Molecule Details
InChIKeyVRBKIVRKKCLPHA-UHFFFAOYSA-N
Compound NameNefazodone
Canonical SMILESCCc1nn(CCCN2CCN(c3cccc(Cl)c3)CC2)c(=O)n1CCOc1ccccc1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)22
Pfam Stratification Cross-Family
Avg pChEMBL6.71
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB01149
Drug NameNefazodone
CAS Number83366-66-9
Groups approved withdrawn
ATC Codes N06AX06
DescriptionNefazodone hydrochloride (trade name Serzone) is an antidepressant drug marketed by Bristol-Myers Squibb. Its sale was discontinued in 2003 in some countries, due to the small possibility of hepatic (liver) injury. Drug-induced hepatic injuries were associated with an risk of elevated need for a liv...

Categories: Adrenergic Antagonists Adrenergic alpha-1 Receptor Antagonists Adrenergic alpha-Antagonists Agents that produce hypertension Analgesics Antidepressive Agents Antidepressive Agents Indicated for Depression Antidepressive Agents, Second-Generation Antidepressive Agents, Triazolopyridine BSEP/ABCB11 Substrates Central Nervous System Agents Central Nervous System Depressants Combined Inhibitors of Serotonin/Norepinephrine Reuptake Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (weak) 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 (strong) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs that are Mainly Renally Excreted Hypoglycemia-Associated Agents Membrane Transport Modulators Nervous System Neurotransmitter Agents Neurotransmitter Uptake Inhibitors OATP1B3 inhibitors Organic Anion Transporting Polypeptide 2B1 Inhibitors P-glycoprotein inducers P-glycoprotein inhibitors Psychoanaleptics Psychotropic Drugs Selective Serotonin Reuptake Inhibitors Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin 5-HT1 Receptor Antagonists Serotonin 5-HT1A Receptor Antagonists Serotonin 5-HT2 Receptor Antagonists Serotonin 5-HT2A Receptor Antagonists Serotonin 5-HT2C Receptor Antagonists Serotonin Agents Serotonin Modulators Serotonin Receptor Antagonists Serotonin and Noradrenaline Reuptake Inhibitors Serotonin antagonist and reuptake inhibitors (SARIs)
Cross-references: BindingDB: 50069447 ChEBI: 7494 CHEMBL623 ChemSpider: 4294 Drugs Product Database (DPD): 449 C07256 D08257 PharmGKB: PA450603 PubChem:4449 PubChem:46508323 RxCUI: 31565 Therapeutic Targets Database: DAP000042 Wikipedia: Nefazodone ZINC: ZINC000000538065
Target Activities (22)
Target Gene Organism Category Pfam pChEMBL Type Source
P28223 HTR2A Homo sapiens Human PF00001 8.2 Ki ChEMBL;BindingDB
P35348 ADRA1A Homo sapiens Human PF00001 7.3 Ki ChEMBL;BindingDB
P34969 HTR7 Homo sapiens Human PF00001 7.2 Ki ChEMBL
P28335 HTR2C Homo sapiens Human PF00001 7.1 Ki ChEMBL;BindingDB
P08908 HTR1A Homo sapiens Human PF00001 7.0 Kd ChEMBL;BindingDB
P28221 HTR1D Homo sapiens Human PF00001 6.9 Ki ChEMBL
P08684 CYP3A4 Homo sapiens Human PF00067 6.9 IC50 ChEMBL;BindingDB
P35367 HRH1 Homo sapiens Human PF00001 6.9 Ki ChEMBL
P18089 ADRA2B Homo sapiens Human PF00001 6.7 Ki ChEMBL
Q5BJF2 TMEM97 Homo sapiens Human PF05241 6.7 Ki ChEMBL
P08913 ADRA2A Homo sapiens Human PF00001 6.6 Ki BindingDB
P31645 SLC6A4 Homo sapiens Human PF03491 PF00209 6.6 Ki ChEMBL;BindingDB
P28222 HTR1B Homo sapiens Human PF00001 6.6 Ki ChEMBL
P21917 DRD4 Homo sapiens Human PF00001 6.5 Ki ChEMBL
P18825 ADRA2C Homo sapiens Human PF00001 6.5 Ki ChEMBL
Q01959 SLC6A3 Homo sapiens Human PF00209 6.4 Kd ChEMBL;BindingDB
P35462 DRD3 Homo sapiens Human PF00001 6.4 Ki ChEMBL
P25100 ADRA1D Homo sapiens Human PF00001 6.3 Ki ChEMBL
P23975 SLC6A2 Homo sapiens Human PF00209 6.3 Ki ChEMBL;BindingDB
P35368 ADRA1B Homo sapiens Human PF00001 6.2 Ki ChEMBL
P21728 DRD1 Homo sapiens Human PF00001 6.2 Ki ChEMBL
P14416 DRD2 Homo sapiens Human PF00001 6.1 Ki ChEMBL;BindingDB
DrugBank Target Actions (20)
Target Gene Target Name Action Type
P08684 CYP3A4 Cytochrome P450 3A Subfamily inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
Q14097 Q14097 Cytochrome P450 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P08908 HTR1A 5-hydroxytryptamine receptor 1A antagonist targets
P08913 ADRA2A Alpha-2A adrenergic receptor antagonist targets
P28223 HTR2A 5-hydroxytryptamine receptor 2A antagonist targets
P28335 HTR2C 5-hydroxytryptamine receptor 2C antagonist targets
P35348 ADRA1A Alpha-1A adrenergic receptor antagonist targets
Q12809 KCNH2 Voltage-gated inwardly rectifying potassium channel KCNH2 antagonist targets
P23975 SLC6A2 Sodium-dependent noradrenaline transporter inhibitor targets
P31645 SLC6A4 Sodium-dependent serotonin transporter inhibitor targets
Q01959 SLC6A3 Sodium-dependent dopamine transporter inhibitor targets
P35368 ADRA1B Alpha-1B adrenergic receptor other/unknown targets
P08183 ABCB1 ATP-dependent translocase ABCB1 inducer transporters
O94956 SLCO2B1 Solute carrier organic anion transporter family member 2B1 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
Q9NPD5 SLCO1B3 Solute carrier organic anion transporter family member 1B3 inhibitor transporters
O95342 ABCB11 Bile salt export pump substrate transporters