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Compound Detail

CHEMBL1200749

LEVOBUPIVACAINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CCCCN1CCCC[C@H]1C(=O)Nc1c(C)cccc1C.Cl

Basic Information

ChEMBL ID CHEMBL1200749
Name LEVOBUPIVACAINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key SIEYLFHKZGLBNX-NTISSMGPSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL1201193
Active Moiety CHEMBL1201193

Known Names

Bupivacaine (-)-form hydrochloride CHIROCAINE Levobupivac Levobupivacaine hcl Levobupivacaine hydrochloride
2
Targets
6
Activities
1
Assay Types
0
PK Parameters
1
Publications
5
Known Names
2
Indications
1
Mechanisms

Molecular Properties

288.4
MW (Da)
3.90
ALogP
2
HBA
1
HBD
32.3
PSA (Ų)
0.89
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1999
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Parenteral
USAN Stem -caine
USAN Year 1998

Extended Properties

Molecular Formula C18H29ClN2O
MW 324.90
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -1.36

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sodium channel protein type IV alpha subunit blocker BLOCKER Sodium channel protein type 4 subunit alpha

Indications

Pain Pregnancy

Activity Summary

IC50 6 meas. best 4.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.89 4.62 13000.0 3
Unchecked
CHEMBL612545
IC50 4.57 4.57 27170.6 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
21624711 10.1016/j.ejmech.2011.05.015 Voltage-gated inwardly rectifying potassium channel KCNH2 5

Data from ChEMBL 36 via Core Engine