Compound Detail

CHEMBL216543

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=C1Nc2ccccc2/C1=C1/Nc2ccccc2/C1=N\O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL216543
Phase	Preclinical
Structure Type	MOL
InChI Key	HBDSHCUSXQATPO-BGBJRWHRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

277.3

MW (Da)

2.65

ALogP

HBA

HBD

73.7

PSA (Å²)

0.39

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	C16H11N3O2
MW	277.28
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	0.27

Activity Summary

IC50 72 meas. best 7.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glycogen synthase kinase-3 beta CHEMBL3669	IC50	7.66	7.66	22.0	1
Glycogen synthase kinase-3 CHEMBL2366565	IC50	7.66	7.66	22.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	7.66	7.185	22.0	4
MV4-11 CHEMBL613835	IC50	7.52	6.035	30.0	4
Unchecked CHEMBL612545	IC50	7.19	6.1263	65.0	8
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	7.1	7.0333	79.0	3
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.0	7.0	100.0	2
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	7.0	7.0	100.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.52	6.52	300.0	1
Danio rerio CHEMBL613963	IC50	6.51	6.51	310.0	1
HUVEC CHEMBL613979	IC50	6.44	6.44	360.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	6.42	6.42	380.0	1
Histone deacetylase 6 CHEMBL1865	IC50	6.42	6.42	382.7	1
CDK2/Cyclin A2 CHEMBL3038469	IC50	6.36	6.295	440.0	2
Serine/threonine-protein kinase tousled-like 2 CHEMBL5404	IC50	6.36	6.36	440.0	1
Serine/threonine-protein kinase 17B CHEMBL3980	IC50	6.15	6.15	710.0	1
HCT-116 CHEMBL394	IC50	6.08	5.6825	830.0	4
MCF7 CHEMBL387	IC50	5.85	5.4267	1410.0	6
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	5.6	5.6	2500.0	1
LXFL 529 CHEMBL614110	IC50	5.52	5.52	3000.0	1
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	5.48	5.48	3330.0	1
A549 CHEMBL392	IC50	5.39	5.1483	4040.0	6
HuCCT-1 CHEMBL614581	IC50	5.3	5.3	5000.0	1
MDA-MB-231 CHEMBL400	IC50	5.29	5.205	5160.0	2
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	5.28	5.28	5300.0	1
KB CHEMBL398	IC50	5.27	5.27	5340.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.27	4.988	5400.0	5
HepG2 CHEMBL395	IC50	5.25	5.035	5660.0	2
LoVo CHEMBL614721	IC50	5.05	5.05	8900.0	1
NCI-H23 CHEMBL614997	IC50	4.95	4.95	11250.0	1
NCM460 CHEMBL4483264	IC50	4.88	4.75	13130.0	3
SW-620 CHEMBL612262	IC50	4.87	4.87	13500.0	1
PC-3 CHEMBL390	IC50	4.8	4.8	15800.0	1
SK-MEL-28 CHEMBL614919	IC50	4.58	4.58	26600.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	12932.0	ng.hr.mL-1	Rattus norvegicus
CL	55.2	mL.min-1.kg-1	Homo sapiens
CL	12.8	mL.min-1.kg-1	Rattus norvegicus
Cmax	31473.6	nM	Rattus norvegicus
T1/2	0.4833	hr	Homo sapiens
T1/2	3.8	hr	Rattus norvegicus
Tmax	0.8	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glycogen synthase kinase-3 beta	IC50	=	22.0	nM	7.66	Inhibition of GSK3beta (unknown origin) assessed as decrease in tau phosphorylat...	34161865
Glycogen synthase kinase-3 beta	IC50	=	22.0	nM	7.66	Inhibition of GSK-3beta (unknown origin) expressed in Sf21 cells	37536264
Glycogen synthase kinase-3 beta	IC50	=	22.0	nM	7.66	Inhibition of recombinant recombinant rat GSK3beta using GS-1 peptide as substra...	33901899
Glycogen synthase kinase-3	IC50	=	22.0	nM	7.66	Inhibition of porcine brain GSK-3alpha/beta incubated for 30 mins in presence of...	34161865
MV4-11	IC50	=	30.0	nM	7.52	Antiproliferative activity against human MV4-11 cells assessed as cell growth in...	34161865
Unchecked	IC50	=	65.0	nM	7.19	Inhibition of recombinant Plasmodium falciparum GSK3 using GS-1 peptide as subst...	33901899
Receptor-type tyrosine-protein kinase FLT3	IC50	=	79.0	nM	7.1	Inhibition of recombinant FLT3 (unknown origin) in presence of ATP by HTRF assay	34161865
Receptor-type tyrosine-protein kinase FLT3	IC50	=	101.0	nM	7.0	Inhibition of FLT3 (unknown origin)	34161865
Ribosomal protein S6 kinase alpha-1	IC50	=	100.0	nM	7.0	Inhibition of RSK1 (unknown origin)	36898330
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	100.0	nM	7.0	Inhibition of GST-fused CDK5/p25 (unknown origin)	34161865
Receptor-type tyrosine-protein kinase FLT3	IC50	=	101.0	nM	7.0	Inhibition of recombinant FLT3 D835Y mutant (unknown origin) in presence of ATP ...	34161865
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	100.0	nM	7.0	Inhibition of CDK5/p35 (unknown origin)	34161865
Unchecked	IC50	=	180.0	nM	6.75	Inhibition of starfish oocyte CDK1/Cyclin B using histone H1 as substrate incuba...	34161865
Glycogen synthase kinase-3 beta	IC50	=	190.0	nM	6.72	Inhibition of GSK3beta (unknown origin) in presence of ATP	34161865
Glycogen synthase kinase-3 beta	IC50	=	200.0	nM	6.7	Inhibition of GSK3beta (unknown origin)	29016121
Unchecked	IC50	=	220.0	nM	6.66	Inhibition of AMPK (unknown origin) in presence of ATP	34161865
Unchecked	IC50	=	250.0	nM	6.6	Inhibition of CDK2/cyclin E (unknown origin)	34161865
Tyrosine-protein kinase Lck	IC50	=	300.0	nM	6.52	Inhibition of LCK (unknown origin) in presence of ATP	34161865
Danio rerio	IC50	=	310.0	nM	6.51	Antiangiogenic activity in transgenic zebrafish embryo assessed as inhibition of...	34161865
HUVEC	IC50	=	360.0	nM	6.44	Antiproliferative activity against HUVEC cells assessed as cell growth inhibitio...	34161865

