CHEBI:471744 - imipenem

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name imipenem
ChEBI ID CHEBI:471744
Definition A broad-spectrum, intravenous β-lactam antibiotic of the carbapenem subgroup.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5879
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C12H17N3O4S
Net Charge 0
Average Mass 299.34720
Monoisotopic Mass 299.094
InChI InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
InChIKey ZSKVGTPCRGIANV-ZXFLCMHBSA-N
SMILES [H]C(=N)NCCSC1=C(N2C(=O)[C@]([H])([C@@H](C)O)[C@@]2([H])C1)C(O)=O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antibacterial agent
A substance that kills or slows the growth of bacteria.
(via carbapenems )
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 imipenem (CHEBI:471744) has role antibacterial drug (CHEBI:36047)
imipenem (CHEBI:471744) is a carbapenems (CHEBI:46633)
Incoming imipenem hydrate (CHEBI:51799) has part imipenem (CHEBI:471744)
IUPAC Name
(5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Synonyms Sources
(5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid ChemIDplus
(5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ChEMBL
(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure ChemIDplus
Imipenem KEGG COMPOUND
Imipenem anhydrous KEGG COMPOUND
imipenemum ChemIDplus
N-formimidoyl thienamycin Patent
N-formimidoylthienamycin ChemIDplus
Manual Xrefs Databases
1426 DrugCentral
BE848545 Patent
C06665 KEGG COMPOUND
D04515 KEGG DRUG
DB01598 DrugBank
Imipenem Wikipedia
LSM-6568 LINCS
US4194047 Patent
View more database links
Registry Numbers Types Sources
434624 Beilstein Registry Number Beilstein
434624 Reaxys Registry Number Reaxys
64221-86-9 CAS Registry Number KEGG COMPOUND
64221-86-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1384868 PubMed citation Europe PMC
17361077 PubMed citation Europe PMC
24112243 PubMed citation Europe PMC
24247132 PubMed citation Europe PMC
2457043 PubMed citation Europe PMC
24903189 PubMed citation Europe PMC
25216543 PubMed citation Europe PMC
25351714 PubMed citation Europe PMC
434624 PubMed citation Europe PMC
9131470 PubMed citation Europe PMC
Last Modified
22 February 2017