Compound ID | 269

Update compound information

L-701,677

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Klebsiella infection
Description: Semisynthetic compound with macrolide/azalide scaffold; shows improved acid stability and potency compared to erythromycin, azithromycin, and clarithromycin; shows similar/comparable activity to existing macrolides in infection models
Institute where first reported: Merck & Co., USA
Year first mentioned: 1993
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 748.99
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)C)C)O)(C)O
InChI Key: CVVWWIGGJJALDG-CFLXSVEWSA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@@H]([C@@H](C)CN(C)[C@H](C)C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]2C[C@](C)([C@H]([C@H](C)O2)O)OC)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O)O)O
InChI: InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)20(2)19-40(13)21(3)17-36(8,45)33(52-35-29(41)26(39(11)12)16-22(4)48-35)23(5)30(24(6)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21+,22+,23-,24+,25-,26-,27+,28-,29+,30-,31+,32-,33+,35-,36+,37+,38+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9810699
Guide to Pharmacology: L-701677
Citation: https://pubmed.ncbi.nlm.nih.gov/7490222/

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