Compound ID | 772

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EP-13420

Class: Macrolide (ketolide)

Spectrum of activity: Gram-negative
Details of activity: Protein synthesis inhibitor; effective against repiratory tract infections and H. influenzae. It demonstrates good pharmokinetics in the mouse and dog animal model with half life of 10.8hrs and lung tissue to plasma ratio over 4 times greater than telithromycin. Was in development for CAP and respiratory tract infections. Enanta Pharmaceuticals no longer has this in pipeline on their website.
Description: Scorneaux B, Arya A, Polemeropoulos, et al. A novel ketolide highly active against resistant pathogens and having exceptional pharmokinetic properties in the dog. 43rd-ICAAC 2003;243
Institute where first reported: Enanta Pharmaceuticals, USA
Year first mentioned: 2003
Highest developmental phase: Preclinical
Development status: Inactive
Chemical structure(s):
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Molecular weight: 841
Iso. SMILES: CC[C@@H]1[C@@]([C@H]2[C@H](C(=NC(=O)C)[C@@H](C[C@]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(OC/C(=N/OCC4=CN=C(C=C4)N5C=CC=N5)/CO2)C)C)C)(C)O
InChI Key: WLGSYOKBEDVHQB-ZIJNRMRWSA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@H]2[C@@H](C)C(=NC(=O)C)[C@H](C)C[C@](C)([C@@H]([C@@H](C)C(=O)[C@@H](C)C(=O)O1)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)OC/C(=N/OCC4=CC=C(N=C4)N5C=CC=N5)/CO2)O
InChI: InChI=1S/C43H64N6O11/c1-12-33-43(9,54)39-26(4)35(46-29(7)50)24(2)19-42(8,56-23-31(22-55-39)47-57-21-30-14-15-34(44-20-30)49-17-13-16-45-49)38(27(5)36(51)28(6)40(53)59-33)60-41-37(52)32(48(10)11)18-25(3)58-41/h13-17,20,24-28,32-33,37-39,41,52,54H,12,18-19,21-23H2,1-11H3/b46-35?,47-31+/t24-,25-,26+,27+,28-,32+,33-,37-,38-,39-,41+,42-,43-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9875927
Citation:

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