ticarcillin   Click here for help

GtoPdb Ligand ID: 10928

Synonyms: BRL-2288 | BRL2288 | Ticar | Timentin® (ticarcillin + clavulanate)
Approved drug
ticarcillin is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Ticarcillin is a broad-spectrum, semi-synthetic, parenteral penicillin (β-lactam) antibiotic for the treatment of Gram-negative bacteria. Bacteria that express β-lactamases are resistant to ticarcillin.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 177.55
Molecular weight 384.04
XLogP 1.23
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C([C@@H](c1cscc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES O=C([C@@H](c1cscc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI InChI=1S/C15H16N2O6S2/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t7-,8-,9+,12-/m1/s1
InChI Key OHKOGUYZJXTSFX-KZFFXBSXSA-N
References
1. Naas T, Cuzon G, Villegas MV, Lartigue MF, Quinn JP, Nordmann P. (2008)
Genetic structures at the origin of acquisition of the beta-lactamase bla KPC gene.
Antimicrob Agents Chemother, 52 (4): 1257-63. [PMID:18227185]