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Compound Detail

CHEMBL5093832

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COc1ccc(-c2ncc(C(=O)NCCCCCCC(=O)NO)s2)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5093832
Phase Preclinical
Structure Type MOL
InChI Key KPMUSOQFDJSLDU-UHFFFAOYSA-N
11
Targets
12
Activities
1
Assay Types
15
PK Parameters
14
Publications
0
Known Names

Molecular Properties

407.5
MW (Da)
3.01
ALogP
7
HBA
3
HBD
109.8
PSA (Ų)
0.30
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H25N3O5S
MW 407.49
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.93

Activity Summary

IC50 12 meas. best 7.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.51 7.51 31.0 1
Histone deacetylase
CHEMBL2093865
 IC50 7.4 7.4 40.0 1
Jurkat
CHEMBL397
 IC50 6.8 6.8 160.0 1
HCT-116
CHEMBL394
 IC50 6.29 6.29 510.0 1
MCF7
CHEMBL387
 IC50 6.04 6.04 910.0 1
Unchecked
CHEMBL612545
 IC50 6.04 6.005 920.0 2
A549
CHEMBL392
 IC50 5.72 5.72 1910.0 1
B16-F10
CHEMBL612656
 IC50 5.64 5.64 2310.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.5 5.5 3190.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.04 5.04 9020.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 4.98 4.98 10440.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 138.6 ng.hr.mL-1 Rattus norvegicus
AUC 319.0 ng.hr.mL-1 Rattus norvegicus
AUC 318.2 ng.hr.mL-1 Rattus norvegicus
AUC 134.3 ng.hr.mL-1 Rattus norvegicus
CL 105.0 mL.min-1.kg-1 Rattus norvegicus
CL 2401.67 mL.min-1.kg-1 Rattus norvegicus
Cmax 2148.27 nM Rattus norvegicus
Cmax 85.89 nM Rattus norvegicus
F 8.7 % Rattus norvegicus
MRT 1.6 hr Rattus norvegicus
MRT 8.5 hr Rattus norvegicus
T1/2 6.2 hr Rattus norvegicus
T1/2 5.8 hr Rattus norvegicus
Tmax 0.083 hr Rattus norvegicus
Tmax 5.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 31.0 nM 7.51 Inhibition of recombinant human N-terminal GST tagged HDAC6 expressed in baculov... 35043615
Histone deacetylase IC50 = 40.0 nM 7.4 Inhibition of HDAC in human HeLa nuclear extracts using fluorometric substrate i... 35043615
Jurkat IC50 = 160.0 nM 6.8 Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ... 35043615
HCT-116 IC50 = 510.0 nM 6.29 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35043615
MCF7 IC50 = 910.0 nM 6.04 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35043615
Unchecked IC50 = 920.0 nM 6.04 Antiproliferative activity against human YCC-11 cells assessed as cell growth in... 35043615
Unchecked IC50 = 1080.0 nM 5.97 Antiproliferative activity against human YCC3/7 cells assessed as cell growth in... 35043615
A549 IC50 = 1910.0 nM 5.72 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 35043615
B16-F10 IC50 = 2310.0 nM 5.64 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 35043615
Histone deacetylase 1 IC50 = 3190.0 nM 5.5 Inhibition of recombinant human HDAC1 expressed in baculovirus expression system... 35043615
Histone deacetylase 8 IC50 = 9020.0 nM 5.04 Inhibition of full length recombinant human C-terminal His tagged HDAC8 expresse... 35043615
Histone deacetylase 3 IC50 = 10440.0 nM 4.98 Inhibition of recombinant human His-tagged HDAC3 expressed in baculovirus insect... 35043615

Literature References

PubMed DOI Target Context # Activities
35043615 10.1021/acs.jmedchem.1c01863 ADMET 25
35043615 10.1021/acs.jmedchem.1c01863 Unchecked 19
35043615 10.1021/acs.jmedchem.1c01863 B16-F10 14
35043615 10.1021/acs.jmedchem.1c01863 Jurkat 5
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 2
35043615 10.1021/acs.jmedchem.1c01863 Mus musculus 2
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 1 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 3 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 6 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 8 1
35043615 10.1021/acs.jmedchem.1c01863 HCT-116 1
35043615 10.1021/acs.jmedchem.1c01863 A549 1
35043615 10.1021/acs.jmedchem.1c01863 MCF7 1
35043615 10.1021/acs.jmedchem.1c01863 No relevant target 1

Data from ChEMBL 36 via Core Engine