Compound ID | 1837

Update compound information

Novclobiocin 101

Class: Aminocoumarin

Spectrum of activity: Gram-positive
Details of activity: Inhibits bacterial DNA gyrase via binding to the ATP-binding site of the GyrB subunit of the enzyme. Less active than clorobiocin
Propensity to select resistant mutants: Yes
Description: Streptomyces natural product; clorobiocin analog
Year first mentioned: 2003
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 662.68
Iso. SMILES: CC1=CC=C(N1)C(=O)O[C@H]2[C@H]([C@@H](OC([C@@H]2OC)(C)C)OC3=CC4=C(C=C3)C(=C(C(=O)O4)NC(=O)C5=CC(=C(C=C5)O)CC=C(C)C)O)O
InChI Key: GMMYCBAAMDJSHV-YQQRZDPSSA-N
Can. SMILES: CC(=CCC1=CC(=CC=C1O)C(=O)NC2=C(C3=C(C=C(C=C3)O[C@H]4[C@@H]([C@@H]([C@H](C(C)(C)O4)OC)OC(=O)C5=CC=C(C)N5)O)OC2=O)O)C
InChI: InChI=1S/C35H38N2O11/c1-17(2)7-9-19-15-20(10-14-24(19)38)31(41)37-26-27(39)22-12-11-21(16-25(22)46-33(26)43)45-34-28(40)29(30(44-6)35(4,5)48-34)47-32(42)23-13-8-18(3)36-23/h7-8,10-16,28-30,34,36,38-40H,9H2,1-6H3,(H,37,41)/t28-,29+,30-,34-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/72715423
Guide to Pharmacology: novclobiocin 101
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/21693461/
  • https://www.sciencedirect.com/science/article/pii/S1074552103000516

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