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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL194378
CHEMBL194378
Compound Name PSILOCYBINE
ChEMBL Synonyms PSILOCYBINE | CY 39
Max Phase 2
Trade Names
Molecular Formula C12H17N2O4P

Additional synonyms for CHEMBL194378 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCc1c[nH]c2cccc(OP(=O)(O)O)c12
Standard InChI InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10) ...
Download InChI
Standard InChI Key QVDSEJDULKLHCG-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL194378

Molecule Features

CHEMBL194378 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
PainD010146EFO:0003843pain1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder2ClinicalTrials
AnxietyD001007EFO:0005230anxiety1ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials

Clinical Data

ClinicalTrials.gov PSILOCYBINE
The Cochrane Collaboration PSILOCYBINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL194378. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.999
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.995
CHEMBL1805 Serotonin 1f (5-HT1f) receptor Homo sapiens 0.994
CHEMBL228 Serotonin transporter Homo sapiens 0.978
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.917
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.907
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 0.554
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.333
CHEMBL3501 Cholecystokinin A receptor Cavia porcellus 0.225



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL2182 Serotonin 1e (5-HT1e) receptor Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL1805 Serotonin 1f (5-HT1f) receptor Homo sapiens 0.998
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.994
CHEMBL4077 Melanocortin receptor 1 Mus musculus 0.949
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.916
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.899
CHEMBL228 Serotonin transporter Homo sapiens 0.870
CHEMBL3501 Cholecystokinin A receptor Cavia porcellus 0.611
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 0.582
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.416
CHEMBL231 Histamine H1 receptor Homo sapiens 0.366
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.256

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
284.3 284.0926 1.74 5 85.79 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.25 9.38 .72 -1.95 2 19 0.73

Structural Alerts

There are 4 structural alerts for CHEMBL194378. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:QVDSEJDULKLHCG-UHFFFAOYSA-N
PubChem SID: 144206451
Wikipedia Psilocybin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL194378



BindingDB 50171269
ChEBI 8614
DrugBank DB11664
eMolecules 1938215
EPA CompTox Dashboard DTXSID0048898
FDA SRS 2RV7212BP0
IBM Patent System AFD24C9564FA402F1AE6FD9CA6ABB728
KEGG Ligand C07576
Metabolights MTBLC8614
Nikkaji J6.604D
PubChem 10624
PubChem: Thomson Pharma 14751020
SureChEMBL SCHEMBL158945
ZINC ZINC000001530830

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/QVDSEJDULKLHCG-UHFFFAOYSA-N spacer
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