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Compound Detail

CHEMBL4751615

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CC(C)(CNC(=O)c1cccc(-c2noc(C(F)(F)F)n2)c1)c1coc(-c2ccccc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4751615
Phase Preclinical
Structure Type MOL
InChI Key QTCSXAUJBQZZSN-UHFFFAOYSA-N
7
Targets
16
Activities
1
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

456.4
MW (Da)
5.12
ALogP
6
HBA
1
HBD
94.0
PSA (Ų)
0.43
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H19F3N4O3
MW 456.42
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.55

Activity Summary

IC50 16 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 9
CHEMBL4145
 IC50 8.62 8.21 2.4 2
Histone deacetylase 7
CHEMBL2716
 IC50 8.11 7.84 7.7 2
Histone deacetylase 4
CHEMBL3524
 IC50 6.89 6.67 128.1 2
Histone deacetylase 5
CHEMBL2563
 IC50 6.83 6.75 147.9 2
Unchecked
CHEMBL612545
 IC50 6.05 5.945 887.0 6
Histone deacetylase 8
CHEMBL3192
 IC50 5.68 5.68 2100.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.35 4.35 45000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.7667 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 9 IC50 = 2.4 nM 8.62 Inhibition of recombinant human HDAC9 using fluorogenic substrate by fluorescenc... 34875522
Histone deacetylase 7 IC50 = 7.7 nM 8.11 Inhibition of recombinant human HDAC7 using fluorogenic substrate by fluorescenc... 34875522
Histone deacetylase 9 IC50 = 16.0 nM 7.8 Inhibition of recombinant human HDAC9 using Ac-LGK(TFA)-AMC as substrate preincu... 33570940
Histone deacetylase 7 IC50 = 27.0 nM 7.57 Inhibition of recombinant human HDAC7 using Ac-LGK(TFA)-AMC as substrate pre-inc... 33570940
Histone deacetylase 4 IC50 = 128.1 nM 6.89 Inhibition of recombinant human HDAC4 using fluorogenic substrate by fluorescenc... 34875522
Histone deacetylase 5 IC50 = 147.9 nM 6.83 Inhibition of recombinant human HDAC5 using fluorogenic substrate by fluorescenc... 34875522
Histone deacetylase 5 IC50 = 216.0 nM 6.67 Inhibition of recombinant human HDAC5 using Ac-LGK(TFA)-AMC as substrate pre-inc... 33570940
Histone deacetylase 4 IC50 = 354.0 nM 6.45 Inhibition of recombinant human HDAC4 using Ac-LGK(TFA)-AMC as substrate pre-inc... 33570940
Unchecked IC50 = 887.0 nM 6.05 Inhibition of HDAC class 2a in human THP-1 cells using TFA-lysine as fluorogenic... 34875522
Unchecked IC50 = 888.0 nM 6.05 Inhibition of HDAC class 2a in human PANC-1 cells using TFA-lysine as fluorogeni... 34875522
Unchecked IC50 = 893.0 nM 6.05 Inhibition of HDAC class 2a in human L3.6pl cells using TFA-lysine as fluorogeni... 34875522
Unchecked IC50 = 1004.0 nM 6.0 Inhibition of HDAC class 2a in human HT-29 cells using TFA-lysine as fluorogenic... 34875522
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of HDAC class 2a in human HT-29 cells using Boc-Lys-TFA as substrate ... 34875522
Histone deacetylase 8 IC50 = 2100.0 nM 5.68 Inhibition of recombinant human HDAC8 using Ac-LGK(TFA)-AMC as substrate preincu... 33570940
Unchecked IC50 = 3000.0 nM 5.52 Inhibition of Class 2a histone deacetylase in human THP-1 cells using Ac-LGK(TFA... 33570940
Histone deacetylase 1 IC50 = 45000.0 nM 4.35 Inhibition of recombinant human HDAC1 using Ac-LGK(Ac)-AMC as substrate preincub... 33570940

Literature References

PubMed DOI Target Context # Activities
34875522 10.1016/j.ejmech.2021.114011 Unchecked 10
33570940 10.1021/acs.jmedchem.0c01967 Macrophage 6
34875522 10.1016/j.ejmech.2021.114011 Class 1 histone deacetylase 5
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 Fibroblast 2
33570940 10.1021/acs.jmedchem.0c01967 Class 1 histone deacetylase 2
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
33570940 10.1021/acs.jmedchem.0c01967 Histone deacetylase 8 1
33570940 10.1021/acs.jmedchem.0c01967 Unchecked 1
33570940 10.1021/acs.jmedchem.0c01967 Histone deacetylase 6 1
33570940 10.1021/acs.jmedchem.0c01967 Histone deacetylase 5 1
33570940 10.1021/acs.jmedchem.0c01967 ADMET 1
34875522 10.1016/j.ejmech.2021.114011 Histone deacetylase 4 1
34875522 10.1016/j.ejmech.2021.114011 Histone deacetylase 5 1
34875522 10.1016/j.ejmech.2021.114011 Histone deacetylase 7 1
33570940 10.1021/acs.jmedchem.0c01967 Histone deacetylase 1 1
34875522 10.1016/j.ejmech.2021.114011 Polyamine deacetylase HDAC10 1
34875522 10.1016/j.ejmech.2021.114011 Histone deacetylase 11 1
33570940 10.1021/acs.jmedchem.0c01967 Histone deacetylase 7 1

Data from ChEMBL 36 via Core Engine