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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL822
CHEMBL822
Compound Name TERBINAFINE
ChEMBL Synonyms LAMISIL AT | ATHLETE'S FOOT | SF 86-327 | LAMISIL | LAMISIL ONCE | TERBINAFINE HYDROCHLORIDE | SF-86-327 | TERBINAFINE
Max Phase 4 (Approved)
Trade Names LAMISIL AT | ATHLETE'S FOOT | LAMISIL | LAMISIL ONCE | TERBINAFINE HYDROCHLORIDE
Molecular Formula C21H25N

Additional synonyms for CHEMBL822 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C\C=C\C#CC(C)(C)C)Cc1cccc2ccccc12
Standard InChI InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-1 ...
Download InChI
Standard InChI Key DOMXUEMWDBAQBQ-WEVVVXLNSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL822

Molecule Features

CHEMBL822 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Squalene monooxygenase inhibitor Squalene monooxygenase FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis2ClinicalTrials
Tinea PedisD014008EFO:0007512tinea pedis3ClinicalTrials
ClinicalTrials
OnychomycosisD0140093ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov TERBINAFINE
The Cochrane Collaboration TERBINAFINE

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 CHEMBL822. 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
CHEMBL1961783 Nuclear receptor subfamily 1 group D member 1 Homo sapiens 0.442

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1961783 Nuclear receptor subfamily 1 group D member 1 Homo sapiens 0.754

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
291.4 291.1987 4.88 4 3.24 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.92 5.58 5.46 2 22 0.73

Structural Alerts

There are 3 structural alerts for CHEMBL822. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01B - ANTIFUNGALS FOR SYSTEMIC USE
D01BA - Antifungals for systemic use
D01BA02 - terbinafine

D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AE - Other antifungals for topical use
D01AE15 - terbinafine

FRAC G - STEROL BIOSYNTHESIS IN MEMBRANES
G4 - SQUALENE-EPOXIDASE IN STEROL BIOSYNTHESIS (ERG1)
G418 - (SBI CLASS IV)
G418B - ALLYLAMINES
G418B2 - TERBINAFINE
ChemSpider ChemSpider:DOMXUEMWDBAQBQ-WEVVVXLNSA-N
DailyMed terbinafine hydrochloride
PubChem SID: 144205144 SID: 170465174 SID: 26754460 SID: 29215261
Wikipedia Terbinafine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL822



ACToR 91161-71-6
Atlas terbinafine
BindingDB 50018518
Brenda 3534
ChEBI 9448
DrugBank DB00857
DrugCentral 2597
eMolecules 902552
EPA CompTox Dashboard DTXSID2023640
FDA SRS G7RIW8S0XP
Human Metabolome Database HMDB0014995
KEGG Ligand C08079
LINCS LSM-43227
Mcule MCULE-4207852703
MolPort MolPort-002-507-761
Nikkaji J1.406.049I J126.310B
PharmGKB PA451614
PubChem 1549008
PubChem: Thomson Pharma 14800096
Selleck Terbinafine(Lamisil)
SureChEMBL SCHEMBL36794
ZINC ZINC000001530981

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