Compound Detail

CHEMBL356066

DACINOSTAT

🧪 Phase II

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🧪 Phase II

O=C(/C=C/c1ccc(CN(CCO)CCc2c[nH]c3ccccc23)cc1)NO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL356066
Name	DACINOSTAT
Phase	Phase II
Structure Type	MOL
InChI Key	BWDQBBCUWLSASG-MDZDMXLPSA-N

Known Names

Dacinostat Laq-824 LAQ824 NVP-LAQ824

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

379.5

MW (Da)

2.72

ALogP

HBA

HBD

88.6

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem

-stat

Extended Properties

Molecular Formula	C22H25N3O3
MW	379.46
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.54

Activity Summary

IC50 61 meas. best 9.4

Ki 18 meas. best 9.26

EC50 1 meas. best 5.58

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 3 CHEMBL1829	IC50	9.4	8.4675	0.4	4
Histone deacetylase 1 CHEMBL325	Ki	9.26	9.24	0.6	2
Histone deacetylase 4 CHEMBL3524	IC50	9.0	8.0789	1.0	9
Histone deacetylase 2 CHEMBL1937	Ki	8.85	8.85	1.4	2
Histone deacetylase 1 CHEMBL325	IC50	8.59	8.1588	2.6	8
Histone deacetylase 8 CHEMBL3192	IC50	8.42	7.41	3.8	2
Histone deacetylase 3 CHEMBL1829	Ki	8.38	8.38	4.2	2
Histone deacetylase 2 CHEMBL1937	IC50	8.3	8.0625	5.0	4
Histone deacetylase 5 CHEMBL2563	IC50	8.25	7.485	5.6	2
Histone deacetylase 11 CHEMBL3310	IC50	8.25	8.25	5.6	1
Histone deacetylase 6 CHEMBL1865	IC50	8.23	8.1067	5.9	3
Histone deacetylase 7 CHEMBL2716	IC50	8.21	6.93	6.1	2
Histone deacetylase 9 CHEMBL4145	IC50	8.08	8.08	8.2	1
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	8.07	8.07	8.4	1
Histone deacetylase 6 CHEMBL1865	Ki	8.02	8.02	9.5	2
HCT-116 CHEMBL394	IC50	8.0	7.8467	10.0	6
Histone deacetylase CHEMBL2093865	IC50	7.5	7.45	32.0	4
Unchecked CHEMBL612545	IC50	7.5	7.5	32.0	1
NCI-H460 CHEMBL396	IC50	7.16	7.16	70.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.0	6.895	100.0	2
NCI-H1299 CHEMBL612255	IC50	6.82	6.82	150.0	3
Histone deacetylase 8 CHEMBL3192	Ki	6.47	6.47	340.0	2
Histone deacetylase 5 CHEMBL2563	Ki	6.38	6.38	420.0	2
ADMET CHEMBL612558	IC50	6.0	6.0	1000.0	1
Histone deacetylase 4 CHEMBL3524	Ki	5.65	5.65	2250.0	2
Trypanosoma brucei brucei CHEMBL612851	EC50	5.58	5.58	2601.0	1
Histone deacetylase 9 CHEMBL4145	Ki	5.05	5.05	9000.0	2
Histone deacetylase 7 CHEMBL2716	Ki	5.02	5.02	9500.0	2
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.99	4.974	10300.0	5
Cytochrome P450 3A4 CHEMBL340	IC50	4.85	4.85	14000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2314.1	ng.hr.mL-1	Homo sapiens
Cmax	2174.0	nM	Homo sapiens
T1/2	0.03833	hr	Rattus norvegicus
T1/2	0.2	hr	Homo sapiens
T1/2	8.29	hr	Homo sapiens
Tmax	2.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 3	IC50	=	0.4	nM	9.4	Inhibition of flag-tagged HDAC3	17956988
Histone deacetylase 1	Ki	=	0.55	nM	9.26	Inhibition of human HDAC1	20139990
Histone deacetylase 1	Ki	=	0.6	nM	9.22	Inhibition of human HDAC1	25637120
Histone deacetylase 4	IC50	=	1.0	nM	9.0	Inhibition of flag-tagged HDAC4 by Biomol assay	17956988
Histone deacetylase 4	IC50	=	1.2	nM	8.92	Inhibition of flag-tagged HDAC4	17956988
Histone deacetylase 2	Ki	=	1.4	nM	8.85	Inhibition of human HDAC2	25637120
Histone deacetylase 2	Ki	=	1.4	nM	8.85	Inhibition of human HDAC2	20139990
Histone deacetylase 4	IC50	=	2.5	nM	8.6	Inhibition of HDAC4 catalytic domain expressed in HEK293 cells by Biomol assay	17956988
Histone deacetylase 1	IC50	=	2.6	nM	8.59	Inhibition of HDAC1 in HEK293 cells	18308563
Histone deacetylase 4	IC50	=	3.0	nM	8.52	Inhibition of flag-tagged HDAC4 expressed in HEK293 cells by Biomol assay	17956988
Histone deacetylase 1	IC50	=	3.23	nM	8.49	Inhibition of human HDAC1 by fluorimetric assay	21073160
Histone deacetylase 3	IC50	=	3.6	nM	8.44	Inhibition of HDAC3 in HEK293 cells	18308563
Histone deacetylase 8	IC50	=	3.84	nM	8.42	Inhibition of human HDAC8 by fluorimetric assay	21073160
Histone deacetylase 4	IC50	=	4.0	nM	8.4	Inhibition of flag-tagged HDAC4 by pull-down assay	17956988
Histone deacetylase 3	Ki	=	4.2	nM	8.38	Inhibition of human HDAC3	20139990
Histone deacetylase 3	Ki	=	4.2	nM	8.38	Inhibition of human HDAC3	25637120
Histone deacetylase 4	IC50	=	4.4	nM	8.36	Inhibition of HDAC4 H976Y mutant expressed in Escherichia coli	18308563
Histone deacetylase 1	IC50	=	5.0	nM	8.3	Inhibition of C-terminal FLAG-tagged full length recombinant human HDAC1 express...	30108795
Histone deacetylase 2	IC50	=	5.0	nM	8.3	Inhibition of C-terminal FLAG-tagged full length recombinant human HDAC2 express...	30108795
Histone deacetylase 5	IC50	=	5.58	nM	8.25	Inhibition of human HDAC5 by fluorimetric assay	21073160

