Drug (ID: DG00569) and It's Reported Resistant Information
Name
Cefozopran
Synonyms
Cefozopran; CZOP; 113359-04-9; Cefozopran [INN]; SCE 2787; cefozopranum; UNII-1LG87K28LW; Cefozopran (INN); 1LG87K28LW; CHEBI:3502; Imidazo[1,2-b]pyridazinium,1-[[(6R,7R)-7-[[(2Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, inner salt; CCRIS 6737; C19H17N9O5S2; SCHEMBL49106; (-)-1-(((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)methyl)-1H-imidazo(1,2-b)pyridazin-4-ium hydroxide inner salt, 7(sup 2)-(Z)-(O-methyloxime); Imidazo(1,2-b)pyridazinium, 1-((6R,7R)-7-(((2Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt; CHEMBL1276663; (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; HY-B0771; AKOS015896118; DB13667; H710; Imidazo(1,2-b)pyridazinium, 1-((7-(((5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt, (6R-(6alpha,7beta(Z)))-; D01052; J-504081; (6R,7R)-7-{[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetyl]amino}-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; 1-[[(6R,7R)-7-[[(2Z)-(5-Amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3 -yl]methyl]-imidazo[1,2-B]pyridazinium hydroxide inner salt; 7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-3,4-didehydrocepham-4-carboxylate
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Indication
In total 1 Indication(s)
Gram-positive bacterial infection [ICD-11: 1B74-1F40]
Approved
[1]
Structure
Drug Resistance Disease(s)
Disease(s) with Clinically Reported Resistance for This Drug (2 diseases)
Gonococcal infection [ICD-11: 1A72]
[2]
Non-tuberculous mycobacteria infection [ICD-11: 1B21]
[1]
Target Bacterial Dihydropteroate synthetase (Bact folP) DHPS_ECOLI [1]
Click to Show/Hide the Molecular Information and External Link(s) of This Drug
Formula
C19H17N9O5S2
IsoSMILES
CO/N=C(/C1=NSC(=N1)N)\\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=C5C=CC=NN5C=C4)C(=O)[O-]
InChI
1S/C19H17N9O5S2/c1-33-24-11(14-23-19(20)35-25-14)15(29)22-12-16(30)28-13(18(31)32)9(8-34-17(12)28)7-26-5-6-27-10(26)3-2-4-21-27/h2-6,12,17H,7-8H2,1H3,(H3-,20,22,23,25,29,31,32)/b24-11-/t12-,17-/m1/s1
InChIKey
QDUIJCOKQCCXQY-WHJQOFBOSA-N
PubChem CID
9571080
ChEBI ID
CHEBI:3502
TTD Drug ID
D0B5FZ
Type(s) of Resistant Mechanism of This Drug
  DISM: Drug Inactivation by Structure Modification
Drug Resistance Data Categorized by Their Corresponding Diseases
ICD-01: Infectious/parasitic diseases
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Non-tuberculous mycobacteria infection [ICD-11: 1B21]
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Drug Resistance Data Categorized by Their Corresponding Mechanisms
       Drug Inactivation by Structure Modification (DISM) Click to Show/Hide
Key Molecule: OXA-23 carbapenemase (BLA OXA-23) [1]
Molecule Alteration Expression
Up-regulation
Resistant Disease Cutaneous bacterial infection [ICD-11: 1B21.4]
Experimental Note Identified from the Human Clinical Data
In Vitro Model Acinetobacter baumannii isolates 470
Experiment for
Molecule Alteration
qRT-PCR
Experiment for
Drug Resistance
Broth microdilution method assay; Agar dilution method assay
Mechanism Description The isolate was resistant to antibiotics other than ampicillin-sulbactam and colistin, suggesting drug resistance due to carbapenemase production by OXA-23.carbapenem resistance in the isolated carbapenem-resistant A. baumannii strain was at least partially conferred by bla OXA-23-like carbapenemase.
References
Ref 1 Daptomycin .J Antimicrob Chemother. 2018 Jan 1;73(1):1-11. doi: 10.1093/jac/dkx349. 10.1093/jac/dkx349
Ref 2 Outbreak of cefozopran (penicillin, oral cephems, and aztreonam)-resistant Neisseria gonorrhoeae in Japan .Antimicrob Agents Chemother. 2001 Dec;45(12):3603-6. doi: 10.1128/AAC.45.12.3603-3606.2001. 10.1128/AAC.45.12.3603-3606.2001

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