Afabicin

Afabicin
Clinical data
Other names	AFN-1720; Debio1450
Legal status
Legal status	Investigational;
Identifiers
	IUPAC name [6-[(E)-3-[methyl-[(3-methyl-1-benzofuran-2-yl)methyl]amino]-3-oxoprop-1-enyl]-2-oxo-3,4-dihydro-1,8-naphthyridin-1-yl]methyl dihydrogen phosphate;
CAS Number	1518800-35-5;
PubChem CID	72696796;
IUPHAR/BPS	10754;
DrugBank	DB15268;
ChemSpider	58827798;
UNII	DMM8663H2R;
ChEMBL	ChEMBL4297501;
Chemical and physical data
Formula	C23H24N3O7P
Molar mass	485.433 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C(OC2=CC=CC=C12)CN(C)C(=O)/C=C/C3=CC4=C(N=C3)N(C(=O)CC4)COP(=O)(O)O;
	InChI InChI=1S/C23H24N3O7P/c1-15-18-5-3-4-6-19(18)33-20(15)13-25(2)21(27)9-7-16-11-17-8-10-22(28)26(23(17)24-12-16)14-32-34(29,30)31/h3-7,9,11-12H,8,10,13-14H2,1-2H3,(H2,29,30,31)/b9-7+; Key:HFYMDQMXVPJNTH-VQHVLOKHSA-N;

Afabicin (Debio 1450) is an experimental antibiotic developed by Debiopharm for the treatment of Staphylococcus aureus infections. It is a prodrug which is converted in vivo into the active form afabicin desphosphono (Debio 1452) which acts as an inhibitor of the staphylococcal enoyl-acyl carrier protein reductase (FabI) enzyme. It has shown similar efficacy in clinical trials to established drugs such as vancomycin, but has not yet been approved for clinical use.^[1]^[2]^[3]^[4]^[5]^[6]