CHEBI:2956 - azlocillin

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ChEBI Name azlocillin
Definition A semisynthetic penicillin having a 6β-{(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl}amino side-group. It is an antibiotic used in treating infections caused by Pseudomonas aeruginosa, Escherichia coli and Haemophilus influenzae.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:63225
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Formula C20H23N5O6S
Net Charge 0
Average Mass 461.49200
Monoisotopic Mass 461.13690
InChI InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@]([H])(NC(=O)N1CCNC1=O)c1ccccc1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
(via penicillin )
(via penicillin allergen )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing azlocillin (CHEBI:2956) has role antibacterial drug (CHEBI:36047)
azlocillin (CHEBI:2956) is a penicillin (CHEBI:17334)
azlocillin (CHEBI:2956) is a penicillin allergen (CHEBI:88187)
azlocillin (CHEBI:2956) is a semisynthetic derivative (CHEBI:72588)
azlocillin (CHEBI:2956) is conjugate acid of azlocillin(1−) (CHEBI:51863)
Incoming azlocillin(1−) (CHEBI:51863) is conjugate base of azlocillin (CHEBI:2956)
2,2-dimethyl-6β-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3α-carboxylic acid
INNs Sources
azlocilina ChemIDplus
azlocillin KEGG DRUG
azlocilline ChemIDplus
azlocillinum ChemIDplus
Synonym Source
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
Manual Xrefs Databases
277 DrugCentral
Azlocillin Wikipedia
CN101585844 Patent
DB01061 DrugBank
FR2100682 Patent
US3933795 Patent
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Registry Numbers Types Sources
37091-66-0 CAS Registry Number ChemIDplus
5785146 Reaxys Registry Number Reaxys
5785146 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
07 March 2019