X56

Cefazolin

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is present as a standalone ligand in 1 entries

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Chemical Component Summary
Name	Cefazolin
Identifiers	(6~{R},7~{R})-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxidanylidene-7-[2-(1,2,3,4-tetrazol-1-yl)ethanoylamino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Formula	C₁₄ H₁₄ N₈ O₄ S₃
Molecular Weight	454.507
Type	NON-POLYMER
Isomeric SMILES	Cc1nnc(s1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)Cn4cnnn4)SC2)C(=O)O
InChI	InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1
InChIKey	MLYYVTUWGNIJIB-BXKDBHETSA-N

Chemical Details
Formal Charge	0
Atom Count	43
Chiral Atom Count	2
Bond Count	46
Aromatic Bond Count	10

Drug Info: DrugBank

DrugBank ID	DB01327
Name	Cefazolin
Groups	approved
Description	A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
Synonyms	Cefamezin Cefazolin Cefazolina (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cephazolidin CEZ Cefazolinum Cephazoline Cephamezine Cefazoline Cephazolin Cefazolin sodium
Brand Names	Ancef Inj Pws 500mg/vial USP Kefzol Add-vantage Inj 1gm/vial Cefazolin Injection, USP Ancef Inj Pws 10gm/vial USP Kefzol Add-vantage Inj 500mg/vial Cefazolin Cefazolin for Injection, USP Kefzol Sterile Cefazolin Sodium Cefazolin Sodium Ancef Inj Pws 1gm/vial USP Cefazolin Sodium for Injection BP Cefazolin for Injection USP Cefazolin for Injection Ancef
Indication	Mainly used to treat bacterial infections of the skin. It can also be used to treat moderately severe bacterial infections involving the lung, bone, joint, stomach, blood, heart valve, and urinary tract. It is clinically effective against infections caused by staphylococci and streptococci species of Gram positive bacteria. May be used for surgical prophylaxis; if required metronidazole may be added to cover B. fragilis.
Categories	Amides Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use beta-Lactams Cephalosporins First-Generation Cephalosporins Heterocyclic Compounds, Fused-Ring Lactams Nephrotoxic agents OAT1/SLC22A6 inhibitors OAT1/SLC22A6 Substrates OAT3/SLC22A8 Inhibitors OAT3/SLC22A8 Substrates Sulfur Compounds Thiazines
ATC-Code	J01DB04
CAS number	25953-19-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Penicillin-binding protein 1A	MKFVKYFLILAVCCILLGAGSIYGLYRYIEPQLPDVATLKDVRLQIPMQI...	unknown	inhibitor
Penicillin-binding protein 1B	MAGNDREPIGRKGKPTRPVKQKVSRRRYEDDDDYDDYDDYEDEEPMPRKG...	unknown	inhibitor
Penicillin-binding protein 1C	MPRLLTKRGCWITLAAAPFLLFLAAWGADKLWPLPLHEVNPARVVVAQDG...	unknown	inhibitor
Penicillin-binding protein 2	MKLQNSFRDYTAESALFVRRALVAFLGILLLTGVLIANLYNLQIVRFTDY...	unknown	inhibitor
Peptidoglycan synthase FtsI	MKAAAKTQKPKRQEEHANFISWRFALLCGCILLALAFLLGRVAWLQVISP...	unknown	inhibitor
Serum paraoxonase/arylesterase 1	MAKLIALTLLGMGLALFRNHQSSYQTRLNALREVQPVELPNCNLVKGIET...	unknown	inhibitor
Interleukin-15	MRISKPHLRSISIQCYLCLLLNSHFLTEAGIHVFILGCFSAGLPKTEANW...	unknown	inhibitor
Interleukin-2	MYRMQLLSCIALSLALVTNSAPTSSSTKKTQLQLEHLLLDLQMILNGINN...	unknown	inhibitor
Thiopurine S-methyltransferase	MDGTRTSLDIEEYSDTEVQKNQVLTLEEWQDKWVNGKTAFHQEQGHQLLK...	unknown	substrate
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	other/unknown
Multidrug resistance-associated protein 4	MLPVYQEVKPNPLQDANLCSRVFFWWLNPLFKIGHKRRLEEDDMYSVLPE...	unknown	substrate
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	substrate,inhibitor
Solute carrier family 22 member 8	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown	inhibitor
Solute carrier family 22 member 11	MAFSKLLEQAGGVGLFQTLQVLTFILPCLMIPSQMLLENFSAAIPGHRCW...	unknown	inhibitor
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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