Literature References

PubMed	DOI	Target Context	# Activities
37832229	10.1016/j.ejmech.2023.115843	HCT-116	8
38295524	10.1021/acs.jmedchem.3c01890	ADMET	8
34161865	10.1016/j.ejmech.2021.113652	Unchecked	6
37832229	10.1016/j.ejmech.2023.115843	MV4-11	5
37832229	10.1016/j.ejmech.2023.115843	NCM460	5
26883150	10.1016/j.bmcl.2016.02.015	NON-PROTEIN TARGET	5
37832229	10.1016/j.ejmech.2023.115843	MCF7	5
37832229	10.1016/j.ejmech.2023.115843	A549	5
38295524	10.1021/acs.jmedchem.3c01890	MDA-MB-231	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
34161865	10.1016/j.ejmech.2021.113652	Receptor-type tyrosine-protein kinase FLT3	3
29122482	10.1016/j.bmcl.2017.10.069	HT-22	3
38295524	10.1021/acs.jmedchem.3c01890	HCT-116	3
36846374	10.1039/d2md00370h	Klebsiella pneumoniae	2
27726390	10.1021/acs.jnatprod.6b00285	KCL-22	2
34161865	10.1016/j.ejmech.2021.113652	A549	2
28625363	10.1016/j.bmcl.2017.06.019	Unchecked	2
34161865	10.1016/j.ejmech.2021.113652	CDK2/Cyclin A2	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
34161865	10.1016/j.ejmech.2021.113652	Cyclin-dependent kinase 5/CDK5 activator 1	2

Data from ChEMBL 36 via Core Engine