pregabalin   Click here for help

GtoPdb Ligand ID: 5484

Synonyms: (S)-pregabalin | CI 1008 | Lyrica® | Nervalin® | PD 144723
Approved drug
pregabalin is an approved drug (FDA and EMA (2004))
Compound class: Synthetic organic
Comment: Pregabalin is a gabapentinoid class anti-seizure medication. Chemically, it is a 3-isobutyl derivative of the inhibitory neurotransmitter γ-aminobutyric acid (GABA), but it appears to function as a modulator of voltage-gated calcium channels, rather than a GABA receptor agonist.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: pregabalin

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 63.32
Molecular weight 159.13
XLogP 1.27
No. Lipinski's rules broken 0
Click here for help
Isomeric SMILES NC[C@H](CC(=O)O)CC(C)C
InChI InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2004))
IUPAC Name Click here for help
(3S)-3-(aminomethyl)-5-methylhexanoic acid
International Nonproprietary Names Click here for help
INN number INN
7643 pregabalin
Synonyms Click here for help
(S)-pregabalin | CI 1008 | Lyrica® | Nervalin® | PD 144723
Database Links Click here for help
CAS Registry No. 148553-50-8
ChEMBL Ligand CHEMBL1059
DrugBank Ligand DB00230
DrugCentral Ligand 2255
GtoPdb PubChem SID 178102131
PubChem CID 5486971
Search Google for chemical match using the InChIKey AYXYPKUFHZROOJ-ZETCQYMHSA-N
Search Google for chemicals with the same backbone AYXYPKUFHZROOJ
Search PubMed clinical trials pregabalin
Search PubMed titles pregabalin
Search PubMed titles/abstracts pregabalin
UniChem Compound Search for chemical match using the InChIKey AYXYPKUFHZROOJ-ZETCQYMHSA-N
UniChem Connectivity Search for chemical match using the InChIKey AYXYPKUFHZROOJ-ZETCQYMHSA-N
Wikipedia Pregabalin

Product suppliers

View disclaimer

Pregabalin (links to external site)
Cat. No. 3775