carbenicillin   Click here for help

GtoPdb Ligand ID: 10768

Synonyms: BRL-2064 | BRL2064 | carboxybenzylpenicillin | CBPC | CP 15639-2 | CP-156392 | Pyopen®
Approved drug
carbenicillin is an approved drug
Compound class: Synthetic organic
Comment: Carbenicillin is a broad-spectrum, semi-synthetic carboxypenicillin antibacterial. It has Gram-negative activity, including against Pseudomonas aeruginosa, but has limited Gram-positive coverage. It is sensitive to β-lactamase degradation.
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 149.31
Molecular weight 378.09
XLogP 1.84
No. Lipinski's rules broken 0
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Canonical SMILES O=C(C(c1ccccc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES O=C(C(c1ccccc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
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Summary of Clinical Use Click here for help
Carbenicillin is not approved by the EMA. In the US the FDA approved carbenicillin indanyl sodium (Geocillin®) in 1972, but its use has since been discontinued. It is authorised for use by national regulatory agencies, for example in Mexico where it is sold under the brand name Carbecin.
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