cefotetan   Click here for help

GtoPdb Ligand ID: 10936

Synonyms: Apatef® | Cefotan® | ICI-156834 | ICI156834
Approved drug
cefotetan is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Cefotetan is a semi-synthetic, broad-spectrum, β-lactamase-resistant, second-generation cephalosporin antibiotic. Because of its inhibitory activity towards human aldehyde dehydrogenase, cefotetan produces an effect to ethanol similar to that produced by disulfiram (Antabuse).
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 14
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 321.13
Molecular weight 575
XLogP -1.48
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CO[C@@]1(NC(=O)C2SC(=C(C(=O)O)C(=O)N)S2)C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C
Isomeric SMILES CO[C@@]1(NC(=O)C2SC(=C(C(=O)O)C(=O)N)S2)C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C
InChI InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/t13?,15-,17+/m1/s1
InChI Key SRZNHPXWXCNNDU-RHBCBLIFSA-N
No information available.
Summary of Clinical Use Click here for help
Cefotetan is indicated to treat bacterial infections of the bone, skin, urinary tract, and lower respiratory tract. Select bacterial targets include Bacteroides, Streptococcus, and Escherichia spp..
External links Click here for help