Molecule Details
| InChIKey | SNICXCGAKADSCV-JTQLQIEISA-N |
|---|---|
| Compound Name | Nicotine |
| Canonical SMILES | CN1CCC[C@H]1c1cccnc1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 8 |
| Pfam Stratification | Homologous |
| Avg pChEMBL | 7.13 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00184 |
|---|---|
| Drug Name | Nicotine |
| CAS Number | 54-11-5 |
| Groups | approved investigational |
| ATC Codes | N07BA01 |
| Description | Nicotine is highly toxic alkaloid. It is the prototypical agonist at nicotinic cholinergic receptors where it dramatically stimulates neurons and ultimately blocks synaptic transmission. Nicotine is also important medically because of its presence in tobacco smoke. |
Categories: Agents producing tachycardia Alkaloids Autonomic Agents Cholinergic Agents Cholinergic Agonists Cholinergic Nicotinic Agonist Cytochrome P-450 CYP1A1 Substrates Cytochrome P-450 CYP1A2 Inducers Cytochrome P-450 CYP1A2 Inducers (strength unknown) Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (strength unknown) Cytochrome P-450 CYP2A6 Substrates Cytochrome P-450 CYP2B6 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP2E1 Inducers Cytochrome P-450 CYP2E1 Inducers (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs Used in Addictive Disorders Drugs Used in Nicotine Dependence Ganglion Blockers Ganglionic Stimulants Miscellaneous Autonomic Drugs Monoamine Oxidase A Inhibitors for interaction with Monoamine Oxidase A substrates Nervous System Neurotransmitter Agents Nicotine, antagonists & inhibitors Nicotinic Agonists OCT1 inhibitors OCT2 Inhibitors Peripheral Nervous System Agents Pyridines Smoking Cessation Agents Solanaceous Alkaloids
Cross-references: BindingDB: 82070 ChEBI: 17688 CHEMBL3 ChemSpider: 80863 Drugs Product Database (DPD): 4365 C00745 D03365 PDB: NCT PharmGKB: PA450626 PubChem:89594 PubChem:46506924 RxCUI: 31765 Therapeutic Targets Database: DAP000175 Wikipedia: Nicotine ZINC: ZINC000000391812
Target Activities (8)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P43681 | CHRNA4 | Homo sapiens | Human | PF02931 PF02932 | 8.3 | Ki | ChEMBL;BindingDB |
| P17787 | CHRNB2 | Homo sapiens | Human | PF02931 PF02932 | 8.3 | Ki | ChEMBL;BindingDB |
| Q15822 | CHRNA2 | Homo sapiens | Human | PF02931 PF02932 | 7.2 | Ki | ChEMBL;BindingDB |
| Q05901 | CHRNB3 | Homo sapiens | Human | PF02931 PF02932 | 7.1 | IC50 | ChEMBL |
| Q15825 | CHRNA6 | Homo sapiens | Human | PF02931 PF02932 | 7.1 | IC50 | ChEMBL |
| P30926 | CHRNB4 | Homo sapiens | Human | PF02931 PF02932 | 6.6 | Ki | ChEMBL |
| P32297 | CHRNA3 | Homo sapiens | Human | PF02931 PF02932 | 6.6 | Ki | ChEMBL;BindingDB |
| P36544 | CHRNA7 | Homo sapiens | Human | PF02931 PF02932 | 6.0 | Ki | ChEMBL;BindingDB |
DrugBank Target Actions (36)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P04798 | CYP1A1 | Cytochrome P450 1A1 | inducer | enzymes |
| P05177 | CYP1A2 | Cytochrome P450 1A2 | inducer | enzymes |
| P05181 | CYP2E1 | Cytochrome P450 2E1 | inducer | enzymes |
| P05181 | CYP2E1 | Cytochrome P450 2E1 | inhibitor | enzymes |
| P11509 | CYP2A6 | Cytochrome P450 2A6 | inhibitor | enzymes |
| P21397 | MAOA | Amine oxidase [flavin-containing] A | inhibitor | enzymes |
| P27338 | MAOB | Amine oxidase [flavin-containing] B | inhibitor | enzymes |
| P04798 | CYP1A1 | Cytochrome P450 1A1 | substrate | 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 |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| P11509 | CYP2A6 | Cytochrome P450 2A6 | substrate | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | substrate | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | substrate | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | substrate | enzymes |
| Q16696 | CYP2A13 | Cytochrome P450 2A13 | substrate | enzymes |
| P17787 | CHRNB2 | Neuronal acetylcholine receptor subunit beta-2 | agonist | targets |
| P30532 | CHRNA5 | Neuronal acetylcholine receptor subunit alpha-5 | agonist | targets |
| P30926 | CHRNB4 | Neuronal acetylcholine receptor subunit beta-4 | agonist | targets |
| P32297 | CHRNA3 | Neuronal acetylcholine receptor subunit alpha-3 | agonist | targets |
| P36544 | CHRNA7 | Neuronal acetylcholine receptor subunit alpha-7 | agonist | targets |
| P43681 | CHRNA4 | Neuronal acetylcholine receptor subunit alpha-4 | agonist | targets |
| Q05901 | CHRNB3 | Neuronal acetylcholine receptor subunit beta-3 | agonist | targets |
| Q15822 | CHRNA2 | Neuronal acetylcholine receptor subunit alpha-2 | agonist | targets |
| Q15825 | CHRNA6 | Neuronal acetylcholine receptor subunit alpha-6 | agonist | targets |
| Q9GZZ6 | CHRNA10 | Neuronal acetylcholine receptor subunit alpha-10 | agonist | targets |
| Q9UGM1 | CHRNA9 | Neuronal acetylcholine receptor subunit alpha-9 | agonist | targets |
| P11511 | CYP19A1 | Aromatase | inhibitor | targets |
| P28329 | CHAT | Choline O-acetyltransferase | inhibitor | targets |
| O15244 | SLC22A2 | Solute carrier family 22 member 2 | inhibitor | transporters |
| O15245 | SLC22A1 | Solute carrier family 22 member 1 | inhibitor | transporters |
| O75751 | SLC22A3 | Solute carrier family 22 member 3 | inhibitor | transporters |
| O76082 | O76082 | Organic cation/carnitine transporter 2 | inhibitor | transporters |
| Q9H015 | Q9H015 | Solute carrier family 22 member 4 | inhibitor | transporters |