Compound Detail

CHEMBL5178368

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CCCNc1ccc2ncc(-c3ccc4[nH]ncc4c3)n2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5178368
Phase	Preclinical
Structure Type	MOL
InChI Key	CZZCAOGIEGXMBZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

292.4

MW (Da)

3.09

ALogP

HBA

HBD

70.9

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H16N6
MW	292.35
Aromatic Rings	4
Heavy Atoms	22
NP-Likeness	-2.08

Activity Summary

IC50 25 meas. best 8.7

EC50 10 meas. best 6.51

Kd 1 meas. best 4.43

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase haspin CHEMBL1075163	IC50	8.7	8.604	2.0	5
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	8.1	8.1	8.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL5508	IC50	7.89	7.89	13.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	7.54	7.54	29.0	1
Unchecked CHEMBL612545	IC50	7.54	7.54	29.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.39	6.725	41.0	2
Glycogen synthase kinase-3 beta CHEMBL262	IC50	7.28	6.88	53.0	2
Casein kinase I isoform epsilon CHEMBL4937	IC50	7.0	7.0	99.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.92	6.92	119.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	6.79	6.79	162.0	1
IEC-6 CHEMBL4296440	EC50	6.51	6.51	310.0	1
HeLa CHEMBL399	EC50	6.39	6.39	410.0	1
MIA PaCa-2 CHEMBL614725	EC50	6.32	6.32	480.0	1
A-375 CHEMBL613859	EC50	6.24	6.24	570.0	1
CDK2/Cyclin A2 CHEMBL3038469	IC50	6.19	6.19	652.0	1
Raji CHEMBL614628	EC50	6.09	6.09	820.0	1
MCF7 CHEMBL387	EC50	6.07	6.07	860.0	1
U2OS CHEMBL615023	EC50	6.05	6.05	900.0	1
ACHN CHEMBL614519	IC50	6.03	6.03	937.2	1
786-0 CHEMBL613102	IC50	5.98	5.98	1037.0	1
OS-RC-2 CHEMBL2366188	IC50	5.96	5.96	1102.0	1
HK-2 CHEMBL4296428	IC50	5.88	5.88	1331.0	1
TERT-RPE1 CHEMBL615013	EC50	5.85	5.85	1400.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	5.68	5.68	2078.0	1
HCT-116 CHEMBL394	EC50	5.66	5.66	2200.0	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	5.5	5.5	3137.0	1
Aurora kinase B CHEMBL2185	IC50	5.46	5.46	3464.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	IC50	5.33	5.33	4648.0	1
HBL-100 CHEMBL614811	EC50	4.59	4.59	25700.0	1
Phosphoglycerate kinase 1 CHEMBL2886	Kd	4.43	4.43	37000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	12.49	%	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase haspin	IC50	=	2.0	nM	8.7	Inhibition of haspin (unknown origin)	39038808
Serine/threonine-protein kinase haspin	IC50	=	2.0	nM	8.7	Inhibition of recombinant human Haspin kinase domain (470 to 798 residues) expre...	38320389
Serine/threonine-protein kinase haspin	IC50	=	2.0	nM	8.7	Inhibition of haspin (unknown origin) by FRET assay	33730624
Serine/threonine-protein kinase haspin	IC50	=	3.0	nM	8.52	Inhibition of recombinant human Haspin (470 to 798 residues) expressed in bacter...	35447555
Serine/threonine-protein kinase haspin	IC50	=	4.0	nM	8.4	Inhibition of human haspin preincubated for 30 mins followed by ATP and ULight-h...	39038808
Dual specificity protein kinase CLK1	IC50	=	8.0	nM	8.1	Inhibition of recombinant mouse CLK1 expressed in bacteria using GRSRSRSRSRSR as...	35447555
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	13.0	nM	7.89	Inhibition of recombinant rat DYRK1A (1 to 499 residues ) expressed in bacterial...	35447555
Unchecked	IC50	=	29.0	nM	7.54	Inhibition of human recombinant CDK9 expressed in baculovirus insect Sf9 cells u...	35447555
Serine/threonine-protein kinase pim-1	IC50	=	29.0	nM	7.54	Inhibition of recombinant human PIM1 expressed in bacterial expression system us...	35447555
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	41.0	nM	7.39	Inhibition of human recombinant CDK5/p25 expressed in bacterial expression syste...	35447555
Glycogen synthase kinase-3 beta	IC50	=	53.0	nM	7.28	Inhibition of human recombinant GSK3beta expressed in baculovirus in Sf9 insect ...	35447555
Casein kinase I isoform epsilon	IC50	=	99.0	nM	7.0	Inhibition of human recombinant CK1 epsilon expressed in baculovirus in sf9 inse...	35447555
Tyrosine-protein kinase JAK3	IC50	=	119.0	nM	6.92	Inhibition of human recombinant JAK3 expressed in baculovirus sf9 insect cells u...	35447555
Tyrosine-protein kinase ABL1	IC50	=	162.0	nM	6.79	Inhibition of human recombinant ABL1 expressed in baculovirus sf9 insect cells u...	35447555
IEC-6	EC50	=	310.0	nM	6.51	Cytotoxicity against rat IEC-6 cells incubated for 48 to 72 hrs by MTT assay	39038808
Glycogen synthase kinase-3 beta	IC50	=	331.0	nM	6.48	Inhibition of full-length N-terminal GST-tagged human GSK3beta (1 to 420 residue...	39038808
HeLa	EC50	=	410.0	nM	6.39	Cytotoxicity against human HeLa cells incubated for 48 to 72 hrs by MTT assay	39038808
MIA PaCa-2	EC50	=	480.0	nM	6.32	Cytotoxicity against human MIA PaCa-2 cells incubated for 48 to 72 hrs by MTT as...	39038808
A-375	EC50	=	570.0	nM	6.24	Cytotoxicity against human A-375 cells incubated for 48 to 72 hrs by MTT assay	39038808
CDK2/Cyclin A2	IC50	=	652.0	nM	6.19	Inhibition of full-length N-terminal GST-tagged human CDK2 (1 to 298 residues) /...	39038808

