Compound Detail

CHEMBL2105763

QUISINOSTAT

🧪 Phase II

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🧪 Phase II

Cn1cc(CNCC2CCN(c3ncc(C(=O)NO)cn3)CC2)c2ccccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2105763
Name	QUISINOSTAT
Phase	Phase II
Structure Type	MOL
InChI Key	PAWIYAYFNXQGAP-UHFFFAOYSA-N

Known Names

JNJ 26481585 JNJ-26481585 Quisinostat

Targets

101

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

394.5

MW (Da)

2.09

ALogP

HBA

HBD

95.3

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-stat
USAN Year	2011

Extended Properties

Molecular Formula	C21H26N6O2
MW	394.48
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.24

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Histone deacetylase inhibitor	INHIBITOR	Histone deacetylase	✓	✓

Indications

Lymphoma, T-Cell, Cutaneous Ovarian Neoplasms Lymphoma

Activity Summary

IC50 73 meas. best 10.0

Ki 24 meas. best 10.52

EC50 2 meas. best 8.19

Kd 2 meas. best 7.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 1 CHEMBL325	Ki	10.52	9.3267	0.0	3
Polyamine deacetylase HDAC10 CHEMBL5103	Ki	10.3	9.1633	0.1	3
Histone deacetylase 2 CHEMBL1937	Ki	10.22	8.865	0.1	2
Histone deacetylase 11 CHEMBL3310	Ki	10.15	8.02	0.1	2
Histone deacetylase 1 CHEMBL325	IC50	10.0	9.474	0.1	10
Histone deacetylase 2 CHEMBL1937	IC50	9.52	8.9922	0.3	9
Histone deacetylase 4 CHEMBL3524	Ki	9.52	8.845	0.3	2
Histone deacetylase 11 CHEMBL3310	IC50	9.43	9.415	0.4	2
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	9.34	8.5729	0.5	7
Histone deacetylase 8 CHEMBL3192	Ki	9.3	8.46	0.5	2
Histone deacetylase 4 CHEMBL3524	IC50	9.22	8.7725	0.6	4
Histone deacetylase 7 CHEMBL2716	Ki	8.77	7.975	1.7	2
Plasmodium falciparum CHEMBL364	IC50	8.76	8.52	1.8	5
Histone deacetylase 3 CHEMBL1829	IC50	8.74	8.5767	1.8	3
Histone deacetylase 3 CHEMBL1829	Ki	8.68	8.525	2.1	2
Histone deacetylase 5 CHEMBL2563	Ki	8.68	8.525	2.1	2
Histone deacetylase 5 CHEMBL2563	IC50	8.43	8.3175	3.7	4
Histone deacetylase 9 CHEMBL4145	Ki	8.42	8.35	3.8	2
Histone deacetylase 8 CHEMBL3192	IC50	8.4	7.5717	4.0	6
Histone deacetylase 7 CHEMBL2716	IC50	8.39	7.9	4.0	3
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) CHEMBL2111363	IC50	8.31	8.3067	4.9	3
Unchecked CHEMBL612545	IC50	8.25	7.5075	5.6	4
HuT78 CHEMBL613978	EC50	8.19	8.19	6.5	1
Histone deacetylase 9 CHEMBL4145	IC50	8.17	7.9467	6.7	3
Histone deacetylase 6 CHEMBL1865	Ki	7.77	7.115	16.9	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	7.72	7.72	19.0	1
Histone deacetylase 8 CHEMBL3192	Kd	7.64	7.64	22.7	1
Histone deacetylase 8 CHEMBL3797017	Kd	7.55	7.55	28.4	1
Trypanosoma brucei brucei CHEMBL612851	EC50	7.54	7.54	29.0	1
HepG2 CHEMBL395	IC50	7.52	7.52	30.0	1
Histone deacetylase 6 CHEMBL1865	IC50	7.46	7.2025	34.9	4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	7.41	7.41	39.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	7.27	7.27	54.0	1
HEK-293T CHEMBL3706568	IC50	7.22	7.22	60.0	1
Histone deacetylase 8 CHEMBL3797017	IC50	6.52	6.52	303.4	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	9.77	ng.hr.mL-1	Homo sapiens
AUC	157.0	ng.hr.mL-1	Mus musculus
AUC	180.0	ng.hr.mL-1	Mus musculus
CL	8.53	mL.min-1.kg-1	Mus musculus
Cmax	3.0	nM	Homo sapiens
Cmax	225.61	nM	Mus musculus
T1/2	10.5	hr	Mus musculus
T1/2	6.13	hr	Mus musculus
Tmax	4.0	hr	Homo sapiens
Tmax	0.08	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 1	Ki	=	0.03	nM	10.52	Inhibition of human HDAC1	25637120
Polyamine deacetylase HDAC10	Ki	=	0.05	nM	10.3	Inhibition of human HDAC10	25637120
Histone deacetylase 2	Ki	=	0.06	nM	10.22	Inhibition of human HDAC2	25637120
Histone deacetylase 11	Ki	=	0.07	nM	10.15	Inhibition of human HDAC11	25637120
Histone deacetylase 1	IC50	=	0.1	nM	10.0	Inhibition of human HDAC1 expressed in baculovirus infected sf9 cells using p53 ...	32608981
Histone deacetylase 1	IC50	=	0.11	nM	9.96	Inhibition of recombinant full length C-terminal FLAG His-tagged human HDAC1 exp...	33661013
Histone deacetylase 1	IC50	=	0.11	nM	9.96	Inhibition of HDAC1 (unknown origin)	33714914
Histone deacetylase 1	IC50	=	0.11	nM	9.96	Inhibition of HDAC1 (unknown origin) by fluorescence based assay	38183777
Histone deacetylase 1	IC50	=	0.11	nM	9.96	Inhibition of full length recombinant human HDAC1 expressed in baculovirus infec...	27606546
Histone deacetylase 2	IC50	=	0.3	nM	9.52	Inhibition of human HDAC2 expressed in baculovirus infected sf9 cells using p53 ...	32608981
Histone deacetylase 4	Ki	=	0.3	nM	9.52	Inhibition of human HDAC4	25637120
Histone deacetylase 2	IC50	=	0.33	nM	9.48	Inhibition of full length recombinant human HDAC2 expressed in baculovirus infec...	27606546
Histone deacetylase 2	IC50	=	0.33	nM	9.48	Inhibition of recombinant full length C-terminal GST fusion-tagged human HDAC2 e...	33661013
Histone deacetylase 2	IC50	=	0.33	nM	9.48	Inhibition of HDAC2 (unknown origin)	33714914
Histone deacetylase 11	IC50	=	0.37	nM	9.43	Inhibition of HDAC11 (unknown origin)	33714914
Histone deacetylase 11	IC50	=	0.4	nM	9.4	Inhibition of human HDAC11 expressed in baculovirus infected sf9 cells using (Bo...	32608981
Histone deacetylase 1	IC50	=	0.46	nM	9.34	Inhibition of recombinant human full length C-terminal His/FLAG tagged HDAC1 (1 ...	35175762
Polyamine deacetylase HDAC10	IC50	=	0.46	nM	9.34	Inhibition of HDAC10 (unknown origin)	33714914
Histone deacetylase 1	Ki	=	0.48	nM	9.32	Inhibition of human recombinant HDAC1 using Fluor de Lys as substrate after 2 hr...	30122227
Histone deacetylase 8	Ki	=	0.5	nM	9.3	Inhibition of human HDAC8	25637120

