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Compound Detail

CHEMBL1094

FELBAMATE
💊 Approved Drug
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💊 Approved Drug
NC(=O)OCC(COC(N)=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1094
Name FELBAMATE
Phase Approved
Structure Type MOL
InChI Key WKGXYQFOCVYPAC-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

ADD-03055 Felbamate Felbamato Felbatol NSC-759866 Taloxa W-554
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
7
Known Names
4
Indications
1
Mechanisms

Molecular Properties

238.2
MW (Da)
0.96
ALogP
4
HBA
2
HBD
104.6
PSA (Ų)
0.80
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1993
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -bamate
USAN Year 1992

Extended Properties

Molecular Formula C11H14N2O4
MW 238.24
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.07

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glutamate [NMDA] receptor antagonist ANTAGONIST Glutamate [NMDA] receptor ✓ ✓

Indications

Anemia Epilepsy Seizures Bipolar Disorder

ATC Classification

N03AX10
felbamate
Level 1: NERVOUS SYSTEM
Level 2: ANTIEPILEPTICS

Drug Warnings

Black Box Warning
hematological toxicity
Country: United States
Black Box Warning
hepatotoxicity
Country: United States

Activity Summary

IC50 1 meas. best 7.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.02 7.02 95.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 95.0 nM 7.02 Displacement of [35S]TBPS from Wistar rat brain GABAA receptor 19290593

Literature References

PubMed DOI Target Context # Activities
18311896 10.1021/jm0706618 Glutamate receptor ionotropic, NMDA 2B 62
18311896 10.1021/jm0706618 Unchecked 27
16472241 10.2174/1570163043334794 Hepatotoxicity 18
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
27469980 10.1016/j.bmc.2016.07.018 Mus musculus 7
12825948 10.1021/jm0308085 Mus musculus 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
22339381 10.1021/jm201751x Rattus norvegicus 5
- 10.1007/s00044-009-9208-6 Mus musculus 5
- 10.1007/s00044-009-9208-6 Rattus norvegicus 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
20014752 10.1021/tx900326k Hepatotoxicity 3
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 3
22931300 10.1021/tx300075j Liver microsomes 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
21965623 10.1124/dmd.111.040758 Bile salt export pump 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
19290593 10.1021/jm801454a Unchecked 2

Data from ChEMBL 36 via Core Engine