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Compound Detail

CHEMBL4469488

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O=C(NCCc1cc(C(=O)NO)no1)c1ccc(Cl)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4469488
Phase Preclinical
Structure Type MOL
InChI Key JFGOILLZIAIYGA-UHFFFAOYSA-N
8
Targets
14
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

344.1
MW (Da)
2.07
ALogP
5
HBA
3
HBD
104.5
PSA (Ų)
0.57
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C13H11Cl2N3O4
MW 344.15
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -1.79

Activity Summary

IC50 14 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.92 7.315 12.0 4
Histone deacetylase 8
CHEMBL3192
 IC50 5.91 5.91 1230.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.86 5.35 1390.0 4
Histone deacetylase 11
CHEMBL3310
 IC50 5.29 5.29 5120.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 5.16 5.16 6910.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 5.08 5.08 8340.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.71 4.71 19500.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 4.42 4.42 38200.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.25 hr Homo sapiens
T1/2 0.6167 hr Mus musculus
T1/2 1.8 hr Homo sapiens
T1/2 0.3667 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 12.0 nM 7.92 Inhibition of recombinant human HDAC6 expressed in HEK293T/17 cells using Ac-GAK... 31414801
Histone deacetylase 6 IC50 = 12.0 nM 7.92 Inhibition of HDAC6 (unknown origin) 32815366
Histone deacetylase 6 IC50 = 75.0 nM 7.12 Inhibition of recombinant N-terminal GST-tagged human HDAC6 (1 to 1215 residues)... 31414801
Histone deacetylase 6 IC50 = 504.0 nM 6.3 Inhibition of HDAC6 CD2 (unknown origin) expressed in HEK293 cells cotransfected... 31414801
Histone deacetylase 8 IC50 = 1230.0 nM 5.91 Inhibition of recombinant human HDAC8 expressed in HEK293T/17 cells using Boc-Ly... 31414801
Histone deacetylase 1 IC50 = 1390.0 nM 5.86 Inhibition of recombinant human HDAC1 expressed in HEK293T/17 cells using Ac-GAK... 31414801
Histone deacetylase 1 IC50 = 1390.0 nM 5.86 Inhibition of HDAC1 (unknown origin) 32815366
Histone deacetylase 11 IC50 = 5120.0 nM 5.29 Inhibition of recombinant human HDAC11 expressed in HEK293T/17 cells using Boc-L... 31414801
Histone deacetylase 1 IC50 = 6673.0 nM 5.18 Inhibition of HDAC1 (unknown origin) expressed in HEK293 cells cotransfected wit... 31414801
Histone deacetylase 5 IC50 = 6910.0 nM 5.16 Inhibition of recombinant human HDAC5 expressed in HEK293T/17 cells using Boc-Ly... 31414801
Histone deacetylase 7 IC50 = 8340.0 nM 5.08 Inhibition of recombinant human HDAC7 expressed in HEK293T/17 cells using Boc-Ly... 31414801
Histone deacetylase 4 IC50 = 19500.0 nM 4.71 Inhibition of recombinant human HDAC4 expressed in HEK293T/17 cells using Boc-Ly... 31414801
Histone deacetylase 1 IC50 = 31500.0 nM 4.5 Inhibition of recombinant full length C-terminal His/FLAG tagged human HDAC1 (1 ... 31414801
Histone deacetylase 9 IC50 = 38200.0 nM 4.42 Inhibition of recombinant human HDAC9 expressed in HEK293T/17 cells using Boc-Ly... 31414801

Literature References

PubMed DOI Target Context # Activities
31414801 10.1021/acs.jmedchem.9b00946 Unchecked 19
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 6 9
31414801 10.1021/acs.jmedchem.9b00946 ADMET 8
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 4
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 1 3
- 10.6019/CHEMBL5724709 Fibroblast 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 HEK-293T 2
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 11 1
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 9 1
31414801 10.1021/acs.jmedchem.9b00946 Voltage-gated inwardly rectifying potassium channel KCNH2 1
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 8 1
31414801 10.1021/acs.jmedchem.9b00946 PC-3 1
31414801 10.1021/acs.jmedchem.9b00946 5637 1
31414801 10.1021/acs.jmedchem.9b00946 T-24 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 1 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 6 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 7 1
31414801 10.1021/acs.jmedchem.9b00946 Histone deacetylase 5 1

Data from ChEMBL 36 via Core Engine