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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL49
CHEMBL49
Compound Name BUSPIRONE
ChEMBL Synonyms BUSPAR | BUSPIRONE | Buspar | MJ 9022-1 | BUSPIRONE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names BUSPAR | BUSPIRONE HYDROCHLORIDE
Molecular Formula C21H31N5O2

Additional synonyms for CHEMBL49 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES O=C1CC2(CCCC2)CC(=O)N1CCCCN3CCN(CC3)c4ncccn4
Standard InChI InChI=1S/C21H31N5O2/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)1 ...
Download InChI
Standard InChI Key QWCRAEMEVRGPNT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL49

Molecule Features

CHEMBL49 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serotonin 1a (5-HT1a) receptor partial agonist Serotonin 1a (5-HT1a) receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease3ClinicalTrials
Anxiety DisordersD001008EFO:0006788anxiety disorder4DailyMed
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Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
ClinicalTrials
Scleroderma, SystemicD012595EFO:0000717systemic scleroderma0ClinicalTrials
Spinal Cord InjuriesD013119EFO:1001919Spinal cord injury1ClinicalTrials
ClinicalTrials
AnxietyD001007EFO:0005230anxiety4ATC
ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder2ClinicalTrials
Autistic DisorderD001321EFO:0003758autism2ClinicalTrials
Marijuana AbuseD002189EFO:0004218marijuana dependence2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Sexual Dysfunction, PhysiologicalD012735EFO:0004714sexual dysfunction2ClinicalTrials
ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder2ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder3ClinicalTrials

Clinical Data

ClinicalTrials.gov BUSPIRONE
The Cochrane Collaboration BUSPIRONE

Metabolites for CHEMBL49

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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 CHEMBL49. 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
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 1.000
CHEMBL3998 Dopamine D2 receptor Bos taurus 1.000
CHEMBL3446 Serotonin 2a (5-HT2a) receptor Bos taurus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 0.999
CHEMBL287 Sigma opioid receptor Homo sapiens 0.997
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.993



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 1.000
CHEMBL3446 Serotonin 2a (5-HT2a) receptor Bos taurus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL3998 Dopamine D2 receptor Bos taurus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 1.000
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
385.5 385.2478 2.09 6 69.64 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 0 0 7 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.72 1.59 1.24 1 28 0.55

Structural Alerts

There are 4 structural alerts for CHEMBL49. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05B - ANXIOLYTICS
N05BE - Azaspirodecanedione derivatives
N05BE01 - buspirone

ChemSpider ChemSpider:QWCRAEMEVRGPNT-UHFFFAOYSA-N
DailyMed buspirone hydrochloride
PubChem SID: 104171117 SID: 11110857 SID: 11112732 SID: 11113821 SID: 144203643 SID: 144212688 SID: 170464909 SID: 26751994 SID: 90340780
Wikipedia Buspirone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL49



ACToR 36505-84-7
BindingDB 50001859
Brenda 167768 145959 145045
ChEBI 3223
DrugBank DB00490
DrugCentral 437
eMolecules 1933757
EPA CompTox Dashboard DTXSID2022707
FDA SRS TK65WKS8HL
Guide to Pharmacology 36
Human Metabolome Database HMDB0014633
IBM Patent System 08D1F7E5ECCFEE99E69811D54A7E9E1E
KEGG Ligand C06861
LINCS LSM-4105
Mcule MCULE-1919697845
MolPort MolPort-002-539-709
Nikkaji J19.752A
PharmGKB PA448689
PubChem 2477
PubChem: Drugs of the Future 24714738
PubChem: Thomson Pharma 14902734
SureChEMBL SCHEMBL16398
ZINC ZINC000001530571

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