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linopristin
Sign in to saveLinopristin is an antibiotic of the streptogramin B class. It has been described as a pristinamycin IA derivative, though it is actually more similar to quinupristin. NCATS Inxight describes it as a chemically modified version of quinupristin.
Chemical data
- Formula
- C50H63N9O10
- Molecular weight
- 950.1 g/mol
- IUPAC name
- N-[(3S,6S,12R,15S,16R,19S,22S)-3-[[4-(dimethylamino)phenyl]methyl]-12-ethyl-4,16-dimethyl-25-(morpholin-4-ylmethyl)-2,5,11,14,18,21-hexaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacos-24-en-15-yl]-3-hydroxypyridine-2-carboxamide
- SMILES
- CC[C@@H]1C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)N3CC(=CC[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)CN6CCOCC6)CC7=CC=C(C=C7)N(C)C)C
- InChIKey
- NVGNYGXBILPHOS-VXNAYKIUSA-N
- XLogP
- 3.1
- Polar surface area
- 223 Ų
- H-bond donors
- 4
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 949.47
Show 3 more facts
- chemical formula
- C₅₀H₆₃N₉O₁₀
- canonical SMILES
- CCC1C(=O)N2CCCC2C(=O)N(C(C(=O)N3CC(=CCC3C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CN6CCOCC6)CC7=CC=C(C=C7)N(C)C)C
- isomeric SMILES
- CC[C@@H]1C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)N3CC(=CC[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)CN6CCOCC6)CC7=CC=C(C=C7)N(C)C)C
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
{{Chembox | ImageFile = Linopristin.svg | ImageClass = skin-invert-image | ImageSize = 200px | ImageAlt = | SystematicName = N-[(6R,9S,10R,13S,15aS,22S,24aS)-22-{[4-(Dimethylamino)phenyl]methyl}-6-ethyl-10,23-dimethyl-18-[(morpholin-4-yl)methyl]-5,8,12,15,21,24-hexaoxo-13-phenyl-1,2,3,5,6,7,8,9,10,13,14,15,15a,16,19,21,22,23,24,24a-icosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl]-3-hydroxypyridine-2-carboxamide | OtherNames = RPR 202698; RPR 202868 |Section1= |Section2= |Section3= }}
Linopristin is an antibiotic of the streptogramin B class. It has been described as a pristinamycin IA derivative, though it is actually more similar to quinupristin. NCATS Inxight describes it as a chemically modified version of quinupristin.
Excerpted from Wikipedia’s “linopristin” article, available under the CC BY-SA 4.0 licence.