neratinib

Also known as HKI 272, HKI-272

Neratinib (INN), sold under the brand name Nerlynx, is a tyrosine kinase inhibitor anti-cancer medication used for the treatment of breast cancer.

Chemical data

Formula: C30H29ClN6O3
Molecular weight: 557 g/mol
IUPAC name: (E)-N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide
SMILES: CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)/C=C/CN(C)C
InChIKey: JWNPDZNEKVCWMY-VQHVLOKHSA-N
XLogP: 4.9
Polar surface area: 112 Å²
H-bond donors: 2
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2017
Admin. routes: oral
Indications: breast neoplasm, breast carcinoma, neoplasm, non-small cell lung carcinoma

via ChEMBL · EBI

Wikidata facts

Mass: 556.198966
Has use: medication

Show 8 more facts

Commons category: Neratinib
chemical formula: C₃₀H₂₉ClN₆O₃
NCI Thesaurus ID: C49094
canonical SMILES: CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)C=CCN(C)C
subject has role: protein kinase inhibitors
medical condition treated: breast cancer
physically interacts with: Erb-b2 receptor tyrosine kinase 2
isomeric SMILES: CCOc1cc2[nH]cc(C#N)c(=Nc3ccc(OCc4ccccn4)c(Cl)c3)c2cc1NC(=O)/C=C/CN(C)C

Sources (6)

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~5 min read

Encyclopedic overview

11 sections

Contents

Medical uses
Contraindications
Adverse effects
Interactions
Pharmacology
Cell biology
Chemistry
History
Brand names
References
External links

Neratinib (INN), sold under the brand name Nerlynx, is a tyrosine kinase inhibitor anti-cancer medication used for the treatment of breast cancer.

The most common side effect is diarrhea, which affects nearly all patients. Other common side effects include nausea (feeling sick), vomiting, tiredness, belly pain, rash, decreased appetite, stomatitis (sore, inflamed mouth), and muscle spasms.

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

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