Compound Detail

CHEMBL4228654

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CC(C)Nc1ccc2cnn(-c3cncc(-c4ccc(C(=O)O)cc4)n3)c2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4228654
Phase	Preclinical
Structure Type	MOL
InChI Key	RJXWGPDMMDILGJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

373.4

MW (Da)

4.00

ALogP

HBA

HBD

92.9

PSA (Å²)

0.55

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H19N5O2
MW	373.42
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-1.38

Activity Summary

IC50 16 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Casein kinase II subunit alpha CHEMBL3629	IC50	8.3	7.63	5.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	8.15	8.15	7.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	8.0	8.0	10.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	8.0	8.0	10.0	1
Unchecked CHEMBL612545	IC50	7.92	7.92	12.0	1
Serine/threonine-protein kinase pim-3 CHEMBL5407	IC50	7.75	7.75	18.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	7.27	7.27	54.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	6.92	6.92	120.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.58	6.58	260.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.44	6.44	360.0	1
DLD-1 CHEMBL614285	IC50	6.14	6.14	720.0	1
Murine hepatitis virus CHEMBL613733	IC50	5.96	5.96	1100.0	1
HCT-116 CHEMBL394	IC50	5.92	5.92	1200.0	1
Serine/threonine-protein kinase pim-2 CHEMBL4523	IC50	5.85	5.85	1400.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.42	5.42	3800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2053.81	ng.hr.mL-1	Rattus norvegicus
CL	19.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	830.0	nM	Rattus norvegicus
F	24.0	%	Rattus norvegicus
T1/2	7.1	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Casein kinase II subunit alpha	IC50	=	5.0	nM	8.3	Inhibition of recombinant human full length N-terminal His6-tagged CK2alpha expr...	29559278
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	7.0	nM	8.15	Inhibition of PI3Kdelta (unknown origin)	29559278
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	10.0	nM	8.0	Inhibition of PI3Kalpha (unknown origin)	29559278
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	10.0	nM	8.0	Inhibition of PI3Kgamma (unknown origin)	29559278
Unchecked	IC50	=	12.0	nM	7.92	Inhibition of Nano Luc-fused CSNK2A (unknown origin) expressed in HEK293 cells u...	38199328
Serine/threonine-protein kinase pim-3	IC50	=	18.0	nM	7.75	Inhibition of Nano Luc-fused PIM3 (unknown origin) expressed in HEK293 cells usi...	38199328
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	54.0	nM	7.27	Inhibition of DYRK3 (unknown origin)	29559278
Casein kinase II subunit alpha	IC50	=	110.0	nM	6.96	Inhibition of CK2alpha in human HCT116 or human DLD1 cells assessed as decrease ...	29559278
Serine/threonine-protein kinase pim-1	IC50	=	120.0	nM	6.92	Inhibition of human PIM1	29559278
Glycogen synthase kinase-3 beta	IC50	=	260.0	nM	6.58	Inhibition of GSK3beta (unknown origin)	29559278
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	360.0	nM	6.44	Inhibition of PI3Kbeta (unknown origin)	29559278
DLD-1	IC50	=	720.0	nM	6.14	Antiproliferative activity against human DLD1 cells after 72 hrs by alamar blue ...	29559278
Murine hepatitis virus	IC50	=	1100.0	nM	5.96	Antiviral activity against MHV expressing nLuc infected in human DB cells assess...	38199328
HCT-116	IC50	=	1200.0	nM	5.92	Antiproliferative activity against human HCT116 cells after 72 hrs by alamar blu...	29559278
Serine/threonine-protein kinase pim-2	IC50	=	1400.0	nM	5.85	Inhibition of human PIM2	29559278
Cyclin-dependent kinase 2	IC50	=	3800.0	nM	5.42	Inhibition of CDK2 (unknown origin)	29559278

Literature References

PubMed	DOI	Target Context	# Activities
29559278	10.1016/j.bmcl.2018.03.018	Rattus norvegicus	6
29559278	10.1016/j.bmcl.2018.03.018	Casein kinase II subunit alpha	3
38199328	10.1016/j.bmcl.2024.129617	Unchecked	2
29559278	10.1016/j.bmcl.2018.03.018	Unchecked	2
29559278	10.1016/j.bmcl.2018.03.018	Serine/threonine-protein kinase pim-3	2
29559278	10.1016/j.bmcl.2018.03.018	Homeodomain-interacting protein kinase 2	2
29559278	10.1016/j.bmcl.2018.03.018	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	2
29559278	10.1016/j.bmcl.2018.03.018	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	2
29559278	10.1016/j.bmcl.2018.03.018	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	2
29559278	10.1016/j.bmcl.2018.03.018	Dual specificity tyrosine-phosphorylation-regulated kinase 3	2
29559278	10.1016/j.bmcl.2018.03.018	Glycogen synthase kinase-3 beta	2
29559278	10.1016/j.bmcl.2018.03.018	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	2
29559278	10.1016/j.bmcl.2018.03.018	Cyclin-dependent kinase 2	2
29559278	10.1016/j.bmcl.2018.03.018	ALK tyrosine kinase receptor	2
29559278	10.1016/j.bmcl.2018.03.018	Insulin-like growth factor 1 receptor	2
29559278	10.1016/j.bmcl.2018.03.018	No relevant target	1
38199328	10.1016/j.bmcl.2024.129617	Murine hepatitis virus	1
29559278	10.1016/j.bmcl.2018.03.018	HCT-116	1
29559278	10.1016/j.bmcl.2018.03.018	DLD-1	1
29559278	10.1016/j.bmcl.2018.03.018	Serine/threonine-protein kinase pim-2	1

Data from ChEMBL 36 via Core Engine