Compound Detail

CHEMBL4249925

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CS(=O)(=O)Nc1cccc(CC(=O)Nc2nc(-c3c[nH]c4ncccc34)cs2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4249925
Phase	Preclinical
Structure Type	MOL
InChI Key	HIUHVDROHDSKTC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

427.5

MW (Da)

3.24

ALogP

HBA

HBD

116.8

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H17N5O3S2
MW	427.51
Aromatic Rings	4
Heavy Atoms	29
NP-Likeness	-2.09

Activity Summary

Ki 24 meas. best 8.7

IC50 4 meas. best 7.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Rho-associated protein kinase 1 CHEMBL3231	Ki	8.7	8.46	2.0	2
THP-1 CHEMBL614245	IC50	7.7	7.68	20.0	2
Unchecked CHEMBL612545	Ki	7.32	7.32	48.0	2
Serine/threonine-protein kinase N2 CHEMBL3032	Ki	7.11	7.11	77.0	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	7.03	7.03	94.0	1
Ribosomal protein S6 kinase CHEMBL3832633	Ki	7.0	7.0	100.0	1
Citron Rho-interacting kinase CHEMBL5579	Ki	6.8	6.8	160.0	1
Protein kinase C gamma type CHEMBL2938	Ki	6.68	6.68	210.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	6.6	6.6	250.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	6.55	6.55	280.0	1
Protein kinase C theta type CHEMBL3920	Ki	6.54	6.54	290.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	6.4	6.4	400.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	6.4	6.4	400.0	1
Protein kinase C epsilon type CHEMBL3582	Ki	6.16	6.16	690.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	6.05	6.05	890.0	1
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	Ki	6.03	6.03	940.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.0	6.0	1000.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	Ki	5.89	5.89	1300.0	1
CDK2/Cyclin A2 CHEMBL3038469	Ki	5.82	5.82	1500.0	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Ki	5.72	5.72	1900.0	1
Protein kinase C beta type CHEMBL3045	Ki	5.68	5.68	2090.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Ki	5.66	5.66	2200.0	1
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	Ki	5.57	5.57	2700.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.08	5.08	8300.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	9200.0	ng.hr.mL-1	Rattus norvegicus
AUC	2400.0	ng.hr.mL-1	Rattus norvegicus
CL	7.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	2105.21	nM	Rattus norvegicus
F	38.0	%	Rattus norvegicus
T1/2	2.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Rho-associated protein kinase 1	Ki	=	2.0	nM	8.7	Inhibition of ROCK1 (6 to 553 residues) (unknown origin) using Lys-Lys-Arg-Asn-A...	30082069
Rho-associated protein kinase 1	Ki	=	6.0	nM	8.22	Inhibition of ROCK1 (unknown origin)	33259926
THP-1	IC50	=	20.0	nM	7.7	Antimigratory activity against human THP-1 cells	33259926
THP-1	IC50	=	22.0	nM	7.66	Antimigratory activity in human THP1 cells assessed as inhibition of MCP-1 media...	30082069
Unchecked	Ki	=	48.0	nM	7.32	Inhibition of PKA (unknown origin) using Leu-Arg-Arg-Ala-Ser-Leu-Gly as substrat...	30082069
Unchecked	Ki	=	48.0	nM	7.32	Inhibition of PKA (unknown origin)	30082069
Serine/threonine-protein kinase N2	Ki	=	77.0	nM	7.11	Inhibition of PRK2 (unknown origin)	30082069
Ribosomal protein S6 kinase alpha-5	Ki	=	94.0	nM	7.03	Inhibition of MSK1 (unknown origin)	30082069
Ribosomal protein S6 kinase	Ki	=	100.0	nM	7.0	Inhibition of p70S6K (unknown origin)	30082069
Citron Rho-interacting kinase	Ki	=	160.0	nM	6.8	Inhibition of CIT (unknown origin)	30082069
Protein kinase C gamma type	Ki	=	210.0	nM	6.68	Inhibition of PKCgamma (unknown origin)	30082069
Receptor-type tyrosine-protein kinase FLT3	Ki	=	250.0	nM	6.6	Inhibition of FLT3 (unknown origin)	30082069
Tyrosine-protein kinase JAK3	Ki	=	280.0	nM	6.55	Inhibition of JAK3 (unknown origin)	30082069
Protein kinase C theta type	Ki	=	290.0	nM	6.54	Inhibition of PKCtheta (unknown origin)	30082069
Glycogen synthase kinase-3 beta	Ki	=	400.0	nM	6.4	Inhibition of GSK3beta (unknown origin)	30082069
Tyrosine-protein kinase JAK2	Ki	=	400.0	nM	6.4	Inhibition of JAK2 (unknown origin)	30082069
Protein kinase C epsilon type	Ki	=	690.0	nM	6.16	Inhibition of PKCepsilon (unknown origin)	30082069
Mitogen-activated protein kinase 1	Ki	=	890.0	nM	6.05	Inhibition of Erk2 (unknown origin)	30082069
Ribosomal protein S6 kinase alpha-2	Ki	=	940.0	nM	6.03	Inhibition of RSK3 (unknown origin)	30082069
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Ki	=	1000.0	nM	6.0	Inhibition of DYRK1A (unknown origin)	30082069

Literature References

PubMed	DOI	Target Context	# Activities
33259926	10.1016/j.bmcl.2020.127721	ADMET	9
30082069	10.1016/j.bmcl.2018.06.040	Unchecked	3
30082069	10.1016/j.bmcl.2018.06.040	Calcium/calmodulin-dependent protein kinase type II subunit beta	2
30082069	10.1016/j.bmcl.2018.06.040	Serine/threonine-protein kinase TBK1	2
30082069	10.1016/j.bmcl.2018.06.040	Protein kinase C beta type	2
30082069	10.1016/j.bmcl.2018.06.040	Serine/threonine-protein kinase Sgk1	2
33259926	10.1016/j.bmcl.2020.127721	Rho-associated protein kinase 1	1
30082069	10.1016/j.bmcl.2018.06.040	AMP-activated protein kinase, AMPK	1
30082069	10.1016/j.bmcl.2018.06.040	Serine/threonine-protein kinase ATR	1
30082069	10.1016/j.bmcl.2018.06.040	RAC-beta serine/threonine-protein kinase	1
30082069	10.1016/j.bmcl.2018.06.040	Aurora kinase B	1
30082069	10.1016/j.bmcl.2018.06.040	Aurora kinase C	1
30082069	10.1016/j.bmcl.2018.06.040	Tyrosine-protein kinase Blk	1
30082069	10.1016/j.bmcl.2018.06.040	Cytoplasmic tyrosine-protein kinase BMX	1
30082069	10.1016/j.bmcl.2018.06.040	Serine/threonine-protein kinase BRSK1	1
30082069	10.1016/j.bmcl.2018.06.040	Serine/threonine-protein kinase BRSK2	1
30082069	10.1016/j.bmcl.2018.06.040	RAC-alpha serine/threonine-protein kinase	1
30082069	10.1016/j.bmcl.2018.06.040	MAP/microtubule affinity-regulating kinase 3	1
30082069	10.1016/j.bmcl.2018.06.040	Tyrosine-protein kinase ABL1	1
30082069	10.1016/j.bmcl.2018.06.040	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine