tirbanibulin   Click here for help

GtoPdb Ligand ID: 7957

Synonyms: Klisyri® | KX 2-391 | KX-01 | KX-2-391 | KX2-391
Approved drug PDB Ligand
tirbanibulin is an approved drug (FDA (2020), EMA (2021))
Compound class: Synthetic organic
Comment: Tirbanibulin (KX2-391) is an orally bioavailable small molecule with a dual mode of action. It is a Src kinase inhibitor with potential antiproliferative activity [7-8] and an inhibitor of tubulin polymerization [8].
Synthesis of KX2-391 is described in US patent US20060160800 [2], where it is compound 134.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 63.69
Molecular weight 431.22
XLogP 3.09
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C(Cc1ccc(cn1)c1ccc(cc1)OCCN1CCOCC1)NCc1ccccc1
Isomeric SMILES O=C(Cc1ccc(cn1)c1ccc(cc1)OCCN1CCOCC1)NCc1ccccc1
InChI InChI=1S/C26H29N3O3/c30-26(28-19-21-4-2-1-3-5-21)18-24-9-6-23(20-27-24)22-7-10-25(11-8-22)32-17-14-29-12-15-31-16-13-29/h1-11,20H,12-19H2,(H,28,30)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2020), EMA (2021))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
10864 tirbanibulin
Synonyms Click here for help
Klisyri® | KX 2-391 | KX-01 | KX-2-391 | KX2-391
Database Links Click here for help
CAS Registry No. 897016-82-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL571546
DrugCentral Ligand 5431
GtoPdb PubChem SID 249565640
PubChem CID 23635314
Search Google for chemical match using the InChIKey HUNGUWOZPQBXGX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HUNGUWOZPQBXGX
Search PubMed clinical trials tirbanibulin
Search PubMed titles tirbanibulin
Search PubMed titles/abstracts tirbanibulin
UniChem Compound Search for chemical match using the InChIKey HUNGUWOZPQBXGX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HUNGUWOZPQBXGX-UHFFFAOYSA-N