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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL894
CHEMBL894
Compound Name BUPROPION
ChEMBL Synonyms BUPROPION HYDROCHLORIDE | WELLBUTRIN 100 | AMFEBUTAMONE HYDROCHLORIDE | Bupropion hydrobromide | APLENZIN | WELLBUTRIN | BW 323 | WELLBUTRIN XL | WELLBUTRIN SR | Bupropion | FORFIVO XL | WELLBUTRIN 75 | ZYBAN
Max Phase 4 (Approved)
Trade Names WELLBUTRIN | WELLBUTRIN SR | WELLBUTRIN XL | ZYBAN | FORFIVO XL | WELLBUTRIN 75 | APLENZIN | BUPROPION HYDROCHLORIDE | WELLBUTRIN 100
Molecular Formula C13H18ClNO

Additional synonyms for CHEMBL894 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(NC(C)(C)C)C(=O)c1cccc(Cl)c1
Standard InChI InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8- ...
Download InChI
Standard InChI Key SNPPWIUOZRMYNY-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL894

Molecule Features

CHEMBL894 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine transporter inhibitor Dopamine transporter DailyMed PubMed
Norepinephrine transporter inhibitor Norepinephrine transporter DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression4ATC
ClinicalTrials
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Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
Huntington DiseaseD006816Orphanet:399Huntington disease2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence3ClinicalTrials
ClinicalTrials
Mood DisordersD019964EFO:0004247mood disorder1ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence2ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
ClinicalTrials
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia1ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder3ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma3ClinicalTrials
Seasonal Affective DisorderD0165744DailyMed
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Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma1ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Marijuana AbuseD002189EFO:0004218marijuana dependence2ClinicalTrials
ObesityD009765EFO:0001073obesity3ClinicalTrials
ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence1ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Sexual Dysfunction, PhysiologicalD012735EFO:0004714sexual dysfunction1ClinicalTrials
Smoking CessationD016540EFO:0004319smoking cessation3ClinicalTrials
ClinicalTrials
Seasonal Affective DisorderD016574EFO:0003761unipolar depression4FDA

Clinical Data

ClinicalTrials.gov BUPROPION
The Cochrane Collaboration BUPROPION

Metabolites for CHEMBL894

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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 CHEMBL894. 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
CHEMBL238 Dopamine transporter Homo sapiens 0.391

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL238 Dopamine transporter Homo sapiens 0.866

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
239.8 239.1077 3.3 3 29.1 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.16 2.32 2.13 1 16 0.82

Structural Alerts

There are 1 structural alerts for CHEMBL894. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AX - Other antidepressants
N06AX12 - bupropion

ChemSpider ChemSpider:SNPPWIUOZRMYNY-UHFFFAOYSA-N
DailyMed bupropion hydrobromide bupropion hydrochloride
PubChem SID: 174006913 SID: 90340803
Wikipedia Bupropion

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL894



ACToR 34841-39-9 34911-55-2
BindingDB 50048392
Brenda 19651
ChEBI 3219
DrugBank DB01156
DrugCentral 435
eMolecules 743581
EPA CompTox Dashboard DTXSID7022706
Guide to Pharmacology 7135
Human Metabolome Database HMDB0001510
IBM Patent System B412C139A5A7D8DD6BB44B4375EB3DDF
KEGG Ligand C06860
LINCS LSM-1267
NIH Clinical Collection SAM001246699
Nikkaji J283.224K
PharmGKB PA448687
PubChem 444
PubChem: Thomson Pharma 15196401
SureChEMBL SCHEMBL38777

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