temocillin

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Ligands
temocillin

GtoPdb Ligand ID: 10926

Synonyms: BRL-17421 | BRL17421 | Negaban®

temocillin is an approved drug (UK (2005))

Comment: Temocillin is a penicillinase (β-lactamase)-resistant penicillin that is active against Gram-negative bacteria. It is primarily used to treat infections caused by multiple drug-resistant strains of Enterobacteriaceae, especially those that produce extended-spectrum β-lactamase or AmpC β-lactamase. Temocillin is not effective against Acinetobacter species or Pseudomonas aeruginosa.

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	9
Hydrogen bond donors	3
Rotatable bonds	7
Topological polar surface area	186.78
Molecular weight	414.06
XLogP	0.87
No. Lipinski's rules broken	0

SMILES / InChI / InChIKey

Canonical SMILES	CO[C@@]1(NC(=O)C(c2cscc2)C(=O)O)C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES	CO[C@@]1(NC(=O)C(c2cscc2)C(=O)O)C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI	InChI=1S/C16H18N2O7S2/c1-15(2)9(12(22)23)18-13(24)16(25-3,14(18)27-15)17-10(19)8(11(20)21)7-4-5-26-6-7/h4-6,8-9,14H,1-3H3,(H,17,19)(H,20,21)(H,22,23)/t8?,9-,14+,16-/m0/s1
InChI Key	BVCKFLJARNKCSS-DWPRYXJFSA-N