Molecular Identity
Cefazolin
(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
PubChem CID: 33255
Cefazolin is a first-generation cephalosporin compound having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups at positions 3 and 7 respectively. It has a role as an antibacterial drug. It is a cephalosporin, a member of tetrazoles, a member of thiadiazoles and a beta-lactam antibiotic allergen. It is a conjugate acid of a cefazolin(1-).
2D Structure
Properties
C14H14N8O4S3
Molecular Formula
454.50
Molecular Weight
g/mol
454.0300
Exact Mass
Da
-0.4
XLogP
Drug-like (Lipinski: < 5)
235
TPSA
May have limited oral absorption
2
H-Bond Donors
12
H-Bond Acceptors
740
Complexity
SMILES
Canonical SMILES
SMILES: CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)OIsomeric SMILES
SMILES: CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)OSynonyms(20)
cefazolin25953-19-9CephazolinCefazolineCephamezineCefamezinCephazolineCephazolidinCefazolinaCefazolinumElzogram(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidDTXSID2022753IHS69L0Y4TJ01DB04
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Cefazolin
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