branebrutinib   

GtoPdb Ligand ID: 9869

Synonyms: BMS-986195 | BMS986195 | Example 223 [US20160115126A1]
Compound class: Synthetic organic
Comment: Branebrutinib (BMS-986195) is a potent, covalent, irreversible inhibitor of the TEC family non-receptor tyrosine kinase, Bruton's tyrosine kinase (BTK) [2]. BTK is essential in antigen-dependent B cell signaling and function, and is a therapeutic target for oncology and rheumatic diseases. Branebrutinib is a clinical lead for the treatment of rheumatoid arthritis, as claimed in Bristol-Myers Squibb's patent US20160115126A1 (Example 223) [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 91.22
Molecular weight 370.18
XLogP 3.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC#CC(=O)NC1CCCN(C1)c1c(F)cc(c2c1c(C)c([nH]2)C)C(=O)N
Isomeric SMILES CC#CC(=O)N[C@H]1CCCN(C1)c1c(F)cc(c2c1c(C)c([nH]2)C)C(=O)N
InChI InChI=1S/C20H23FN4O2/c1-4-6-16(26)24-13-7-5-8-25(10-13)19-15(21)9-14(20(22)27)18-17(19)11(2)12(3)23-18/h9,13,23H,5,7-8,10H2,1-3H3,(H2,22,27)(H,24,26)/t13-/m0/s1
InChI Key VJPPLCNBDLZIFG-ZDUSSCGKSA-N
Classification
Compound class Synthetic organic
IUPAC Name
4-[(3S)-3-(but-2-ynoylamino)piperidin-1-yl]-5-fluoro-2,3-dimethyl-1H-indole-7-carboxamide
International Nonproprietary Names
INN number INN
11026 branebrutinib
Synonyms
BMS-986195 | BMS986195 | Example 223 [US20160115126A1]
Database Links
GtoPdb PubChem SID 363894163
PubChem CID 121293929
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