Compound Detail

CHEMBL1234833

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CC(C)c1cnn2c(NCc3ccccc3)cc(N[C@@H](CO)[C@H](O)CO)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1234833
Phase	Preclinical
Structure Type	MOL
InChI Key	KRIWIRSMQRQYJG-DLBZAZTESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

385.5

MW (Da)

1.59

ALogP

HBA

HBD

114.9

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H27N5O3
MW	385.47
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.65

Activity Summary

IC50 23 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-dependent kinase 2/cyclin E1 CHEMBL1907605	IC50	8.52	8.52	3.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	8.52	8.52	3.0	2
Cyclin-dependent kinase 5 CHEMBL4036	IC50	7.52	7.52	30.0	1
Cyclin-T1/Cyclin-dependent-like kinase 5 CHEMBL3885549	IC50	7.52	7.52	30.0	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	7.48	7.48	33.0	1
Cyclin-dependent kinase 8 CHEMBL5719	IC50	7.05	7.05	90.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.05	7.05	90.0	1
Cyclin-dependent kinase 7 CHEMBL3055	IC50	6.6	6.6	250.0	1
Cyclin-dependent kinase 7/ cyclin H CHEMBL2111288	IC50	6.6	6.6	250.0	1
MCF7 CHEMBL387	IC50	6.52	6.52	300.0	1
Mitogen-activated protein kinase 15 CHEMBL5198	IC50	6.48	6.48	330.0	1
HepG2 CHEMBL395	IC50	6.0	6.0	1000.0	1
Casein kinase I isoform alpha CHEMBL2793	IC50	5.98	5.98	1040.0	1
Insulin receptor-related protein CHEMBL5483	IC50	5.75	5.75	1800.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	5.68	5.68	2100.0	1
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	IC50	5.61	5.61	2450.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	5.51	5.51	3110.0	1
Mitogen-activated protein kinase 3 CHEMBL3385	IC50	5.43	5.43	3730.0	1
Cyclin-dependent kinase 4 CHEMBL331	IC50	4.7	4.7	20000.0	1
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	4.7	4.7	20000.0	1
Cyclin-dependent kinase 6 CHEMBL2508	IC50	4.45	4.45	35500.0	1
CDK6/cyclin D1 CHEMBL2111455	IC50	4.45	4.45	35500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2636466667.19	ng.hr.mL-1	Mus musculus
AUC	26392.0	ng.hr.mL-1	Mus musculus
AUC	32048.53	ng.hr.mL-1	Mus musculus
AUC	32112516673.09	ng.hr.mL-1	Mus musculus
AUC	36236.82	ng.hr.mL-1	Mus musculus
AUC	36382800007.28	ng.hr.mL-1	Mus musculus
CL	5.0	mL.min-1.kg-1	Mus musculus
Cmax	14538.1	nM	Mus musculus
Cmax	24248.32	nM	Mus musculus
F	73.0	%	Mus musculus
F	88.0	%	Mus musculus
T1/2	2.45	hr	Mus musculus
T1/2	2.967	hr	Mus musculus
T1/2	3.5	hr	Mus musculus
Tmax	0.25	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Vd	1.391	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 2	IC50	=	3.0	nM	8.52	Competitive reversible inhibition of CDK2 (unknown origin)	31477350
Cyclin-dependent kinase 2	IC50	=	3.0	nM	8.52	Inhibition of human CDK2 expressed in baculovirus infected Sf9 cells using Histo...	33784602
Cyclin-dependent kinase 2/cyclin E1	IC50	=	3.0	nM	8.52	Inhibition of CDK2/cyclinE assessed as amount of ATP released by luciferase acti...	21080703
Cyclin-T1/Cyclin-dependent-like kinase 5	IC50	=	30.0	nM	7.52	Inhibition of CDK5/cyclinT assessed as amount of ATP released by luciferase acti...	21080703
Cyclin-dependent kinase 5	IC50	=	30.0	nM	7.52	Competitive reversible inhibition of CDK5 (unknown origin)	31477350
Cyclin-dependent kinase 1/cyclin B1	IC50	=	33.0	nM	7.48	Inhibition of CDK1/cyclinB1 assessed as amount of ATP released by luciferase act...	21080703
CDK9/cyclin T1	IC50	=	90.0	nM	7.05	Inhibition of CDK9/cyclinT assessed as amount of ATP released by luciferase acti...	21080703
Cyclin-dependent kinase 8	IC50	=	90.0	nM	7.05	Competitive reversible inhibition of CDK8 (unknown origin)	31477350
Cyclin-dependent kinase 7/ cyclin H	IC50	=	250.0	nM	6.6	Inhibition of CDK7/cyclinH/MAT1 assessed as amount of ATP released by luciferase...	21080703
Cyclin-dependent kinase 7	IC50	=	250.0	nM	6.6	Competitive reversible inhibition of CDK7 (unknown origin)	31477350
MCF7	IC50	=	300.0	nM	6.52	Cytotoxicity against human MCF7 cells	33784602
Mitogen-activated protein kinase 15	IC50	=	330.0	nM	6.48	Inhibition of ERK8	21080703
HepG2	IC50	=	1000.0	nM	6.0	Cytotoxicity against human HepG2 cells	33784602
Casein kinase I isoform alpha	IC50	=	1040.0	nM	5.98	Inhibition of CK1	21080703
Insulin receptor-related protein	IC50	=	1800.0	nM	5.75	Inhibition of IRR	21080703
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	2100.0	nM	5.68	Inhibition of DYRK1A	21080703
Calcium/calmodulin-dependent protein kinase kinase 2	IC50	=	2450.0	nM	5.61	Inhibition of CAMKKbeta	21080703
Mitogen-activated protein kinase 1	IC50	=	3110.0	nM	5.51	Inhibition of ERK2	21080703
Mitogen-activated protein kinase 3	IC50	=	3730.0	nM	5.43	Inhibition of ERK1	21080703
Cyclin-dependent kinase 4/cyclin D1	IC50	=	20000.0	nM	4.7	Inhibition of CDK4/cyclinD1 assessed as amount of ATP released by luciferase act...	21080703

