Compound Detail
CHEMBL194378
PSILOCYBIN 🧪 Phase III
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🧪 Phase III
Basic Information
| ChEMBL ID | CHEMBL194378 |
| Name | PSILOCYBIN |
| Phase | Phase III |
| Structure Type | MOL |
| InChI Key | QVDSEJDULKLHCG-UHFFFAOYSA-N |
| Active Moiety | CHEMBL65547 |
3
Targets
4
Activities
2
Assay Types
5
PK Parameters
12
Publications
10
Known Names
20
Indications
1
Mechanisms
Molecular Properties
284.2
MW (Da)
1.74
ALogP
3
HBA
3
HBD
85.8
PSA (Ų)
0.73
QED
0
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Serotonin 2a (5-HT2a) receptor agonist | AGONIST | 5-hydroxytryptamine receptor 2A | ✓ | ✓ |
Indications
Depressive Disorder Depressive Disorder, Major Depressive Disorder, Treatment-Resistant Alcoholism Anorexia Nervosa Bipolar Disorder Cocaine-Related Disorders Cognitive Dysfunction Fibromyalgia Marijuana Abuse Mental Disorders Neoplasms Neoplasms Opioid-Related Disorders Stress Disorders, Post-Traumatic Tobacco Use Disorder Aging Amnesia Amphetamine-Related Disorders Anxiety
Activity Summary
EC50 3 meas. best 7.13
Ki 1 meas. best 7.01
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | EC50 | 7.13 | 7.13 | 74.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | Ki | 7.01 | 7.01 | 98.7 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | EC50 | 6.3 | 6.3 | 506.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | EC50 | 5.46 | 5.46 | 3475.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 84.4 | ng.hr.mL-1 | Mus musculus |
| AUC | 397.3 | ng.hr.mL-1 | Mus musculus |
| Cmax | 186.1 | nM | Mus musculus |
| Cmax | 854.88 | nM | Mus musculus |
| T1/2 | 3.25 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| 5-hydroxytryptamine receptor 2B | EC50 | = | 74.0 | nM | 7.13 | Effective concentration required for accumulation of [3H]inositol phosphate in c... | 16061378 |
| 5-hydroxytryptamine receptor 2B | Ki | = | 98.7 | nM | 7.01 | Inhibition of 5-HT2BR (unknown origin ) assessed as inhibition constant | 38516602 |
| 5-hydroxytryptamine receptor 2C | EC50 | = | 506.0 | nM | 6.3 | Effective concentration required for accumulation of [3H]inositol phosphate in c... | 16061378 |
| 5-hydroxytryptamine receptor 2A | EC50 | = | 3475.0 | nM | 5.46 | Effective concentration required for accumulation of [3H]inositol phosphate in c... | 16061378 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 37983270 | 10.1021/acs.jmedchem.3c01225 | ADMET | 13 |
| 32077284 | 10.1021/acs.jnatprod.9b01061 | Mus musculus | 2 |
| 37983270 | 10.1021/acs.jmedchem.3c01225 | Mus musculus | 2 |
| 38505854 | 10.1021/acsmedchemlett.4c00055 | Unchecked | 2 |
| 38505854 | 10.1021/acsmedchemlett.4c00055 | A 172 | 2 |
| 16061378 | 10.1016/j.bmcl.2005.06.104 | 5-hydroxytryptamine receptor 2A | 1 |
| 16061378 | 10.1016/j.bmcl.2005.06.104 | 5-hydroxytryptamine receptor 2B | 1 |
| 16061378 | 10.1016/j.bmcl.2005.06.104 | 5-hydroxytryptamine receptor 2C | 1 |
| 37983270 | 10.1021/acs.jmedchem.3c01225 | Unchecked | 1 |
| 38505858 | 10.1021/acsmedchemlett.4c00058 | 5-hydroxytryptamine receptor 2A | 1 |
| 38516602 | 10.1039/d4md00043a | 5-hydroxytryptamine receptor 2A | 1 |
| 38516602 | 10.1039/d4md00043a | 5-hydroxytryptamine receptor 2B | 1 |
Data from ChEMBL 36 via Core Engine