tolebrutinib   Click here for help

GtoPdb Ligand ID: 10625

Synonyms: BTK'168 | example 3 [WO2016196840A1] | PRN-2246 | PRN2246 | SAR442168
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Tolebrutinib (PRN2246; SAR442168) is an oral and selective small molecule inhibitor of the enzyme Bruton tyrosine kinase (BTK) [1]. It binds covalently and is brain-penetrant.
The chemical structure that was submitted to the WHO for the INN tolebrutinib is identical to that of example 3 in Principia Biopharma's patent WO2016196840A1 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 94.86
Molecular weight 455.2
XLogP 2.93
No. Lipinski's rules broken 0
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Canonical SMILES C=CC(=O)N1CCCC(C1)n1c(=O)n(c2c1ccnc2N)c1ccc(cc1)Oc1ccccc1
Isomeric SMILES C=CC(=O)N1CCC[C@H](C1)n1c(=O)n(c2c1ccnc2N)c1ccc(cc1)Oc1ccccc1
InChI InChI=1S/C26H25N5O3/c1-2-23(32)29-16-6-7-19(17-29)30-22-14-15-28-25(27)24(22)31(26(30)33)18-10-12-21(13-11-18)34-20-8-4-3-5-9-20/h2-5,8-15,19H,1,6-7,16-17H2,(H2,27,28)/t19-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
11268 tolebrutinib
Synonyms Click here for help
BTK'168 | example 3 [WO2016196840A1] | PRN-2246 | PRN2246 | SAR442168
Database Links Click here for help
CAS Registry No. 1971920-73-6 (source: WHO INN record)
GtoPdb PubChem SID 404859072
PubChem CID 124111565
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