ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201222
CHEMBL1201222
Compound Name LISDEXAMFETAMINE
ChEMBL Synonyms ELVANSE ADULT | LISDEXAMFETAMINE | NRP104 | ELVANSE | VYVANSE | LISDEXAMFETAMINE DIMESYLATE
Max Phase 4 (Approved)
Trade Names ELVANSE | VYVANSE | ELVANSE ADULT
Molecular Formula C15H25N3O

Additional synonyms for CHEMBL1201222 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H](Cc1ccccc1)NC(=O)[C@@H](N)CCCCN
Standard InChI InChI=1S/C15H25N3O/c1-12(11-13-7-3-2-4-8-13)18-15(19)14(17)9 ...
Download InChI
Standard InChI Key VOBHXZCDAVEXEY-JSGCOSHPSA-N

Sources

  • British National Formulary
  • Orange Book
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1201222

Molecule Features

CHEMBL1201222 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
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Binge-Eating DisorderD0569124DailyMed
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
ClinicalTrials
Feeding and Eating DisordersD001068EFO:0005203eating disorder3ClinicalTrials
ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence1ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia2ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis2ClinicalTrials
Bulimia NervosaD052018EFO:0005204bulimia nervosa2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov LISDEXAMFETAMINE
The Cochrane Collaboration LISDEXAMFETAMINE

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1201222. 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 CHEMBL1201222. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06B - PSYCHOSTIMULANTS, AGENTS USED FOR ADHD AND NOOTROPICS
N06BA - Centrally acting sympathomimetics
N06BA12 - lisdexamfetamine

ChemSpider ChemSpider:VOBHXZCDAVEXEY-JSGCOSHPSA-N
DailyMed lisdexamfetamine dimesylate
Wikipedia Lisdexamfetamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201222



ACToR 608137-32-2
ChEBI 135925
DrugBank DB01255
DrugCentral 4135
eMolecules 31230788
EPA CompTox Dashboard DTXSID00209652
FDA SRS H645GUL8KJ
Guide to Pharmacology 7213
Human Metabolome Database HMDB0015385
IBM Patent System 421E963B9C9950706BAAD95CA14D9B0D
Nikkaji J3.292.539A
PubChem 11597698
PubChem: Thomson Pharma 16843305
SureChEMBL SCHEMBL158949
ZINC ZINC000011680943

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