ertapenem   Click here for help

GtoPdb Ligand ID: 10906

Synonyms: Invanz® | L-749345 | MK-0826 | MK-826
Approved drug
ertapenem is an approved drug (FDA (2001), EMA (2002))
Compound class: Synthetic organic
Comment: Ertapenem is a carbapenem and broad-spectrum β-lactam antibiotic.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 181.57
Molecular weight 475.14
XLogP 0.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C([C@H]1NC[C@H](C1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)Nc1cccc(c1)C(=O)O
Isomeric SMILES O=C([C@H]1NC[C@H](C1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)Nc1cccc(c1)C(=O)O
InChI InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1
InChI Key JUZNIMUFDBIJCM-ANEDZVCMSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2002))
IUPAC Name Click here for help
(4R,5S,6S)-3-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
8049 ertapenem
Synonyms Click here for help
Invanz® | L-749345 | MK-0826 | MK-826
Database Links Click here for help
CAS Registry No. 153832-46-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL1359
DrugBank Ligand DB00303
DrugCentral Ligand 1046
GtoPdb PubChem SID 405560347
PubChem CID 150610
Search Google for chemical match using the InChIKey JUZNIMUFDBIJCM-ANEDZVCMSA-N
Search Google for chemicals with the same backbone JUZNIMUFDBIJCM
Search PubMed clinical trials ertapenem
Search PubMed titles ertapenem
Search PubMed titles/abstracts ertapenem
Search UniChem for chemical match using the InChIKey JUZNIMUFDBIJCM-ANEDZVCMSA-N
Search UniChem for chemicals with the same backbone JUZNIMUFDBIJCM