP
7
HBA
3
HBD
109.6
PSA (Ų)
0.52
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23N5O3S
MW 449.54
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.60

Activity Summary

IC50 8 meas. best 8.22
EC50 1 meas. best 4.8
Ki 1 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 8.22 8.22 6.0 2
Histone deacetylase
CHEMBL2093865
 Ki 7.8 7.8 16.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.35 7.35 45.0 1
Histone deacetylase
CHEMBL2093865
 IC50 6.4 6.4 400.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 5.17 5.165 6700.0 2
Human immunodeficiency virus
CHEMBL613758
 EC50 4.8 4.8 15690.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 4.7 4.7 20000.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 17981.6 ng.hr.mL-1 Mus musculus
AUC 49449.4 ng.hr.mL-1 Mus musculus
AUC 93504.32 ng.hr.mL-1 Mus musculus
AUC 166779.34 ng.hr.mL-1 Mus musculus
AUC 254439.64 ng.hr.mL-1 Mus musculus
AUC 363228.32 ng.hr.mL-1 Mus musculus
AUC 548438.8 ng.hr.mL-1 Mus musculus
CL 27.0 mL.min-1.kg-1 Mus musculus
CL 3.6 mL.min-1.kg-1 Rattus norvegicus
CL 22.0 mL.min-1.kg-1 Canis lupus familiaris
CL 27.0 mL.min-1.kg-1 Macaca mulatta
Cmax 3500.0 nM Mus musculus
Cmax 6900.0 nM Mus musculus
Cmax 16600.0 nM Mus musculus
Cmax 40400.0 nM Mus musculus
Cmax 32800.0 nM Mus musculus
Cmax 56800.0 nM Mus musculus
Cmax 56400.0 nM Mus musculus
F 82.0 % Mus musculus
F 28.0 % Rattus norvegicus
F 17.0 % Canis lupus familiaris
F 100.0 % Macaca mulatta
T1/2 1.667 hr Homo sapiens
T1/2 2.0 hr Mus musculus
T1/2 4.2 hr Rattus norvegicus
T1/2 1.4 hr Canis lupus familiaris
T1/2 7.1 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 6.0 nM 8.22 Inhibition of FLAG-tagged full-length human recombinant HDAC1 expressed in HEK29... 24900838
Histone deacetylase 1 IC50 = 6.0 nM 8.22 Inhibition of human recombinant full length FLAG-tagged HDAC1 expressed in HEK29... 33335670
Histone deacetylase Ki = 16.0 nM 7.8 Binding affinity to HDAC in human HCT116 cells by radioligand displacement assay 24900838
Histone deacetylase 2 IC50 = 45.0 nM 7.35 Inhibition of FLAG-tagged full-length human recombinant HDAC2 expressed in bacul... 24900838
Histone deacetylase IC50 = 400.0 nM 6.4 Inhibition of HDAC in human HCT116 cells assessed as plasma drug level causing i... 24900838
Histone deacetylase 3 IC50 = 6700.0 nM 5.17 Inhibition of human recombinant full length FLAG-tagged HDAC3 expressed in HEK29... 33335670
Histone deacetylase 3 IC50 = 7000.0 nM 5.16 Inhibition of FLAG-tagged full-length human recombinant HDAC3 expressed in HEK29... 24900838
Human immunodeficiency virus EC50 = 15690.0 nM 4.8 Reactivation of HIV latency infected in human 2C4 cells in presence of 5 % NHS b... 32331932
Histone deacetylase 8 IC50 = 20000.0 nM 4.7 Inhibition of His-tagged full-length human recombinant HDAC8 expressed in Escher... 24900838
Histone deacetylase 11 IC50 = 25000.0 nM 4.6 Inhibition of FLAG-tagged full-length human recombinant HDAC11 expressed in HEK2... 24900838

Literature References

PubMed DOI Target Context # Activities
24900838 10.1021/ml4004233 Mus musculus 56
24900838 10.1021/ml4004233 HCT-116 20
24900838 10.1021/ml4004233 Histone deacetylase 8
24900838 10.1021/ml4004233 ADMET 7
24900838 10.1021/ml4004233 Canis familiaris 6
24900838 10.1021/ml4004233 NON-PROTEIN TARGET 6
24900838 10.1021/ml4004233 Histone deacetylase 1 5
24900838 10.1021/ml4004233 Rhesus monkey 5
24900838 10.1021/ml4004233 Rattus norvegicus 5
24900838 10.1021/ml4004233 Molecular identity unknown 4
24900838 10.1021/ml4004233 Histone deacetylase 2 4
24900838 10.1021/ml4004233 Voltage-gated inwardly rectifying potassium channel KCNH2 2
32331932 10.1016/j.bmcl.2020.127197 Human immunodeficiency virus 2
24900838 10.1021/ml4004233 HEL 1
24900838 10.1021/ml4004233 Histone deacetylase 5 1
24900838 10.1021/ml4004233 Histone deacetylase 3 1
24900838 10.1021/ml4004233 Histone deacetylase 4 1
24900838 10.1021/ml4004233 Histone deacetylase 11 1
33335670 10.1021/acsmedchemlett.0c00462 Histone deacetylase 3 1
24900838 10.1021/ml4004233 Histone deacetylase 7 1

Data from ChEMBL 36 via Core Engine