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Compound Detail

CHEMBL2051955

LEVOSIMENDAN
🧪 Phase III
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🧪 Phase III
C[C@@H]1CC(=O)NN=C1c1ccc(NN=C(C#N)C#N)cc1

Basic Information

ChEMBL ID CHEMBL2051955
Name LEVOSIMENDAN
Phase Phase III
Structure Type MOL
InChI Key WHXMKTBCFHIYNQ-SECBINFHSA-N

Known Names

(-)-OR-1259 (r)-simendan Levosimendan NSC-759644 OR-1259 OR1259 Simdax Simendan, (r)-
2
Targets
2
Activities
2
Assay Types
4
PK Parameters
20
Publications
8
Known Names
16
Indications
2
Mechanisms

Molecular Properties

280.3
MW (Da)
1.36
ALogP
6
HBA
2
HBD
113.4
PSA (Ų)
0.64
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -dan
USAN Year 1998

Extended Properties

Molecular Formula C14H12N6O
MW 280.29
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -0.69

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Phosphodiesterase 3 inhibitor INHIBITOR Phosphodiesterase 3
Troponin, cardiac muscle positive modulator POSITIVE MODULATOR Troponin, cardiac muscle

Indications

Amyotrophic Lateral Sclerosis Cardiovascular Diseases Heart Failure Heart Failure Severe Acute Respiratory Syndrome Shock ST Elevation Myocardial Infarction Acute Kidney Injury Coronary Disease Heart Diseases Hemorrhage Hernias, Diaphragmatic, Congenital Ischemic Attack, Transient Muscular Diseases Shock, Septic Stroke

ATC Classification

C01CX08
levosimendan
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

IC50 1 meas. best 8.1
Kd 1 meas. best 4.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphodiesterase 3
CHEMBL2094125
IC50 8.1 8.1 8.0 1
Troponin C, slow skeletal and cardiac muscles
CHEMBL2066
Kd 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.8 mL.min-1.kg-1 Homo sapiens
Fu 0.02 - Homo sapiens
MRT 1.1 hr Homo sapiens
T1/2 1.1 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.1007/s00044-010-9319-0 Rattus norvegicus 6
18426954 10.1124/dmd.108.020479 ADMET 4
33862515 10.1016/j.ejmech.2021.113396 Danio rerio 4
38572607 10.1021/acs.jmedchem.4c00345 Danio rerio 4
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
38852338 10.1016/j.ejmech.2024.116540 Mast/stem cell growth factor receptor Kit 1
- 10.1016/S0960-894X(01)80288-2 NON-PROTEIN TARGET 1
38852338 10.1016/j.ejmech.2024.116540 Phosphatidylinositol 4-phosphate 5-kinase type-1 alpha 1
38852338 10.1016/j.ejmech.2024.116540 Receptor-type tyrosine-protein kinase FLT3 1
38852338 10.1016/j.ejmech.2024.116540 Serine/threonine-protein kinase RIO3 1
38852338 10.1016/j.ejmech.2024.116540 Serine/threonine-protein kinase RIO1 1
38451215 10.1021/acs.jmedchem.3c02412 Troponin C, slow skeletal and cardiac muscles 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1
- 10.1016/S0960-894X(01)80288-2 Phosphodiesterase 3 1

Data from ChEMBL 36 via Core Engine