Compound ID | 271

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L-708,365

Class: Macrolide (15-membered macrolide)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: At least 4 fold more active against a Klebsiella infection than clarithromycin and erythromycin
Description: Gill CJ, Abruzzo GK, Flattery A, et al. In vivo evaluation of three acid-stable azalide compounds, L-701677, L-708299 and L-708365 in comparison with erythromycin, azithromycin, and clarithromycin. 33rd-Intersci-Conf-Antimicrobial-Agents-Chemother 1993; 197.
Institute where first reported: Merck & Co., USA
Year first mentioned: 1993
Highest developmental phase: Preclinical
Development status: Inactive
Chemical structure(s):
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Molecular weight: 775.02
Iso. SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](CN([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)CC=C)C)O)(C)O
InChI Key: ZZRQNCPNJLVUMK-UZSBJOJWSA-N
Can. SMILES: C=CCN1C[C@H](C)[C@H]([C@@](C)([C@@H](CC)OC(=O)[C@H](C)[C@H]([C@H](C)[C@H]([C@@](C)(C[C@H]1C)O)O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)O[C@H]3C[C@](C)([C@H]([C@H](C)O3)O)OC)O)O
InChI: InChI=1S/C40H74N2O12/c1-15-17-42-21-22(3)33(44)40(11,48)29(16-2)52-36(46)26(7)32(53-30-20-39(10,49-14)34(45)27(8)51-30)25(6)35(38(9,47)19-23(42)4)54-37-31(43)28(41(12)13)18-24(5)50-37/h15,22-35,37,43-45,47-48H,1,16-21H2,2-14H3/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32-,33+,34-,35+,37-,38+,39+,40+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10462917
Guide to Pharmacology: L-708365
Citation:

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