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Compound Detail

CHEMBL1068

OXCARBAZEPINE
💊 Approved Drug
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💊 Approved Drug
NC(=O)N1c2ccccc2CC(=O)c2ccccc21

Basic Information

ChEMBL ID CHEMBL1068
Name OXCARBAZEPINE
Phase Approved
Structure Type MOL
InChI Key CTRLABGOLIVAIY-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1067

Known Names

GP-47680 KIN-493 NSC-758693 Oxcarbamazepine Oxcarbazepina Oxcarbazepine Oxtellar xr SPN-804 Trileptal
2
Targets
2
Activities
1
Assay Types
12
PK Parameters
20
Publications
9
Known Names
12
Indications
1
Mechanisms

Molecular Properties

252.3
MW (Da)
2.64
ALogP
2
HBA
1
HBD
63.4
PSA (Ų)
0.78
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2000
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -pine
USAN Year 2002

Extended Properties

Molecular Formula C15H12N2O2
MW 252.27
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sodium channel alpha subunit blocker BLOCKER Sodium channel alpha subunit

Indications

Epilepsy Seizures Aggression Anxiety Dementia Depressive Disorder Epilepsies, Partial Neuralgia Psychomotor Agitation Schizophrenia Multiple Sclerosis Neoplasms

ATC Classification

N03AF02
oxcarbazepine
Level 1: NERVOUS SYSTEM
Level 2: ANTIEPILEPTICS

Activity Summary

IC50 2 meas. best 4.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HepG2
CHEMBL395
IC50 4.71 4.71 19498.5 1
Polyadenylate-binding protein 1
CHEMBL1293286
IC50 4.55 4.55 28100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 77699.16 ng.hr.mL-1 Homo sapiens
AUC 1715.44 ng.hr.mL-1 Homo sapiens
AUC 118.57 ng.hr.mL-1 Homo sapiens
Cmax 2000.0 nM Homo sapiens
Cmax 80.0 nM Homo sapiens
Excretion 27.0 % Homo sapiens
F 0.99 % Homo sapiens
T1/2 2.0 hr Homo sapiens
Tmax 0.08333 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus
Tmax 1.0 hr Homo sapiens
Tmax 0.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 405
- 10.5281/zenodo.13943903 ADMET 86
31158845 10.1038/s41586-019-1291-3 ADMET 71
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
10411478 10.1021/jm980627g Rattus norvegicus 8
21389120 10.1124/dmd.109.030593 Homo sapiens 8
10411478 10.1021/jm980627g Sodium channel alpha subunits; brain (Types I, II, III) 4
20014752 10.1021/tx900326k Hepatotoxicity 3
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
24411477 10.1016/j.bmc.2013.12.035 P2X purinoceptor 4 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
21055935 10.1016/j.bmcl.2010.10.068 No relevant target 2
- 10.6019/CHEMBL3301361 No relevant target 1
21389120 10.1124/dmd.109.030593 No relevant target 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
- 10.1039/C3MD00397C HepG2 1
- 10.1007/s00044-012-9977-1 Whole blood 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1

Data from ChEMBL 36 via Core Engine