Compound Detail

CHEMBL5426285

5-(6-BENZOTHIAZOLYLMETHYLENE)-3,5-DIHYDRO-2-(((1S)-1-(METHOXYMETHYL)-3-METHYLBUTYL)AMINO)-4H-IMIDAZOL-4-ONE, (5Z)-

Phase I

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Phase I

COC[C@@H](CC(C)C)NC1=N/C(=C\c2ccc3ncsc3c2)C(=O)N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5426285
Name	5-(6-BENZOTHIAZOLYLMETHYLENE)-3,5-DIHYDRO-2-(((1S)-1-(METHOXYMETHYL)-3-METHYLBUTYL)AMINO)-4H-IMIDAZOL-4-ONE, (5Z)-
Phase	Phase I
Structure Type	MOL
InChI Key	CHQYAWLKOUOTQO-QVYJARAXSA-N

Known Names

5-(6-benzothiazolylmethylene)-3,5-dihydro-2-(((1s)-1-(methoxymethyl)-3-methylbutyl)amino)-4h-imidazol-4-one, (5z)- Leucettinib-21

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

358.5

MW (Da)

2.77

ALogP

HBA

HBD

75.6

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Extended Properties

Molecular Formula	C18H22N4O2S
MW	358.47
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-0.83

Activity Summary

IC50 56 meas. best 9.3

Kd 3 meas. best 9.56

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	9.56	9.56	0.3	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	9.41	9.41	0.4	1
Cyclin-dependent kinase-like 3 CHEMBL1163117	IC50	9.3	9.3	0.5	1
Transcription initiation factor TFIID subunit 1-like CHEMBL3108641	IC50	9.22	9.22	0.6	1
Cyclin-dependent kinase-like 4 CHEMBL4523326	IC50	9.1	9.1	0.8	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	8.66	8.515	2.2	4
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	8.4	8.045	4.0	4
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	8.3	8.0333	5.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	8.22	8.1475	6.0	4
Tribbles homolog 2 CHEMBL4523417	IC50	7.94	7.94	11.5	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.75	7.55	18.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.03	6.76	93.0	3
AP2-associated protein kinase 1 CHEMBL3830	IC50	6.97	6.97	106.0	1
cGMP-dependent protein kinase 2 CHEMBL2896	IC50	6.93	6.93	118.0	1
Unchecked CHEMBL612545	IC50	6.75	6.0733	180.0	3
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	6.7	6.67	201.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	6.61	6.51	248.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.51	6.1033	310.0	3
Homeodomain-interacting protein kinase 2 CHEMBL4576	IC50	6.5	6.5	317.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	6.22	6.22	603.1	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	IC50	6.22	6.22	596.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	IC50	6.21	6.21	620.0	1
Homeodomain-interacting protein kinase 3 CHEMBL4577	IC50	6.2	6.2	634.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	IC50	5.93	5.93	1172.0	1
MIA PaCa-2 CHEMBL614725	IC50	5.92	5.92	1200.0	1
Serine/threonine-protein kinase haspin CHEMBL1075163	IC50	5.91	5.91	1225.0	1
Cyclin-dependent kinase-like 5 CHEMBL1163112	IC50	5.85	5.85	1420.0	1
PSN1 CHEMBL614241	IC50	5.85	5.85	1400.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.83	5.83	1461.0	1
KP-4 CHEMBL1075482	IC50	5.75	5.75	1800.0	1
Glycogen synthase kinase-3 CHEMBL2095188	IC50	5.7	5.7	2008.5	1
ASPC1 CHEMBL612588	IC50	5.68	5.68	2100.0	1
Serine/threonine-protein kinase TAO3 CHEMBL5701	IC50	5.66	5.66	2200.0	1
SH-SY5Y CHEMBL614910	IC50	5.54	5.54	2900.0	1
HT-22 CHEMBL614316	IC50	5.42	5.42	3800.0	1
PANC-1 CHEMBL614139	IC50	5.33	5.33	4700.0	1
BXPC-3 CHEMBL614530	IC50	5.25	5.25	5600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	0.276	nM	9.56	Binding affinity to human DYRK1A assessed as dissociation constant	38051674
Dual specificity protein kinase CLK1	Kd	=	0.388	nM	9.41	Binding affinity to human CLK1 assessed as dissociation constant	38051674
Cyclin-dependent kinase-like 3	IC50	=	0.5	nM	9.3	Inhibition of human CDKL3 assessed as remaining activity by eurofins-cerep kinas...	38051674
Transcription initiation factor TFIID subunit 1-like	IC50	=	0.6	nM	9.22	Inhibition of human TAF1L assessed as remaining activity by eurofins-cerep kinas...	38051674
Cyclin-dependent kinase-like 4	IC50	=	0.8	nM	9.1	Inhibition of human CDKL4 assessed as remaining activity by eurofins-cerep kinas...	38051674
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	2.2	nM	8.66	Inhibition of human DYRK1A using DYRKtide peptide as substrate measured after 70...	38051674
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	2.4	nM	8.62	Inhibition of human DYRK1A assessed as incorporation of 33Pi using [gamma-33P]-A...	38051674
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	3.0	nM	8.52	Inhibition of human DYRK1A using RBERCHKtide and [gamma33P]ATP as substrate incu...	37487467
Dual specificity protein kinase CLK1	IC50	=	4.0	nM	8.4	Inhibition of human CLK1 assessed as remaining activity by eurofins-cerep kinase...	38051674
Dual specificity protein kinase CLK4	IC50	=	5.0	nM	8.3	Inhibition of human CLK4 assessed as incorporation of 33Pi using [gamma-33P]-ATP...	38051674
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	5.5	nM	8.26	Inhibition of human DYRK1A assessed as remaining activity by eurofins-cerep kina...	38051674
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	6.0	nM	8.22	Inhibition of human DYRK1B assessed as remaining activity by eurofins-cerep kina...	38051674
Dual specificity protein kinase CLK4	IC50	=	6.0	nM	8.22	Inhibition of human CLK4 using MBP and [gamma33P]ATP as substrate incubated for ...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	6.7	nM	8.17	Inhibition of human DYRK1B assessed as incorporation of 33Pi using [gamma-33P]-A...	38051674
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	8.0	nM	8.1	Inhibition of human DYRK1B using RBERCHKtide and [gamma33P]ATP as substrate incu...	37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	8.0	nM	8.1	Inhibition of human DYRK1B using DYRKtide peptide as substrate measured after 70...	38051674
Dual specificity protein kinase CLK1	IC50	=	9.0	nM	8.05	Inhibition of N-terminal GST/His6-fused human full length CLK1 (1 to 484 residue...	37487467
Tribbles homolog 2	IC50	=	11.5	nM	7.94	Inhibition of human TRB2 assessed as remaining activity by eurofins-cerep kinase...	38051674
Dual specificity protein kinase CLK1	IC50	=	11.8	nM	7.93	Inhibition of human CLK1 assessed as incorporation of 33Pi using [gamma-33P]-ATP...	38051674
Dual specificity protein kinase CLK1	IC50	=	15.9	nM	7.8	Inhibition of human CLK1 using myelin basic protein as substrate measured after ...	38051674

