U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C26H29N3O3
Molecular Weight 431.5268
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIRBANIBULIN

SMILES

O=C(CC1=NC=C(C=C1)C2=CC=C(OCCN3CCOCC3)C=C2)NCC4=CC=CC=C4

InChI

InChIKey=HUNGUWOZPQBXGX-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
KX-01 is a dual inhibitor of Src kinase and tubulin polymerization. KX01 promotes the induction of p53, G2/M arrest of proliferating cell populations and subsequent apoptosis via the stimulation of Caspase-3 and PARP cleavage. The drug was developed by Kinex Pharmaceuticals and reached phase II of clinical trials for the treatment of Castration-Resistant Prostate Cancer and Actinic Keratosis. KX-01 demonstrated good in vitro pofile against different cancer cell lines with IC50 in nanomolar range.

Approval Year

PubMed

PubMed

TitleDatePubMed
Thiazolyl N-benzyl-substituted acetamide derivatives: synthesis, Src kinase inhibitory and anticancer activities.
2011 Oct
A phase I trial of KX2-391, a novel non-ATP competitive substrate-pocket- directed SRC inhibitor, in patients with advanced malignancies.
2013 Aug
Patents

Sample Use Guides

Patients recieve 40 mg of oral KX-01 twice-daily. Ointment form should be applied once daily.
Route of Administration: Other
PC3-LN4 human prostate cancer cells were treated with 10(-4)-10(4) nM of KX-01 for 72 hours and GI50 value was determined to be 40 nM.
Name Type Language
TIRBANIBULIN
USAN   INN  
Official Name English
KX2391
Code English
KX-2-391
Code English
KLISYRI
Brand Name English
TIRBANIBULIN [ORANGE BOOK]
Common Name English
Tirbanibulin [WHO-DD]
Common Name English
2-PYRIDINEACETAMIDE, 5-(4-(2-(4-MORPHOLINYL)ETHOXY)PHENYL)-N-(PHENYLMETHYL)-
Systematic Name English
N-BENZYL-2-(5-(4-(2-MORPHOLIN-4-YLETHOXY)PHENYL)PYRIDIN-2-YL)ACETAMIDE
Systematic Name English
KX01
Code English
tirbanibulin [INN]
Common Name English
KX-01
Code English
TIRBANIBULIN [USAN]
Common Name English
KX-2391
Code English
KX2-391
Code English
Code System Code Type Description
FDA UNII
4V9848RS5G
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
USAN
GH-126
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
ChEMBL
CHEMBL571546
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
DRUG BANK
DB06137
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
DAILYMED
4V9848RS5G
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
WIKIPEDIA
Tirbanibulin
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
RXCUI
2471078
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
EPA CompTox
DTXSID30237862
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
NCI_THESAURUS
C74077
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
PUBCHEM
23635314
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
CAS
897016-82-9
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
INN
10864
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY
SMS_ID
100000183609
Created by admin on Wed Jul 05 23:53:56 UTC 2023 , Edited by admin on Wed Jul 05 23:53:56 UTC 2023
PRIMARY