Compound Detail

CHEMBL3673434

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COc1cc(F)ccc1-c1ccnc(NC(=O)[C@H]2CCC[C@@H](NC(C)=O)C2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3673434
Phase	Preclinical
Structure Type	MOL
InChI Key	QNWXRLPZIFMTBK-DOTOQJQBSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

385.4

MW (Da)

3.53

ALogP

HBA

HBD

80.3

PSA (Å²)

0.83

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H24FN3O3
MW	385.44
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-1.02

Activity Summary

IC50 18 meas. best 8.52

EC50 1 meas. best 6.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
CDK9/cyclin T1 CHEMBL2111389	IC50	8.52	8.03	3.0	2
Cyclin-dependent kinase 9 CHEMBL3116	IC50	8.52	7.654	3.0	5
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.03	7.03	94.0	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	7.03	7.03	94.0	1
CDK2/Cyclin A1 CHEMBL3038470	IC50	7.03	7.03	94.0	1
CDK3/Cyclin E CHEMBL3038471	IC50	7.03	7.03	94.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	7.03	7.03	94.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	IC50	6.8	6.8	160.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.78	6.195	168.0	2
Cyclin-dependent kinase 9 CHEMBL3116	EC50	6.66	6.66	220.0	1
Cyclin-dependent kinase 3 CHEMBL4442	IC50	6.66	6.66	219.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.04	6.04	903.0	1
Cyclin-dependent kinase 5 CHEMBL4036	IC50	5.97	5.97	1077.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	77.0	mL.min-1.kg-1	Rattus norvegicus
CL	40.0	mL.min-1.kg-1	Mus musculus
CL	12.0	mL.min-1.g-1	Homo sapiens
CL	7.5	mL.min-1.kg-1	Canis lupus familiaris
T1/2	0.26	hr	Mus musculus
T1/2	0.22	hr	Rattus norvegicus
T1/2	1.0	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 9	IC50	=	3.0	nM	8.52	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
CDK9/cyclin T1	IC50	=	3.0	nM	8.52	Inhibition of CDK9/cyclin T1 (unknown origin) using cdk7tide peptide as substrat...	27171036
Cyclin-dependent kinase 9	IC50	=	5.0	nM	8.3	Inhibition of CDK9 (unknown origin)	36332552
CDK9/cyclin T1	IC50	=	29.0	nM	7.54	Inhibition of recombinant full length human N-terminal GST-fused CDK9 (1 to 372 ...	33306391
Cyclin-dependent kinase 9	IC50	=	29.0	nM	7.54	Inhibition of CDK9 (unknown origin)	38852339
CDK2/Cyclin A1	IC50	=	94.0	nM	7.03	Inhibition of recombinant human His/GST-tagged CDK2/Cyclin A expressed in baculo...	27171036
Cyclin-dependent kinase 1/cyclin B1	IC50	=	94.0	nM	7.03	Inhibition of recombinant human CDK1/cyclin B expressed in baculovirus infected ...	27171036
CDK3/Cyclin E	IC50	=	94.0	nM	7.03	Inhibition of recombinant human CDK3/cyclin E expressed in baculovirus infected ...	27171036
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	94.0	nM	7.03	Inhibition of recombinant human His/GST-tagged CDK5/p35 expressed in baculovirus...	27171036
Cyclin-dependent kinase 1	IC50	=	94.0	nM	7.03	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
Cyclin-dependent kinase 9	IC50	=	96.0	nM	7.02	Inhibition of human CDK9 in human MV4-11 cells assessed as decrease in RNAP2 pho...	35814933
Cyclin-dependent kinase 9	IC50	=	130.0	nM	6.89	Inhibition of CDK9 in human MCF7 cells assessed as reduction in RNA Polymerase 2...	33306391
Glycogen synthase kinase-3 alpha	IC50	=	160.0	nM	6.8	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
Cyclin-dependent kinase 2	IC50	=	168.0	nM	6.78	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
Cyclin-dependent kinase 9	EC50	=	220.0	nM	6.66	Inhibition of CDK9 in human MV4-11 cells assessed as induction of caspase-3/7 ac...	33306391
Cyclin-dependent kinase 3	IC50	=	219.0	nM	6.66	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
Glycogen synthase kinase-3 beta	IC50	=	903.0	nM	6.04	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
Cyclin-dependent kinase 5	IC50	=	1077.0	nM	5.97	In Vitro Kinase Inhibition Assay: In vitro kinase assay analysis may be performe...	-
Cyclin-dependent kinase 2	IC50	=	2460.0	nM	5.61	Inhibition of CDK2 (unknown origin)	36332552

Literature References

PubMed	DOI	Target Context	# Activities
33306391	10.1021/acs.jmedchem.0c01754	ADMET	14
33306391	10.1021/acs.jmedchem.0c01754	No relevant target	4
33306391	10.1021/acs.jmedchem.0c01754	Cyclin-dependent kinase 9	2
35814933	10.1039/d2md00040g	Cyclin-dependent kinase 9	2
27171036	10.1021/acs.jmedchem.6b00150	Cyclin-dependent kinase 5/CDK5 activator 1	1
27171036	10.1021/acs.jmedchem.6b00150	CDK3/Cyclin E	1
27171036	10.1021/acs.jmedchem.6b00150	CDK2/Cyclin A1	1
27171036	10.1021/acs.jmedchem.6b00150	Cyclin-dependent kinase 1/cyclin B1	1
27171036	10.1021/acs.jmedchem.6b00150	CDK9/cyclin T1	1
33306391	10.1021/acs.jmedchem.0c01754	CDK9/cyclin T1	1
36332552	10.1016/j.ejmech.2022.114875	Cyclin-dependent kinase 2	1
36332552	10.1016/j.ejmech.2022.114875	Cyclin-dependent kinase 9	1
38852339	10.1016/j.ejmech.2024.116547	Cyclin-dependent kinase 9	1

Data from ChEMBL 36 via Core Engine