Drug (ID: DG00288) and It's Reported Resistant Information
Name
Cefdinir
Synonyms
CFDN; Cefdinirum; Cefdinyl; Cefdirnir; Cefzon; Omnicef; BMY 28488; FK 482; PD 134393; Cefdinir [USAN:INN]; Cefdinirum [INN-Latin]; Cefzon (TN); FK-482; FR-80482; KS-1038; Omnicef (TN); PD-134393; Cefdinir (JP15/USAN/INN); Omnicef, FK-482, BMY-28488, PD 134393, CI-983, Cefdinir; (-)-(6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7(sup 2)-(Z)-oxime; (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetyl]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-(2 (2-aminothiazol-4-yl)-2-hydroxyiminoacetamido)-3-vinyl-3-cephem-4-carboxylic acid; 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetamido]-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid
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Indication
In total 1 Indication(s)
Bacterial infection [ICD-11: 1A00-1C4Z]
Approved
[1]
Structure
Drug Resistance Disease(s)
Disease(s) with Clinically Reported Resistance for This Drug (1 diseases)
Gonorrhea [ICD-11: 1A70]
[2], [3], [4]
Target Bacterial Penicillin binding protein (Bact PBP) NOUNIPROTAC [1]
Click to Show/Hide the Molecular Information and External Link(s) of This Drug
Formula
C14H13N5O5S2
IsoSMILES
C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\\O)/C3=CSC(=N3)N)SC1)C(=O)O
InChI
1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
InChIKey
RTXOFQZKPXMALH-GHXIOONMSA-N
PubChem CID
6915944
ChEBI ID
CHEBI:3485
TTD Drug ID
D0WS1X
VARIDT ID
DR00692
DrugBank ID
DB00535
Type(s) of Resistant Mechanism of This Drug
  ADTT: Aberration of the Drug's Therapeutic Target
Drug Resistance Data Categorized by Their Corresponding Diseases
ICD-01: Infectious/parasitic diseases
Click to Show/Hide the Resistance Disease of This Class
Gonorrhea [ICD-11: 1A70]
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Drug Resistance Data Categorized by Their Corresponding Mechanisms
       Aberration of the Drug's Therapeutic Target (ADTT) Click to Show/Hide
Key Molecule: Probable peptidoglycan D,D-transpeptidase PenA (PENA) [1]
Molecule Alteration Missense mutation
p.G545S
Resistant Disease Gonococcal infection [ICD-11: 1A70.0]
Experimental Note Identified from the Human Clinical Data
In Vitro Model Neisseria gonorrhoeae isolates strain 485
Neisseria gonorrhoeae strain ATCC 49226 485
Neisseria gonorrhoeae strain ATCC 700825 485
Experiment for
Molecule Alteration
Genome sequence assay
Experiment for
Drug Resistance
Agar dilution method assay
Mechanism Description Three mutations (G545S, I312M, and V316T) in mosaic PBP2 were identified as the amino acid substitutions responsible for reduced susceptibility to cefixime in N. gonorrhoeae.
Key Molecule: Probable peptidoglycan D,D-transpeptidase PenA (PENA) [2], [3], [4]
Molecule Alteration Missense mutation
p.G545S+p.I312M
Resistant Disease Gonococcal infection [ICD-11: 1A70.0]
Experimental Note Identified from the Human Clinical Data
In Vitro Model Neisseria gonorrhoeae isolates strain 485
Neisseria gonorrhoeae strain ATCC 49226 485
Neisseria gonorrhoeae strain ATCC 700825 485
Experiment for
Molecule Alteration
Genome sequence assay
Experiment for
Drug Resistance
Agar dilution method assay
Mechanism Description Three mutations (G545S, I312M, and V316T) in mosaic PBP2 were identified as the amino acid substitutions responsible for reduced susceptibility to cefixime in N. gonorrhoeae.
Key Molecule: Probable peptidoglycan D,D-transpeptidase PenA (PENA) [2], [3], [4]
Molecule Alteration Missense mutation
p.G545S+p.V316T
Resistant Disease Gonococcal infection [ICD-11: 1A70.0]
Experimental Note Identified from the Human Clinical Data
In Vitro Model Neisseria gonorrhoeae isolates strain 485
Neisseria gonorrhoeae strain ATCC 49226 485
Neisseria gonorrhoeae strain ATCC 700825 485
Experiment for
Molecule Alteration
Genome sequence assay
Experiment for
Drug Resistance
Agar dilution method assay
Mechanism Description Three mutations (G545S, I312M, and V316T) in mosaic PBP2 were identified as the amino acid substitutions responsible for reduced susceptibility to cefixime in N. gonorrhoeae.
References
Ref 1 Positive selection in penicillin-binding proteins 1a, 2b, and 2x from Streptococcus pneumoniae and its correlation with amoxicillin resistance development. Infect Genet Evol. 2008 May;8(3):331-9. doi: 10.1016/j.meegid.2008.02.001. Epub 2008 Feb 14.
Ref 2 Amino acid substitutions in mosaic penicillin-binding protein 2 associated with reduced susceptibility to cefixime in clinical isolates of Neisseria gonorrhoeae. Antimicrob Agents Chemother. 2006 Nov;50(11):3638-45. doi: 10.1128/AAC.00626-06. Epub 2006 Aug 28.
Ref 3 Resistance to Beta-Lactams in Neisseria ssp Due to Chromosomally Encoded Penicillin-Binding Proteins. Antibiotics (Basel). 2016 Sep 28;5(4):35. doi: 10.3390/antibiotics5040035.
Ref 4 Crystal structures of penicillin-binding protein 2 from penicillin-susceptible and -resistant strains of Neisseria gonorrhoeae reveal an unexpectedly subtle mechanism for antibiotic resistance. J Biol Chem. 2009 Jan 9;284(2):1202-12. doi: 10.1074/jbc.M805761200. Epub 2008 Nov 4.

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