gabapentin

Ligand id: 5483

Name: gabapentin

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: gabapentin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 63.32
Molecular weight 171.13
XLogP 1.39
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1993))
Prodrug gabapentin enacarbil
IUPAC Name
2-[1-(aminomethyl)cyclohexyl]acetic acid
International Nonproprietary Names
INN number INN
5094 gabapentin
Synonyms
CI 945 | Go 3450 | GOE 2450 | GOE 3450 | Neurontin®
Database Links
CAS Registry No. 60142-96-3
ChEMBL Ligand CHEMBL940
DrugBank Ligand DB00996
PubChem CID 3446
RCSB PDB Ligand GBN
Search Google for chemical match using the InChIKey UGJMXCAKCUNAIE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UGJMXCAKCUNAIE
Search PubMed clinical trials gabapentin
Search PubMed titles gabapentin
Search PubMed titles/abstracts gabapentin
Search UniChem for chemical match using the InChIKey UGJMXCAKCUNAIE-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone UGJMXCAKCUNAIE
Wikipedia Gabapentin
Comments
Although gabapentin was desigened to mimic gamma-aminobutyric acid (GABA), it is believed that gabapentinoids act on different brain receptors, such as the α2δ subunit of voltage-gated calcium channels.