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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL861
CHEMBL861
Compound Name MEPHENYTOIN
ChEMBL Synonyms MESANTOIN | METHOIN | MEPHENYTOIN
Max Phase 4 (Approved)
Trade Names MESANTOIN
Molecular Formula C12H14N2O2

Additional synonyms for CHEMBL861 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC1(NC(=O)N(C)C1=O)c2ccccc2
Standard InChI InChI=1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)1 ...
Download InChI
Standard InChI Key GMHKMTDVRCWUDX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL861

Molecule Features

CHEMBL861 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:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium channel alpha subunit blocker Sodium channel alpha subunit DailyMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
EpilepsyD004827EFO:0000474epilepsy4ATC
ATC

Clinical Data

ClinicalTrials.gov MEPHENYTOIN
The Cochrane Collaboration MEPHENYTOIN

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 CHEMBL861. 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
CHEMBL222 Norepinephrine transporter Homo sapiens 0.854
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.830
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.472

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.906
CHEMBL222 Norepinephrine transporter Homo sapiens 0.846
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.474
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.387
CHEMBL228 Serotonin transporter Homo sapiens 0.246

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
218.3 218.1055 1.47 2 49.41 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
8.07 - 1.44 1.36 1 16 0.76

Structural Alerts

There are 1 structural alerts for CHEMBL861. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AB - Hydantoin derivatives
N03AB04 - mephenytoin

N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AB - Hydantoin derivatives
N03AB54 - mephenytoin, combinations

ChemSpider ChemSpider:GMHKMTDVRCWUDX-UHFFFAOYSA-N
PubChem SID: 56463168
Wikipedia Mephenytoin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL861



ACToR 50-12-4
BindingDB 50103593
Brenda 109149
ChEBI 6757
DrugBank DB00532
DrugCentral 1695
eMolecules 731057
EPA CompTox Dashboard DTXSID9023257
Guide to Pharmacology 7223
Human Metabolome Database HMDB0014673
IBM Patent System 94C9774076507821C58E9B5A2BC250BA
LINCS LSM-1852
Mcule MCULE-6021512202
MolPort MolPort-003-666-498
Nikkaji J66.257G J4.097E
PharmGKB PA450373
PubChem 4060
PubChem: Thomson Pharma 14773490
SureChEMBL SCHEMBL21766

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