Molecule Details
InChIKeySGTNSNPWRIOYBX-UHFFFAOYSA-N
Compound NameVerapamil
Canonical SMILESCOc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)19
Pfam Stratification Cross-Family
Avg pChEMBL6.64
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00661
Drug NameVerapamil
CAS Number52-53-9
Groups approved investigational
ATC Codes C09BB10 C08DA51 C08DA01
DescriptionVerapamil is a phenylalkylamine calcium channel blocker used in the treatment of high blood pressure, heart arrhythmias, and angina,[L8791] and was the first calcium channel antagonist to be introduced into therapy in the early 1960s.[A188514] It is a member of the non-dihydropyridine class of calci...

Categories: ACE Inhibitors and Calcium Channel Blockers Adrenergic Antagonists Adrenergic alpha-1 Receptor Antagonists Adrenergic alpha-Antagonists Amines Antiarrhythmic agents Antihypertensive Agents Antihypertensive Agents Indicated for Hypertension Bradycardia-Causing Agents Calcium Channel Blockers Calcium Channel Blockers (Nondihydropyridine) Cardiovascular Agents Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2B6 Substrates Cytochrome P-450 CYP2C18 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (strength unknown) Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (weak) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP2E1 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (moderate) Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs that are Mainly Renally Excreted Hypotensive Agents MATE 1 Inhibitors MATE 2 Inhibitors MATE inhibitors Membrane Transport Modulators Miscellaneous Calcium-channel Blocking Agents Negative Inotrope OATP1B1/SLCO1B1 Inhibitors OCT1 inhibitors OCT1 substrates P-glycoprotein inhibitors P-glycoprotein substrates Phenylalkylamine Derivatives Selective Calcium Channel Blockers With Direct Cardiac Effects Vasodilating Agents Verapamil and analogues
Cross-references: BindingDB: 81939 ChEBI: 77733 CHEMBL6966 ChemSpider: 2425 Drugs Product Database (DPD): 10110 Guide to Pharmacology: 2406 IUPHAR: 2406 C07188 D02356 PharmGKB: PA451868 PubChem:2520 PubChem:46508158 RxCUI: 11170 Therapeutic Targets Database: DAP000040 Wikipedia: Verapamil
Target Activities (19)
Target Gene Organism Category Pfam pChEMBL Type Source
P08684 CYP3A4 Homo sapiens Human PF00067 8.0 IC50 ChEMBL;BindingDB
P08183 ABCB1 Homo sapiens Human PF00664 PF00005 7.4 IC50 ChEMBL;BindingDB
P33527 ABCC1 Homo sapiens Human PF00664 PF00005 PF24357 7.1 IC50 ChEMBL
P35462 DRD3 Homo sapiens Human PF00001 7.0 IC50 ChEMBL
P41595 HTR2B Homo sapiens Human PF00001 6.9 IC50 ChEMBL
P31645 SLC6A4 Homo sapiens Human PF03491 PF00209 6.8 IC50 ChEMBL
Q13936 CACNA1C Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.8 IC50 ChEMBL;BindingDB
O60840 CACNA1F Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.7 IC50 ChEMBL
Q01668 CACNA1D Homo sapiens Human PF08763 PF16885 PF16905 PF00520 6.7 IC50 ChEMBL
Q12809 KCNH2 Homo sapiens Human PF00027 PF00520 PF13426 6.7 IC50 ChEMBL;BindingDB
Q13698 CACNA1S Homo sapiens Human PF08763 PF16905 PF00520 6.7 IC50 ChEMBL
P28335 HTR2C Homo sapiens Human PF00001 6.7 IC50 ChEMBL
P28223 HTR2A Homo sapiens Human PF00001 6.6 IC50 ChEMBL
P08913 ADRA2A Homo sapiens Human PF00001 6.2 IC50 ChEMBL
P18089 ADRA2B Homo sapiens Human PF00001 6.0 Kd ChEMBL
P18825 ADRA2C Homo sapiens Human PF00001 6.0 Kd ChEMBL
P25100 ADRA1D Homo sapiens Human PF00001 6.0 Kd ChEMBL
P35348 ADRA1A Homo sapiens Human PF00001 6.0 Kd ChEMBL
P35368 ADRA1B Homo sapiens Human PF00001 6.0 Kd ChEMBL
DrugBank Target Actions (44)
Target Gene Target Name Action Type
P02763 P02763 Alpha-1-acid glycoprotein 1 substrate carriers
P02768 ALB Albumin substrate carriers
P20813 CYP2B6 Cytochrome P450 2B6 activator enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10632 CYP2C8 Cytochrome P450 2C8 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P20815 CYP3A5 Cytochrome P450 3A5 inhibitor enzymes
P05177 CYP1A2 Cytochrome P450 1A2 substrate enzymes
P05181 CYP2E1 Cytochrome P450 2E1 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10632 CYP2C8 Cytochrome P450 2C8 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P20813 CYP2B6 Cytochrome P450 2B6 substrate enzymes
P20815 CYP3A5 Cytochrome P450 3A5 substrate enzymes
P33260 CYP2C18 Cytochrome P450 2C18 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
P25100 ADRA1D Alpha-1D adrenergic receptor antagonist targets
P35348 ADRA1A Alpha-1A adrenergic receptor antagonist targets
P35368 ADRA1B Alpha-1B adrenergic receptor antagonist targets
P08183 ABCB1 ATP-dependent translocase ABCB1 blocker targets
O00555 CACNA1A Voltage-dependent P/Q-type calcium channel subunit alpha-1A inhibitor targets
O43497 CACNA1G Voltage-dependent T-type calcium channel subunit alpha-1G inhibitor targets
O95180 CACNA1H Voltage-dependent T-type calcium channel subunit alpha-1H inhibitor targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor targets
Q00975 CACNA1B Voltage-dependent N-type calcium channel subunit alpha-1B inhibitor targets
Q06432 CACNG1 Voltage-dependent calcium channel inhibitor targets
Q12809 KCNH2 Voltage-gated inwardly rectifying potassium channel KCNH2 inhibitor targets
Q13936 CACNA1C Voltage-dependent L-type calcium channel subunit alpha-1C inhibitor targets
Q14654 KCNJ11 ATP-sensitive inward rectifier potassium channel 11 inhibitor targets
P31645 SLC6A4 Sodium-dependent serotonin transporter unknown targets
O15245 SLC22A1 Solute carrier family 22 member 1 inhibitor transporters
O15438 ABCC3 ATP-binding cassette sub-family C member 3 inhibitor transporters
O15439 O15439 ATP-binding cassette sub-family C member 4 inhibitor transporters
O76082 O76082 Organic cation/carnitine transporter 2 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 inhibitor transporters
P46721 P46721 Solute carrier organic anion transporter family member 1A2 inhibitor transporters
Q5T3U5 Q5T3U5 ATP-binding cassette sub-family C member 10 inhibitor transporters
Q86VL8 SLC47A2 Multidrug and toxin extrusion protein 2 inhibitor transporters
Q96FL8 SLC47A1 Multidrug and toxin extrusion protein 1 inhibitor transporters
Q9H015 Q9H015 Solute carrier family 22 member 4 inhibitor transporters
Q9Y6L6 SLCO1B1 Solute carrier organic anion transporter family member 1B1 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 substrate transporters