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):
Canonical 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
Isomeric 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:	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
InChI Key:	GMMYCBAAMDJSHV-YQQRZDPSSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/72715423

External links:
Guide to Pharmacology:	novclobiocin 101
Main Source:	https://www.sciencedirect.com/science/article/pii/S1074552103000516
Citation:	https://pubmed.ncbi.nlm.nih.gov/21693461/