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Compound Detail

CHEMBL4637357

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CCC(=O)CCCCC[C@H](NC(=O)[C@H]1CC12CCN(CC)CC2)c1ncc(-c2cc3ccccc3nc2OC)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4637357
Phase Preclinical
Structure Type MOL
InChI Key NLIBKESLXRYMGS-VPUSJEBWSA-N
6
Targets
12
Activities
2
Assay Types
5
PK Parameters
12
Publications
0
Known Names

Molecular Properties

545.7
MW (Da)
5.84
ALogP
6
HBA
2
HBD
100.2
PSA (Ų)
0.26
QED
2
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H43N5O3
MW 545.73
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -0.32

Activity Summary

IC50 10 meas. best 9.66
EC50 2 meas. best 7.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 9.66 8.72 0.2 3
Histone deacetylase 3
CHEMBL1829
 IC50 9.62 8.7067 0.2 3
Histone deacetylase 2
CHEMBL1937
 IC50 8.85 7.49 1.4 2
Human immunodeficiency virus
CHEMBL613758
 EC50 7.58 7.41 26.0 2
Histone deacetylase 6
CHEMBL1865
 IC50 6.8 6.8 158.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.4 5.4 3978.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 616.67 ng.hr.mL-1 Rattus norvegicus
CL 7.2 mL.min-1.kg-1 Rattus norvegicus
Cmax 260.0 nM Rattus norvegicus
F 5.8 % Rattus norvegicus
T1/2 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 0.22 nM 9.66 Inhibition of HDAC1 (unknown origin) 32331932
Histone deacetylase 1 IC50 = 0.22 nM 9.66 Inhibition of human recombinant full length FLAG-tagged HDAC1 expressed in HEK29... 33335670
Histone deacetylase 3 IC50 = 0.24 nM 9.62 Inhibition of human recombinant full length FLAG-tagged HDAC3 expressed in HEK29... 33335670
Histone deacetylase 3 IC50 = 0.34 nM 9.47 Inhibition of HDAC3 (unknown origin) 32331932
Histone deacetylase 2 IC50 = 1.4 nM 8.85 Inhibition of HDAC2 (unknown origin) 32331932
Human immunodeficiency virus EC50 = 26.0 nM 7.58 Reactivation of HIV latency infected in human 2C4 cells in presence of 0.1 % NHS... 32331932
Human immunodeficiency virus EC50 = 57.0 nM 7.24 Reactivation of HIV latency infected in human 2C4 cells in presence of 5 % NHS b... 32331932
Histone deacetylase 3 IC50 = 93.0 nM 7.03 Inhibition of HDAC3 (unknown origin) using compound purified by microgram-scale ... 33738059
Histone deacetylase 1 IC50 = 143.0 nM 6.84 Inhibition of HDAC1 (unknown origin) using compound purified by microgram-scale ... 33738059
Histone deacetylase 6 IC50 = 158.0 nM 6.8 Inhibition of HDAC6 (unknown origin) 32331932
Histone deacetylase 2 IC50 = 749.0 nM 6.13 Inhibition of HDAC2 (unknown origin) using compound purified by microgram-scale ... 33738059
Histone deacetylase 8 IC50 = 3978.0 nM 5.4 Inhibition of HDAC8 (unknown origin) 32331932

Literature References

PubMed DOI Target Context # Activities
32331932 10.1016/j.bmcl.2020.127197 ADMET 5
32331932 10.1016/j.bmcl.2020.127197 Human immunodeficiency virus 2
32331932 10.1016/j.bmcl.2020.127197 Histone deacetylase 1 1
32331932 10.1016/j.bmcl.2020.127197 Histone deacetylase 2 1
32331932 10.1016/j.bmcl.2020.127197 Histone deacetylase 3 1
32331932 10.1016/j.bmcl.2020.127197 Histone deacetylase 6 1
32331932 10.1016/j.bmcl.2020.127197 Histone deacetylase 8 1
33738059 10.1021/acsmedchemlett.0c00596 Histone deacetylase 1 1
33738059 10.1021/acsmedchemlett.0c00596 Histone deacetylase 2 1
33738059 10.1021/acsmedchemlett.0c00596 Histone deacetylase 3 1
33335670 10.1021/acsmedchemlett.0c00462 Histone deacetylase 1 1
33335670 10.1021/acsmedchemlett.0c00462 Histone deacetylase 3 1

Data from ChEMBL 36 via Core Engine