avapritinib   Click here for help

GtoPdb Ligand ID: 10368

Synonyms: Ayvakit® | Ayvakyt® | BLU-285 | BLU285
Approved drug PDB Ligand Immunopharmacology Ligand
avapritinib is an approved drug (FDA & EMA (2020))
Compound class: Synthetic organic
Comment: Avapritinib (BLU-285) was developed by Blueprint Medicines as an oral precision therapy to selectively and potently inhibit KIT and PDGFRA mutant kinases [3]. It is a Type I kinase inhibitor that binds the active kinase conformation. Avapritinib binds to the 'switch pocket' of KIT, a domain that regulates the enzyme's catalytic conformation. Compounds that act in this way are often referred to as switch control inhibitors [1]. Another such switch control inhibitor is ripretinib.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 106.29
Molecular weight 498.24
XLogP 4.21
No. Lipinski's rules broken 0
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Canonical SMILES Fc1ccc(cc1)C(c1cnc(nc1)N1CCN(CC1)c1ncnn2c1cc(c2)c1cnn(c1)C)(N)C
Isomeric SMILES Fc1ccc(cc1)[C@@](c1cnc(nc1)N1CCN(CC1)c1ncnn2c1cc(c2)c1cnn(c1)C)(N)C
InChI InChI=1S/C26H27FN10/c1-26(28,20-3-5-22(27)6-4-20)21-13-29-25(30-14-21)36-9-7-35(8-10-36)24-23-11-18(16-37(23)33-17-31-24)19-12-32-34(2)15-19/h3-6,11-17H,7-10,28H2,1-2H3/t26-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2020))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
10613 avapritinib
Synonyms Click here for help
Ayvakit® | Ayvakyt® | BLU-285 | BLU285
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9671491
Reactome Reaction Reactome logo R-HSA-9669893, R-HSA-9669898, R-HSA-9674427, R-HSA-9674093
Other databases
CAS Registry No. 1703793-34-3 (source: WHO INN record)
DrugCentral Ligand 5379
GtoPdb PubChem SID 384403648
PubChem CID 118023034
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