Compound Detail

CHEMBL3297832

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COc1c(O)ccc2c(=O)c3c(O)cc4c(c3[nH]c12)C=CC(C)(C)O4

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3297832
Phase	Preclinical
Structure Type	MOL
InChI Key	COUZVMMRGYONAQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

339.4

MW (Da)

3.29

ALogP

HBA

HBD

91.8

PSA (Å²)

0.59

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C19H17NO5
MW	339.35
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	2.30

Activity Summary

IC50 21 meas. best 7.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.12	7.12	75.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL5508	IC50	7.05	7.05	90.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	6.77	6.725	170.0	2
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	6.68	6.68	210.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	6.66	6.66	220.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.46	6.46	350.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	6.17	6.17	680.0	2
Glycogen synthase kinase-3 CHEMBL2366565	IC50	6.15	6.15	710.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	6.09	6.09	820.0	1
Unchecked CHEMBL612545	IC50	5.96	5.51	1100.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.92	5.92	1200.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	5.77	5.77	1700.0	1
Glycogen synthase kinase-3 CHEMBL2095188	IC50	5.7	5.7	2000.0	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.64	5.64	2300.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	5.28	5.28	5300.0	1
CDK2/Cyclin A2 CHEMBL3038469	IC50	5.09	5.09	8200.0	1
Cyclin-dependent kinase 5 CHEMBL4036	IC50	5.05	5.05	9000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	75.0	nM	7.12	Inhibition of DYRK1A (unknown origin) assessed as inhibition of phosphate incorp...	24798019
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	90.0	nM	7.05	Inhibition of rat DYRK1A assessed as inhibition of phosphate incorporation using...	24798019
Dual specificity protein kinase CLK1	IC50	=	170.0	nM	6.77	Inhibition of CLK1 (unknown origin) assessed as inhibition of phosphate incorpor...	24798019
Dual specificity protein kinase CLK1	IC50	=	210.0	nM	6.68	Inhibition of mouse recombinant GST-fused CLK1 expressed in Escherichia coli cel...	24798019
Dual specificity protein kinase CLK1	IC50	=	210.0	nM	6.68	Inhibition of human CLK1	34519506
Dual specificity protein kinase CLK4	IC50	=	220.0	nM	6.66	Inhibition of CLK4 (unknown origin)	24798019
Dual specificity protein kinase CLK4	IC50	=	220.0	nM	6.66	Inhibition of human CLK4	34519506
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	350.0	nM	6.46	Inhibition of DYRK1B (unknown origin)	24798019
Dual specificity protein kinase CLK2	IC50	=	680.0	nM	6.17	Inhibition of CLK2 (unknown origin)	24798019
Dual specificity protein kinase CLK2	IC50	=	680.0	nM	6.17	Inhibition of human CLK2	34519506
Glycogen synthase kinase-3	IC50	=	710.0	nM	6.15	Inhibition of GSK3 alpha/beta in porcine brain assessed as inhibition of phospha...	24798019
CDK9/cyclin T1	IC50	=	820.0	nM	6.09	Inhibition of CDK9/cyclin T (unknown origin)	24798019
Unchecked	IC50	=	1100.0	nM	5.96	Inhibition of CDK1/cyclin B in starfish oocytes assessed as inhibition of phosph...	24798019
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	1200.0	nM	5.92	Inhibition of DYRK3 (unknown origin)	24798019
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	1700.0	nM	5.77	Inhibition of DYRK2 (unknown origin)	24798019
Glycogen synthase kinase-3	IC50	=	2000.0	nM	5.7	Inhibition of GSK3 (unknown origin) assessed as inhibition of phosphate incorpor...	24798019
Dual specificity protein kinase CLK3	IC50	=	2300.0	nM	5.64	Inhibition of CLK3 (unknown origin)	24798019
Cyclin-dependent kinase 1	IC50	=	5300.0	nM	5.28	Inhibition of CDK1 (unknown origin) assessed as inhibition of phosphate incorpor...	24798019
CDK2/Cyclin A2	IC50	=	8200.0	nM	5.09	Inhibition of CDK2/cyclin A (unknown origin)	24798019
Unchecked	IC50	=	8700.0	nM	5.06	Inhibition of CK1 delta/epsilon in porcine brain assessed as inhibition of phosp...	24798019

Literature References

PubMed	DOI	Target Context	# Activities
24798019	10.1021/np400856h	Unchecked	3
24798019	10.1021/np400856h	Dual specificity protein kinase CLK1	2
24798019	10.1021/np400856h	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
24798019	10.1021/np400856h	Glycogen synthase kinase-3	2
24798019	10.1021/np400856h	Dual specificity protein kinase CLK2	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK4	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK2	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK1	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK3	1
24798019	10.1021/np400856h	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1
24798019	10.1021/np400856h	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
24798019	10.1021/np400856h	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
24798019	10.1021/np400856h	Dual specificity protein kinase CLK4	1
24798019	10.1021/np400856h	Dual specificity protein kinase CLK3	1
24798019	10.1021/np400856h	Cyclin-dependent kinase 1	1
24798019	10.1021/np400856h	CDK9/cyclin T1	1
24798019	10.1021/np400856h	Cyclin-dependent kinase 5/CDK5 activator 1	1
24798019	10.1021/np400856h	CDK2/Cyclin A2	1
24798019	10.1021/np400856h	Cyclin-dependent kinase 5	1

Data from ChEMBL 36 via Core Engine