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Compound Detail

CHEMBL4177129

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O=C(NO)c1ccc(CN(CCCCO)C(=O)Nc2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4177129
Phase Preclinical
Structure Type MOL
InChI Key PDBSLDBGQHDGCM-UHFFFAOYSA-N
9
Targets
11
Activities
1
Assay Types
4
PK Parameters
16
Publications
0
Known Names

Molecular Properties

357.4
MW (Da)
2.61
ALogP
4
HBA
4
HBD
101.9
PSA (Ų)
0.33
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H23N3O4
MW 357.41
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.20

Activity Summary

IC50 11 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 9.3 9.18 0.5 2
Histone deacetylase 1
CHEMBL325
 IC50 6.83 6.185 148.0 2
Histone deacetylase 2
CHEMBL1937
 IC50 6.57 6.57 268.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.32 6.32 478.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.24 6.24 581.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 5.71 5.71 1930.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 5.04 5.04 9130.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.85 4.85 14000.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 4.53 4.53 29700.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 24.0 hr -
T1/2 5.0 hr -
T1/2 5.0 hr Homo sapiens
T1/2 3.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 0.5 nM 9.3 Inhibition of human HDAC6 expressed in HEK293/T17 cells using pre-incubated for ... 32815366
Histone deacetylase 6 IC50 = 0.87 nM 9.06 Inhibition of recombinant human full length HDAC6 expressed in baculovirus infec... 29057046
Histone deacetylase 1 IC50 = 148.0 nM 6.83 Inhibition of human HDAC1 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 2 IC50 = 268.0 nM 6.57 Inhibition of human HDAC2 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 8 IC50 = 478.0 nM 6.32 Inhibition of human HDAC8 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 3 IC50 = 581.0 nM 6.24 Inhibition of human HDAC3 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 7 IC50 = 1930.0 nM 5.71 Inhibition of human HDAC7 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 1 IC50 = 2913.0 nM 5.54 Inhibition of recombinant human full length HDAC1 expressed in baculovirus infec... 29057046
Histone deacetylase 5 IC50 = 9130.0 nM 5.04 Inhibition of human HDAC5 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 4 IC50 = 14000.0 nM 4.85 Inhibition of human HDAC4 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366
Histone deacetylase 9 IC50 = 29700.0 nM 4.53 Inhibition of human HDAC9 expressed in HEK293/T17 cells pre-incubated for 10 min... 32815366

Literature References

PubMed DOI Target Context # Activities
32815366 10.1021/acs.jmedchem.0c00567 Unchecked 12
32815366 10.1021/acs.jmedchem.0c00567 ADMET 3
29057046 10.1021/acsmedchemlett.7b00223 Unchecked 2
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 6 2
29057046 10.1021/acsmedchemlett.7b00223 Histone deacetylase 1 1
29057046 10.1021/acsmedchemlett.7b00223 Histone deacetylase 6 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 1 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 2 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 3 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 4 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 5 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 7 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 8 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 9 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 11 1
32815366 10.1021/acs.jmedchem.0c00567 Histone deacetylase 1

Data from ChEMBL 36 via Core Engine