Example A225 [WO2012170976A2]   Click here for help

GtoPdb Ligand ID: 11983

Synonyms: TL-895 | TL895
Compound class: Synthetic organic
Comment: Example A225 [WO2012170976A2] is an investigational Bruton's tyrosine kinase (BTK) inhibitor. It is a fluoropiperidin analogue of evobrutinib and its chemical structure is claimed in Merck patent. This compound has been identified as TL-895 by online chemical resources, in which it is described as an orally-available, selective and irreversible BTK inhibitor. TL-895 was originally developed for potential to treat refractory myelofibrosis and acute myeloid leukemia (AML).

COVID-19: TL-895 has been redeployed for anti-inflammatory potential in COVID-19 patients. BTK inhibition is expected to reduce production of pro-inflammatory cytokines that are associated with cytokine storm, disease progression and poor prognosis in hospitalised COVID-19 patients.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 93.37
Molecular weight 447.21
XLogP 4.35
No. Lipinski's rules broken 0
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Canonical SMILES C=CC(=O)N1CCC(CC1)(F)CNc1ncnc(c1c1ccc(cc1)Oc1ccccc1)N
Isomeric SMILES C=CC(=O)N1CCC(CC1)(CNc1ncnc(c1c1ccc(cc1)Oc1ccccc1)N)F
InChI InChI=1S/C25H26FN5O2/c1-2-21(32)31-14-12-25(26,13-15-31)16-28-24-22(23(27)29-17-30-24)18-8-10-20(11-9-18)33-19-6-4-3-5-7-19/h2-11,17H,1,12-16H2,(H3,27,28,29,30)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
TL-895 | TL895
Database Links Click here for help
BindingDB Ligand 291505
GtoPdb PubChem SID 464244124
PubChem CID 86721856
Search Google for chemical match using the InChIKey OXOXFDSEGFLWLU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OXOXFDSEGFLWLU
UniChem Compound Search for chemical match using the InChIKey OXOXFDSEGFLWLU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OXOXFDSEGFLWLU-UHFFFAOYSA-N