Compound Detail

CHEMBL4471710

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O=C(CCCCCCn1cc(Nc2ncc(Cl)c(Nc3cccc(Cl)c3)n2)cn1)NO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4471710
Phase	Preclinical
Structure Type	MOL
InChI Key	FFQLSSOAWSFFMY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

464.4

MW (Da)

4.92

ALogP

HBA

HBD

117.0

PSA (Å²)

0.18

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23Cl2N7O2
MW	464.36
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-1.69

Activity Summary

IC50 12 meas. best 8.48

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	8.48	8.48	3.3	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	8.0	8.0	10.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	7.82	7.82	15.0	1
Histone deacetylase CHEMBL2093865	IC50	7.7	7.7	20.0	1
Histone deacetylase 6 CHEMBL1865	IC50	7.39	7.39	41.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	7.17	7.17	67.0	1
Jurkat CHEMBL397	IC50	7.0	7.0	100.0	1
Histone deacetylase 2 CHEMBL1937	IC50	6.89	6.89	130.0	1
MOLT-4 CHEMBL614177	IC50	6.89	6.89	130.0	1
HEL CHEMBL613888	IC50	6.85	6.85	140.0	1
K562 CHEMBL385	IC50	6.42	6.42	380.0	1
Histone deacetylase 8 CHEMBL3192	IC50	6.08	6.08	840.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK3	IC50	=	3.3	nM	8.48	Inhibition of recombinant human JAK3 using Ulight-CAGAGAIETDKEYYTVKD as substrat...	30901208
Tyrosine-protein kinase JAK2	IC50	=	10.0	nM	8.0	Inhibition of recombinant human JAK2 using Ulight-CAGAGAIETDKEYYTVKD as substrat...	30901208
Tyrosine-protein kinase JAK1	IC50	=	15.0	nM	7.82	Inhibition of recombinant human JAK1 using Ulight-CAGAGAIETDKEYYTVKD as substrat...	30901208
Histone deacetylase	IC50	=	20.0	nM	7.7	Inhibition of HDAC in human HeLa nuclear extract using Boc-Lys(acetyl)-AMC as su...	30901208
Histone deacetylase 6	IC50	=	41.0	nM	7.39	Inhibition of HDAC6 (unknown origin) using Boc-Lys(acetyl)-AMC as substrate prei...	30901208
Non-receptor tyrosine-protein kinase TYK2	IC50	=	67.0	nM	7.17	Inhibition of recombinant human TYK2 using Ulight-CAGAGAIETDKEYYTVKD as substrat...	30901208
Jurkat	IC50	=	100.0	nM	7.0	Antiproliferative activity against human Jurkat cells assessed as reduction in c...	30901208
Histone deacetylase 2	IC50	=	130.0	nM	6.89	Inhibition of HDAC2 (unknown origin) using Boc-Lys(acetyl)-AMC as substrate prei...	30901208
MOLT-4	IC50	=	130.0	nM	6.89	Antiproliferative activity against human MOLT4 cells assessed as reduction in ce...	30901208
HEL	IC50	=	140.0	nM	6.85	Antiproliferative activity against HEL cells harboring JAK2 V617F mutant assesse...	30901208
K562	IC50	=	380.0	nM	6.42	Antiproliferative activity against human K562 cells assessed as reduction in cel...	30901208
Histone deacetylase 8	IC50	=	840.0	nM	6.08	Inhibition of HDAC8 (unknown origin) using Boc-Lys(trifluoroacetyl)-AMC as subst...	30901208

Literature References

PubMed	DOI	Target Context	# Activities
30901208	10.1021/acs.jmedchem.8b01597	HEL	5
30901208	10.1021/acs.jmedchem.8b01597	K562	5
30901208	10.1021/acs.jmedchem.8b01597	Histone deacetylase 2	2
30901208	10.1021/acs.jmedchem.8b01597	Histone deacetylase 6	2
30901208	10.1021/acs.jmedchem.8b01597	Tyrosine-protein kinase JAK2	1
30901208	10.1021/acs.jmedchem.8b01597	Histone deacetylase	1
30901208	10.1021/acs.jmedchem.8b01597	Tyrosine-protein kinase JAK1	1
30901208	10.1021/acs.jmedchem.8b01597	Tyrosine-protein kinase JAK3	1
30901208	10.1021/acs.jmedchem.8b01597	Non-receptor tyrosine-protein kinase TYK2	1
30901208	10.1021/acs.jmedchem.8b01597	Histone deacetylase 8	1
30901208	10.1021/acs.jmedchem.8b01597	Histone deacetylase 1	1
30901208	10.1021/acs.jmedchem.8b01597	Histone deacetylase 3	1
30901208	10.1021/acs.jmedchem.8b01597	MOLT-4	1
30901208	10.1021/acs.jmedchem.8b01597	Jurkat	1

Data from ChEMBL 36 via Core Engine