REBIMASTAT

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H41N5O5S
Molecular Weight	499.667
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](S)CCN1C(=O)N(C)C(C)(C)C1=O)C(C)(C)C

InChI

InChIKey=GTXSRFUZSLTDFX-HRCADAONSA-N

InChI=1S/C23H41N5O5S/c1-13(2)12-14(17(29)26-16(19(31)24-8)22(3,4)5)25-18(30)15(34)10-11-28-20(32)23(6,7)27(9)21(28)33/h13-16,34H,10-12H2,1-9H3,(H,24,31)(H,25,30)(H,26,29)/t14-,15-,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C23H41N5O5S
Molecular Weight	499.667
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://pdfs.semanticscholar.org/28d5/59c19a89abcd1d5339300466a7162aa739bc.pdf | https://clinicaltrials.gov/ct2/show/NCT00040755 | https://clinicaltrials.gov/ct2/show/NCT00024024 | https://clinicaltrials.gov/ct2/show/NCT00006229 | https://clinicaltrials.gov/ct2/show/NCT00036621

Rebimastat (BMS-275291) is a broad-spectrum matrix metalloproteinase (MMP) inhibitor free from toxicity-related inhibition of sheddases (cleaving membrane proteins at the cell surface). This MMP2 and MMP9 inhibitor may stop the growth of cancers by stopping blood flow to the tumor (stopping them from dividing). It might also block the enzymes necessary for growth of the tumor cell. Multiple phase II trials and a phase III clinical trial have been completed, testing the efficacy and safety of the compound in prostate cancer, HIV-related Kaposi’s Sarcoma, non-small cell lung cancer (phase II and III) and breast cancer.

Approval Year

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:04:11 GMT 2025` Edited by `admin` on `Mon Mar 31 18:04:11 GMT 2025`
Record UNII	1B47R6ZX4K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BMS-275291

Preferred Name

English

REBIMASTAT

Official Name

English

Rebimastat [WHO-DD]

Common Name

English

(2S)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-4-methyl-2-[[(2S)-2-sulfanyl-4-(3,4,4-trimethyl-2,5-dioxoimidazolidin-1-yl)butanoyl]amino]pentanamide

Systematic Name

English

D2163

Code

English

BMS 275291-01

Code

English

rebimastat [INN]

Common Name

English

BMS-275291-01

Code

English

REBIMASTAT [USAN]

Common Name

English

L-VALINAMIDE, N-((2S)-2-MERCAPTO-1-OXO-4-(3,4,4-TRIMETHYL-2,5-DIOXO-1-IMIDAZOLIDINYL)BUTYL)-L-LEUCYL-N,3-DIMETHYL-

Systematic Name

English

D-2163

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C1970