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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL558
CHEMBL558
Compound Name MEXILETINE
ChEMBL Synonyms MEXITIL P.L. | MEXILETINE HYDROCHLORIDE | KO 1173 CL | MEXITIL | MEXILETINE | KO-1173-Cl
Max Phase 4 (Approved)
Trade Names MEXITIL | MEXILETINE HYDROCHLORIDE | MEXITIL P.L.
Molecular Formula C11H17NO

Additional synonyms for CHEMBL558 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(N)COc1c(C)cccc1C
Standard InChI InChI=1S/C11H17NO/c1-8-5-4-6-9(2)11(8)13-7-10(3)12/h4-6,10H, ...
Download InChI
Standard InChI Key VLPIATFUUWWMKC-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL558

Molecule Features

CHEMBL558 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium channel alpha subunit blocker Sodium channel alpha subunit DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PainD010146EFO:0003843pain2ClinicalTrials
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia4ATC
Charcot-Marie-Tooth DiseaseD002607Orphanet:166Charcot-Marie-Tooth disease2ClinicalTrials
Irritable Bowel SyndromeD043183EFO:0000555irritable bowel syndrome1ClinicalTrials
Myotonic DystrophyD009223Orphanet:206647Myotonic dystrophy2ClinicalTrials
Nervous System DiseasesD009422EFO:0000618nervous system disease2ClinicalTrials
BlepharospasmD001764Orphanet:93955Benign essential blepharospasm2ClinicalTrials

Clinical Data

ClinicalTrials.gov MEXILETINE
The Cochrane Collaboration MEXILETINE

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 CHEMBL558. 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
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.786
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.701

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.779
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.463

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
179.3 179.131 2.03 3 35.25 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.58 2.12 .92 1 13 0.77

Structural Alerts

There are no structural alerts for CHEMBL558

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01B - ANTIARRHYTHMICS, CLASS I AND III
C01BB - Antiarrhythmics, class Ib
C01BB02 - mexiletine

ChemSpider ChemSpider:VLPIATFUUWWMKC-UHFFFAOYSA-N
DailyMed mexiletine hydrochloride
PubChem SID: 90341048
Wikipedia Mexiletine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL558



ACToR 31828-71-4
Atlas mexiletine
BindingDB 50117271
Brenda 122768
ChEBI 6916
DrugBank DB00379
DrugCentral 1794
eMolecules 1012300
EPA CompTox Dashboard DTXSID8048446
Guide to Pharmacology 2629
Human Metabolome Database HMDB0014523
IBM Patent System 8B1D7C75B010A9C1CB9E70A1C67F72F0
KEGG Ligand C07220
LINCS LSM-1700
Mcule MCULE-1930292316
MolPort MolPort-001-790-944
Nikkaji J19.958C
PharmGKB PA450488
PubChem 4178
PubChem: Thomson Pharma 14772717
SureChEMBL SCHEMBL16081

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