meropenem   Click here for help

GtoPdb Ligand ID: 10829

Synonyms: ICI 194,660 | Merrem® | SM-7338
PDB Ligand
Compound class: Synthetic organic
Comment: Meropenem is a parenterally delivered, broad-spectrum carbapenem antibiotic. It is active against Gram-positive and Gram-negative bacteria, and is effective against aerobic and anaerobic pathogens including Klebsiella, E. coli, Enterococcus, Clostridium spp.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 135.48
Molecular weight 383.15
XLogP -0.78
No. Lipinski's rules broken 0
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Canonical SMILES C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)O)S[C@@H]1CN[C@@H](C1)C(=O)N(C)C)O
Isomeric SMILES C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)O)S[C@@H]1CN[C@@H](C1)C(=O)N(C)C)O
InChI InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1
Classification Click here for help
Compound class Synthetic organic
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)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
6396 meropenem
Synonyms Click here for help
ICI 194,660 | Merrem® | SM-7338
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9695385
Reactome Reaction Reactome logo R-HSA-9695415
Other databases
BindingDB Ligand 50129062
CAS Registry No. 96036-03-2 (source: WHO INN record)
DrugBank Ligand DB00760
DrugCentral Ligand 1709
GtoPdb PubChem SID 405560270
PubChem CID 441130
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