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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N8O6S2
Molecular Weight 550.611
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFCLIDIN

SMILES

[H][C@]12SCC(C[N+]34CCC(CC3)(CC4)C(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C5=NSC(N)=N5)C([O-])=O

InChI

InChIKey=JUVHVMCKLDZLGN-TVNFHGJBSA-N
InChI=1S/C21H26N8O6S2/c1-35-26-11(14-25-20(23)37-27-14)15(30)24-12-16(31)28-13(18(32)33)10(9-36-17(12)28)8-29-5-2-21(3-6-29,4-7-29)19(22)34/h12,17H,2-9H2,1H3,(H5-,22,23,24,25,27,30,32,33,34)/b26-11-/t12-,17-,21?,29?/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H26N8O6S2
Molecular Weight 550.611
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

Cefclidin is a fourth-generation cephalosporin antibiotic effective against a clinical strain of Citrobacter freundii. The affinity of cefclidin for the β-lactamase isolated from these mutants was lower than that of ceftazidime, and the kinetic parameters of enzymatic hydrolysis showed that cefclidin was hydrolyzed more slowly at a low concentration than was ceftazidime. It is suggested that the high activity of cefclidin against strains derepressed for β-lactamase plays a major role in the absence of emergence of resistant mutants.

Originator

Approval Year

PubMed

Patents

Substance Class Chemical
Record UNII
78963CJ0OG
Record Status Validated (UNII)
Record Version