Compound Detail

CHEMBL23327

PURVALANOLA

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CC(C)[C@H](CO)Nc1nc(Nc2cccc(Cl)c2)c2ncn(C(C)C)c2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL23327
Name	PURVALANOLA
Phase	Preclinical
Structure Type	MOL
InChI Key	PMXCMJLOPOFPBT-HNNXBMFYSA-N

Known Names

Piceatannol

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

388.9

MW (Da)

4.23

ALogP

HBA

HBD

87.9

PSA (Å²)

0.56

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	C19H25ClN6O
MW	388.90
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.03

Activity Summary

IC50 64 meas. best 8.4

Ki 8 meas. best 5.95

EC50 2 meas. best 6.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-dependent kinase 4 CHEMBL331	IC50	8.4	8.4	4.0	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	8.4	7.305	4.0	2
Unchecked CHEMBL612545	IC50	8.4	7.452	4.0	10
Cyclin-dependent kinase 1/cyclin B CHEMBL2094127	IC50	8.4	8.0333	4.0	3
Cyclin-dependent kinase 2 CHEMBL301	IC50	8.4	7.6233	4.0	6
Cyclin-dependent kinase 2/cyclin A CHEMBL2094128	IC50	7.52	7.34	30.0	2
Cyclin-dependent kinase 2/cyclin E CHEMBL2094126	IC50	7.46	7.46	35.0	1
Cdc2 CHEMBL5124	IC50	7.4	6.85	40.0	2
Cyclin-dependent kinase 1 CHEMBL308	IC50	7.3	5.4067	50.0	3
CDK2/Cyclin A2 CHEMBL3038469	IC50	7.16	7.16	70.0	2
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.12	7.12	75.0	3
Cyclin-dependent kinase 1 CHEMBL5213	IC50	7.1	7.1	80.0	1
Serine/threonine-protein kinase PAK 4 CHEMBL4482	IC50	6.89	6.89	130.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	6.62	6.62	240.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.52	6.52	300.0	2
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	6.07	6.07	850.0	4
Human alphaherpesvirus 3 CHEMBL613132	EC50	6.0	6.0	1000.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	5.95	5.95	1134.4	1
Translocator protein CHEMBL5742	Ki	5.82	5.82	1515.8	1
Human immunodeficiency virus 1 CHEMBL378	EC50	5.66	5.66	2210.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.64	5.64	2265.4	1
Plasmodium falciparum CHEMBL364	IC50	5.58	5.38	2600.0	3
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.52	5.52	3035.3	1
Psychosine receptor CHEMBL3714081	IC50	5.48	5.48	3315.8	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.45	5.45	3515.4	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.42	5.42	3798.8	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.36	5.36	4399.5	1
D(4) dopamine receptor CHEMBL219	Ki	5.31	5.31	4870.8	1
Insulin receptor CHEMBL1981	IC50	5.3	5.3	5000.0	1
CCRF-CEM CHEMBL382	IC50	5.13	5.13	7400.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.12	5.12	7540.5	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	5.1	5.1	7968.2	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.08	5.08	8282.4	1
K562 CHEMBL385	IC50	5.05	5.05	9000.0	2
Mitogen-activated protein kinase 3 CHEMBL3385	IC50	5.05	5.05	9000.0	2
cAMP-dependent protein kinase (PKA) CHEMBL2094138	IC50	5.05	5.05	9000.0	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.01	5.01	9784.8	1
MCF7 CHEMBL387	IC50	4.97	4.97	10700.0	2
HOS CHEMBL614736	IC50	4.66	4.66	22000.0	1
G-361 CHEMBL614036	IC50	4.62	4.62	24000.0	1
Protein kinase Pfmrk CHEMBL4090	IC50	4.58	4.58	26000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 1/cyclin B	IC50	=	4.0	nM	8.4	Inhibition of Cyclin B-cyclin-dependent kinase 1	12036347
Cyclin-dependent kinase 2	IC50	=	4.0	nM	8.4	Inhibition of Cyclin-dependent kinase 2 (CDK2)	12941335
Cyclin-dependent kinase 1/cyclin B	IC50	=	4.0	nM	8.4	In vitro inhibitory activity against Cyclin-dependent kinase 1-cyclin B complex ...	10753466
Unchecked	IC50	=	4.0	nM	8.4	Inhibition of p34cdc2/cyclin B	18077363
Cyclin-dependent kinase 1/cyclin B1	IC50	=	4.0	nM	8.4	Inhibition of human cdc2/cyclin B assessed as [32P] incorporation in histone H1 ...	9677190
Unchecked	IC50	=	4.0	nM	8.4	Inhibition of starfish oocytes CDK1/cyclin B	19128055
Unchecked	IC50	=	4.0	nM	8.4	Inhibition of recombinant Cdc2/CycB (unknown origin)	35868123
Cyclin-dependent kinase 4	IC50	=	4.0	nM	8.4	Inhibition of CDK4 (unknown origin)	33539089
Cyclin-dependent kinase 2	IC50	=	4.0	nM	8.4	Inhibition of CDK2 (unknown origin)	33539089
Unchecked	IC50	=	4.0	nM	8.4	Inhibition of CDK2/cyclin B (unknown origin)	33539089
Cyclin-dependent kinase 2/cyclin A	IC50	=	30.0	nM	7.52	Inhibition of CDK2-cyclinA in the presence of 20uM ATP	17850214
Unchecked	IC50	=	35.0	nM	7.46	Inhibition of CDK2/cyclin E (unknown origin)	33539089
Unchecked	IC50	=	35.0	nM	7.46	Inhibition of recombinant CDK2/CycE (unknown origin)	35868123
Cyclin-dependent kinase 2	IC50	=	35.0	nM	7.46	Inhibition of human cdk2/cyclin E	9677190
Unchecked	IC50	=	35.0	nM	7.46	Inhibition of p33cdk2/cyclin E	18077363
Cyclin-dependent kinase 2/cyclin E	IC50	=	35.0	nM	7.46	Inhibition of Cyclin E-cyclin-dependent kinase 2	12036347
Cdc2	IC50	=	40.0	nM	7.4	Inhibition of starfish cdc2/cyclin B assessed as [32P] incorporation in histone ...	9677190
Cyclin-dependent kinase 1	IC50	=	50.0	nM	7.3	Inhibitory concentration against Cyclin dependent kinase 1.	12941319
Cyclin-dependent kinase 1/cyclin B	IC50	=	50.0	nM	7.3	Inhibition of recombinant Cyclin-dependent kinase 1-cyclin B	12392733
CDK2/Cyclin A2	IC50	=	70.0	nM	7.16	Inhibition of CDK2/cyclin A (unknown origin)	33539089

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	344
-	10.6019/CHEMBL4689842	HEK-293T	344
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
9677190	10.1126/science.281.5376.533	Unchecked	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
23398362	10.1042/bj20121418	cGMP-dependent protein kinase 1	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4

Data from ChEMBL 36 via Core Engine