brigatinib   Click here for help

GtoPdb Ligand ID: 7741

Synonyms: Alunbrig® | AP-26113 | AP26113 | compound 11q [PMID: 27144831]
Approved drug PDB Ligand
brigatinib is an approved drug (FDA (2017), EMA (2018))
Compound class: Synthetic organic
Comment: Brigatinib (AP26113) is a phosphine oxide-containing drug developed as a treatment for cancers driven by anaplastic lymphoma kinase (ALK) rearrangements [1] or by T790M gatekeeper mutant EGFR. It is an orally available inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 95.67
Molecular weight 583.26
XLogP 5.11
No. Lipinski's rules broken 1
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Canonical SMILES COc1cc(ccc1Nc1ncc(c(n1)Nc1ccccc1P(=O)(C)C)Cl)N1CCC(CC1)N1CCN(CC1)C
Isomeric SMILES COc1cc(ccc1Nc1ncc(c(n1)Nc1ccccc1P(=O)(C)C)Cl)N1CCC(CC1)N1CCN(CC1)C
InChI InChI=1S/C29H39ClN7O2P/c1-35-15-17-37(18-16-35)21-11-13-36(14-12-21)22-9-10-24(26(19-22)39-2)33-29-31-20-23(30)28(34-29)32-25-7-5-6-8-27(25)40(3,4)38/h5-10,19-21H,11-18H2,1-4H3,(H2,31,32,33,34)
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
10085 brigatinib
Synonyms Click here for help
Alunbrig® | AP-26113 | AP26113 | compound 11q [PMID: 27144831]
Database Links Click here for help
BindingDB Ligand 50185140
CAS Registry No. 1197953-54-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL3545311
DrugBank Ligand DB12267
GtoPdb PubChem SID 223366074
PubChem CID 68165256
Search Google for chemical match using the InChIKey AILRADAXUVEEIR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone AILRADAXUVEEIR
Search PubMed clinical trials brigatinib
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SynPHARM 80282 (in complex with anaplastic lymphoma receptor tyrosine kinase)
80285 (in complex with anaplastic lymphoma receptor tyrosine kinase)
UniChem Compound Search for chemical match using the InChIKey AILRADAXUVEEIR-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey AILRADAXUVEEIR-UHFFFAOYSA-N