Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C50H63N9O10 |
| Molecular Weight | 950.0895 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H]1NC(=O)[C@@H](NC(=O)C2=C(O)C=CC=N2)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]3CC=C(CN4CCOCC4)CN3C(=O)[C@H](CC5=CC=C(C=C5)N(C)C)N(C)C(=O)[C@@H]6CCCN6C1=O)C7=CC=CC=C7
InChI
InChIKey=NVGNYGXBILPHOS-VXNAYKIUSA-N
InChI=1S/C50H63N9O10/c1-6-36-47(64)58-23-11-14-38(58)48(65)56(5)39(28-32-16-19-35(20-17-32)55(3)4)49(66)59-30-33(29-57-24-26-68-27-25-57)18-21-37(59)44(61)54-42(34-12-8-7-9-13-34)50(67)69-31(2)41(45(62)52-36)53-46(63)43-40(60)15-10-22-51-43/h7-10,12-13,15-20,22,31,36-39,41-42,60H,6,11,14,21,23-30H2,1-5H3,(H,52,62)(H,53,63)(H,54,61)/t31-,36-,37+,38+,39+,41+,42+/m1/s1
| Molecular Formula | C50H63N9O10 |
| Molecular Weight | 950.0895 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Linopristin is a chemically modified form of quinupristin. It is an antibiotic of the streptogramin B class. It is one of the components of the antibiotic combination NXL103 (XRP 2868). NXL-103 is a combination of streptogramin A:streptogramin B components, initially developed in a 70:30 dose ratio. In multiple in vitro studies, NXL-103 demonstrated potent activity against different types of bacteria, such as Staphylococcus aureus (including MRSA), Streptococcus pneumoniae, Streptococcus pyogenes, Enterococcus faecium, Enterococcus faecalis, Haemophilus influenzae and Haemophilus parainfluenzae. In phase I clinical trials, NXL-103 achieved bactericidal levels in plasma and was generally well tolerated, with side effects primarily on the gastrointestinal system. The first phase II trial conducted to evaluate the efficacy of NXL-103 against community-acquired pneumonia revealed that the compound was comparable with amoxicillin. NXL-103 has promise to become an important agent in the treatment of community-acquired pneumonia and complex skin and soft tissue infections, pending further development.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Synergy of streptogramin antibiotics occurs independently of their effects on translation. | 2014-09 |
|
| In vitro pharmacokinetic/pharmacodynamic activity of NXL103 versus clindamycin and linezolid against clinical Staphylococcus aureus and Streptococcus pyogenes isolates. | 2011-10 |
|
| NXL-103, a combination of flopristin and linopristin, for the potential treatment of bacterial infections including community-acquired pneumonia and MRSA. | 2010-02 |
|
| Effects of various media on the activity of NXL103 (formerly XRP 2868), a new oral streptogramin, against Haemophilus influenzae. | 2006-11 |
|
| Pharmacodynamics of a new streptogramin, XRP 2868, in murine thigh and lung infection models. | 2006-01 |
|
| Activity of a new oral streptogramin, XRP2868, against gram-positive cocci harboring various mechanisms of resistance to streptogramins. | 2006-01 |
|
| A comparison of a new oral streptogramin XRP 2868 with quinupristin-dalfopristin against antibiotic-resistant strains of haemophilus influenzae, Staphylococcus aureus, and Streptococcus pneumoniae. | 2005-12 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 09:59:20 GMT 2025
by
admin
on
Wed Apr 02 09:59:20 GMT 2025
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| Record UNII |
312V80FR4J
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| Record Status |
Validated (UNII)
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9919429
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312V80FR4J
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300000034358
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C166621
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LINOPRISTIN
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DTXSID10186288
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8973
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325965-23-9
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