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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 of S-3304

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

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
Record UNII
BK459F050X
Record Status Validated (UNII)
Record Version