brigatinib   

GtoPdb Ligand ID: 7741

Synonyms: Alunbrig® | AP-26113 | AP26113 | compound 11q [PMID: 27144831]
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
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 92.43
Molecular weight 528.22
XLogP 5.47
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(ccc1Nc1ncc(c(n1)Nc1ccccc1P(=O)(C)C)Cl)N1CCC(CC1)N(C)C
Isomeric SMILES COc1cc(ccc1Nc1ncc(c(n1)Nc1ccccc1P(=O)(C)C)Cl)N1CCC(CC1)N(C)C
InChI InChI=1S/C26H34ClN6O2P/c1-32(2)18-12-14-33(15-13-18)19-10-11-21(23(16-19)35-3)30-26-28-17-20(27)25(31-26)29-22-8-6-7-9-24(22)36(4,5)34/h6-11,16-18H,12-15H2,1-5H3,(H2,28,29,30,31)
InChI Key OVDSPTSBIQCAIN-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2017), EMA (2018))
IUPAC Name
5-chloro-2-N-{4-[4-(dimethylamino)piperidin-1-yl]-2-methoxyphenyl}-4-N-[2-(dimethylphosphoryl)phenyl]pyrimidine-2,4-diamine
International Nonproprietary Names
INN number INN
10085 brigatinib
Synonyms
Alunbrig® | AP-26113 | AP26113 | compound 11q [PMID: 27144831]
Database Links
CAS Registry No. 1197953-54-0 (source: WHO INN record)
GtoPdb PubChem SID 223366074
PubChem CID 57390074
RCSB PDB Ligand E5J
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SynPHARM 80282 (in complex with anaplastic lymphoma receptor tyrosine kinase)
80285 (in complex with anaplastic lymphoma receptor tyrosine kinase)
Wikipedia AP26113