CFX

CEFOXITIN

Created:2001-02-16
Last modified:  2025-03-27

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Chemical Details

Formal Charge0
Atom Count45
Chiral Atom Count2
Bond Count47
Aromatic Bond Count5
2D diagram of CFX

Chemical Component Summary

NameCEFOXITIN
Systematic Name (OpenEye OEToolkits)(6~{R},7~{S})-3-(aminocarbonyloxymethyl)-7-methoxy-8-oxidanylidene-7-(2-thiophen-2-ylethanoylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
FormulaC16 H17 N3 O7 S2
Molecular Weight427.452
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs14.52O=C(O)C=1N2C(=O)C(NC(=O)Cc3cccs3)(OC)C2SCC=1COC(N)=O
SMILESCACTVS3.385CO[C]1(NC(=O)Cc2sccc2)[CH]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O
SMILESOpenEye OEToolkits3.1.0.0COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3
Canonical SMILESCACTVS3.385 CO[C@]1(NC(=O)Cc2sccc2)[C@H]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O
Canonical SMILESOpenEye OEToolkits3.1.0.0 CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3
InChIInChI1.06 InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1
InChIKeyInChI1.06 WZOZEZRFJCJXNZ-ZBFHGGJFSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB01331 
NameCefoxitin
Groups approved
DescriptionCefoxitin is a semi-synthetic, broad-spectrum cepha antibiotic for intravenous administration. It is derived from cephamycin C, which is produced by <i>Streptomyces lactamdurans</i>.
Synonyms
  • Rephoxitin
  • Cefoxitinum
  • Cefoxitin
  • Cefoxitina
  • CFX
Brand Names
  • Mefoxin Inj 1gm/vial Add-vantag
  • Mefoxin Pws 2gm/vial
  • Cefoxitin and Dextrose
  • Cefoxitin for Injection USP
  • Cefoxitin for Injection
IndicationFor the treatment of serious infections caused by susceptible strains microorganisms.
Categories
  • Amides
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterials for Systemic Use
  • Antiinfectives for Systemic Use
ATC-CodeJ01DC01
CAS number35607-66-0

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
D-alanyl-D-alanine carboxypeptidase DacCMTQYSSLLRGLAAGSAFLFLFAPTAFAAEQTVEAPSVDARAWILMDYASG...unknowninhibitor
D-alanyl-D-alanine carboxypeptidase DacAMNTIFSARIMKRLALTTALCTAFISAAHADDLNIKTMIPGVPQIDAESYI...unknowninhibitor
D-alanyl-D-alanine endopeptidaseMPKFRVSLFSLALMLAVPFAPQAVAKTAAATTASQPEIASGSAMIVDLNT...unknowninhibitor
D-alanyl-D-alanine carboxypeptidase DacBMRFSRFIIGLTSCIAFSVQAANVDEYITQLPAGANLALMVQKVGASAPAI...unknowninhibitor
Penicillin-binding protein 1AMKFVKYFLILAVCCILLGAGSIYGLYRYIEPQLPDVATLKDVRLQIPMQI...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 441199
ChEMBL CHEMBL996
ChEBI CHEBI:209807