cefazolin   Click here for help

GtoPdb Ligand ID: 10935

Synonyms: Ancef® | cephazolin | CEZ | Kefzol® | SK&F-41558
Compound class: Synthetic organic
Comment: Cefazolin is a β-lactam and first-generation cephalosporin antibiotic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 234.93
Molecular weight 454.03
XLogP 0.28
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnc(s1)C)Cn1cnnn1
Isomeric SMILES O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnc(s1)C)Cn1cnnn1
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
InChI Key MLYYVTUWGNIJIB-BXKDBHETSA-N
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Summary of Clinical Use Click here for help
Cefazolin is indicated for treatment of cellulitis, urinary tract infections, pneumonia, endocarditis, joint infection, and biliary tract infections.
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