vecabrutinib

Ligand id: 10231

Name: vecabrutinib

Structure and Physico-chemical Properties

2D Structure
Click here for structure editor
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 130.47
Molecular weight 529.16
XLogP 3.08
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
(3R,3'R,4'S)-1'-(6-amino-5-fluoropyrimidin-4-yl)-3-[3-chloro-5-(trifluoromethyl)anilino]-2-oxo[1,3'-bipiperidine]-4'-carboxamide
International Nonproprietary Names
INN number INN
10643 vecabrutinib
Synonyms
BIIB-062 | BIIB062 | SNS-062 | SNS062
Comments
Vecabrutinib (SNS-062) is a second generation, noncovalent (reversible) Bruton's tyrosine kinase (BTK) inhibitor that is being developed by Sunesis Pharmaceuticals as a therapeutic for B cell malignancies that have developed resistance to first generation BTK inhibitors such as ibrutinib, through acquisition of the Cys481Ser mutation in the enzyme's active site. The structure presented here was obtained by searching PubChem using the IUPAC structure that was submitted to the WHO for the proposed INN vecabrutinib. Sunesis' website associates the INN with the research code SNS-062 [3]. Formal name-to-structure identification and pharmacological analysis are yet to be disclosed in a peer-reviewed publication. Patent interrogation identifies example I-1 in Biogen/Sunesis' patent WO2013185084A1 as a structure match to vecabrutinib [1].
Database Links
CAS Registry No. 1510829-06-7 (source: WHO INN record)
GtoPdb PubChem SID 381744913
PubChem CID 72547837
Search Google for chemical match using the InChIKey QLRRJMOBVVGXEJ-XHSDSOJGSA-N
Search Google for chemicals with the same backbone QLRRJMOBVVGXEJ
Search PubMed clinical trials vecabrutinib
Search PubMed titles vecabrutinib
Search PubMed titles/abstracts vecabrutinib
Search UniChem for chemical match using the InChIKey QLRRJMOBVVGXEJ-XHSDSOJGSA-N
Search UniChem for chemicals with the same backbone QLRRJMOBVVGXEJ