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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL741
CHEMBL741
Compound Name LAMOTRIGINE
ChEMBL Synonyms LAMOTRIGINE | LAMICTAL CD | BW 430C | LAMICTAL ODT | LAMICTAL | LAMICTAL XR
Max Phase 4 (Approved)
Trade Names LAMICTAL XR | LAMOTRIGINE | LAMICTAL | LAMICTAL ODT | LAMICTAL CD
Molecular Formula C9H7Cl2N5

Additional synonyms for CHEMBL741 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nnc(c(N)n1)c2cccc(Cl)c2Cl
Standard InChI InChI=1S/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15 ...
Download InChI
Standard InChI Key PYZRQGJRPPTADH-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL741

Molecule Features

CHEMBL741 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Herpes Zoster OticusD016697EFO:0007281geniculate herpes zoster2ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Multiple Sclerosis, Relapsing-RemittingD020529EFO:0003929relapsing-remitting multiple sclerosis2ClinicalTrials
Neurofibromatosis 1D009456Orphanet:636Neurofibromatosis type 12ClinicalTrials
SeizuresD012640HP:0001250Seizures4ClinicalTrials
DailyMed
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
Trigeminal NeuralgiaD014277EFO:1001219trigeminal neuralgia2ClinicalTrials
Epilepsies, PartialD004828EFO:0004263partial epilepsy4DailyMed
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
Lennox Gastaut SyndromeD065768Orphanet:2382Lennox-Gastaut syndrome4DailyMed
Mood DisordersD019964EFO:0004247mood disorder3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Epilepsy, Tonic-ClonicD0048304DailyMed
Multiple Sclerosis, Chronic ProgressiveD020528EFO:0003840chronic progressive multiple sclerosis2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy4ATC
ClinicalTrials
DailyMed
Lecithin Cholesterol Acyltransferase DeficiencyD007863Orphanet:79292Fish-eye disease1ClinicalTrials
Mental DisordersD001523EFO:0000677mental or behavioural disorder1ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder4ClinicalTrials
DailyMed
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Peripheral Nervous System DiseasesD010523EFO:0003100peripheral neuropathy3ClinicalTrials

Clinical Data

ClinicalTrials.gov LAMOTRIGINE
The Cochrane Collaboration LAMOTRIGINE

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 CHEMBL741. 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
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.216
CHEMBL4616 Ghrelin receptor Homo sapiens 0.205

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.394
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.205
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.204

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
256.1 255.0079 2.01 1 90.71 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 5.39 1.24 1.24 2 16 0.81

Structural Alerts

There are 1 structural alerts for CHEMBL741. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AX - Other antiepileptics
N03AX09 - lamotrigine

ChemSpider ChemSpider:PYZRQGJRPPTADH-UHFFFAOYSA-N
DailyMed lamotrigine
PubChem SID: 11113342 SID: 144203730 SID: 170465024 SID: 174006315 SID: 26719658 SID: 50104089 SID: 56423136 SID: 85231112 SID: 855818 SID: 90341162
Wikipedia Lamotrigine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL741



ACToR 84057-84-1
BindingDB 50031299
Brenda 7741
ChEBI 6367
ChemicalBook CB4166704
DrugBank DB00555
DrugCentral 1540
eMolecules 578746
EPA CompTox Dashboard DTXSID2023195
FDA SRS U3H27498KS
Guide to Pharmacology 2622
Human Metabolome Database HMDB0014695
IBM Patent System 8678217FE9CE4D9BDABB88EC196E5FC7
LINCS LSM-4104
Mcule MCULE-7648410888
MolPort MolPort-003-666-744
NIH Clinical Collection SAM001246697
Nikkaji J25.814H
PharmGKB PA450164
PubChem 3878
PubChem: Drugs of the Future 12013463
PubChem: Thomson Pharma 14823602
Selleck lamotrigine
SureChEMBL SCHEMBL35439
ZINC ZINC000000013156

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