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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201192
CHEMBL1201192
Compound Name ARMODAFINIL
ChEMBL Synonyms NUVIGIL | ARMODAFINIL | CEP-10953
Max Phase 4 (Approved)
Trade Names ARMODAFINIL | NUVIGIL
Molecular Formula C15H15NO2S

Additional synonyms for CHEMBL1201192 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC(=O)C[S+]([O-])C(c1ccccc1)c2ccccc2
Standard InChI InChI=1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13 ...
Download InChI
Standard InChI Key YFGHCGITMMYXAQ-LJQANCHMSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1201192

Molecule Features

CHEMBL1201192 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:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ObesityD009765EFO:0001073obesity3ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury3ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma1ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder4ATC
GliomaD005910EFO:0000326central nervous system cancer2ClinicalTrials
NarcolepsyD009290EFO:0000614narcolepsy with cataplexy4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
NocturiaD0531582ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
FatigueD0052213ClinicalTrials
Disorders of Excessive SomnolenceD006970EFO:0005246hypersomnia3ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia1ClinicalTrials
Sleep Apnea, ObstructiveD020181EFO:0003918obstructive sleep apnea3ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia2ClinicalTrials
Sleep Wake DisordersD0128934DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov ARMODAFINIL
The Cochrane Collaboration ARMODAFINIL

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 CHEMBL1201192. 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
CHEMBL338 Dopamine transporter Rattus norvegicus 0.915
CHEMBL5951 Neuropeptide FF receptor 1 Homo sapiens 0.306

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL338 Dopamine transporter Rattus norvegicus 0.976
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 0.625
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.380
CHEMBL3286 Urokinase-type plasminogen activator Homo sapiens 0.380

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
273.4 273.0823 2.01 5 60.16 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 1.18 1.18 2 19 0.91

Structural Alerts

There are 5 structural alerts for CHEMBL1201192. 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
N06BA13 - armodafinil

ChemSpider ChemSpider:YFGHCGITMMYXAQ-LJQANCHMSA-N
DailyMed armodafinil
Wikipedia Armodafinil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201192



BindingDB 50336892
ChEBI 77590
DrugBank DB06413
DrugCentral 4501
FDA SRS V63XWA605I
IBM Patent System D86AB3203DA3D12D3B353EF4227650A4
LINCS LSM-45603
PubChem 9690109
PubChem: Drugs of the Future 12014108
PubChem: Thomson Pharma 14824208
SureChEMBL SCHEMBL34489
ZINC ZINC000003831139

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