CFX

CEFOXITIN

Created:	2001-02-16
Last modified:	2011-06-04

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1 entries where CFX is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	45
Chiral Atom Count	2
Bond Count	47
Aromatic Bond Count	5

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Chemical Component Summary
Name	CEFOXITIN
Systematic Name (OpenEye OEToolkits)	(6R,7S)-3-(aminocarbonyloxymethyl)-7-methoxy-8-oxo-7-(2-thiophen-2-ylethanoylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Formula	C₁₆ H₁₇ N₃ O₇ S₂
Molecular Weight	427.452
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2N1C(=C(CSC1C2(OC)NC(=O)Cc3sccc3)COC(=O)N)C(=O)O
SMILES	CACTVS	3.341	CO[C]1(NC(=O)Cc2sccc2)[CH]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O
SMILES	OpenEye OEToolkits	1.5.0	COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3
Canonical SMILES	CACTVS	3.341	CO[C@]1(NC(=O)Cc2sccc2)[C@H]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3
InChI	InChI	1.03	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
InChIKey	InChI	1.03	WZOZEZRFJCJXNZ-ZBFHGGJFSA-N

Drug Info: DrugBank

DrugBank ID	DB01331
Name	Cefoxitin
Groups	approved
Description	Cefoxitin 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	Cefoxitin sodium Cefoxitin Rephoxitin Cefoxitina Cefoxitine Ceftoxitin CFX (6R,7S)-4-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(thiophen-2-enyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefoxitinum Cephoxitin
Brand Names	Mefoxin Inj 2gm/vial Add-vantag Mefoxin Pws 1gm/vial Mefoxin Cefoxitin and Dextrose Cefoxitin Mefoxin Inj 1gm/vial Add-vantag Cefoxitin for Injection Mefoxin Pws Inj 10gm/vial Mefoxin Pws 2gm/vial Cefoxitin for Injection USP
Indication	For 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 beta-Lactams Cephalosporins Cephamycins Heterocyclic Compounds, Fused-Ring Lactams Nephrotoxic agents Second-Generation Cephalosporins Sulfur Compounds Thiazines
ATC-Code	J01DC01
CAS number	35607-66-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
D-alanyl-D-alanine carboxypeptidase DacC	MTQYSSLLRGLAAGSAFLFLFAPTAFAAEQTVEAPSVDARAWILMDYASG...	unknown	inhibitor
D-alanyl-D-alanine carboxypeptidase DacA	MNTIFSARIMKRLALTTALCTAFISAAHADDLNIKTMIPGVPQIDAESYI...	unknown	inhibitor
D-alanyl-D-alanine endopeptidase	MPKFRVSLFSLALMLAVPFAPQAVAKTAAATTASQPEIASGSAMIVDLNT...	unknown	inhibitor
D-alanyl-D-alanine carboxypeptidase DacB	MRFSRFIIGLTSCIAFSVQAANVDEYITQLPAGANLALMVQKVGASAPAI...	unknown	inhibitor
Penicillin-binding protein 1A	MKFVKYFLILAVCCILLGAGSIYGLYRYIEPQLPDVATLKDVRLQIPMQI...	unknown	inhibitor
Penicillin-binding protein 1B	MAGNDREPIGRKGKPTRPVKQKVSRRRYEDDDDYDDYDDYEDEEPMPRKG...	unknown	inhibitor
Peptidoglycan synthase FtsI	MKAAAKTQKPKRQEEHANFISWRFALLCGCILLALAFLLGRVAWLQVISP...	unknown	inhibitor
Penicillin-binding protein 3	MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...	unknown	inhibitor
Penicillin-binding protein 1b	MQNQLNELKRKMLEFFQQKQKNKKSARPGKKGSSTKKSKTLDKSAIFPAI...	unknown	inhibitor
Penicillin-binding protein 2a	MKLDKLFEKFLSLFKKETSELEDSDSTILRRSRSDRKKLAQVGPIRKFWR...	unknown	inhibitor
Penicillin-binding protein 1A	MNKPTILRLIKYLSISFLSLVIAAIVLGGGVFFYYVSKAPSLSESKLVAT...	unknown	inhibitor
Penicillin-binding protein 2B	MRKFNSHSIPIRLNLLFSIVILLFMTIIGRLLYMQVLNKDFYEKKLASAS...	unknown	inhibitor
Beta-lactamase	MKLWFSTLKLKKAAAVLLFSCVALAGCANNQTNASQPAEKNEKTEMKDDF...	unknown	substrate
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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