Compound Detail

CHEMBL4071005

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COc1cc(Nc2nn([C@H]3COCC[C@@H]3C#N)cc2C(N)=O)ccc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4071005
Phase	Preclinical
Structure Type	MOL
InChI Key	MFWQXZZXOUIDTN-YGRLFVJLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

375.8

MW (Da)

2.49

ALogP

HBA

HBD

115.2

PSA (Å²)

0.83

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 9 meas. best 10.0

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	10.0	8.39	0.1	4
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	8.41	7.7733	3.9	3
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	7.92	7.92	12.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.4	6.4	397.0	1

Parameter	Value	Units	Species
CL	35.0	mL.min-1.kg-1	Rattus norvegicus
CL	6.0	mL.min-1.kg-1	Homo sapiens
CL	21.0	mL.min-1.kg-1	Rattus norvegicus
CL	14.0	mL.min-1.kg-1	Canis lupus familiaris
CL	350.0	mL.min-1.kg-1	Rattus norvegicus
CL	36.0	mL.min-1.kg-1	Macaca fascicularis
CL	122.0	mL.min-1.kg-1	Canis lupus familiaris
CL	19.0	mL.min-1.kg-1	Macaca fascicularis
CL	581.0	mL.min-1.kg-1	Macaca fascicularis
F	47.0	%	Rattus norvegicus
F	29.0	%	Canis lupus familiaris
F	32.0	%	Macaca fascicularis
T1/2	1.1	hr	Canis lupus familiaris
T1/2	1.6	hr	Rattus norvegicus
T1/2	2.8	hr	Macaca fascicularis

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK1	IC50	=	0.1	nM	10.0	Inhibition of GST-tagged recombinant human JAK1 catalytic domain expressed in ba...	29156136
Tyrosine-protein kinase JAK1	IC50	=	0.12	nM	9.92	Biochemical HTRF Enzyme Assay Protocol: The basic assay protocol is as follows: ...	-
Tyrosine-protein kinase JAK2	IC50	=	3.9	nM	8.41	Inhibition of GST-tagged recombinant human JAK2 catalytic domain expressed in ba...	29156136
Tyrosine-protein kinase JAK2	IC50	=	3.88	nM	8.41	Biochemical HTRF Enzyme Assay Protocol: The basic assay protocol is as follows: ...	-
Non-receptor tyrosine-protein kinase TYK2	IC50	=	12.0	nM	7.92	Inhibition of N-terminal GST-tagged recombinant human TYK2 catalytic domain expr...	29156136
Tyrosine-protein kinase JAK1	IC50	=	13.0	nM	7.89	Inhibition of JAK1 in IL6-stimulated human ME180 cells expressing stably integra...	29156136
Tyrosine-protein kinase JAK2	IC50	=	320.0	nM	6.5	Inhibition of JAK2 in EPO-stimulated human TF1 cells expressing stably integrate...	29156136
Tyrosine-protein kinase JAK3	IC50	=	397.0	nM	6.4	Inhibition of GST-tagged recombinant human JAK3 catalytic domain expressed in ba...	29156136
Tyrosine-protein kinase JAK1	IC50	=	1760.0	nM	5.75	Inhibition of JAK1 in human whole blood assessed as decrease in cytokine-stimula...	29156136

PubMed	DOI	Target Context	# Activities
29156136	10.1021/acs.jmedchem.7b01135	Rattus norvegicus	6
29156136	10.1021/acs.jmedchem.7b01135	Cynomolgus monkey	5
29156136	10.1021/acs.jmedchem.7b01135	Unchecked	4
29156136	10.1021/acs.jmedchem.7b01135	Canis familiaris	4
29156136	10.1021/acs.jmedchem.7b01135	Tyrosine-protein kinase JAK1	3
29156136	10.1021/acs.jmedchem.7b01135	Tyrosine-protein kinase JAK2	2
29156136	10.1021/acs.jmedchem.7b01135	ADMET	2
29156136	10.1021/acs.jmedchem.7b01135	Plasma	2
29156136	10.1021/acs.jmedchem.7b01135	Tyrosine-protein kinase JAK3	1
29156136	10.1021/acs.jmedchem.7b01135	Non-receptor tyrosine-protein kinase TYK2	1
29156136	10.1021/acs.jmedchem.7b01135	No relevant target	1

Data from ChEMBL 36 via Core Engine