Molecule Details
InChIKeyGUGOEEXESWIERI-UHFFFAOYSA-N
Compound NameTerfenadine
Canonical SMILESCC(C)(C)c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1
Clinical Status Clinical Multi-Target
Targets (Human+Pathogen)18
Pfam Stratification Cross-Family
Avg pChEMBL6.53
SourceChEMBL;BindingDB;TTD_MultiTarget
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00342
Drug NameTerfenadine
CAS Number50679-08-8
Groups approved withdrawn
ATC Codes R06AX12
DescriptionIn the U.S., Terfenadine was superseded by fexofenadine in the 1990s due to the risk of cardiac arrhythmia caused by QT interval prolongation.

Categories: Anticholinergic Agents Antihistamines for Systemic Use BSEP/ABCB11 Substrates Benzene Derivatives Benzhydryl Compounds Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strong) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A4 Substrates (strength unknown) Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 CYP3A7 Substrates Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Highest Risk QTc-Prolonging Agents Histamine Agents Histamine Antagonists Histamine H1 Antagonists Histamine H1 Antagonists, Non-Sedating Muscarinic Antagonists Neurotransmitter Agents P-glycoprotein inhibitors P-glycoprotein substrates Piperidines QTc Prolonging Agents
Cross-references: BindingDB: 50017376 ChEBI: 9453 CHEMBL17157 ChemSpider: 5212 Drugs Product Database (DPD): 1918 Guide to Pharmacology: 2608 IUPHAR: 2608 C07463 D00521 PharmGKB: PA451619 PubChem:5405 PubChem:46507007 RxCUI: 42330 Therapeutic Targets Database: DAP000102 Wikipedia: Terfenadine
Target Activities (18)
Target Gene Organism Category Pfam pChEMBL Type Source
P35348 ADRA1A Homo sapiens Human PF00001 8.6 pIC50 TTD_MultiTarget
P41595 HTR2B Homo sapiens Human PF00001 7.4 IC50 ChEMBL
P35367 HRH1 Homo sapiens Human PF00001 7.4 IC50 ChEMBL;BindingDB
Q12809 KCNH2 Homo sapiens Human PF00027 PF00520 PF13426 6.9 IC50 ChEMBL;BindingDB
P28223 HTR2A Homo sapiens Human PF00001 6.9 IC50 ChEMBL
Q01959 SLC6A3 Homo sapiens Human PF00209 6.6 IC50 ChEMBL
P08684 CYP3A4 Homo sapiens Human PF00067 6.5 IC50 ChEMBL;BindingDB
P35462 DRD3 Homo sapiens Human PF00001 6.3 Ki ChEMBL
P18825 ADRA2C Homo sapiens Human PF00001 6.3 Ki ChEMBL
P50406 HTR6 Homo sapiens Human PF00001 6.2 Ki ChEMBL
P28335 HTR2C Homo sapiens Human PF00001 6.2 Ki ChEMBL
P51681 CCR5 Homo sapiens Human PF00001 6.1 Ki ChEMBL
P21452 TACR2 Homo sapiens Human PF00001 6.0 Ki ChEMBL
O60840 CACNA1F Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.0 IC50 ChEMBL
Q01668 CACNA1D Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.0 IC50 ChEMBL
Q13698 CACNA1S Homo sapiens Human PF08763 PF16905 PF00520 6.0 IC50 ChEMBL
Q13936 CACNA1C Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.0 IC50 ChEMBL;BindingDB
Q14524 SCN5A Homo sapiens Human PF00520 PF24609 PF06512 PF11933 6.0 IC50 ChEMBL;BindingDB
DrugBank Target Actions (21)
Target Gene Target Name Action Type
P02763 P02763 alpha1-acid glycoprotein binder carriers
P02768 ALB Albumin binder carriers
P02763 P02763 alpha1-acid glycoprotein regulator carriers
P02768 ALB Albumin regulator carriers
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10632 CYP2C8 Cytochrome P450 2C8 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P51589 CYP2J2 Cytochrome P450 2J2 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P20815 CYP3A5 Cytochrome P450 3A5 substrate enzymes
P24462 CYP3A7 Cytochrome P450 3A7 substrate enzymes
P20309 CHRM3 Muscarinic acetylcholine receptor M3 antagonist targets
P35367 HRH1 Histamine H1 receptor antagonist targets
P08172 CHRM2 Muscarinic acetylcholine receptor M2 binder targets
P08173 CHRM4 Muscarinic acetylcholine receptor M4 binder targets
P08912 CHRM5 Muscarinic acetylcholine receptor M5 binder targets
P11229 CHRM1 Muscarinic acetylcholine receptor M1 binder targets
Q12809 KCNH2 Voltage-gated inwardly rectifying potassium channel KCNH2 inhibitor targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
O95342 ABCB11 Bile salt export pump substrate transporters