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.
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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Canonical SMILES NCC(CC(=O)O)CC(C)C
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
InChI Key AYXYPKUFHZROOJ-ZETCQYMHSA-N
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
ChEBI CHEBI:64356
ChEMBL Ligand CHEMBL1059
DrugBank Ligand DB00230
DrugCentral Ligand 2255
GtoPdb PubChem SID 178102131
PubChem CID 5486971
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Wikipedia Pregabalin

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Tocris
Pregabalin
Cat. No. 3775