Literature References

PubMed	DOI	Target Context	# Activities
21080703	10.1021/jm100732t	Mus musculus	36
21080703	10.1021/jm100732t	Cyclin-dependent kinase 2	16
21080703	10.1021/jm100732t	Unchecked	9
21080703	10.1021/jm100732t	MCF7	8
21080703	10.1021/jm100732t	HCT-116	7
21080703	10.1021/jm100732t	Cyclin-dependent kinase 7	4
21080703	10.1021/jm100732t	Cyclin-dependent kinase 1	4
21080703	10.1021/jm100732t	Cyclin-dependent kinase 9	4
21080703	10.1021/jm100732t	G2/mitotic-specific cyclin-B1	3
21080703	10.1021/jm100732t	Casein kinase I isoform alpha	3
21080703	10.1021/jm100732t	Calcium/calmodulin-dependent protein kinase kinase 2	3
21080703	10.1021/jm100732t	Mitogen-activated protein kinase 15	3
21080703	10.1021/jm100732t	Mitogen-activated protein kinase 3	3
21080703	10.1021/jm100732t	G1/S-specific cyclin-D1	3
21080703	10.1021/jm100732t	Cyclin-A2	3
21080703	10.1021/jm100732t	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	3
21080703	10.1021/jm100732t	Mitogen-activated protein kinase 1	3
21080703	10.1021/jm100732t	Insulin receptor-related protein	3
21080703	10.1021/jm100732t	Cyclin-dependent kinase 4	2
21080703	10.1021/jm100732t	Cyclin-dependent kinase 6	2

Data from ChEMBL 36 via Core Engine