Pirlimycin hydrochlorideProduct ingredient for Pirlimycin

Name
Pirlimycin hydrochloride
Drug Entry
Pirlimycin

Pirlimycin hydrochloride is an antibiotic belonging to the lincosamide class. Often marketed as Pirsue, this drug is used to treat mastitis in cattle.

Accession Number
DBSALT001696
Structure
Thumb
Synonyms
Pirlimycin HCl
UNII
8S09O559AQ
CAS Number
77495-92-2
Weight
Average: 465.43
Monoisotopic: 464.1514634
Chemical Formula
C17H34Cl2N2O6S
InChI Key
CHAZSEMQYSZBFN-RWMVMHIMSA-N
InChI
InChI=1S/C17H31ClN2O5S.ClH.H2O/c1-4-9-5-6-19-10(7-9)16(24)20-11(8(2)18)15-13(22)12(21)14(23)17(25-15)26-3;;/h8-15,17,19,21-23H,4-7H2,1-3H3,(H,20,24);1H;1H2/t8-,9+,10-,11+,12-,13+,14+,15+,17+;;/m0../s1
IUPAC Name
(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-4-ethylpiperidine-2-carboxamide hydrate hydrochloride
SMILES
O.Cl.CC[C@@H]1CCN[C@@H](C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O
External Links
ChemSpider
16736445
ChEMBL
CHEMBL3989899
Wikipedia
Pirlimycin
Predicted Properties
PropertyValueSource
Water Solubility3.53 mg/mLALOGPS
logP1.55ALOGPS
logP0.58ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)12.41ChemAxon
pKa (Strongest Basic)8.88ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area111.05 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity100.5 m3·mol-1ChemAxon
Polarizability42.45 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon