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
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
IUPAC Name Click here for help
(6R,7S)-7-[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4931 cefotetan
Synonyms Click here for help
Apatef® | Cefotan® | ICI-156834 | ICI156834
Database Links Click here for help
BindingDB Ligand 80643
CAS Registry No. 69712-56-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL474579
DrugBank Ligand DB01330
GtoPdb PubChem SID 405560377
PubChem CID 53025
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