Compound ID | 463

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AR-709

Class: Dihydrofolate reductase inhibitor (diaminopyrimdine derivative)

Spectrum of activity: Gram-negative
Details of activity: Tetrahydrofolate dehydrogenase inhibitors; Anti-streptococcal and anti-pneumococcal, was under development for upper and lower RTI
Propensity to select resistant mutants: Yes (1E-10)
Description: Mukhija S, Rigo S, Parisi S, et al. AR-709 - an investigational diaminopyrimidine: inhibition, binding and mode of action. 46th-Intersci-Conf-Antimicrobial-Agents-Chemother 2006;227
Institute where first reported: Arpida (Evolva Holding SA, Switzerland)
Year first mentioned: 2006
Highest developmental phase: Phase 1
Development status: Inactive
Chemical structure(s):
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Molecular weight: 535
Iso. SMILES: CN(C)C(=O)C1=C(C2=C(N1)C=CC(=C2)Cl)CC3=CC4=C(O3)C(=C(C=C4CC5=CN=C(N=C5N)N)OC)OC
InChI Key: ASSNCSVJAZEMQG-UHFFFAOYSA-N
Can. SMILES: CN(C)C(=O)C1=C(CC2=CC3=C(C(=C(C=C3CC4=C(N)N=C(N)N=C4)OC)OC)O2)C5=C(C=CC(=C5)Cl)N1
InChI: InChI=1S/C27H27ClN6O4/c1-34(2)26(35)22-19(18-9-15(28)5-6-20(18)32-22)11-16-10-17-13(7-14-12-31-27(30)33-25(14)29)8-21(36-3)24(37-4)23(17)38-16/h5-6,8-10,12,32H,7,11H2,1-4H3,(H4,29,30,31,33)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11226413
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2258511/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2258511/

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