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Compound Detail

CHEMBL5173493

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CCNNC(=O)c1ccc(CN2c3ccccc3C=Cc3ccncc32)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5173493
Phase Preclinical
Structure Type MOL
InChI Key ZNRZSMMDQXGEGA-UHFFFAOYSA-N
5
Targets
14
Activities
2
Assay Types
7
PK Parameters
15
Publications
0
Known Names

Molecular Properties

370.5
MW (Da)
4.16
ALogP
4
HBA
2
HBD
57.3
PSA (Ų)
0.66
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H22N4O
MW 370.46
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.82

Activity Summary

IC50 10 meas. best 7.72
Ki 4 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 Ki 8.52 8.52 3.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 7.72 7.155 19.0 6
Histone deacetylase 3
CHEMBL1829
 Ki 6.37 6.37 430.0 1
Histone deacetylase 1
CHEMBL325
 Ki 6.06 6.06 875.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 5.99 5.99 1030.0 1
Histone deacetylase 2
CHEMBL1937
 Ki 5.98 5.98 1040.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.82 5.82 1530.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.69 5.69 2060.0 1
J774.A1
CHEMBL614040
 IC50 5.58 5.58 2610.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2755.0 ng.hr.mL-1 Mus musculus
AUC 10292.0 ng.hr.mL-1 Mus musculus
Cmax 12427.79 nM Mus musculus
Cmax 15035.36 nM Mus musculus
F 93.4 % Mus musculus
T1/2 7.95 hr Mus musculus
T1/2 6.8 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 Ki = 3.0 nM 8.52 Binding affinity to recombinant HDAC6 (unknown origin) assessed as inhibition co... 36073117
Histone deacetylase 6 IC50 = 19.0 nM 7.72 Inhibition of recombinant HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 6 IC50 = 31.66 nM 7.5 Inhibition of recombinant HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 6 IC50 = 32.48 nM 7.49 Inhibition of recombinant HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 6 IC50 = 51.01 nM 7.29 Inhibition of recombinant HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 6 IC50 = 257.3 nM 6.59 Inhibition of recombinant HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 3 Ki = 430.0 nM 6.37 Binding affinity to recombinant HDAC3 (unknown origin) assessed as inhibition co... 36073117
Histone deacetylase 6 IC50 = 460.6 nM 6.34 Inhibition of recombinant HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 1 Ki = 875.0 nM 6.06 Binding affinity to recombinant HDAC1 (unknown origin) assessed as inhibition co... 36073117
Histone deacetylase 3 IC50 = 1030.0 nM 5.99 Inhibition of recombinant HDAC3 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 2 Ki = 1040.0 nM 5.98 Binding affinity to recombinant HDAC2 (unknown origin) assessed as inhibition co... 36073117
Histone deacetylase 1 IC50 = 1530.0 nM 5.82 Inhibition of recombinant HDAC1 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
Histone deacetylase 2 IC50 = 2060.0 nM 5.69 Inhibition of recombinant HDAC2 (unknown origin) using Boc-Lys(acetyl)-AMC as su... 36073117
J774.A1 IC50 = 2610.0 nM 5.58 Antiinflammatory activity against LPS primed mouse J774.A1 cells assessed suppre... 36073117

Literature References

PubMed DOI Target Context # Activities
36073117 10.1021/acs.jmedchem.2c00853 ADMET 20
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 6 15
36073117 10.1021/acs.jmedchem.2c00853 Unchecked 7
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 1 2
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 2 2
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 3 2
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 4 1
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 5 1
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 7 1
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 8 1
36073117 10.1021/acs.jmedchem.2c00853 Histone deacetylase 9 1
36073117 10.1021/acs.jmedchem.2c00853 J774.A1 1
36073117 10.1021/acs.jmedchem.2c00853 HEK293 1
36073117 10.1021/acs.jmedchem.2c00853 L02 1
36073117 10.1021/acs.jmedchem.2c00853 NCM460 1

Data from ChEMBL 36 via Core Engine