Literature References

PubMed	DOI	Target Context	# Activities
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	10
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity protein kinase CLK1	8
38051674	10.1021/acs.jmedchem.3c01888	Unchecked	5
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity tyrosine-phosphorylation-regulated kinase 2	5
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity protein kinase CLK3	5
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity protein kinase CLK4	4
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	4
38051674	10.1021/acs.jmedchem.3c01888	Dual specificity protein kinase CLK2	4
38051674	10.1021/acs.jmedchem.3c01888	AP2-associated protein kinase 1	3
38051674	10.1021/acs.jmedchem.3c01888	Myotonin-protein kinase	3
38051674	10.1021/acs.jmedchem.3c01888	Glycogen synthase kinase-3 beta	3
38051674	10.1021/acs.jmedchem.3c01888	Homeodomain-interacting protein kinase 2	3
38051674	10.1021/acs.jmedchem.3c01888	Panel NCI-60 (60 carcinoma cell lines)	3
38051674	10.1021/acs.jmedchem.3c01888	Cyclin-dependent kinase-like 3	2
38051674	10.1021/acs.jmedchem.3c01888	Homeodomain-interacting protein kinase 3	2
38051674	10.1021/acs.jmedchem.3c01888	cGMP-dependent protein kinase 2	2
38051674	10.1021/acs.jmedchem.3c01888	Serine/threonine-protein kinase haspin	2
38051674	10.1021/acs.jmedchem.3c01888	Homeodomain-interacting protein kinase 1	2
38051674	10.1021/acs.jmedchem.3c01888	Serine/threonine-protein kinase TAO1	2
38051674	10.1021/acs.jmedchem.3c01888	Cyclin-dependent kinase-like 4	2

Data from ChEMBL 36 via Core Engine