tirabrutinib   Click here for help

GtoPdb Ligand ID: 9265

Synonyms: GS-4059 | ONO-4059 | ONO4059 | Velexbru®
Approved drug Immunopharmacology Ligand
tirabrutinib is an approved drug (Japan (2020))
Compound class: Synthetic organic
Comment: Tirabrutinib (ONO-4059) is a potent, reversible Bruton's tyrosine kinase (BTK) inhibitor. It is one of the compounds claimed in patent WO2013081016A1, where Example 9 is tirabrutinib hydrochloride [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 107.75
Molecular weight 454.18
XLogP 2.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC#CC(=O)N1CC[C@H](C1)n1c(=O)n(c2c1ncnc2N)c1ccc(cc1)Oc1ccccc1
Isomeric SMILES CC#CC(=O)N1CC[C@H](C1)n1c(=O)n(c2c1ncnc2N)c1ccc(cc1)Oc1ccccc1
InChI InChI=1S/C25H22N6O3/c1-2-6-21(32)29-14-13-18(15-29)31-24-22(23(26)27-16-28-24)30(25(31)33)17-9-11-20(12-10-17)34-19-7-4-3-5-8-19/h3-5,7-12,16,18H,13-15H2,1H3,(H2,26,27,28)/t18-/m1/s1
InChI Key SEJLPXCPMNSRAM-GOSISDBHSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan (2020))
IUPAC Name Click here for help
6-amino-9-[(3R)-1-but-2-ynoylpyrrolidin-3-yl]-7-(4-phenoxyphenyl)purin-8-one
International Nonproprietary Names Click here for help
INN number INN
10320 tirabrutinib
Synonyms Click here for help
GS-4059 | ONO-4059 | ONO4059 | Velexbru®
Database Links Click here for help
BindingDB Ligand 194087
CAS Registry No. 1351636-18-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL4071161
DrugBank Ligand DB15227
GtoPdb PubChem SID 315661340
PubChem CID 54755438
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