CHEBI:2956 - azlocillin

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ChEBI Name azlocillin
ChEBI ID CHEBI:2956
Definition A semisynthetic penicillin 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 461.137
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
InChIKey JTWOMNBEOCYFNV-NFFDBFGFSA-N
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.
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.
View more via ChEBI Ontology
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 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)
IUPAC Name
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
Database Links Databases
277 DrugCentral
Azlocillin Wikipedia
C06839 KEGG COMPOUND
CN101585844 Patent
D02339 KEGG DRUG
DB01061 DrugBank
FR2100682 Patent
LSM-15179 LINCS
US3933795 Patent
View more database links
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
11036013 PubMed citation Europe PMC
11397088 PubMed citation Europe PMC
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21360610 PubMed citation Europe PMC
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Last Modified
22 February 2017