Compound Detail

CHEMBL3692688

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CCN(CC)CCNC(=O)c1ccc(-c2noc(C(F)(F)F)n2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3692688
Phase	Preclinical
Structure Type	MOL
InChI Key	PZAVITOFPPUOOH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

356.4

MW (Da)

2.83

ALogP

HBA

HBD

71.3

PSA (Å²)

0.83

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H19F3N4O2
MW	356.35
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-1.93

Activity Summary

IC50 18 meas. best 7.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 4 CHEMBL3524	IC50	7.92	7.87	12.0	3
Histone deacetylase 5 CHEMBL2563	IC50	7.72	7.72	19.0	1
Histone deacetylase 7 CHEMBL2716	IC50	7.34	7.34	46.0	1
Unchecked CHEMBL612545	IC50	7.11	6.035	77.0	2
Histone deacetylase 6 CHEMBL1865	IC50	5.58	5.41	2600.0	2
Histone deacetylase 1 CHEMBL325	IC50	5.54	5.47	2900.0	2
Histone deacetylase 3 CHEMBL1829	IC50	5.42	5.42	3820.0	1
Histone deacetylase 8 CHEMBL3192	IC50	5.37	5.37	4260.0	1
Histone deacetylase 2 CHEMBL1937	IC50	5.21	5.21	6130.0	1
CAL-27 CHEMBL1075408	IC50	5.06	4.855	8630.0	2
THP-1 CHEMBL614245	IC50	5.03	5.03	9240.0	1
Histone deacetylase 11 CHEMBL3310	IC50	4.18	4.18	66000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 4	IC50	=	12.0	nM	7.92	Inhibition of human recombinant TEV-8His-tagged HDAC4 (648 to 1057 residues) exp...	37979441
Histone deacetylase 4	IC50	=	12.0	nM	7.92	Inhibition Assay: Human recombinant HDAC4 was expressed in full length form (aa ...	-
Histone deacetylase 4	IC50	=	17.0	nM	7.77	Inhibition of GST-tagged HDAC4 (unknown origin)	37979441
Histone deacetylase 5	IC50	=	19.0	nM	7.72	Inhibition of HDAC5 (unknown origin)	37979441
Histone deacetylase 7	IC50	=	46.0	nM	7.34	Inhibition of HDAC7 (unknown origin)	37979441
Unchecked	IC50	=	77.0	nM	7.11	Inhibition of Class IIa/8 HDAC in human THP-1 cells preincubated for 18 hrs foll...	37979441
Histone deacetylase 6	IC50	=	2600.0	nM	5.58	Inhibition Assay: A similar assay procedure as described in Test 2 was used for ...	-
Histone deacetylase 1	IC50	=	2900.0	nM	5.54	Inhibition Assay: A similar assay procedure as described in Test 2 was used for ...	-
Histone deacetylase 3	IC50	=	3820.0	nM	5.42	Inhibition of HDAC3 (unknown origin)	37979441
Histone deacetylase 1	IC50	=	4020.0	nM	5.4	Inhibition of HDAC1 (unknown origin)	37979441
Histone deacetylase 8	IC50	=	4260.0	nM	5.37	Inhibition of human recombinant HDAC8 using Boc-Lys-(Tfa)-AMC as substrate prein...	37979441
Histone deacetylase 6	IC50	=	5790.0	nM	5.24	Inhibition of human recombinant HDAC6 using Boc-Lys(Ac)-AMC as substrate preincu...	37979441
Histone deacetylase 2	IC50	=	6130.0	nM	5.21	Inhibition of human recombinant HDAC2 using Boc-Lys(Ac)-AMC as substrate preincu...	37979441
CAL-27	IC50	=	8630.0	nM	5.06	Antiproliferative activity against human CAL-27 cells overexpressing HDAC4 asses...	37979441
THP-1	IC50	=	9240.0	nM	5.03	Antiproliferative activity against human THP-1 cells assessed as inhibition of c...	37979441
Unchecked	IC50	=	10900.0	nM	4.96	Inhibition of Class I/IIb HDAC in human THP-1 cells preincubated for 18 hrs foll...	37979441
CAL-27	IC50	=	22500.0	nM	4.65	Antiproliferative activity against human CAL-27 cells without HDAC4 expression a...	37979441
Histone deacetylase 11	IC50	=	66000.0	nM	4.18	Inhibition of HDAC11 (unknown origin)	37979441

Literature References

PubMed	DOI	Target Context	# Activities
37979441	10.1016/j.ejmech.2023.115907	CAL-27	36
37979441	10.1016/j.ejmech.2023.115907	THP-1	16
37979441	10.1016/j.ejmech.2023.115907	Unchecked	10
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 4	2
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 2	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 6	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 8	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 1	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 3	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 5	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 7	1
37979441	10.1016/j.ejmech.2023.115907	Histone deacetylase 11	1

Data from ChEMBL 36 via Core Engine