Meropenem
(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
Molecular Identity
Meropenem
(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
PubChem CID: 441130
Meropenem is a carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively. It has a role as an antibacterial agent, an antibacterial drug and a drug allergen. It is an organic sulfide, a carbapenemcarboxylic acid, a pyrrolidinecarboxamide and an alpha,beta-unsaturated monocarboxylic acid.
2D Structure
Properties
C17H25N3O5S
Molecular Formula
383.50
Molecular Weight
g/mol
383.1515
Exact Mass
Da
-2.4
XLogP
Drug-like (Lipinski: < 5)
135
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
7
H-Bond Acceptors
679
Complexity
SMILES
Canonical SMILES
SMILES: CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)OIsomeric SMILES
SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)OSynonyms(20)
meropenem96036-03-2MerremMeropenem anhydrousMeropenemumAntibiotic SM 7338MERONEMMerrem I.V.MEPMSM-7338Meropenem, anhydrous(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 acidICI-194660DTXSID7045526YOP6PX0BAO
Data from PubChem (NCBI)
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Drug Network
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