Molecule Details
InChIKeyDOMXUEMWDBAQBQ-WEVVVXLNSA-N
Compound NameTerbinafine
Canonical SMILESCN(C/C=C/C#CC(C)(C)C)Cc1cccc2ccccc12
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)3
Pfam Stratification Cross-Family
Avg pChEMBL6.89
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00857
Drug NameTerbinafine
CAS Number91161-71-6
Groups approved investigational vet_approved
ATC Codes D01AE15 D01BA02
DescriptionTerbinafine hydrochloride (Lamisil) is a synthetic allylamine antifungal.[L9065,L9068] It is highly lipophilic in nature and tends to accumulate in skin, nails, and fatty tissues.[A1279] Like other allylamines, terbinafine inhibits ergosterol synthesis by inhibiting the fungal squalene monooxygenase...

Categories: Agents Causing Muscle Toxicity Allylamine Antifungal Allylamines Anti-Infective Agents Antifungal Agents Antifungals for Dermatological Use Antifungals for Systemic Use Antifungals for Topical Use Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (weak) Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dermatologicals Enzyme Inhibitors Naphthalenes
Cross-references: BindingDB: 50018518 ChEBI: 9448 CHEMBL822 ChemSpider: 1266005 Drugs Product Database (DPD): 11385 C08079 D02375 PharmGKB: PA451614 PubChem:1549008 PubChem:46508519 RxCUI: 37801 Therapeutic Targets Database: DAP000753 Wikipedia: Terbinafine ZINC: ZINC000001530981
Target Activities (3)
Target Gene Organism Category Pfam pChEMBL Type Source
Q14534 SQLE Homo sapiens Human PF13450 PF08491 7.5 Ki ChEMBL;BindingDB
P10635 CYP2D6 Homo sapiens Human PF00067 6.7 IC50 ChEMBL
Q99720 SIGMAR1 Homo sapiens Human PF04622 6.4 IC50 ChEMBL
DrugBank Target Actions (13)
Target Gene Target Name Action Type
P02763 P02763 alpha1-acid glycoprotein binder carriers
P02768 ALB Albumin binder carriers
P08684 CYP3A4 Cytochrome P450 3A4 inducer enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P05177 CYP1A2 Cytochrome P450 1A2 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10632 CYP2C8 Cytochrome P450 2C8 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P23219 PTGS1 Prostaglandin G/H synthase 1 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
Q14534 SQLE Squalene monooxygenase inhibitor targets
Q92206 ERG1 Squalene epoxidase ERG1 inhibitor targets
A0A059JJ46 A0A059JJ46 ABC multidrug transporter MDR2 substrate transporters