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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL796
CHEMBL796
Compound Name METHYLPHENIDATE
ChEMBL Synonyms RITALIN | METHYLIN ER | METHYLIN | MEDIKINET | APTENSIO XR | DAYTRANA | CONCERTA | Concerta | RITALIN LA | QUILLICHEW ER | METADATE CD | MEDIKINET XL | METHYLPHENIDATE | Methylin | DELMOSART | EQUASYM XL | QUILLIVANT XR | COTEMPLA XR-ODT | EQUASYM | METHYLPHENIDATE HYDROCHLORIDE | MATORIDE XL | RITALIN SR | XENIDATE XL | METADATE ER | TRANQUILYN
Max Phase 4 (Approved)
Trade Names EQUASYM | METHYLPHENIDATE HYDROCHLORIDE | COTEMPLA XR-ODT | DELMOSART | EQUASYM XL | QUILLIVANT XR | APTENSIO XR | MEDIKINET | METHYLIN | METHYLIN ER | RITALIN | DAYTRANA | CONCERTA | METADATE CD | QUILLICHEW ER | RITALIN LA | Concerta | MEDIKINET XL | TRANQUILYN | METADATE ER | MATORIDE XL | RITALIN SR | XENIDATE XL
Molecular Formula C14H19NO2

Additional synonyms for CHEMBL796 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)C(C1CCCCN1)c2ccccc2
Standard InChI InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-1 ...
Download InChI
Standard InChI Key DUGOZIWVEXMGBE-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL796

Molecule Features

CHEMBL796 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:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Hematologic NeoplasmsD019337EFO:0001642lymphoid neoplasm3ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder4ClinicalTrials
ATC
ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder0ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Conduct DisorderD019955EFO:0004216conduct disorder1ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Mood DisordersD019964EFO:0004247mood disorder0ClinicalTrials
Postoperative ComplicationsD011183EFO:0005323post-operative sign or symptom1ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials
Multiple Sclerosis, Chronic ProgressiveD020528EFO:0003840chronic progressive multiple sclerosis1ClinicalTrials
Multiple Sclerosis, Relapsing-RemittingD020529EFO:0003929relapsing-remitting multiple sclerosis1ClinicalTrials
FatigueD0052213ClinicalTrials
ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence2ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Brain NeoplasmsD001932EFO:0003833brain neoplasm3ClinicalTrials
Feeding and Eating DisordersD001068EFO:0005203eating disorder2ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence1ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov METHYLPHENIDATE
The Cochrane Collaboration METHYLPHENIDATE

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 CHEMBL796. 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 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL222 Norepinephrine transporter Homo sapiens 0.997
CHEMBL249 Neurokinin 1 receptor Homo sapiens 0.851
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.382

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL222 Norepinephrine transporter Homo sapiens 0.993
CHEMBL249 Neurokinin 1 receptor Homo sapiens 0.827
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.588
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.218

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
233.3 233.1416 2.09 3 38.33 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.51 2.31 .23 1 17 0.81

Structural Alerts

There are 1 structural alerts for CHEMBL796. 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
N06BA04 - methylphenidate

ChemSpider ChemSpider:DUGOZIWVEXMGBE-UHFFFAOYSA-N
DailyMed methylphenidate methylphenidate hydrochloride
Wikipedia Methylphenidate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL796



ACToR 113-45-1
BindingDB 50062912
Brenda 75630 161165 148403
ChEBI 84276
DrugBank DB00422
DrugCentral 1767
eMolecules 24848
EPA CompTox Dashboard DTXSID5023299
Guide to Pharmacology 7236
Human Metabolome Database HMDB0014566
IBM Patent System 247AC301C07A159AAA226DF0BCA172C2
KEGG Ligand C07196
Nikkaji J5.133K
PharmGKB PA450464 PA10054
PubChem 4158
PubChem: Thomson Pharma 14798219
SureChEMBL SCHEMBL37178

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