Literature References

PubMed	DOI	Target Context	# Activities
35175762	10.1021/acs.jmedchem.1c01993	ADMET	14
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
30347148	10.1021/acs.jmedchem.8b01087	Histone deacetylase 8	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
35175762	10.1021/acs.jmedchem.1c01993	Plasmodium falciparum	12
35175762	10.1021/acs.jmedchem.1c01993	Unchecked	8
30122227	10.1016/j.bmcl.2018.06.029	Unchecked	7
30347148	10.1021/acs.jmedchem.8b01087	Unchecked	6
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5
28218840	10.1021/acs.jmedchem.6b01507	Leukotriene A-4 hydrolase	5
25637120	10.1016/j.bmc.2014.12.066	Homo sapiens	3
30122227	10.1016/j.bmcl.2018.06.029	No relevant target	2
30122227	10.1016/j.bmcl.2018.06.029	Histone deacetylase 1	2
30964290	10.1021/acs.jmedchem.8b01936	Polyamine deacetylase HDAC10	2
25637120	10.1016/j.bmc.2014.12.066	Polyamine deacetylase HDAC10	1
27606546	10.1021/acs.jmedchem.6b00908	Histone deacetylase 1	1
25637120	10.1016/j.bmc.2014.12.066	Histone deacetylase 11	1
25637120	10.1016/j.bmc.2014.12.066	Histone deacetylase 4	1
25637120	10.1016/j.bmc.2014.12.066	Trypanosoma brucei brucei	1

Data from ChEMBL 36 via Core Engine