Literature References

PubMed	DOI	Target Context	# Activities
14521422	10.1021/jm030235w	Mus musculus	27
17956988	10.1073/pnas.0706487104	Histone deacetylase 4	9
21650221	10.1021/jm200388e	Voltage-gated inwardly rectifying potassium channel KCNH2	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
30108795	10.1039/C6MD00633G	Histone deacetylase 2	4
30108795	10.1039/C6MD00633G	Histone deacetylase 1	4
25637120	10.1016/j.bmc.2014.12.066	Homo sapiens	4
33691794	10.1186/s13148-021-01037-1	A549	4
18308563	10.1016/j.bmcl.2008.02.025	Histone deacetylase 4	3
21621883	10.1016/j.ejmech.2011.04.027	NCI-H23	2
21621883	10.1016/j.ejmech.2011.04.027	MOLT-4	2
21621883	10.1016/j.ejmech.2011.04.027	NCI-H460	2
17941625	10.1021/jm701079h	Histone deacetylase	2
21621883	10.1016/j.ejmech.2011.04.027	HCT-116	2
21621883	10.1016/j.ejmech.2011.04.027	NCI-H322M	2
21621883	10.1016/j.ejmech.2011.04.027	A549	2
21621883	10.1016/j.ejmech.2011.04.027	COLO 205	2
21621883	10.1016/j.ejmech.2011.04.027	HOP-92	2
21621883	10.1016/j.ejmech.2011.04.027	HOP-62	2

Data from ChEMBL 36 via Core Engine