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Compound Detail

CHEMBL551978

DROTAVERINE
🧪 Phase III
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🧪 Phase III
CCOc1ccc(/C=C2\NCCc3cc(OCC)c(OCC)cc32)cc1OCC

Basic Information

ChEMBL ID CHEMBL551978
Name DROTAVERINE
Phase Phase III
Structure Type MOL
InChI Key OMFNSKIUKYOYRG-MOSHPQCFSA-N

Known Names

Drotaverin Drotaverina Drotaverine Drotin
4
Targets
5
Activities
1
Assay Types
9
PK Parameters
20
Publications
4
Known Names
2
Indications
1
Mechanisms

Molecular Properties

397.5
MW (Da)
4.93
ALogP
5
HBA
1
HBD
49.0
PSA (Ų)
0.65
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -verine

Extended Properties

Molecular Formula C24H31NO4
MW 397.52
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.03

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Phosphodiesterase 4 inhibitor INHIBITOR Phosphodiesterase 4

Indications

Bile Duct Diseases Digestive System Diseases

ATC Classification

A03AD02
drotaverine
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS

Activity Summary

IC50 5 meas. best 5.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Uterus
CHEMBL4296544
IC50 5.71 5.71 1940.0 1
SARS-CoV-2
CHEMBL4303835
IC50 5.22 5.22 6070.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
IC50 4.61 4.61 24500.0 1
Bile salt export pump
CHEMBL6020
IC50 4.43 4.43 37000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3250.92 ng.hr.mL-1 Homo sapiens
CL 3.5 mL.min-1.kg-1 Homo sapiens
CL 3.5 mL.min-1.kg-1 Homo sapiens
CL 3.5 mL.min-1.kg-1 Homo sapiens
CL 3.5 mL.min-1.kg-1 Homo sapiens
Fu 0.12 - Homo sapiens
Fu 0.12 - Homo sapiens
MRT 9.0 hr Homo sapiens
T1/2 9.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20070106 10.1021/jm901371v Homo sapiens 8
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
19445515 10.1021/jm900403j Homo sapiens 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
29269216 10.1016/j.bmcl.2017.12.017 Uterus 2
23956101 10.1093/toxsci/kft176 Unchecked 2
23956101 10.1093/toxsci/kft176 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 4 1
- 10.21203/rs.3.rs-23951/v1 ADMET 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
20829430 10.1093/toxsci/kfq269 Bile salt export pump 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine