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

Details

Stereochemistry ABSOLUTE
Molecular Formula C32H58N6O5.ClH
Molecular Weight 643.301
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TASIDOTIN HYDROCHLORIDE

SMILES

Cl.[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=OOKIODJYZSVHDO-QMYFOHRPSA-N
InChI=1S/C32H58N6O5.ClH/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);1H/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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 Fri Dec 15 15:31:44 GMT 2023
Edited
by admin
on Fri Dec 15 15:31:44 GMT 2023
Record UNII
3382C833Z5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TASIDOTIN HYDROCHLORIDE
USAN   WHO-DD  
USAN  
Official Name English
L-PROLINAMIDE, N,N-DIMETHYL-L-VALYL-L-VALYL-N-METHYL-L-VALYL-L-PROLYL-N-(1,1-DIMETHYLETHYL), MONOHYDROCHLORIDE
Common Name English
Tasidotin hydrochloride [WHO-DD]
Common Name English
N,N-DIMETHYL-L-VALYL-L-VALYL-N-METHYL-L-VALYL-L-PROLYL-N-(1,1-DIMETHYLETHYL)-L-PROLINAMIDE MONOHYDROCHLORIDE
Common Name English
ILX651
Code English
TASIDOTIN HYDROCHLORIDE [USAN]
Common Name English
ILX-651
Code English
Classification Tree Code System Code
NCI_THESAURUS C25974
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
Code System Code Type Description
SMS_ID
100000169822
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
FDA UNII
3382C833Z5
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
USAN
QQ-53
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
EVMPD
SUB183613
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
NCI_THESAURUS
C142999
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
PUBCHEM
11479259
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111109
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
CAS
623174-20-9
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID70211383
Created by admin on Fri Dec 15 15:31:44 GMT 2023 , Edited by admin on Fri Dec 15 15:31:44 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY