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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1200749
CHEMBL1200749
Compound Name LEVOBUPIVACAINE HYDROCHLORIDE
ChEMBL Synonyms LEVOBUPIVAC | CHIROCAINE | LEVOBUPIVACAINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names CHIROCAINE | LEVOBUPIVAC
Molecular Formula C18H29ClN2O

Additional synonyms for CHEMBL1200749 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cl.CCCCN1CCCC[C@H]1C(=O)Nc2c(C)cccc2C
Standard InChI InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19 ...
Download InChI
Standard InChI Key SIEYLFHKZGLBNX-NTISSMGPSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1200749

Molecule Features

CHEMBL1200749 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium channel protein type IV alpha subunit blocker Sodium channel protein type IV alpha subunit PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PainD010146EFO:0003843pain3ClinicalTrials
ClinicalTrials
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov LEVOBUPIVACAINE HYDROCHLORIDE
The Cochrane Collaboration LEVOBUPIVACAINE HYDROCHLORIDE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1200749. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 1.000
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 0.433
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.310
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.232

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 1.000
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.421
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 0.341
CHEMBL4394 Sphingosine kinase 1 Homo sapiens 0.258

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
288.4 288.2202 3.9 5 32.34 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.13 3.31 2.92 1 21 0.89

Structural Alerts

There are no structural alerts for CHEMBL1200749

Compound Cross References

ChemSpider ChemSpider:SIEYLFHKZGLBNX-NTISSMGPSA-N
PubChem SID: 144205259 SID: 170465452

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1200749



ACToR 27262-48-2
ChEBI 31772
ChemicalBook CB52130881 CB3408801
eMolecules 716040
EPA CompTox Dashboard DTXSID9046071
FDA SRS J998RDZ51I
MolPort MolPort-005-932-346
PubChem 49852293 122177149 117965
PubChem: Drugs of the Future 12014951
PubChem: Thomson Pharma 14777222
Selleck lvobupivacaine-hcl
SureChEMBL SCHEMBL34174

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/SIEYLFHKZGLBNX-NTISSMGPSA-N spacer
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