Molecule Details
InChIKeyWSEQXVZVJXJVFP-UHFFFAOYSA-N
Compound NameCitalopram
Canonical SMILESCN(C)CCCC1(c2ccc(F)cc2)OCc2cc(C#N)ccc21
Clinical Status Clinical Multi-Target
Targets (Human+Pathogen)6
Pfam Stratification Cross-Family
Avg pChEMBL7.04
SourceBindingDB;ChEMBL;TTD_MultiTarget
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00215
Drug NameCitalopram
CAS Number59729-33-8
Groups approved investigational
ATC Codes N06AB04
DescriptionCitalopram is an antidepressant belonging to the class of selective _serotonin-reuptake inhibitors_ (SSRIs) widely used to treat the symptoms of depression. It is a racemic bicyclic phthalate derivate and is the only compound with a tertiary amine and 2 nitrogen-containing metabolites among all SSRI...

Categories: Amines Antidepressive Agents Antidepressive Agents Indicated for Depression Antidepressive Agents, Second-Generation Benzofurans Central Nervous System Agents Central Nervous System Depressants Combined Inhibitors of Serotonin/Norepinephrine Reuptake Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (weak) Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 Inhibitors (weak) Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (weak) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Heterocyclic Compounds, Fused-Ring Highest Risk QTc-Prolonging Agents Hypoglycemia-Associated Agents Monoamine Oxidase A Substrates Nervous System Neurotransmitter Agents Neurotransmitter Uptake Inhibitors Nitriles P-glycoprotein inhibitors P-glycoprotein substrates Propylamines Psychoanaleptics Psychotropic Drugs QTc Prolonging Agents Selective Serotonin Reuptake Inhibitors Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin 5-HT2 Receptor Antagonists Serotonin Agents Serotonin Modulators Serotonin Receptor Antagonists Vasodilating Agents
Cross-references: BindingDB: 25870 ChEBI: 77397 CHEMBL549 ChemSpider: 2669 Drugs Product Database (DPD): 11847 C07572 D07704 PharmGKB: PA449015 PubChem:2771 PubChem:46508746 RxCUI: 2556 Therapeutic Targets Database: DAP000118 Wikipedia: Citalopram
Target Activities (6)
Target Gene Organism Category Pfam pChEMBL Type Source
P31645 SLC6A4 Homo sapiens Human PF03491 PF00209 8.2 Ki ChEMBL;BindingDB
Q12809 KCNH2 Homo sapiens Human PF00027 PF00520 PF13426 8.0 IC50 ChEMBL
Q99720 SIGMAR1 Homo sapiens Human PF04622 6.6 IC50 ChEMBL
P28335 HTR2C Homo sapiens Human PF00001 6.5 Ki ChEMBL;BindingDB
P35348 ADRA1A Homo sapiens Human PF00001 6.4 pIC50 TTD_MultiTarget
P35367 HRH1 Homo sapiens Human PF00001 6.4 Ki ChEMBL
DrugBank Target Actions (14)
Target Gene Target Name Action Type
P05177 CYP1A2 Cytochrome P450 1A2 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P33261 CYP2C19 Cytochrome P450 2C19 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P21397 MAOA Amine oxidase [flavin-containing] A substrate enzymes
P27338 MAOB Amine oxidase [flavin-containing] B substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
Q06278 AOX1 Aldehyde oxidase substrate enzymes
P35367 HRH1 Histamine H1 receptor binder targets
P31645 SLC6A4 Sodium-dependent serotonin transporter inhibitor targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 substrate transporters