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Details

Stereochemistry ABSOLUTE
Molecular Formula C32H58N6O5
Molecular Weight 606.8401
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TASIDOTIN

SMILES

[H][C@]1(CCCN1C(=O)[C@]2([H])CCCN2C(=O)[C@H](C(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](C(C)C)N(C)C)C(C)C)C(=O)NC(C)(C)C

InChI

InChIKey=QMCOCIWNMHBIIA-LROMGURASA-N
InChI=1S/C32H58N6O5/c1-19(2)24(33-28(40)25(20(3)4)35(10)11)30(42)36(12)26(21(5)6)31(43)38-18-14-16-23(38)29(41)37-17-13-15-22(37)27(39)34-32(7,8)9/h19-26H,13-18H2,1-12H3,(H,33,40)(H,34,39)/t22-,23-,24-,25-,26-/m0/s1

HIDE SMILES / InChI

Molecular Formula C32H58N6O5
Molecular Weight 606.8401
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Tasidotin (also known as ILX-651), an orally active synthetic microtubule-targeted derivative of the marine depsipeptide dolastatin-15. It was suggested, that tasidotin has a unique mechanism of action. The drug inhibits cell proliferation by suppressing spindle microtubule dynamics through a reduction of the shortening rate, reduction of the switching frequency from growth to shortening, and reduction of the time microtubules grow. Tasidotin was studied in clinical trials phase II in patients with locally advanced or metastatic non-small cell lung carcinoma, in patients with hormone-refractory prostate cancer, and in patients with inoperable locally advanced or metastatic melanoma. However, no new results were published last 5 years. It was suggested that tasidotin is no longer being used as single or even components of multiple agents today.

Approval Year

PubMed

PubMed

TitleDatePubMed
Tasidotin HCl (Genzyme).
2005 Jun
Patents

Patents

Sample Use Guides

ILX651 (TASIDOTIN) administered Intravenously daily for five consecutive days every 21 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:28:16 GMT 2023
Edited
by admin
on Sat Dec 16 17:28:16 GMT 2023
Record UNII
05G07285DK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TASIDOTIN
INN   WHO-DD  
INN  
Official Name English
Tasidotin [WHO-DD]
Common Name English
tasidotin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C25974
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
Code System Code Type Description
PUBCHEM
9895066
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
EPA CompTox
DTXSID80940930
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
SMS_ID
100000178313
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
NCI_THESAURUS
C77067
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
MESH
C504233
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111109
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
INN
8645
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
CAS
192658-64-3
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
FDA UNII
05G07285DK
Created by admin on Sat Dec 16 17:28:17 GMT 2023 , Edited by admin on Sat Dec 16 17:28:17 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY