S-3304

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H20N2O4S2
Molecular Weight	464.557
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(C=C1)C#CC2=CC=C(S2)S(=O)(=O)N[C@H](CC3=CNC4=CC=CC=C34)C(O)=O

InChI

InChIKey=YWCLDDLVLSQGSZ-JOCHJYFZSA-N

InChI=1S/C24H20N2O4S2/c1-16-6-8-17(9-7-16)10-11-19-12-13-23(31-19)32(29,30)26-22(24(27)28)14-18-15-25-21-5-3-2-4-20(18)21/h2-9,12-13,15,22,25-26H,14H2,1H3,(H,27,28)/t22-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C24H20N2O4S2
Molecular Weight	464.557
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17404091 | https://adisinsight.springer.com/drugs/800012038

S 3304 is a potent, orally active, noncytotoxic inhibitor of matrix metalloproteinases, primarily MMP-2 and MMP-9 that was developed by Shionogi as an anticancer agent. This drug has prolongs survival in mice xenografts and was well tolerated in healthy volunteers. S 3304 had completed phase I clinical trials for patients with locally advanced non-small cell lung cancer and with advanced solid tumors, however, the company had discontinued the further development of S 3304.

Originator

Approval Year

PubMed

Title	Date	PubMed
Safety, tolerability and pharmacokinetics of oral S-3304, a novel matrix metalloproteinase inhibitor, in single and multiple dose escalation studies in healthy volunteers.	2005 Jun	15968885
A phase I pharmacokinetic and pharmacodynamic study of s-3304, a novel matrix metalloproteinase inhibitor, in patients with advanced and refractory solid tumors.	2007 Apr 1	17404091

Sample Use Guides

In Vivo Use Guide

S-3304 was administered as an oral, BID dose for 28 days (one course) at four dose levels. Four dose levels were explored [DL1-DL4 or 800, 1,600, 2,400, and 3200 mg twice daily (BID), respectively], and 32 patients were enrolled.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 04:00:04 GMT 2023` Edited by `admin` on `Sat Dec 16 04:00:04 GMT 2023`
Record UNII	BK459F050X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

S-3304

Common Name

English

S 3304

Common Name

English

S 3304 [WHO-DD]

Common Name

English

D-TRYPTOPHAN, N-((5-(2-(4-METHYLPHENYL)ETHYNYL)-2-THIENYL)SULFONYL)-

Systematic Name

English

D-TRYPTOPHAN, N-((5-((4-METHYLPHENYL)ETHYNYL)-2-THIENYL)SULFONYL)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1970