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Cefluprenam

Cefluprenam structure

CAS No:
116853-25-9
Formula:
C20H25FN8O6S2
Chemical Name:
Cefluprenam
Synonyms:
2-Propen-1-aminium,N-(2-amino-2-oxoethyl)-3-[(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(fluoromethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]-N-ethyl-N-methyl-,inner salt,(2E)-;2-Propen-1-aminium,N-(2-amino-2-oxoethyl)-3-[7-[[(5-amino-1,2,4-thiadiazol-3-yl)[(fluoromethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]-N-ethyl-N-methyl-,inner salt,[6R-[3(E),6α,7β(Z)]]-;2-Propen-1-aminium,N-(2-amino-2-oxoethyl)-3-[(6R,7R)-7-[[(2Z)-(5-amino-1,2,4-thiadiazol-3-yl)[(fluoromethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]-N-ethyl-N-methyl-,inner salt,(2E)-;1,2,4-Thiadiazole,2-propen-1-aminium deriv.;Antibiotic E 1077;E 1077;(-)-[(E)-3-[(6R,7R)-7-[2-(5-Amino-1,2,4-thiadiazol-3-yl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]allyl](carbamoylmethyl)ethylmethylammonium hydroxide,inner salt,72-(Z)-[O-(fluoromethyl)oxime];Cefluprenam
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Cefluprenam is a fourth-generation cephalosporin antibiotic having (1E)-3-[(2-amino-2-oxoethyl)(ethyl)methylazaniumyl]prop-1-en-1-yl and {(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(fluoromethoxy)imino]acetyl}amino side groups located at positions 3 and 7 respectively. It has a role as an antimicrobial agent. It is a cephalosporin and a member of thiadiazoles.

Cefluprenam Basic Attributes

Molecular Weight：

556.597

Exact Mass：

556.132

Characteristics

PSA：

260

XLogP3：

0.8

Drug Information

MeSH Entry Terms：

7-(2-(5-amino-1,2,4-thiadiazol-3-yl)-2-fluoromethoxyiminoacetoamido)-3-(3-carbamoylmethylethylmethylammonio-1-propenyl)-8-oxo-5-thia-1-azabicyclo(4,2,0)oct-2-ene-2-carboxylate

Computed Properties

Molecular Weight:556.6
XLogP3:0.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:11
Exact Mass:556.13225106
Monoisotopic Mass:556.13225106
Topological Polar Surface Area:260
Heavy Atom Count:37
Complexity:1040
Defined Atom Stereocenter Count:2
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes