neratinib   Click here for help

GtoPdb Ligand ID: 5686

Synonyms: HKI 272 | HKI-272 | Nerlynx®
Approved drug
neratinib is an approved drug (FDA (2017), EMA (2018))
Compound class: Synthetic organic
Comment: Neratinib is an irreversible inhibitor of the receptor tyrosine kinase (RTK), ErbB2 [4]. It also inhibits the related RTK, EGFR.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 112.4
Molecular weight 556.2
XLogP 3.87
No. Lipinski's rules broken 1
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Canonical SMILES CCOc1cc2ncc(c(c2cc1NC(=O)C=CCN(C)C)Nc1ccc(c(c1)Cl)OCc1ccccn1)C#N
Isomeric SMILES CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/CN(C)C)Nc1ccc(c(c1)Cl)OCc1ccccn1)C#N
InChI InChI=1S/C30H29ClN6O3/c1-4-39-28-16-25-23(15-26(28)36-29(38)9-7-13-37(2)3)30(20(17-32)18-34-25)35-21-10-11-27(24(31)14-21)40-19-22-8-5-6-12-33-22/h5-12,14-16,18H,4,13,19H2,1-3H3,(H,34,35)(H,36,38)/b9-7+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2017), EMA (2018))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8878 neratinib
Synonyms Click here for help
HKI 272 | HKI-272 | Nerlynx®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-1216527
Reactome Reaction Reactome logo R-HSA-1225978, R-HSA-9652264, R-HSA-9665412, R-HSA-9665702, R-HSA-9665286, R-HSA-9665121, R-HSA-1220611
Other databases
CAS Registry No. 698387-09-6
ChEMBL Ligand CHEMBL180022
DrugCentral Ligand 5252
GtoPdb PubChem SID 178102313
PubChem CID 9915743
Search Google for chemical match using the InChIKey JWNPDZNEKVCWMY-VQHVLOKHSA-N
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UniChem Compound Search for chemical match using the InChIKey JWNPDZNEKVCWMY-VQHVLOKHSA-N
UniChem Connectivity Search for chemical match using the InChIKey JWNPDZNEKVCWMY-VQHVLOKHSA-N
Wikipedia Neratinib