Compound Detail

CHEMBL50498

MERIDIANIN A

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Nc1nccc(-c2c[nH]c3cccc(O)c23)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL50498
Name	MERIDIANIN A
Phase	Preclinical
Structure Type	MOL
InChI Key	SZOKTSDFOPVLFD-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

226.2

MW (Da)

1.91

ALogP

HBA

HBD

87.8

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	C12H10N4O
MW	226.24
Aromatic Rings	3
Heavy Atoms	17
NP-Likeness	0.31

Activity Summary

IC50 17 meas. best 5.96

Ki 3 meas. best 6.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.82	6.82	150.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.17	6.17	684.0	1
Unchecked CHEMBL612545	IC50	5.96	5.46	1100.0	2
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.89	5.89	1300.0	2
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.63	5.63	2350.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	5.62	5.62	2400.0	1
Cyclin-dependent kinase 1/cyclin B CHEMBL2094127	IC50	5.6	5.6	2500.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	5.6	5.6	2500.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.52	5.52	3000.0	1
Cyclin-dependent kinase 2/cyclin A CHEMBL2094128	IC50	5.51	5.51	3100.0	1
Cyclin-dependent kinase 5 CHEMBL4036	IC50	5.46	5.46	3500.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	5.27	5.27	5400.0	1
cAMP-dependent protein kinase (PKA) CHEMBL2094138	IC50	4.96	4.96	11000.0	1
Plasmodium falciparum CHEMBL364	IC50	4.92	4.92	12000.0	2
A549 CHEMBL392	IC50	4.82	4.82	15000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2B	Ki	=	150.0	nM	6.82	Displacement of [3H]LSD from 5-HT2B receptor after 1.5 hrs by scintillation coun...	21907583
5-hydroxytryptamine receptor 1A	Ki	=	684.0	nM	6.17	Displacement of [3H]8-OH-DPAT from 5-HT1A receptor after 1.5 hrs by scintillatio...	21907583
Unchecked	IC50	=	1100.0	nM	5.96	Inhibition of pig brain CK1delta/epsilon assessed as RRKHAAIGSpAYSITA phosphoryl...	21907583
Glycogen synthase kinase-3 beta	IC50	=	1300.0	nM	5.89	Inhibition of glycogen synthase kinase-3 beta	15026054
Glycogen synthase kinase-3 beta	IC50	=	1300.0	nM	5.89	Inhibition of GSK3-beta	21907583
Sodium-dependent dopamine transporter	Ki	=	2350.0	nM	5.63	Displacement of [3H]WIN35428 from DAT after 1.5 hrs by scintillation counting	21907583
CDK9/cyclin T1	IC50	=	2400.0	nM	5.62	Inhibition of human recombinant CDK9/cyclin T expressed in insect cells assessed...	21907583
Cyclin-dependent kinase 1	IC50	=	2500.0	nM	5.6	Inhibition of CDK1	21907583
Cyclin-dependent kinase 1/cyclin B	IC50	=	2500.0	nM	5.6	Inhibition of cyclin-dependent kinase 1-cyclin B	15026054
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	3000.0	nM	5.52	Inhibition of human Cyclin-dependent kinase 5-p35nck5a	15026054
Cyclin-dependent kinase 2/cyclin A	IC50	=	3100.0	nM	5.51	Inhibition of human recombinant CDK2/cyclin A expressed in insect cells assessed...	21907583
Cyclin-dependent kinase 5	IC50	=	3500.0	nM	5.46	Inhibition of CDK5	21907583
3-phosphoinositide-dependent protein kinase 1	IC50	=	5400.0	nM	5.27	Inhibition of human PDK1	27217002
cAMP-dependent protein kinase (PKA)	IC50	=	11000.0	nM	4.96	Inhibition of PKA (protein kinase A)	15026054
Unchecked	IC50	=	11000.0	nM	4.96	Inhibition of PKA	21907583
Plasmodium falciparum	IC50	=	12000.0	nM	4.92	Antimalarial activity against transgenic Plasmodium falciparum 3D7 infected in h...	21907583
Plasmodium falciparum	IC50	=	12000.0	nM	4.92	Antimalarial activity against Plasmodium falciparum D7	26005918
A549	IC50	=	15000.0	nM	4.82	Cytotoxicity against human A549 cells after 72 hrs	21907583

Literature References

PubMed	DOI	Target Context	# Activities
21907583	10.1016/j.bmc.2011.08.033	Unchecked	3
15026054	10.1016/j.bmcl.2004.01.050	U-937	1
27217002	10.1016/j.bmcl.2016.05.005	3-phosphoinositide-dependent protein kinase 1	1
21907583	10.1016/j.bmc.2011.08.033	D(1B) dopamine receptor	1
21907583	10.1016/j.bmc.2011.08.033	5-hydroxytryptamine receptor 7	1
21907583	10.1016/j.bmc.2011.08.033	5-hydroxytryptamine receptor 5A	1
21907583	10.1016/j.bmc.2011.08.033	5-hydroxytryptamine receptor 2C	1
21907583	10.1016/j.bmc.2011.08.033	5-hydroxytryptamine receptor 2B	1
21907583	10.1016/j.bmc.2011.08.033	5-hydroxytryptamine receptor 1D	1
21907583	10.1016/j.bmc.2011.08.033	5-hydroxytryptamine receptor 1A	1
15026054	10.1016/j.bmcl.2004.01.050	LMM3 cell line	1
15026054	10.1016/j.bmcl.2004.01.050	Cyclin-dependent kinase 1/cyclin B	1
15026054	10.1016/j.bmcl.2004.01.050	RD	1
15026054	10.1016/j.bmcl.2004.01.050	HT-29	1
15026054	10.1016/j.bmcl.2004.01.050	HEp-2	1
15026054	10.1016/j.bmcl.2004.01.050	PTP	1
15026054	10.1016/j.bmcl.2004.01.050	Casein kinase I	1
15026054	10.1016/j.bmcl.2004.01.050	Glycogen synthase kinase-3 beta	1
15026054	10.1016/j.bmcl.2004.01.050	Unchecked	1
15026054	10.1016/j.bmcl.2004.01.050	cAMP-dependent protein kinase (PKA)	1

Data from ChEMBL 36 via Core Engine