Compound Detail

CHEMBL4095596

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CC(CCCCCC(=O)NO)n1cc(-c2ncnc3[nH]ccc23)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4095596
Phase	Preclinical
Structure Type	MOL
InChI Key	RTLKDFQWSQARBW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

342.4

MW (Da)

2.84

ALogP

HBA

HBD

108.7

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H22N6O2
MW	342.40
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-0.65

Activity Summary

IC50 20 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 6 CHEMBL1865	IC50	9.0	9.0	1.0	1
Histone deacetylase 1 CHEMBL325	IC50	8.22	8.22	6.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	7.96	7.96	11.0	1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) CHEMBL2111363	IC50	7.62	7.62	24.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	7.51	7.51	31.0	1
Histone deacetylase 2 CHEMBL1937	IC50	7.33	7.33	47.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	7.19	7.19	65.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	6.84	6.84	144.0	1
Histone deacetylase 8 CHEMBL3192	IC50	6.51	6.51	310.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.36	6.36	436.0	1
Jurkat CHEMBL397	IC50	6.33	6.33	470.0	1
MDA-MB-231 CHEMBL400	IC50	6.1	6.1	790.0	1
MCF7 CHEMBL387	IC50	6.08	6.08	840.0	1
HEL 92.1.7 CHEMBL4296425	IC50	5.88	5.88	1320.0	1
KMS-12-BM CHEMBL4296455	IC50	5.7	5.7	2020.0	1
Unchecked CHEMBL612545	IC50	5.7	5.7	2010.0	1
HCT-116 CHEMBL394	IC50	5.63	5.63	2320.0	1
PC-3 CHEMBL390	IC50	5.62	5.62	2410.0	1
Histone deacetylase 5 CHEMBL2563	IC50	5.13	5.13	7400.0	1
Histone deacetylase 9 CHEMBL4145	IC50	5.07	5.07	8500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 6	IC50	=	1.0	nM	9.0	Inhibition of N-terminal GST tagged human HDAC6 (1 to 1215 residues) expressed i...	28953386
Histone deacetylase 1	IC50	=	6.0	nM	8.22	Inhibition of C-terminal FLAG His tagged full length human recombinant HDAC1 (1 ...	28953386
Tyrosine-protein kinase JAK1	IC50	=	11.0	nM	7.96	Inhibition of human JAK1 using poly[Glu:Tyr] as substrate in presence of [gamma-...	28953386
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	IC50	=	24.0	nM	7.62	Inhibition of human recombinant HDAC3 (1 to 428 residues)/N-terminal GST-tagged ...	28953386
Polyamine deacetylase HDAC10	IC50	=	31.0	nM	7.51	Inhibition of human HDAC10 using fluorogenic peptide from p53 residues 379 to 38...	28953386
Histone deacetylase 2	IC50	=	47.0	nM	7.33	Inhibition of C-terminal GST tagged human recombinant HDAC2 (1 to 488 residues) ...	28953386
Tyrosine-protein kinase JAK2	IC50	=	65.0	nM	7.19	Inhibition of human JAK2 using poly[Glu:Tyr] as substrate in presence of [gamma-...	28953386
Non-receptor tyrosine-protein kinase TYK2	IC50	=	144.0	nM	6.84	Inhibition of human TYK2 using KKSRGDYMTMQIG as substrate in presence of [gamma-...	28953386
Histone deacetylase 8	IC50	=	310.0	nM	6.51	Inhibition of C-terminal His tagged human recombinant HDAC8 (1 to 377 residues) ...	28953386
Tyrosine-protein kinase JAK3	IC50	=	436.0	nM	6.36	Inhibition of human JAK3 using GEEEEYFELVKKKK as substrate in presence of [gamma...	28953386
Jurkat	IC50	=	470.0	nM	6.33	Antiproliferative activity against human Jurkat cells after 72 hrs by MTT assay	30243158
MDA-MB-231	IC50	=	790.0	nM	6.1	Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT as...	30243158
MCF7	IC50	=	840.0	nM	6.08	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	30243158
HEL 92.1.7	IC50	=	1320.0	nM	5.88	Antiproliferative activity against human HEL 92.1.7 cells after 72 hrs by MTT as...	30243158
KMS-12-BM	IC50	=	2020.0	nM	5.7	Antiproliferative activity against human KMS-12-BM cells after 72 hrs by MTT ass...	30243158
Unchecked	IC50	=	2010.0	nM	5.7	Antiproliferative activity against human XG6 cells after 72 hrs by MTT assay	30243158
HCT-116	IC50	=	2320.0	nM	5.63	Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay	30243158
PC-3	IC50	=	2410.0	nM	5.62	Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay	30243158
Histone deacetylase 5	IC50	=	7400.0	nM	5.13	Inhibition of C-terminal His tagged human recombinant HDAC5 (657 to 1123 residue...	28953386
Histone deacetylase 9	IC50	=	8500.0	nM	5.07	Inhibition of HDAC9 (unknown origin) in presence of ATP	28953386

Literature References

PubMed	DOI	Target Context	# Activities
28953386	10.1021/acs.jmedchem.7b00678	Unchecked	3
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 1	2
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 6	2
28953386	10.1021/acs.jmedchem.7b00678	Tyrosine-protein kinase JAK2	2
28953386	10.1021/acs.jmedchem.7b00678	Receptor-type tyrosine-protein kinase FLT3	1
30243158	10.1016/j.ejmech.2018.09.024	Unchecked	1
30243158	10.1016/j.ejmech.2018.09.024	MCF7	1
30243158	10.1016/j.ejmech.2018.09.024	MDA-MB-231	1
30243158	10.1016/j.ejmech.2018.09.024	HCT-116	1
28953386	10.1021/acs.jmedchem.7b00678	Tyrosine-protein kinase JAK1	1
28953386	10.1021/acs.jmedchem.7b00678	Tyrosine-protein kinase JAK3	1
28953386	10.1021/acs.jmedchem.7b00678	Non-receptor tyrosine-protein kinase TYK2	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 7	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 2	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 4	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 5	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 8	1
28953386	10.1021/acs.jmedchem.7b00678	Histone deacetylase 9	1
28953386	10.1021/acs.jmedchem.7b00678	Polyamine deacetylase HDAC10	1

Data from ChEMBL 36 via Core Engine