Compound ID | 118

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Afabicin dephosphono

Synonym(s): Debio 1452  |  Debio1452  |  AFN-1252  |  Afabicin

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Fatty acid synthesis inhibitor. FabI inhibitor
Target Pathogen: Active against Staphylococcus aureus
Propensity to select resistant mutants: Yes
Description: Active component of the prodrug Debio 1450
Institute where first reported: Debiopharm Group, Switzerland
Year first mentioned: 2014
Highest developmental phase: Phase 2 (NCT03723551)
Development status: Active
Chemical structure(s):
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Molecular weight: 375.42
Iso. SMILES: CC1=C(OC2=CC=CC=C12)CN(C)C(=O)/C=C/C3=CC4=C(NC(=O)CC4)N=C3
InChI Key: QXTWSUQCXCWEHF-JXMROGBWSA-N
Can. SMILES: CC1=C(CN(C)C(=O)/C=C/C2=CN=C3C(=C2)CCC(=O)N3)OC4=C1C=CC=C4
InChI: InChI=1S/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/b10-7+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10407120
Guide to Pharmacology: DEBIO 1452
Citations:
  • http://aac.asm.org/content/59/5/2583.long
  • https://www.debiopharm.com/our-business/pipeline/item/3548-debiopharm-international-sa-initiates-clinical-phase-ii-study-evaluating-debio-1450-in-staphylococcal-skin-infections.html
  • https://www.ncbi.nlm.nih.gov/pubmed/25691627
  • https://www.debiopharm.com/debiopharm-international/pipeline/debio1450-bone-joint-infections/

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