cefotetan

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Ligands
cefotetan

GtoPdb Ligand ID: 10936

Synonyms: Apatef® | Cefotan® | ICI-156834 | ICI156834

cefotetan is an approved drug (FDA (1985))

Comment: Cefotetan is a semi-synthetic, broad-spectrum, β-lactamase-resistant, second-generation cephalosporin antibacterial. Because of its inhibitory activity towards human aldehyde dehydrogenase, cefotetan produces an effect to ethanol similar to that produced by disulfiram (Antabuse).

2D Structure

Physico-chemical Properties

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

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