Compound Detail

CHEMBL191083

METHYLENE BLUE CATION

💊 Approved Drug

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💊 Approved Drug

CN(C)c1ccc2nc3ccc(=[N+](C)C)cc-3sc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL191083
Name	METHYLENE BLUE CATION
Phase	Approved
Structure Type	MOL
InChI Key	RBTBFTRPCNLSDE-UHFFFAOYSA-N
Therapeutic	✓ Yes
Active Moiety	CHEMBL549963

Known Names

Dndi1417128

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

284.4

MW (Da)

2.50

ALogP

HBA

HBD

19.1

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2011
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product Prodrug

Extended Properties

Molecular Formula	C16H18N3S+
MW	284.41
Aromatic Rings	1
Heavy Atoms	20
NP-Likeness	-1.55

Activity Summary

IC50 7 meas. best 8.38

EC50 1 meas. best 6.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	IC50	8.38	8.1933	4.2	3
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	7.16	7.16	70.0	1
Trypanosoma brucei brucei CHEMBL612851	EC50	6.4	6.4	400.0	1
Amyloid-beta precursor protein CHEMBL2487	IC50	6.26	6.26	550.0	1
Microtubule-associated protein tau CHEMBL1293224	IC50	5.66	5.66	2200.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	5.36	5.36	4370.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	IC50	=	4.2	nM	8.38	Antimalarial activity against Plasmodium falciparum NFS4 assessed as inhibition ...	24856305
Plasmodium falciparum	IC50	=	5.2	nM	8.28	Antimalarial activity against Plasmodium falciparum K1 assessed as inhibition of...	24856305
Plasmodium falciparum	IC50	=	12.0	nM	7.92	Antimalarial activity against Plasmodium falciparum gametocytes by GFP-luciferas...	23075290
Amine oxidase [flavin-containing] A	IC50	=	70.0	nM	7.16	Inhibition of human recombinant MAOA using kynuramine substrate assessed as redu...	25857942
Trypanosoma brucei brucei	EC50	=	400.0	nM	6.4	Antitrypanosomal activity against infective form of Trypanosoma brucei brucei st...	-
Amyloid-beta precursor protein	IC50	=	550.0	nM	6.26	Inhibition of amyloid beta (1-42) aggregation (unknown origin) after 24 hrs by t...	25086914
Microtubule-associated protein tau	IC50	=	2200.0	nM	5.66	Inhibition of His-tagged human brain tau 3R MBD aggregation after 16 hrs by thio...	25086914
Amine oxidase [flavin-containing] B	IC50	=	4370.0	nM	5.36	Inhibition of human recombinant MAOB using kynuramine substrate assessed as redu...	25857942

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
24856305	10.1016/j.bmc.2014.04.066	Plasmodium falciparum	2
-	10.6019/CHEMBL2094269	Trypanosoma brucei brucei	2
25797162	10.1016/j.bmc.2015.03.021	Unchecked	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
26078011	10.1016/j.bmc.2015.05.050	Amyloid-beta precursor protein	1
25857942	10.1016/j.bmcl.2015.03.040	Unchecked	1
25857942	10.1016/j.bmcl.2015.03.040	Amine oxidase [flavin-containing] A	1
25857942	10.1016/j.bmcl.2015.03.040	Amine oxidase [flavin-containing] B	1
25086914	10.1016/j.ejmech.2014.07.095	Microtubule-associated protein tau	1
25086914	10.1016/j.ejmech.2014.07.095	Amyloid-beta precursor protein	1
-	10.6019/CHEMBL3301361	No relevant target	1
-	10.1039/C2MD20218B	Trypanosoma brucei brucei	1
23075290	10.1021/jm3005898	Plasmodium falciparum	1
-	10.6019/CHEMBL2094269	MRC5	1

Data from ChEMBL 36 via Core Engine