CHEBI:5683 - hetacillin

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ChEBI Name hetacillin
ChEBI ID CHEBI:5683
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H23N3O4S
Net Charge 0
Average Mass 389.46900
Monoisotopic Mass 389.141
InChI InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1
InChIKey DXVUYOAEDJXBPY-NFFDBFGFSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N1C(=O)[C@H](NC1(C)C)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 hetacillin (CHEBI:5683) has role antibacterial drug (CHEBI:36047)
hetacillin (CHEBI:5683) is a penicillin (CHEBI:17334)
hetacillin (CHEBI:5683) is conjugate acid of hetacillin(1−) (CHEBI:52059)
Incoming hetacillin(1−) (CHEBI:52059) is conjugate base of hetacillin (CHEBI:5683)
IUPAC Name
6β-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-2,2-dimethylpenam-3α-carboxylic acid
INNs Sources
hetacilina ChemIDplus
hetacillin ChemIDplus
hetacilline ChemIDplus
hetacillinum ChemIDplus
Synonyms Sources
(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
6β-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]penicillanic acid ChEBI
Hetacillin KEGG COMPOUND
Manual Xrefs Databases
1363 DrugCentral
C11729 KEGG COMPOUND
D01074 KEGG DRUG
DB00739 DrugBank
Hetacillin Wikipedia
US3198804 Patent
View more database links
Registry Numbers Types Sources
3511-16-8 CAS Registry Number KEGG COMPOUND
3511-16-8 CAS Registry Number ChemIDplus
5405483 Beilstein Registry Number Beilstein
Last Modified
22 February 2017