avapritinib   Click here for help

GtoPdb Ligand ID: 10368

Synonyms: Ayvakit® | BLU-285 | BLU285
Approved drug Immunopharmacology Ligand
avapritinib is an approved drug (FDA (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 [2]. 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 (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® | BLU-285 | BLU285
Database Links Click here for help
CAS Registry No. 1703793-34-3 (source: WHO INN record)
DrugCentral Ligand 5379
GtoPdb PubChem SID 384403648
PubChem CID 118023034
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