pyrotinib   Click here for help

GtoPdb Ligand ID: 9662

Synonyms: Airuini® | compound 12 [PMID: 28115222] | SHR-1258 | SHR1258
Approved drug
pyrotinib is an approved drug (China (2018))
Compound class: Synthetic organic
Comment: Pyrotinib (SHR1258) is an orally administered, irreversible inhibitor of the tyrosine kinase activities of the EGFR (HER1), HER2 and HER4 [1-2]. It is claimed as example 5 in patent US20120165352 [3].
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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 11
Topological polar surface area 112.4
Molecular weight 582.21
XLogP 4.47
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOc1cc2ncc(c(c2cc1NC(=O)C=CC1CCCN1C)Nc1ccc(c(c1)Cl)OCc1ccccn1)C#N
Isomeric SMILES CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/[C@H]1CCCN1C)Nc1ccc(c(c1)Cl)OCc1ccccn1)C#N
InChI InChI=1S/C32H31ClN6O3/c1-3-41-30-17-27-25(16-28(30)38-31(40)12-10-24-8-6-14-39(24)2)32(21(18-34)19-36-27)37-22-9-11-29(26(33)15-22)42-20-23-7-4-5-13-35-23/h4-5,7,9-13,15-17,19,24H,3,6,8,14,20H2,1-2H3,(H,36,37)(H,38,40)/b12-10+/t24-/m1/s1
InChI Key SADXACCFNXBCFY-IYNHSRRRSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (China (2018))
IUPAC Name Click here for help
(E)-N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-ethoxyquinolin-6-yl]-3-[(2R)-1-methylpyrrolidin-2-yl]prop-2-enamide
Synonyms Click here for help
Airuini® | compound 12 [PMID: 28115222] | SHR-1258 | SHR1258
Database Links Click here for help
BindingDB Ligand 139991
CAS Registry No. 1269662-73-8 (source: PubChem)
ChEMBL Ligand CHEMBL3647420
GtoPdb PubChem SID 348353621
PubChem CID 51039030
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