Compound ID | 787

Update compound information

LY281389

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 Staphylococcus, Enterococcus, Haemophilus, and Streptococcus (Groups A and B)
Institute where first reported: Eli Lilly, USA
Year first mentioned: 1989
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Observed changes in cardiac function during preclinical trials on dogs and guinea pigs
Chemical structure(s):
Click here for structure editor
Molecular weight: 777.04
Iso. SMILES: CCCN[C@H]1[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O[C@@H]([C@@]([C@@H]([C@H]1C)O)(C)O)CC)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C
InChI Key: JDBGPLZPTBGQMX-MHFDCXQHSA-N
Can. SMILES: CCCN[C@H]1[C@H](C)C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O[C@H](CC)[C@](C)([C@@H]([C@H]1C)O)O)OC2CC(C)(C(C(C)O2)O)OC)OC3C(C(CC(C)O3)N(C)C)O)O
InChI: InChI=1S/C40H76N2O12/c1-15-17-41-30-21(3)19-38(9,47)35(54-37-31(43)27(42(12)13)18-22(4)50-37)24(6)32(53-29-20-39(10,49-14)34(45)26(8)51-29)25(7)36(46)52-28(16-2)40(11,48)33(44)23(30)5/h21-35,37,41,43-45,47-48H,15-20H2,1-14H3/t21-,22?,23+,24+,25-,26?,27?,28-,29?,30+,31?,32+,33-,34?,35-,37?,38-,39?,40-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/44335702
Citations:
  • http://aac.asm.org/content/35/7/1365.long
  • https://doi.org/10.1159/000238866

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