Compound Detail

CHEMBL113537

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=C(CCCCCCC(=O)C(F)(F)F)Nc1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL113537
Phase	Preclinical
Structure Type	MOL
InChI Key	KRCXZGYVOZSCSF-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

301.3

MW (Da)

4.10

ALogP

HBA

HBD

46.2

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H18F3NO2
MW	301.31
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	-0.83

Activity Summary

IC50 33 meas. best 8.52

Ki 10 meas. best 8.33

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 3/NCoR1 CHEMBL3038484	IC50	8.52	7.932	3.0	5
Histone deacetylase 7 CHEMBL2716	Ki	8.33	8.33	4.7	1
Histone deacetylase 4 CHEMBL3524	Ki	8.29	8.29	5.1	1
Histone deacetylase 3/NCoR1 CHEMBL3038484	Ki	7.96	7.1	11.0	2
Histone deacetylase 8 CHEMBL3192	Ki	7.48	6.31	33.0	2
Histone deacetylase 4 CHEMBL3524	IC50	7.4	7.4	40.0	1
Histone deacetylase 5 CHEMBL2563	IC50	7.4	7.4	40.0	1
Histone deacetylase 7 CHEMBL2716	IC50	7.4	7.4	40.0	1
Histone deacetylase 3 CHEMBL1829	IC50	6.52	6.52	300.0	1
Histone deacetylase 2 CHEMBL1937	IC50	5.85	5.51	1400.0	4
Histone deacetylase 8 CHEMBL3192	IC50	5.82	5.795	1500.0	2
Histone deacetylase 6 CHEMBL1865	IC50	5.66	5.66	2200.0	1
HT-1080 CHEMBL614580	IC50	5.66	5.66	2200.0	2
Histone deacetylase 6 CHEMBL1865	Ki	5.35	5.35	4500.0	1
Histone deacetylase 9 CHEMBL4145	IC50	5.23	5.23	5900.0	1
Histone deacetylase (HDAC1 and HDAC2) CHEMBL2111429	IC50	5.17	5.17	6700.0	1
Histone deacetylase 1 CHEMBL325	IC50	5.17	5.14	6700.0	4
Histone deacetylase CHEMBL2093865	IC50	5.17	5.17	6700.0	2
Histone deacetylase 1/8 CHEMBL3885589	IC50	5.17	5.17	6700.0	1
Histone deacetylase 1 CHEMBL325	Ki	5.01	5.01	9800.0	1
HCT-116 CHEMBL394	IC50	5.0	5.0	10070.0	1
Histone deacetylase 2 CHEMBL1937	Ki	4.96	4.96	11000.0	2
MDA-MB-435 CHEMBL614697	IC50	4.82	4.82	15000.0	2
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	4.72	4.72	19000.0	1
Histone deacetylase 11 CHEMBL3310	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 3/NCoR1	IC50	=	3.0	nM	8.52	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 7	Ki	=	4.7	nM	8.33	Inhibition of N-terminal 6His-tagged recombinant human HDAC7 assessed as hydrola...	-
Histone deacetylase 4	Ki	=	5.1	nM	8.29	Inhibition of N-terminal GST-tagged recombinant human HDAC4 assessed as hydrolas...	-
Histone deacetylase 3/NCoR1	IC50	=	7.1	nM	8.15	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 3/NCoR1	Ki	=	11.0	nM	7.96	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 3/NCoR1	IC50	=	11.0	nM	7.96	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 3/NCoR1	IC50	=	18.0	nM	7.75	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 8	Ki	=	33.0	nM	7.48	Inhibition of recombinant human HDAC8 expressed in Escherichia coli assessed as ...	-
Histone deacetylase 5	IC50	=	40.0	nM	7.4	Inhibition of human recombinant HDAC5	37276138
Histone deacetylase 7	IC50	=	40.0	nM	7.4	Inhibition of human recombinant HDAC7	37276138
Histone deacetylase 4	IC50	=	40.0	nM	7.4	Inhibition of human recombinant HDAC4	37276138
Histone deacetylase 3/NCoR1	IC50	=	52.0	nM	7.28	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 3	IC50	=	300.0	nM	6.52	Inhibition of human recombinant HDAC3	37276138
Histone deacetylase 3/NCoR1	Ki	=	570.0	nM	6.24	Inhibition of recombinant human HDAC3/NCOR1 complex expressed in insect cells as...	-
Histone deacetylase 2	IC50	=	1400.0	nM	5.85	Inhibition of human recombinant HDAC2	37276138
Histone deacetylase 2	IC50	=	1400.0	nM	5.85	Inhibition of human recombinant HDAC2 using Ac-Leu-Gly-Lys(Ac)-AMC as substrate ...	29039662
Histone deacetylase 8	IC50	=	1500.0	nM	5.82	Inhibition of HDAC8 assessed as substrate deacetylation using N-acetyl-L-Arg-LHi...	21875805
Histone deacetylase 8	IC50	=	1700.0	nM	5.77	Inhibition of human recombinant HDAC8	37276138
HT-1080	IC50	=	2200.0	nM	5.66	Anti-proliferative activity against human tumor cell line HT1080	12419380
Histone deacetylase 6	IC50	=	2200.0	nM	5.66	Inhibition of human recombinant HDAC6	37276138

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1039/C5MD00451A	Histone deacetylase 3/NCoR1	9
37651268	10.1021/acs.jmedchem.3c01160	Histone deacetylase 3	5
37651268	10.1021/acs.jmedchem.3c01160	Histone deacetylase 8	5
37651268	10.1021/acs.jmedchem.3c01160	Histone deacetylase 1	4
37651268	10.1021/acs.jmedchem.3c01160	Histone deacetylase 2	4
-	10.1039/C5MD00451A	Histone deacetylase 8	4
37276138	10.1021/acs.jmedchem.3c00226	Histone deacetylase 1	3
-	10.1039/C5MD00451A	Histone deacetylase 6	3
37276138	10.1021/acs.jmedchem.3c00226	Histone deacetylase 2	3
-	10.1039/C5MD00451A	Histone deacetylase 2	3
-	10.1039/C5MD00451A	Histone deacetylase 1	3
36244186	10.1016/j.ejmech.2022.114807	ADMET	2
21875805	10.1016/j.bmcl.2011.07.100	Acetylpolyamine amidohydrolase	1
21875805	10.1016/j.bmcl.2011.07.100	Histone deacetylase 1/8	1
12419380	10.1016/s0960-894x(02)00754-0	MDA-MB-435	1
37276138	10.1021/acs.jmedchem.3c00226	Histone deacetylase 11	1
12419380	10.1016/s0960-894x(02)00754-0	Histone deacetylase (HDAC1 and HDAC2)	1
29039662	10.1021/acs.jmedchem.7b00718	Histone deacetylase 1	1
15149697	10.1016/j.bmcl.2004.03.063	Histone deacetylase	1
14613312	10.1021/jm0303094	HT-1080	1

Data from ChEMBL 36 via Core Engine