File:Pregabalin.svg · Wikimedia Commons · See Wikimedia Commons
Lyrica
Sign in to saveAlso known as (S)-pregabalin, CI 1008, Lyrica®, Nervalin®, PD 144723, (S)-3-Isobutyl GABA, 3-Isobutyl GABA, (S)-3-Isobutyl gaba
pregabalin (lyrica)
OverviewAI-generated
Pregabalin is a chemical compound with the formula C₈H₁₇NO₂. Its IUPAC name is (3S)-3-(azaniumylmethyl)-5-methylhexanoate. The substance has a mass of 159.125929 and a weight of 159.23. It is characterized by a defined daily dose of 0.3.
Chemical properties include an xlogp value of -0.9 and a topological polar surface area of 67.8. The molecule contains one hydrogen bond donor and two hydrogen bond acceptors, with a charge of 0.
Pregabalin is referenced by 1,263 other encyclopedia articles. A search for the term yields 5,758 entries in the PubMed database.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Verifiedfields
- verified
- Drug.Watchedfields
- verified
- Drug.verifiedrevid
- 457473985
- Drug.image
- Pregabalin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Pregabalin ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 215
- Drug.tradename
- Lyrica, others
- Drug.MedlinePlus
- a605045
- Drug.DailyMedID
- Pregabalin
- Drug.pregnancy_AU
- D
- Drug.dependency_liability
- Physical: HighPsychological: Moderate
- Drug.addiction_liability
- Low (but varying with dosage and route of administration)
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- N02
- Drug.ATC_suffix
- BF02
via Wikipedia infobox
Chemical data
- Formula
- C8H17NO2
- Molecular weight
- 159.23 g/mol
- IUPAC name
- (3S)-3-(azaniumylmethyl)-5-methylhexanoate
- SMILES
- CC(C)C[C@@H](CC(=O)[O-])C[NH3+]
- InChIKey
- AYXYPKUFHZROOJ-ZETCQYMHSA-N
- XLogP
- -0.9
- Polar surface area
- 67.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2004
- Admin. routes
- oral
- Indications
- fibromyalgia, neuropathy, pain, partial epilepsy
via ChEMBL · EBI
Research
5,758 papers- How addictive are gabapentin and pregabalin? A systematic review.European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology · 2017
- Is there a role for combined use of gabapentin and pregabalin in pain control? Too good to be true?Current medical research and opinion · 2018
- A systematic review and meta-analysis of the effectiveness and adverse events of gabapentin and pregabalin for sciatica pain.Atencion primaria · 2022
- Pregabalin-induced rhabdomyolysis: a case series and literature analysis.The Journal of international medical research · 2024
- Pregabalin supplementation for the pain relief of septorhinoplasty: a meta-analysis study.European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery · 2023
via PubMed
Wikidata facts
- Mass
- 159.125929
- Has use
- medication
Show 8 more facts
- medical condition treated
- neuropathic pain
- chemical formula
- C₈H₁₇NO₂
- Commons category
- Pregabalin
- isomeric SMILES
- CC(C)C[C@@H](CC(=O)O)CN
- canonical SMILES
- CC(C)CC(CC(=O)O)CN
- World Health Organisation international non-proprietary name
- pregabalin
- defined daily dose
- 0.3
- subject has role
- anxiolytic
Sources (6)
via Wikidata · CC0