Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL550495

METHYLENE BLUE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CN(C)c1ccc2nc3ccc(=[N+](C)C)cc-3sc2c1.O.O.O.[Cl-]

Basic Information

ChEMBL ID CHEMBL550495
Name METHYLENE BLUE
Phase Approved
Structure Type MOL
InChI Key XQAXGZLFSSPBMK-UHFFFAOYSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL191083
Active Moiety CHEMBL549963

Known Names

Basic blue 9 Basic blue 9 trihydrate C.I. 52015 C.i. basic blue 9 C.i. basic blue 9 trihydrate CI 52015 CI-52015 Lowacryl blue 9 Methylene blue Methylene blue trihydrate Methylenium ceruleum NSC-759135 +1 more
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
12
Publications
13
Known Names
15
Indications
1
Mechanisms

Molecular Properties

284.4
MW (Da)
2.50
ALogP
3
HBA
0
HBD
19.1
PSA (Ų)
0.51
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2016
Availability Prescription
Chirality Achiral

Routes of Administration

Parenteral

Flags

Black Box Warning Prodrug

Extended Properties

Molecular Formula C16H24ClN3O3S
MW 373.91
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -1.55

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Reducing agent - -

Indications

Urinary Tract Infections Bipolar Disorder Dysuria Shock, Septic Abscess Malaria Malaria, Falciparum Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Stress Disorders, Post-Traumatic Tooth Diseases Wounds and Injuries Glucosephosphate Dehydrogenase Deficiency Jaundice Sepsis

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 3 meas. best 5.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SARS-CoV-2
CHEMBL4303835
IC50 5.69 5.69 2030.0 1
GroEL/GroES
CHEMBL4106139
IC50 5.48 5.48 3300.0 1
Thiosulfate sulfurtransferase
CHEMBL4295835
IC50 5.21 5.21 6100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 4
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
17967916 10.1128/aac.00773-07 No relevant target 1
- 10.1007/s00044-004-0111-x Probable glutathione reductase 2 1
- 10.21203/rs.3.rs-23951/v1 Caco-2 1
- 10.21203/rs.3.rs-23951/v1 ADMET 1
30852084 10.1016/j.bmcl.2019.02.028 Thiosulfate sulfurtransferase 1
30852084 10.1016/j.bmcl.2019.02.028 Unchecked 1
30852084 10.1016/j.bmcl.2019.02.028 HSP60/HSP10 1
30852084 10.1016/j.bmcl.2019.02.028 Chaperonin GroEL 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine