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Structure via PubChem · Public domain (PubChem)
pirlimycin
Sign in to savePirlimycin, sold under the brand name Pirsue, is used in the treatment of mastitis in cattle. It is used as the salt pirlimycin hydrochloride and it belongs to the lincosamide class of antimicrobials. __TOC__
Chemical data
- Formula
- C17H31ClN2O5S
- Molecular weight
- 411 g/mol
- IUPAC 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
- SMILES
- CC[C@@H]1CCN[C@@H](C1)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl
- InChIKey
- HBJOXQRURQPDEX-MHXMMLMNSA-N
- XLogP
- 1.7
- Polar surface area
- 136 Ų
- H-bond donors
- 5
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 410.164
Show 4 more facts
- canonical SMILES
- CCC1CCNC(C1)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)Cl
- Commons category
- Pirlimycin
- isomeric SMILES
- CC[C@@H]1CCN[C@@H](C1)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl
- chemical formula
- C₁₇H₃₁ClN₂O₅S
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Activity
- Mechanism of action
- References
Pirlimycin, sold under the brand name Pirsue, is used in the treatment of mastitis in cattle. It is used as the salt pirlimycin hydrochloride and it belongs to the lincosamide class of antimicrobials. __TOC__
==Activity== Pirlimycin is active against Gram-positive bacteria, specifically Staphylococcus aureus and coagulase negative species of Staphylococcus and Streptococcus. It has no activity against Gram-negative bacteria.
Excerpted from Wikipedia’s “pirlimycin” article, available under the CC BY-SA 4.0 licence.