pretomanid

Also known as PA-824

Pretomanid is an antibiotic medication used for the treatment of multi-drug-resistant tuberculosis affecting the lungs. It is generally used together with bedaquiline and linezolid. It is taken by mouth.

Key facts

Drug.legal_EU: Rx-only
Drug.CAS_number: 187235-37-6
Drug.UNII: 2XOI31YC4N
Drug.PubChem: 456199
Drug.image: Pretomanid.svg
Drug.image_class: skin-invert-image
Drug.tradename: Dovprela
Drug.MedlinePlus: a619056
Drug.DailyMedID: Pretomanid
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: J04
Drug.ATC_suffix: AK08
Drug.legal_US: Rx-only
Drug.DrugBank: DB05154
Drug.ChemSpiderID: 401693
Drug.KEGG: D10722
Drug.ChEMBL: 227875
Drug.synonyms: PA-824

via Wikipedia infobox

Chemical data

Formula: C14H12F3N3O5
Molecular weight: 359.26 g/mol
IUPAC name: (6S)-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
SMILES: C1[C@@H](COC2=NC(=CN21)[N+](=O)[O-])OCC3=CC=C(C=C3)OC(F)(F)F
InChIKey: ZLHZLMOSPGACSZ-NSHDSACASA-N
XLogP: 2.8
Polar surface area: 91.3 Å²
H-bond donors: 0
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2019
Admin. routes: oral
Indications: pulmonary tuberculosis, multidrug-resistant tuberculosis, drug-resistant tuberculosis, tuberculosis

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 359.072905

Show 3 more facts

chemical formula: C₁₄H₁₂F₃N₃O₅
canonical SMILES: C1C(COC2=NC(=CN21)[N+](=O)[O-])OCC3=CC=C(C=C3)OC(F)(F)F
isomeric SMILES: C1[C@@H](COC2=NC(=CN21)[N+](=O)[O-])OCC3=CC=C(C=C3)OC(F)(F)F

Sources (3)

via Wikidata · CC0

~6 min read

Encyclopedic overview

8 sections

Contents

Medical uses
Mechanism of action
History
Discovery and pre-clinical development
Society and culture
Legal status
Names
References

{{Infobox drug | image = Pretomanid.svg | image_class = skin-invert-image | alt = | caption =

Excerpted from Wikipedia’s “pretomanid” article, available under the CC BY-SA 4.0 licence.

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