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Compound Detail

CHEMBL3110021

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O=C(NO)[C@@H]1[C@H](c2ccccc2)[C@H]1c1ccc(-c2cnco2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3110021
Phase Preclinical
Structure Type MOL
InChI Key PYWCXCBMYMFPTR-KZNAEPCWSA-N
11
Targets
16
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

320.4
MW (Da)
3.34
ALogP
4
HBA
2
HBD
75.4
PSA (Ų)
0.57
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H16N2O3
MW 320.35
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.21

Activity Summary

IC50 16 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 5
CHEMBL2563
 IC50 8.4 8.4 4.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 7.7 7.1533 20.0 6
Histone deacetylase 7
CHEMBL2716
 IC50 7.52 7.52 30.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 7.4 7.4 40.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 7.22 7.22 60.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.44 6.44 360.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.4 6.4 400.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.57 5.57 2700.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 4.92 4.92 12000.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.5 4.5 32000.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 4.37 4.37 43000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 33.33 mL.min-1.kg-1 Mus musculus
CL 36.0 mL.min-1.kg-1 Homo sapiens
CL 89.0 mL.min-1.kg-1 Mus musculus
CL 89.0 mL.min-1.kg-1 Mus musculus
CL 36.0 mL.min-1.kg-1 Homo sapiens
F 84.0 % Mus musculus
Fu 0.026 - Mus musculus
T1/2 0.4 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 5 IC50 = 4.0 nM 8.4 Inhibition of human recombinant HDAC5 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 4 IC50 = 20.0 nM 7.7 Inhibition of human recombinant HDAC4 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 4 IC50 = 20.0 nM 7.7 Inhibition Assay: 5 μl of each solution of 1:20 diluted compound from above is t... -
Histone deacetylase 7 IC50 = 30.0 nM 7.52 Inhibition of human recombinant HDAC7 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 4 IC50 = 30.0 nM 7.52 Inhibition of HDAC4 catalytic domain (unknown origin) using Boc-Lys(TFA)-AMC as ... 26819662
Histone deacetylase 9 IC50 = 40.0 nM 7.4 Inhibition of human recombinant HDAC9 catalytic domain using Boc_Lys_TFA as subs... 24261862
Cytochrome P450 2C19 IC50 = 60.0 nM 7.22 Inhibition of human CYP2C19 24261862
Histone deacetylase 4 IC50 = 200.0 nM 6.7 Inhibition of HDAC4 (unknown origin) 36490325
Histone deacetylase 4 IC50 = 220.0 nM 6.66 Inhibition of HDAC4 in human Jurkat E6.1 cells using Boc-Lys-TFA as substrate in... 24261862
Histone deacetylase 4 IC50 = 230.0 nM 6.64 Inhibition of HDAC4 in human Jurkat E6-1 cells using Lys-TFA as substrate 26819662
Histone deacetylase 8 IC50 = 360.0 nM 6.44 Inhibition of human recombinant full length HDAC8 using Boc_Lys_TFA as substrate... 24261862
Cytochrome P450 2C9 IC50 = 400.0 nM 6.4 Inhibition of human CYP2C9 24261862
Cytochrome P450 2D6 IC50 = 2700.0 nM 5.57 Inhibition of human CYP2D6 24261862
Histone deacetylase 3 IC50 = 12000.0 nM 4.92 Inhibition of human recombinant full length HDAC3-NCoR2 using Lys_Ac_AMC as subs... 24261862
Histone deacetylase 1 IC50 = 32000.0 nM 4.5 Inhibition of human recombinant full length HDAC1 using (Ac)Arg-Gly-Lys(Ac) as s... 24261862
Histone deacetylase 2 IC50 = 43000.0 nM 4.37 Inhibition of human recombinant full length HDAC2 using (Ac)Arg-Gly-Lys(Ac) as s... 24261862

Literature References

PubMed DOI Target Context # Activities
24261862 10.1021/jm4011884 Mus musculus 4
24261862 10.1021/jm4011884 Brain 3
24261862 10.1021/jm4011884 Histone deacetylase 4 3
24261862 10.1021/jm4011884 ADMET 3
24261862 10.1021/jm4011884 Plasma 3
24261862 10.1021/jm4011884 Muscle 3
26819662 10.1021/acsmedchemlett.5b00302 Histone deacetylase 4 2
26819662 10.1021/acsmedchemlett.5b00302 MDCK 2
24261862 10.1021/jm4011884 Nucleic Acid 2
24261862 10.1021/jm4011884 Unchecked 2
24261862 10.1021/jm4011884 Histone deacetylase 2 1
24261862 10.1021/jm4011884 Histone deacetylase 7 1
24261862 10.1021/jm4011884 Histone deacetylase 9 1
36490325 10.1021/acs.jmedchem.2c00799 Histone deacetylase 4 1
24261862 10.1021/jm4011884 Histone deacetylase 8 1
24261862 10.1021/jm4011884 Histone deacetylase 1 1
24261862 10.1021/jm4011884 Cytochrome P450 2D6 1
24261862 10.1021/jm4011884 Liver microsome 1
24261862 10.1021/jm4011884 Molecular identity unknown 1
24261862 10.1021/jm4011884 Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine