 Home > Encyclopedia > (6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid structure

CAS No:
140128-74-1
Formula:
C15H14N8O5S4
Chemical Name:
(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-,(6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-4-ylthio)methyl]thio]-,[6R-[6α,7β(Z)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-4-ylthio)methyl]thio]-,(6R,7R)-;1H-1,2,3-Triazole,5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid deriv.;(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;S 1090;Cefmatilen

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Description

Cefmatilen is a broad-spectrum cephalosporin with antibacterial activity. Cefmatilen binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Basic Attributes

Molecular Weight：

514.591

Exact Mass：

514.58

UNII：

T750UM24H8

DSSTox ID：

DTXSID50161236

NCI Thesaurus Code：

C76168

Characteristics

PSA：

304

XLogP3：

0.90910

Density：

2.14g/cm3

Refractive Index：

2.014

Drug Information

MeSH Entry Terms：

7-(2-(2-aminothiazol-4--yl)-2-hydroxyiminoacetamido)-8-oxo-3-(1H-1,2,3-triazol-4-yl)thiomethylthio-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Computed Properties

Molecular Weight:514.6
XLogP3:1.3
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:8
Exact Mass:513.99700027
Monoisotopic Mass:513.99700027
Topological Polar Surface Area:304
Heavy Atom Count:32
Complexity:860
Defined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of (6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description
Basic Attributes
Characteristics
Drug Information
Computed Properties
Learn More Other Chemicals

(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-8-oxo-3-[[(1H-1,2,3-triazol-5-ylthio)methyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SDS

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