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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL612
CHEMBL612
Compound Name DEXTROAMPHETAMINE
ChEMBL Synonyms Dextroamphetamine | DEXTROAMPHETAMINE SACCHARATE | AMPHETAMINE SULFATE, DEXTRO | DEXTROAMPHETAMINE PHOSPHATE | FERNDEX | DEXTROSTAT | Ferndex | d-Amphetamine | Dexampex | Dextrostat | Dextroamphetamine adipate | DEXEDRINE | DEXAMFETAMINE | DEXAMPEX | DEXTROAMPHETAMINE SULFATE | DEXTROAMPHETAMINE RESIN COMPLEX | Dexedrine | DEXAMPHETAMINE
Max Phase 4 (Approved)
Trade Names Dexedrine | DEXAMPEX | DEXTROAMPHETAMINE SULFATE | DEXEDRINE | Dextrostat | DEXTROSTAT | FERNDEX
Molecular Formula C9H13N

Additional synonyms for CHEMBL612 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H](N)Cc1ccccc1
Standard InChI InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t ...
Download InChI
Standard InChI Key KWTSXDURSIMDCE-QMMMGPOBSA-N

Sources

  • 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


CHEMBL612

Molecule Features

CHEMBL612 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer 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 releasing agent Dopamine transporter PubMed PubMed PubMed PubMed PubMed PubMed
Norepinephrine transporter releasing agent Norepinephrine transporter PubMed PubMed PubMed PubMed
Synaptic vesicular amine transporter inhibitor Synaptic vesicular amine transporter PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GliomaD005910EFO:0000326central nervous system cancer3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis2ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder4ATC
ClinicalTrials
ClinicalTrials
DailyMed
DailyMed
NarcolepsyD009290EFO:0000614narcolepsy with cataplexy4DailyMed
DailyMed
SchizophreniaD012559EFO:0000692schizophrenia2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence2ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov DEXTROAMPHETAMINE
The Cochrane Collaboration DEXTROAMPHETAMINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
135.2 135.1048 1.58 2 26.02 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.94 1.79 -.65 1 10 0.65

Structural Alerts

There are no structural alerts for CHEMBL612

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06B - PSYCHOSTIMULANTS, AGENTS USED FOR ADHD AND NOOTROPICS
N06BA - Centrally acting sympathomimetics
N06BA02 - dexamfetamine

ChemSpider ChemSpider:KWTSXDURSIMDCE-QMMMGPOBSA-N
DailyMed dextroamphetamine saccharate dextroamphetamine sulfate
PubChem SID: 50113060
Wikipedia Dextroamphetamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL612



ACToR 60-15-1
BindingDB 50022723
Brenda 40962 42060 3808
ChEBI 4469
DrugBank DB01576
DrugCentral 841
eMolecules 3715846
EPA CompTox Dashboard DTXSID8022907
FDA SRS TZ47U051FI
Guide to Pharmacology 2147
Human Metabolome Database HMDB0015516
IBM Patent System 2214067BCB50EA224C1C0F42A1A30F78
KEGG Ligand C07884
Nikkaji J4.121A
PDBe 1WE
PharmGKB PA449269 PA448408
PubChem 5826
PubChem: Thomson Pharma 15170721
SureChEMBL SCHEMBL8859
ZINC ZINC000006021033

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