rebastinib

Ligand id: 9173

Name: rebastinib

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 123.06
Molecular weight 553.22
XLogP 5.68
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
4-[4-[(5-tert-butyl-2-quinolin-6-ylpyrazol-3-yl)carbamoylamino]-3-fluorophenoxy]-N-methylpyridine-2-carboxamide
International Nonproprietary Names
INN number INN
9685 rebastinib
Synonyms
DCC 2036 | DCC-2036 | DP-1919
Comments
Rebastinib is an investigational kinase inhibitor, with activity against FLT3-ITD, TIE2, KDR, LYN, BCR-ABL and TRKA kinases. Yes1 inhibition is reported in [4]. This compound has been termed a switch-control inhibitor as it binds to residues Arg386/Glu282 which ABL1 uses to switch between inactive and active conformations [1-2]. Rebastinib inhibits native and phosphphorylated ABL by inducing a type II inactive conformation [1].
It is one of the compounds claimed in patent WO2008046003 [5] and subsequent related patent applications. Rebastinib appears to be Example 1, whilst acknowledging the limitations and complexities applied in compound naming and structure provision in the patent document.
Database Links
CAS Registry No. 1020172-07-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL1738757
GtoPdb PubChem SID 315661256
PubChem CID 25066467
RCSB PDB Ligand 919
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SynPHARM 83605 (in complex with ABL proto-oncogene 1, non-receptor tyrosine kinase)