CEFMATILEN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H14N8O5S4
Molecular Weight	514.582
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SCC(SCSC3=CNN=N3)=C(N1C(=O)[C@H]2NC(=O)C(=N/O)\C4=CSC(N)=N4)C(O)=O

InChI

InChIKey=UEQVTKSAEXANEZ-YCRCPZNHSA-N

InChI=1S/C15H14N8O5S4/c16-15-18-5(2-30-15)8(21-28)11(24)19-9-12(25)23-10(14(26)27)6(3-29-13(9)23)31-4-32-7-1-17-22-20-7/h1-2,9,13,28H,3-4H2,(H2,16,18)(H,19,24)(H,26,27)(H,17,20,22)/b21-8-/t9-,13-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11400319
Curator's Comment: description was created based on several sources, including http://google.com/patents/EP0467647B1 | https://www.ncbi.nlm.nih.gov/pubmed/11400306 | https://www.ncbi.nlm.nih.gov/pubmed/8585742 | https://www.ncbi.nlm.nih.gov/pubmed/9612604

Cefmatilen (codenamed S-1090) is an orally-active cephalosporin antibiotic, that shows high activity against a variety of Gram-positive and Gram-negative bacteria, including Streptococcus pyogenes and Neisseria gonorrhoeae.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial penicillin-binding protein 233 Target ID: CHEMBL2354204 Sources: https://ncim-stage.nci.nih.gov/ncimbrowser/ConceptReport.jsp?dictionary=NCI%20Metathesaurus&code=C0964022	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections 234 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17983256	Curative		Phase III 656	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Toxicity study of cefmatilen hydrochloride hydrate (S-1090) (5)--Six-month repeated oral dose toxicity study and supplement study in rats].	2001 May	11400319

Patents

Sample Use Guides

In Vivo Use Guide

200 mg 2 x/day for 8 days

Route of Administration: Oral

In Vitro Use Guide

The bactericidal activities of S-1090 and the other agents at four times the MIC for Escherichia coli ATCC 25922 were determined. An overnight culture in Mueller-Hinton broth was inoculated into fresh broth, and the mixture was incubated, with constant shaking, until the viability reached 2 3 10^6 to 3 3 10^6 CFU/ml. After the addition of antibiotics, the cultures were incubated at 358C and the number of viable cells was determined.

Name

Type

Language

CEFMATILEN

Official Name

English

cefmatilen [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C357