buspirone   Click here for help

GtoPdb Ligand ID: 36

Synonyms: Buspar® | MJ-9022-1
Approved drug
buspirone is an approved drug (FDA (1986))
Compound class: Synthetic organic
Comment: Buspirone is an anxiolytic psychotropic drug.
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: buspirone

2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 69.64
Molecular weight 385.25
XLogP 2.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(CC1)c1ncccn1
Isomeric SMILES O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(CC1)c1ncccn1
InChI InChI=1S/C21H31N5O2/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9H,1-4,6-7,10-17H2
InChI Key QWCRAEMEVRGPNT-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1986))
IUPAC Name Click here for help
8-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-8-azaspiro[4.5]decane-7,9-dione
International Nonproprietary Names Click here for help
INN number INN
3456 buspirone
Synonyms Click here for help
Buspar® | MJ-9022-1
Database Links Click here for help
Specialist databases
GPCRdb Ligand buspirone
Other databases
BindingDB Ligand 50001859
CAS Registry No. 36505-84-7
ChEBI CHEBI:3223
ChEMBL Ligand CHEMBL49
DrugBank Ligand DB00490
DrugCentral Ligand 437
GtoPdb PubChem SID 135650035
PubChem CID 2477
Search Google for chemical match using the InChIKey QWCRAEMEVRGPNT-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QWCRAEMEVRGPNT
Search PubMed clinical trials buspirone
Search PubMed titles buspirone
Search PubMed titles/abstracts buspirone
UniChem Compound Search for chemical match using the InChIKey QWCRAEMEVRGPNT-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QWCRAEMEVRGPNT-UHFFFAOYSA-N
Wikipedia Buspirone