Repositioning Candidate Details

Candidate ID: R0362
Source ID: DB01000
Source Type: approved
Compound Type: small molecule
Compound Name: Cyclacillin
Synonyms: (1-aminocyclohexyl)penicillin; (2S,5R,6R)-6-{[(1-aminocyclohexyl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6-(1-aminocyclohexanecarboxamido)penicillanic acid; 6-(1-aminocyclohexylcarboxamido)penicillanic acid; Ciclacillin; Cyclacillin
Molecular Formula: C15H23N3O4S
SMILES: [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1(N)CCCCC1)C(O)=O
Structure:
DrugBank Description: A cyclohexylamido analog of penicillanic acid.
CAS Number: 3485-14-1
Molecular Weight: 341.426
DrugBank Indication: For the treatment of bacterial infections caused by susceptible organisms.
DrugBank Pharmacology: Cyclacillin, a penicillin, is a cyclohexylamido analog of penicillanic acid. Cyclacillin is more resistant to beta-lactamase hydrolysis than ampicillin, is much better absorbed when given by mouth and, as a result, the levels reached in the blood and in the urine are considerably higher than those obtained with the same dose of ampicillin. Cyclacillin has been replaced by newer penicillin treatments.
DrugBank MoA: The bactericidal activity of cyclacillin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cyclacillin is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.
Targets: Penicillin-binding protein 1A inhibitor; Penicillin-binding protein 3 inhibitor; Penicillin binding protein 2a inhibitor; Penicillin-binding protein inhibitor
Inclusion Criteria: Indication associated