Compound Detail

CHEMBL2208034

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O=C(Nc1ccc(-c2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1)[C@H]1CCCN1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2208034
Phase	Preclinical
Structure Type	MOL
InChI Key	ISOCDPQFIXDIMS-HSZRJFAPSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

444.5

MW (Da)

3.41

ALogP

HBA

HBD

91.4

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H28N6O2
MW	444.54
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-1.47

Activity Summary

IC50 18 meas. best 8.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	8.66	7.0767	2.2	3
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.9	6.9	125.4	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	6.87	6.87	134.3	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.86	6.86	139.7	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.67	6.67	214.2	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.65	6.65	225.8	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	6.5	6.5	313.8	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	6.46	6.46	348.3	1
Inhibitor of nuclear factor kappa-B kinase subunit beta CHEMBL1991	IC50	6.43	6.43	375.4	1
Mitogen-activated protein kinase kinase kinase 9 CHEMBL2872	IC50	6.43	6.43	370.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.32	6.32	483.6	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	6.26	6.26	554.5	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	6.26	6.26	546.7	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	6.04	6.04	910.5	1
Mus musculus CHEMBL375	IC50	5.86	5.375	1390.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	19.58	mL.min-1.kg-1	Macaca fascicularis
CL	23.29	mL.min-1.kg-1	Canis lupus familiaris
CL	2.154	mL.min-1.kg-1	Rattus norvegicus
CL	82.53	mL.min-1.kg-1	Mus musculus
Cmax	490.0	nM	Macaca fascicularis
Cmax	170.0	nM	Canis lupus familiaris
Cmax	3530.0	nM	Rattus norvegicus
Cmax	570.0	nM	Mus musculus
Cmax	640.0	nM	Macaca fascicularis
Cmax	440.0	nM	Canis lupus familiaris
Cmax	12950.0	nM	Rattus norvegicus
Cmax	5240.0	nM	Mus musculus
F	68.6	%	Macaca fascicularis
F	44.8	%	Canis lupus familiaris
F	53.6	%	Rattus norvegicus
F	54.5	%	Mus musculus
T1/2	3.36	hr	Macaca fascicularis
T1/2	5.06	hr	Canis lupus familiaris
T1/2	3.23	hr	Rattus norvegicus
T1/2	1.94	hr	Mus musculus
T1/2	3.28	hr	Macaca fascicularis
T1/2	6.0	hr	Canis lupus familiaris
T1/2	3.12	hr	Rattus norvegicus
T1/2	1.13	hr	Mus musculus
Vd	6.739	L.kg-1	Macaca fascicularis
Vd	13.4	L.kg-1	Canis lupus familiaris
Vd	0.666	L.kg-1	Rattus norvegicus
Vd	5.319	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK2	IC50	=	2.2	nM	8.66	Inhibition of JAK2	23127890
Platelet-derived growth factor receptor beta	IC50	=	125.4	nM	6.9	Inhibition of PDGFRB	23127890
Tyrosine-protein kinase JAK1	IC50	=	134.3	nM	6.87	Inhibition of JAK1	23127890
Receptor-type tyrosine-protein kinase FLT3	IC50	=	139.7	nM	6.86	Inhibition of FLT3	23127890
Tyrosine-protein kinase JAK3	IC50	=	214.2	nM	6.67	Inhibition of JAK3	23127890
Mast/stem cell growth factor receptor Kit	IC50	=	225.8	nM	6.65	Inhibition of c-KIT	23127890
Ribosomal protein S6 kinase beta-1	IC50	=	313.8	nM	6.5	Inhibition of P70S6K	23127890
Non-receptor tyrosine-protein kinase TYK2	IC50	=	348.3	nM	6.46	Inhibition of TYK2	23127890
Mitogen-activated protein kinase kinase kinase 9	IC50	=	370.0	nM	6.43	Inhibition of MLK1	23127890
Inhibitor of nuclear factor kappa-B kinase subunit beta	IC50	=	375.4	nM	6.43	Inhibition of IKKbeta	23127890
Tyrosine-protein kinase JAK2	IC50	=	386.4	nM	6.41	Inhibition of JAK2 in HEL 92.1.7 cells assessed as inhibition of STAT1 phosphory...	23127890
Vascular endothelial growth factor receptor 2	IC50	=	483.6	nM	6.32	Inhibition of KDR	23127890
Vascular endothelial growth factor receptor 3	IC50	=	554.5	nM	6.26	Inhibition of FLT4	23127890
Platelet-derived growth factor receptor alpha	IC50	=	546.7	nM	6.26	Inhibition of PDGFRA	23127890
Tyrosine-protein kinase JAK2	IC50	=	695.0	nM	6.16	Inhibition of JAK2 in HEL 92.1.7 cells assessed as inhibition of STAT3 phosphory...	23127890
Vascular endothelial growth factor receptor 1	IC50	=	910.5	nM	6.04	Inhibition of FLT1	23127890
Mus musculus	IC50	=	1390.0	nM	5.86	Inhibition of JAK2 in HEL 92.1.7 cells xenografted in po dosed nude mouse assess...	23127890
Mus musculus	IC50	=	13000.0	nM	4.89	Inhibition of JAK2 in HEL 92.1.7 cells xenografted in po dosed nude mouse assess...	23127890

Literature References

PubMed	DOI	Target Context	# Activities
23127890	10.1016/j.bmcl.2012.10.007	Mus musculus	19
23127890	10.1016/j.bmcl.2012.10.007	Unchecked	13
23127890	10.1016/j.bmcl.2012.10.007	Rattus norvegicus	9
23127890	10.1016/j.bmcl.2012.10.007	Canis familiaris	9
23127890	10.1016/j.bmcl.2012.10.007	Cynomolgus monkey	9
23127890	10.1016/j.bmcl.2012.10.007	HEL	3
23127890	10.1016/j.bmcl.2012.10.007	Tyrosine-protein kinase JAK2	3
23127890	10.1016/j.bmcl.2012.10.007	ADMET	3
23127890	10.1016/j.bmcl.2012.10.007	Plasma	3
23127890	10.1016/j.bmcl.2012.10.007	Ribosomal protein S6 kinase beta-1	1
23127890	10.1016/j.bmcl.2012.10.007	Tyrosine-protein kinase JAK3	1
23127890	10.1016/j.bmcl.2012.10.007	Non-receptor tyrosine-protein kinase TYK2	1
23127890	10.1016/j.bmcl.2012.10.007	Platelet-derived growth factor receptor alpha	1
23127890	10.1016/j.bmcl.2012.10.007	Vascular endothelial growth factor receptor 3	1
23127890	10.1016/j.bmcl.2012.10.007	Platelet-derived growth factor receptor beta	1
23127890	10.1016/j.bmcl.2012.10.007	Vascular endothelial growth factor receptor 2	1
23127890	10.1016/j.bmcl.2012.10.007	Cytochrome P450 1A2	1
23127890	10.1016/j.bmcl.2012.10.007	Cytochrome P450 2C9	1
23127890	10.1016/j.bmcl.2012.10.007	Cytochrome P450 2D6	1
23127890	10.1016/j.bmcl.2012.10.007	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine