neratinib   

GtoPdb Ligand ID: 5686

Synonyms: HKI 272 | HKI-272 | Nerlynx®
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.
2D Structure
Click here for structure editor
Physico-chemical Properties
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
SMILES / InChI / InChIKey
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+
InChI Key JWNPDZNEKVCWMY-VQHVLOKHSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2017), EMA (2018))
IUPAC Name
(2E)-N-(4-{[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide
International Nonproprietary Names
INN number INN
8878 neratinib
Synonyms
HKI 272 | HKI-272 | Nerlynx®
Database Links
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
Search Google for chemicals with the same backbone JWNPDZNEKVCWMY
Search PubMed clinical trials neratinib
Search PubMed titles neratinib
Search PubMed titles/abstracts neratinib
Search UniChem for chemical match using the InChIKey JWNPDZNEKVCWMY-VQHVLOKHSA-N
Search UniChem for chemicals with the same backbone JWNPDZNEKVCWMY
Wikipedia Neratinib