Afabicin

Names

[ CAS No. ]:
1518800-35-5

[ Name ]:
Afabicin

[Synonym ]:
{6-[(1E)-3-{Methyl[(3-methyl-1-benzofuran-2-yl)methyl]amino}-3-oxo-1-propen-1-yl]-2-oxo-3,4-dihydro-1,8-naphthyridin-1(2H)-yl}methyl dihydrogen phosphate
2-Propenamide, N-methyl-N-[(3-methyl-2-benzofuranyl)methyl]-3-[5,6,7,8-tetrahydro-7-oxo-8-[(phosphonooxy)methyl]-1,8-naphthyridin-3-yl]-, (2E)-
afabicin
DMM8663H2R

Biological Activity

[Description]:

Afabicin is the prodrug of Debio1452, specifically targeting staphylococci without significant activity against other Gram-positive or Gram-negative species. Debio1452 is an inhibitor FabI, an enzyme critical to fatty acid biosynthesis in staphylococci.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial
Research Areas >> Infection

[Target]

FabI, Bacterial[1]


[In Vitro]

Afabicin (Debio1450) is the prodrug of Debio1452, specifically targeting staphylococci without significant activity against other Gram-positive or Gram-negative species. Debio1452 inhibits FabI, an enzyme critical to fatty acid biosynthesis in staphylococci. Debio1452 is highly active against staphylococci isolates, with MIC50 and MIC90 values of 0.015 μg/mL and 0.12 μg/mL, respectively. Debio1452 also inhibits S. aureus, with MICs of ≤0.12 μg/mL and MIC50 and MIC90 values of 0.004 μg/mL and 0.008 μg/mL, respectively[1].

[References]

[1]. Flamm RK, et al. Activity of Debio1452, a FabI inhibitor with potent activity against Staphylococcus aureus and coagulase-negative Staphylococcus spp., including multidrug-resistant strains. Antimicrob Agents Chemother. 2015 May;59(5):2583-7.


[Related Small Molecules]

Puromycin 2HCl | Geneticin | Tunicamycin | Hygromycin B | Salinomycin | Avibactam sodium | Neomycin sulfate | Vaborbactam | Methicillin SodiuM | Rifampicin | Metronidazole | Carbenicillin disodium | Ceftazidime | Eravacycline dihydrochloride | cefotaxime sodium

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
876.6±75.0 °C at 760 mmHg

[ Molecular Formula ]:
C23H24N3O7P

[ Molecular Weight ]:
485.426

[ Flash Point ]:
483.9±37.1 °C

[ Exact Mass ]:
485.135193

[ LogP ]:
0.87

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.667

Related Compounds