Compound ID | 151
Class: Beta-lactam (siderophore-sulfactam)
Spectrum of activity: | Gram-negative |
Details of activity: | MDR gram-negative infections |
Propensity to select resistant mutants: | No (demonstrated high resistance) |
Institute where first reported: | Basilea Pharmaceutica, Switzerland |
Year first mentioned: | 2008 |
Highest developmental phase: | Phase 1 |
Development status: | Discontinued |
Reason Dropped: | Liver injury detected 3-days post treatment (iv formulation); preclinical studies of inhalation also terminated due to 'lack of confidence in candidate's success' |
Chemical structure(s): | |
Canonical SMILES: | CC1(C)[C@@H](C(=O)N1OS(=O)(=O)O)NC(=O)/C(=N\OCC2=CC(=O)C(=CN2O)O)/C3=CSC(=N3)N |
Isomeric SMILES: | CC1([C@@H](C(=O)N1OS(=O)(=O)O)NC(=O)/C(=N\OCC2=CC(=O)C(=CN2O)O)/C3=CSC(=N3)N)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 |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/52942440 |