psilocin   Click here for help

GtoPdb Ligand ID: 11291

PDB Ligand
Comment: Psilocin is the active metabolite of the naturally occurring tryptamine alkaloid psilocybine, a hallucinogenic alkaloid that can be isolated from Psilocybe mushrooms. It is an agonist of 5-HT2 receptors.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 39.26
Molecular weight 204.13
XLogP 1.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN(CCc1c[nH]c2c1c(O)ccc2)C
Isomeric SMILES CN(CCc1c[nH]c2c1c(O)ccc2)C
InChI InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3
InChI Key SPCIYGNTAMCTRO-UHFFFAOYSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
3-[2-(dimethylamino)ethyl]-1H-indol-4-ol
Database Links Click here for help
BindingDB Ligand 50081701
ChEMBL Ligand CHEMBL65547
GtoPdb PubChem SID 434321726
PubChem CID 4980
RCSB PDB Ligand 91Q
Search Google for chemical match using the InChIKey SPCIYGNTAMCTRO-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SPCIYGNTAMCTRO
UniChem Compound Search for chemical match using the InChIKey SPCIYGNTAMCTRO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SPCIYGNTAMCTRO-UHFFFAOYSA-N