gilteritinib   Click here for help

GtoPdb Ligand ID: 8708

Synonyms: ASP-2215 | ASP2215 | Xospata®
Approved drug PDB Ligand
gilteritinib is an approved drug (FDA (2018), EMA (2019))
Compound class: Synthetic organic
Comment: Gilteritinib is an orally bioavailable inhibitor of the receptor tyrosine kinases (RTKs) FMS-related tyrosine kinase 3 (FLT3), AXL and anaplastic lymphoma kinase (ALK) [4], with clinical antineoplastic activity. Gilteritinib inhibits the activity of FLT3-activating mutations which are one of the most common genetic alterations in acute myeloid leukemia (AML).

SARS-CoV-2: AXL is a kinase upstream of p38 MAP kinases. p38 activity has been reported to be upregulated following SARS-CoV-2 infection of host cells in vitro, and gilteritinib produces an antiviral effect (IC50= 807 nM) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 121.11
Molecular weight 552.35
XLogP 2.44
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(ccc1N1CCC(CC1)N1CCN(CC1)C)Nc1nc(NC2CCOCC2)c(nc1C(=O)N)CC
Isomeric SMILES COc1cc(ccc1N1CCC(CC1)N1CCN(CC1)C)Nc1nc(NC2CCOCC2)c(nc1C(=O)N)CC
InChI InChI=1S/C29H44N8O3/c1-4-23-28(31-20-9-17-40-18-10-20)34-29(26(33-23)27(30)38)32-21-5-6-24(25(19-21)39-3)37-11-7-22(8-12-37)36-15-13-35(2)14-16-36/h5-6,19-20,22H,4,7-18H2,1-3H3,(H2,30,38)(H2,31,32,34)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2018), EMA (2019))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
10048 gilteritinib
Synonyms Click here for help
ASP-2215 | ASP2215 | Xospata®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9695700
Reactome Reaction Reactome logo R-HSA-9702508, R-HSA-9695828, R-HSA-9702589
Other databases
CAS Registry No. 1254053-43-4 (source: PubChem)
ChEMBL Ligand CHEMBL3301622
DrugCentral Ligand 5306
GtoPdb PubChem SID 252827366
PubChem CID 49803313
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UniChem Compound Search for chemical match using the InChIKey GYQYAJJFPNQOOW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GYQYAJJFPNQOOW-UHFFFAOYSA-N