Quinupristin

Quinupristin
Systematic (IUPAC) name

N-{(6R,9S,10R,13S,15aS,18R,22S,24aS)-18- {[(3S)-1-azabicyclo[2.2.2]oct-3-ylthio]methyl}-22-[4-(dimethylamino)benzyl]- 6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H- pyrido[2,1-f]pyrrolo-[2,1-l][1,4,7,10,13,16] oxapentaazacyclononadecin-9-yl}-3- hydroxypyridine-2-carboxamide
Clinical data
Pharmacokinetic data
Half-life	3.1 hours
Identifiers
CAS Registry Number	120138-50-3
PubChem	CID 5388937
ChemSpider	4470884
ChEMBL	CHEMBL1200649
Chemical data
Formula	C₅₃H₆₇N₉O₁₀S
Molecular mass	1022.24 g/mol
SMILES CC[C@@H]1C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)N3C[C@H](C(=O)C[C@H]3C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CS[C@@H]6CN7CCC6CC7)CC8=CC=C(C=C8)N(C)C)C
InChI InChI=1S/C53H67N9O10S/c1-6-37-50(68)61-23-11-14-38(61)51(69)59(5)40(26-32-16-18-36(19-17-32)58(3)4)52(70)62-28-35(30-73-43-29-60-24-20-33(43)21-25-60)42(64)27-39(62)47(65)57-45(34-12-8-7-9-13-34)53(71)72-31(2)44(48(66)55-37)56-49(67)46-41(63)15-10-22-54-46/h7-10,12-13,15-19,22,31,33,35,37-40,43-45,63H,6,11,14,20-21,23-30H2,1-5H3,(H,55,66)(H,56,67)(H,57,65)/t31-,35+,37-,38+,39+,40+,43-,44+,45+/m1/s1 Key:WTHRRGMBUAHGNI-LCYNINFDSA-N

Quinupristin is an antibiotic, often used in combination with dalfopristin under the trade name Synercid. It is active against Gram-positive bacteria, atypical but not Gram negatives. They inhibit protein synthesis of the cells. Quinupristin & dalfopristin are not active against Enterococcus faecalis and they need to be given in combination with other antibacterials for mixed infections which also involve Gram negative organisms.