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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1373
CHEMBL1373
Compound Name MODAFINIL
ChEMBL Synonyms PROVIGIL | CEP 1538 | MODAFINIL | CRL 40476
Max Phase 4 (Approved)
Trade Names MODAFINIL | PROVIGIL
Molecular Formula C15H15NO2S

Additional synonyms for CHEMBL1373 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-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


CHEMBL1373

Molecule Features

CHEMBL1373 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence2ClinicalTrials
Postpoliomyelitis SyndromeD016262EFO:0007454postpoliomyelitis syndrome3ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Mood DisordersD019964EFO:0004247mood disorder0ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
Deglutition DisordersD003680HP:0002015Dysphagia2ClinicalTrials
Sleep Apnea, ObstructiveD020181EFO:0003918obstructive sleep apnea3ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia2ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment1ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
NarcolepsyD009290EFO:0000614narcolepsy with cataplexy3ClinicalTrials
StrokeD020521EFO:0000712stroke3ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence1ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder4ATC
ClinicalTrials
Brain NeoplasmsD001932EFO:0003833brain neoplasm3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
FatigueD0052212ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder1ClinicalTrials
TinnitusD0140121ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Sleep Apnea SyndromesD012891EFO:0003877sleep apnea1ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia1ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence3ClinicalTrials
Colonic NeoplasmsD003110EFO:1001950colon carcinoma2ClinicalTrials
Sarcoma, EwingD012512EFO:0000174Ewing sarcoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov MODAFINIL
The Cochrane Collaboration MODAFINIL

Metabolites for CHEMBL1373

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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 CHEMBL1373. 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 CHEMBL1373. 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
N06BA07 - modafinil

ChemSpider ChemSpider:YFGHCGITMMYXAQ-UHFFFAOYSA-N
DailyMed modafinil
PubChem SID: 144205023 SID: 170465042 SID: 26719679 SID: 26749058 SID: 26753746
Wikipedia Modafinil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1373



ACToR 68693-11-8 112111-49-6
BindingDB 50156055
ChEBI 77585
DrugBank DB00745
DrugCentral 1826
eMolecules 592158
EPA CompTox Dashboard DTXSID0023329
Guide to Pharmacology 7555
Human Metabolome Database HMDB0014883
IBM Patent System 02D49DE4B4A5174AE789A1686D65862D
LINCS LSM-1343
Mcule MCULE-6678415272
NIH Clinical Collection SAM001246587
Nikkaji J33.118J
PharmGKB PA450530
PubChem 4236
PubChem: Drugs of the Future 12014011
PubChem: Thomson Pharma 14897309
SureChEMBL SCHEMBL34488

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