Literature References

PubMed	DOI	Target Context	# Activities
38354523	10.1016/j.ejmech.2024.116209	OS-RC-2	12
38354523	10.1016/j.ejmech.2024.116209	Serine/threonine-protein kinase haspin	11
38354523	10.1016/j.ejmech.2024.116209	Unchecked	11
38354523	10.1016/j.ejmech.2024.116209	786-0	9
38354523	10.1016/j.ejmech.2024.116209	ADMET	6
38354523	10.1016/j.ejmech.2024.116209	ACHN	6
38354523	10.1016/j.ejmech.2024.116209	Phosphoglycerate kinase 1	4
38320389	10.1016/j.bmc.2024.117619	U2OS	4
35447555	10.1016/j.ejmech.2022.114369	Serine/threonine-protein kinase haspin	3
39038808	10.1021/acs.jmedchem.4c00718	HeLa	3
35447555	10.1016/j.ejmech.2022.114369	Tyrosine-protein kinase ABL1	2
35447555	10.1016/j.ejmech.2022.114369	Tyrosine-protein kinase JAK3	2
35447555	10.1016/j.ejmech.2022.114369	Casein kinase I isoform epsilon	2
35447555	10.1016/j.ejmech.2022.114369	Glycogen synthase kinase-3 beta	2
35447555	10.1016/j.ejmech.2022.114369	Unchecked	2
39038808	10.1021/acs.jmedchem.4c00718	Serine/threonine-protein kinase haspin	2
35447555	10.1016/j.ejmech.2022.114369	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
35447555	10.1016/j.ejmech.2022.114369	Dual specificity protein kinase CLK1	2
35447555	10.1016/j.ejmech.2022.114369	Serine/threonine-protein kinase pim-1	2
35447555	10.1016/j.ejmech.2022.114369	Cyclin-dependent kinase 5/CDK5 activator 1	2

Data from ChEMBL 36 via Core Engine