Molecule Details
InChIKeyIFFPICMESYHZPQ-UHFFFAOYSA-N
Compound NamePrenylamine
Canonical SMILESCC(Cc1ccccc1)NCCC(c1ccccc1)c1ccccc1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)4
Pfam Stratification Homologous
Avg pChEMBL6.69
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB04825
Drug NamePrenylamine
CAS Number390-64-7
Groups approved withdrawn
ATC Codes C01DX52 C01DX02
DescriptionPrenylamine was withdrawn from the Canadian, US, and UK markets in 1988 due to concerns regarding cardiac arrhythmias.

Categories: Adrenergic Agents Agents causing hyperkalemia Amines Antiarrhythmic agents Bradycardia-Causing Agents Calcium Channel Blockers Calcium-Regulating Hormones and Agents Calmodulin, antagonists & inhibitors Cardiac Therapy Cardiovascular Agents Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Ethylamines Hydroxy Acids Membrane Transport Modulators Moderate Risk QTc-Prolonging Agents Neurotransmitter Agents Phenethylamines QTc Prolonging Agents Vasodilating Agents Vasodilators Used in Cardiac Diseases
Cross-references: BindingDB: 50017723 ChEBI: 8397 CHEMBL24072 ChemSpider: 9418 D02383 PubChem:9801 PubChem:46508663 RxCUI: 8674 Wikipedia: Prenylamine
Target Activities (4)
Target Gene Organism Category Pfam pChEMBL Type Source
Q12809 KCNH2 Homo sapiens Human PF00027 PF00520 PF13426 7.2 IC50 ChEMBL;BindingDB
P35498 SCN1A Homo sapiens Human PF00520 PF24609 PF06512 PF11933 6.5 IC50 ChEMBL;BindingDB
Q99250 SCN2A Homo sapiens Human PF00520 PF24609 PF06512 PF11933 6.5 IC50 ChEMBL
Q9NY46 SCN3A Homo sapiens Human PF00520 PF24609 PF06512 PF11933 6.5 IC50 ChEMBL
DrugBank Target Actions (3)
Target Gene Target Name Action Type
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P0DP23 CALM1 Calmodulin binder targets
Q9H1R3 MYLK2 Myosin light chain kinase 2, skeletal/cardiac muscle inhibitor targets