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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL626
CHEMBL626
Compound Name NAFTIFINE
ChEMBL Synonyms NAFTIN | AW-105-843 | Exoderil | AW 105-843 | NAFTIFINE HYDROCHLORIDE | Naftifine
Max Phase 4 (Approved)
Trade Names NAFTIN | NAFTIFINE HYDROCHLORIDE | Exoderil
Molecular Formula C21H21N

Additional synonyms for CHEMBL626 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C\C=C\c1ccccc1)Cc2cccc3ccccc23
Standard InChI InChI=1S/C21H21N/c1-22(16-8-11-18-9-3-2-4-10-18)17-20-14-7-1 ...
Download InChI
Standard InChI Key OZGNYLLQHRPOBR-DHZHZOJOSA-N

Sources

  • 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


CHEMBL626

Molecule Features

CHEMBL626 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Tinea PedisD014008EFO:0007512tinea pedis3ClinicalTrials
ClinicalTrials
OnychomycosisD0140092ClinicalTrials

Clinical Data

ClinicalTrials.gov NAFTIFINE
The Cochrane Collaboration NAFTIFINE

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 CHEMBL626. 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
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.946
CHEMBL287 Sigma opioid receptor Homo sapiens 0.866
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.810
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.752
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.718
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.501
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.486
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.406
CHEMBL228 Serotonin transporter Homo sapiens 0.257
CHEMBL1798 Cysteinyl leukotriene receptor 1 Homo sapiens 0.210



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4077 Melanocortin receptor 1 Mus musculus 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.993
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.984
CHEMBL287 Sigma opioid receptor Homo sapiens 0.933
CHEMBL5763 Cholinesterase Equus caballus 0.882
CHEMBL220 Acetylcholinesterase Homo sapiens 0.878
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.853
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.777
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.589
CHEMBL4608 Melanocortin receptor 5 Homo sapiens 0.432
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.380
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.369
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.356

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
287.4 287.1674 4.99 5 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
- 7.99 5.04 4.36 3 22 0.64

Structural Alerts

There are 1 structural alerts for CHEMBL626. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AE - Other antifungals for topical use
D01AE22 - naftifine

FRAC G - STEROL BIOSYNTHESIS IN MEMBRANES
G4 - SQUALENE-EPOXIDASE IN STEROL BIOSYNTHESIS (ERG1)
G418 - (SBI CLASS IV)
G418B - ALLYLAMINES
G418B1 - NAFTIFINE
ChemSpider ChemSpider:OZGNYLLQHRPOBR-DHZHZOJOSA-N
DailyMed naftifine hydrochloride
Wikipedia Naftifine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL626



ACToR 65472-88-0
BindingDB 50170647
Brenda 12270
ChEBI 7451
DrugCentral 1872
EPA CompTox Dashboard DTXSID6048545
FDA SRS 4FB1TON47A
KEGG Ligand C08071
LINCS LSM-43018
Nikkaji J3.124.773J J19.990G
PharmGKB PA164748617
PubChem 47641
PubChem: Thomson Pharma 14942609
SureChEMBL SCHEMBL49141
ZINC ZINC000001530977

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