sulbactam   Click here for help

GtoPdb Ligand ID: 10769

Synonyms: Betamaze | CP-45,899 | CP-45899
Approved drug PDB Ligand
sulbactam is an approved drug (FDA (1986))
Compound class: Synthetic organic
Comment: Sulbactam is a β-lactamase inhibitor that is used to limit degradation of β-lactam antibacterials. Its synergy with β-lactam antibacterials against some multiply drug-resistant Enterobacteriaceae and Pseudomonas species is reported to be inconsistent, likely as it cannot inhibit the AmpC cephalosporinase expressed by these species [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 100.13
Molecular weight 233.04
XLogP -1.13
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)C1(C)C
Isomeric SMILES OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)C1(C)C
InChI InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1986))
Prodrug sultamicillin
IUPAC Name Click here for help
(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4845 sulbactam
Synonyms Click here for help
Betamaze | CP-45,899 | CP-45899
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulbactam/ carbenicillin | Sulbactam, CP-45,899
Other databases
CAS Registry No. 68373-14-8 (source: WHO INN record)
DrugCentral Ligand 2492
GtoPdb PubChem SID 405560210
PubChem CID 130313
Search Google for chemical match using the InChIKey FKENQMMABCRJMK-RITPCOANSA-N
Search Google for chemicals with the same backbone FKENQMMABCRJMK
Search PubMed clinical trials sulbactam
Search PubMed titles sulbactam
Search PubMed titles/abstracts sulbactam
UniChem Compound Search for chemical match using the InChIKey FKENQMMABCRJMK-RITPCOANSA-N
UniChem Connectivity Search for chemical match using the InChIKey FKENQMMABCRJMK-RITPCOANSA-N