BAL30072   Click here for help

GtoPdb Ligand ID: 11004

Synonyms: BAL-30072
Compound class: Synthetic organic
Comment: BAL30072 is a monosulfactam antibiotic with Gram-negative activity [1-2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 9
Topological polar surface area 272.59
Molecular weight 518.05
XLogP -1.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C1[C@@H](NC(=O)/C(=N\OCc2cc(=O)c(cn2O)O)/c2csc(n2)N)C(N1OS(=O)(=O)O)(C)C
Isomeric SMILES O=C1[C@@H](NC(=O)/C(=N\OCc2cc(=O)c(cn2O)O)/c2csc(n2)N)C(N1OS(=O)(=O)O)(C)C
InChI InChI=1S/C16H18N6O10S2/c1-16(2)12(14(26)22(16)32-34(28,29)30)19-13(25)11(8-6-33-15(17)18-8)20-31-5-7-3-9(23)10(24)4-21(7)27/h3-4,6,12,24,27H,5H2,1-2H3,(H2,17,18)(H,19,25)(H,28,29,30)/b20-11-/t12-/m1/s1
InChI Key KLFSEZJCLYBFKQ-WXYNYTDUSA-N
References
1. Higgins PG, Stefanik D, Page MG, Hackel M, Seifert H. (2012)
In vitro activity of the siderophore monosulfactam BAL30072 against meropenem-non-susceptible Acinetobacter baumannii.
J Antimicrob Chemother, 67 (5): 1167-9. [PMID:22294643]
2. Russo TA, Page MG, Beanan JM, Olson R, Hujer AM, Hujer KM, Jacobs M, Bajaksouzian S, Endimiani A, Bonomo RA. (2011)
In vivo and in vitro activity of the siderophore monosulfactam BAL30072 against Acinetobacter baumannii.
J Antimicrob Chemother, 66 (4): 867-73. [PMID:21393224]