Compound Detail

CHEMBL1929238

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CN(C)CCN1CCN(C(=O)c2cc(C(C)(C)C)sc2NC(=O)Nc2cccc(Cl)c2Cl)CCC1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1929238
Phase	Preclinical
Structure Type	MOL
InChI Key	SIUIQMQVKUUQQF-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

554.5

MW (Da)

5.23

ALogP

HBA

HBD

85.0

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H33Cl2N5O3S
MW	554.54
Aromatic Rings	2
Heavy Atoms	36
NP-Likeness	-1.88

Activity Summary

IC50 28 meas. best 7.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MAP kinase p38 CHEMBL2094115	IC50	7.66	7.66	22.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	7.66	7.66	22.0	2
Mitogen-activated protein kinase 11 CHEMBL3961	IC50	7.3	7.3	50.0	1
PBMC CHEMBL613107	IC50	6.41	6.24	390.0	2
Cytochrome P450 3A4 CHEMBL340	IC50	6.26	6.26	550.0	1
Calcium/calmodulin-dependent protein kinase type II subunit beta CHEMBL4121	IC50	5.57	5.57	2700.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	5.43	5.43	3700.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	5.41	5.41	3900.0	1
Discoidin domain-containing receptor 2 CHEMBL5122	IC50	5.16	5.16	7000.0	1
Ephrin type-B receptor 2 CHEMBL3290	IC50	5.14	5.14	7200.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	5.06	5.06	8700.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	5.06	5.06	8700.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	5.01	5.01	9800.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	IC50	4.92	4.92	12000.0	1
Protein kinase C delta type CHEMBL2996	IC50	4.82	4.82	15000.0	1
Ephrin type-A receptor 2 CHEMBL2068	IC50	4.8	4.8	16000.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	4.72	4.72	19000.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	4.7	4.7	20000.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	4.54	4.54	29000.0	1
Protein kinase C beta type CHEMBL3045	IC50	4.5	4.5	32000.0	1
Death-associated protein kinase 3 CHEMBL2468	IC50	4.5	4.5	32000.0	1
Activin receptor type-1B CHEMBL5310	IC50	4.46	4.46	35000.0	1
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	IC50	4.43	4.43	37000.0	1
Serine/threonine-protein kinase Nek3 CHEMBL5679	IC50	4.41	4.41	39000.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	IC50	4.37	4.37	43000.0	1
Angiopoietin-1 receptor CHEMBL4128	IC50	4.3	4.3	50000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	33.0	%	Rattus norvegicus
T1/2	5.667	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase 14	IC50	=	22.0	nM	7.66	Inhibition of P38alpha	22014550
MAP kinase p38	IC50	=	22.0	nM	7.66	Inhibition of MAPK p38 (unknown origin)	29133046
Mitogen-activated protein kinase 14	IC50	=	22.0	nM	7.66	Inhibition of p38alpha assessed as [33P]gamma-ATP incorporation into GST-ATF2 su...	22014550
Mitogen-activated protein kinase 11	IC50	=	50.0	nM	7.3	Inhibition of P38beta2	22014550
PBMC	IC50	=	390.0	nM	6.41	Antiinflammatory activity in human PBMC assessed as inhibition of LPS-induced TN...	22014550
Cytochrome P450 3A4	IC50	=	550.0	nM	6.26	Inhibition of CYP3A4	22014550
PBMC	IC50	=	860.0	nM	6.07	Antiinflammatory activity in human PBMC assessed as inhibition of LPS-induced TN...	22014550
Calcium/calmodulin-dependent protein kinase type II subunit beta	IC50	=	2700.0	nM	5.57	Inhibition of CAMK2beta	22014550
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	3700.0	nM	5.43	Inhibition of RET	22014550
Serine/threonine-protein kinase B-raf	IC50	=	3900.0	nM	5.41	Inhibition of BRAF (V599E)	22014550
Discoidin domain-containing receptor 2	IC50	=	7000.0	nM	5.16	Inhibition of DDR2	22014550
Ephrin type-B receptor 2	IC50	=	7200.0	nM	5.14	Inhibition of EPHB2	22014550
Ephrin type-B receptor 4	IC50	=	8700.0	nM	5.06	Inhibition of EPHB4	22014550
BDNF/NT-3 growth factors receptor	IC50	=	8700.0	nM	5.06	Inhibition of TRKB	22014550
Mitogen-activated protein kinase 9	IC50	=	9800.0	nM	5.01	Inhibition of JNK2alpha2	22014550
Calcium/calmodulin-dependent protein kinase type II subunit delta	IC50	=	12000.0	nM	4.92	Inhibition of CAMK2delta	22014550
Protein kinase C delta type	IC50	=	15000.0	nM	4.82	Inhibition of PKCdelta	22014550
Ephrin type-A receptor 2	IC50	=	16000.0	nM	4.8	Inhibition of EPHA2	22014550
Serine/threonine-protein kinase Sgk1	IC50	=	19000.0	nM	4.72	Inhibition of SGK1	22014550
Ribosomal protein S6 kinase beta-1	IC50	=	20000.0	nM	4.7	Inhibition of p70S6K	22014550

Literature References

PubMed	DOI	Target Context	# Activities
22014550	10.1016/j.bmcl.2011.09.078	Unchecked	151
22014550	10.1016/j.bmcl.2011.09.078	PBMC	2
22014550	10.1016/j.bmcl.2011.09.078	Cyclin-dependent kinase 5/CDK5 activator 1	2
22014550	10.1016/j.bmcl.2011.09.078	Protein kinase C beta type	2
22014550	10.1016/j.bmcl.2011.09.078	Mus musculus	2
22014550	10.1016/j.bmcl.2011.09.078	cGMP-dependent protein kinase 1	2
22014550	10.1016/j.bmcl.2011.09.078	Caco-2	2
22014550	10.1016/j.bmcl.2011.09.078	Mitogen-activated protein kinase 14	2
22014550	10.1016/j.bmcl.2011.09.078	ALK tyrosine kinase receptor	1
22014550	10.1016/j.bmcl.2011.09.078	Activin receptor type-1B	1
22014550	10.1016/j.bmcl.2011.09.078	RAC-beta serine/threonine-protein kinase	1
22014550	10.1016/j.bmcl.2011.09.078	Mitogen-activated protein kinase kinase kinase 5	1
22014550	10.1016/j.bmcl.2011.09.078	Aurora kinase A	1
22014550	10.1016/j.bmcl.2011.09.078	Tyrosine-protein kinase receptor UFO	1
22014550	10.1016/j.bmcl.2011.09.078	Tyrosine-protein kinase Blk	1
22014550	10.1016/j.bmcl.2011.09.078	Cytoplasmic tyrosine-protein kinase BMX	1
22014550	10.1016/j.bmcl.2011.09.078	RAC-alpha serine/threonine-protein kinase	1
29133046	10.1016/j.ejmech.2017.10.061	MAP kinase p38	1
22014550	10.1016/j.bmcl.2011.09.078	Serine/threonine-protein kinase BRSK1	1
22014550	10.1016/j.bmcl.2011.09.078	Tyrosine-protein kinase BTK	1

Data from ChEMBL 36 via Core Engine