Pirlimycin

Modify Date: 2025-08-25 12:10:13

Pirlimycin Structure
Pirlimycin structure
Common Name Pirlimycin
CAS Number 79548-73-5 Molecular Weight 410.96
Density 1.31g/cm3 Boiling Point 643.9ºC at 760 mmHg
Molecular Formula C17H31ClN2O5S Melting Point N/A
MSDS N/A Flash Point 343.2ºC

 Use of Pirlimycin


Pirlimycin (RU 38882), a lincosamide antibiotic, is active against Gram-positive bacteria. Pirlimycin acts by inhibiting bacterial protein synthesis via binding with the 50S subunit of the ribosome[1].

 Names

Name (2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide
Synonym More Synonyms

 Pirlimycin Biological Activity

Description Pirlimycin (RU 38882), a lincosamide antibiotic, is active against Gram-positive bacteria. Pirlimycin acts by inhibiting bacterial protein synthesis via binding with the 50S subunit of the ribosome[1].
Related Catalog
References

[1]. Birkenmeyer RD, et, al. Synthesis and antimicrobial activity of clindamycin analogues: pirlimycin, 1,2 a potent antibacterial agent. J Med Chem. 1984 Feb;27(2):216-23.

 Chemical & Physical Properties

Density 1.31g/cm3
Boiling Point 643.9ºC at 760 mmHg
Molecular Formula C17H31ClN2O5S
Molecular Weight 410.96
Flash Point 343.2ºC
Exact Mass 410.16400
PSA 136.35000
LogP 0.76700
Index of Refraction 1.574
InChIKey HBJOXQRURQPDEX-MHXMMLMNSA-N
SMILES CCC1CCNC(C(=O)NC(C(C)Cl)C2OC(SC)C(O)C(O)C2O)C1

 PirlimycinBioassay

View more

Name: In vivo antibacterial activity against Proteus vulgaris(UC 347) infected mice after o...
Source: ChEMBL
Target: Proteus vulgaris
External Id: CHEMBL764031
Name: In vivo antibacterial activity against Proteus vulgaris(UC no 347) infected mice afte...
Source: ChEMBL
Target: Proteus vulgaris
External Id: CHEMBL764032
Name: In vitro antibacterial activity against the aerobic Klebsiella pneumoniae (Strain UC ...
Source: ChEMBL
Target: Klebsiella pneumoniae
External Id: CHEMBL700064
Name: Cytotoxicity counterscreen for inhibitors of SARS-CoV-2 cell entry
Source: NCGC
Target: N/A
External Id: TRND-SARS-CoV-2-cytotox-48hr
Name: Primary qHTS to identify inhibitors of SARS-CoV-2 cell entry
Source: NCGC
External Id: TRND-SARS-CoV-2-PP
Name: In vitro antibacterial activity for minimum inhibition concentration (MIC) required t...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL807852
Name: In vivo antibacterial activity against Streptococcus pneumoniae III(UC 3213) infected...
Source: ChEMBL
Target: Streptococcus pneumoniae
External Id: CHEMBL811089
Name: In vivo activity against Plasmodium berghei in mice (Mus musculus) after subcutaneous...
Source: ChEMBL
Target: Plasmodium berghei
External Id: CHEMBL761540
Name: In vivo activity against Plasmodium berghei in mice (Mus musculus) on oral administra...
Source: ChEMBL
Target: Plasmodium berghei
External Id: CHEMBL761539
Name: In vitro antibacterial activity against the aerobic Staphylococcus faecalis (Strain U...
Source: ChEMBL
Target: Enterococcus faecalis
External Id: CHEMBL811547
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 Synonyms

Pirlimycin
UNII-LM19JT6G5K
Pirlimycinum
Pirlimycine
Pirlimycina
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