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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201178
CHEMBL1201178
Compound Name LISDEXAMFETAMINE DIMESYLATE
ChEMBL Synonyms NRP104 | ELVANSE | ELVANSE ADULT | VYVANSE | LISDEXAMFETAMINE DIMESYLATE
Max Phase 4 (Approved)
Trade Names ELVANSE | ELVANSE ADULT | VYVANSE
Molecular Formula C17H33N3O7S2

Additional synonyms for CHEMBL1201178 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H](Cc1ccccc1)NC(=O)[C@@H](N)CCCCN.CS(=O)(=O)O.CS(=O)(=O ...
Download SMILES
Standard InChI InChI=1S/C15H25N3O.2CH4O3S/c1-12(11-13-7-3-2-4-8-13)18-15(19 ...
Download InChI
Standard InChI Key CETWSOHVEGTIBR-FORAGAHYSA-N

Sources

  • British National Formulary
  • Orange Book
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1201178

Molecule Features

CHEMBL1201178 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y 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 DailyMed
Norepinephrine transporter releasing agent Norepinephrine transporter DailyMed
Synaptic vesicular amine transporter inhibitor Synaptic vesicular amine transporter DailyMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder4ATC
ClinicalTrials
ClinicalTrials
DailyMed
DailyMed
DailyMed
Binge-Eating DisorderD0569124DailyMed
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
ClinicalTrials
Feeding and Eating DisordersD001068EFO:0005203eating disorder3ClinicalTrials
ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia2ClinicalTrials
Bulimia NervosaD052018EFO:0005204bulimia nervosa2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov LISDEXAMFETAMINE DIMESYLATE
The Cochrane Collaboration LISDEXAMFETAMINE DIMESYLATE

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1201178. 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
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.999
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 0.997
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.996
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.980
CHEMBL1907 Aminopeptidase N Homo sapiens 0.979
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.973
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.774
CHEMBL3795 Melanocortin receptor 1 Homo sapiens 0.772
CHEMBL4644 Melanocortin receptor 3 Homo sapiens 0.751
CHEMBL2617 Tryptase beta-1 Homo sapiens 0.746
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.730
CHEMBL2323 Cathepsin B Bos taurus 0.726
CHEMBL3018 Matriptase Homo sapiens 0.619
CHEMBL3891 Calpain 1 Homo sapiens 0.595
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.561
CHEMBL204 Thrombin Homo sapiens 0.450



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5043 Endoplasmic reticulum aminopeptidase 2 Homo sapiens 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL2693 Cystinyl aminopeptidase Homo sapiens 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL1907 Aminopeptidase N Homo sapiens 1.000
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 1.000
CHEMBL3795 Melanocortin receptor 1 Homo sapiens 1.000
CHEMBL2323 Cathepsin B Bos taurus 0.999
CHEMBL4644 Melanocortin receptor 3 Homo sapiens 0.999
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.999
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 0.999
CHEMBL5939 Endoplasmic reticulum aminopeptidase 1 Homo sapiens 0.998
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.994
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.993
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.986
CHEMBL259 Melanocortin receptor 4 Homo sapiens 0.977
CHEMBL3048 Nitric-oxide synthase, brain Rattus norvegicus 0.976
CHEMBL3837 Cathepsin L Homo sapiens 0.970
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.961

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
263.4 263.1998 1.19 8 81.14 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 4 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.48 1.06 -2.04 1 19 0.62

Structural Alerts

There are 2 structural alerts for CHEMBL1201178. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:CETWSOHVEGTIBR-FORAGAHYSA-N
DailyMed lisdexamfetamine dimesylate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201178



ACToR 608137-33-3
EPA CompTox Dashboard DTXSID60209653
FDA SRS SJT761GEGS
PharmGKB PA164748975
PubChem 11597697
PubChem: Drugs of the Future 26683812
PubChem: Thomson Pharma 16700339
SureChEMBL SCHEMBL678421

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