Compound ID | 1047

Fludalanine

Synonym(s): 2-2H-3-fluoro-D-alanine  |  Fluoroalanine

Class: Cell wall synthesis inhibitor

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. D-Alanine racemase inhibitor
Combined with other compounds: Yes
Description: 1. Kahan, F. M., and H. Kropp. "MK641/MK642. A fixed-ratio combination antimicrobial. 1 Rationale: The sequential blockade of bacterial cell-wall biosynthesis." Program and Abstracts of the 15th Intersci. Conf. on Antimicrob. Agents Chemother. No. 100. 1975. 2. Wise, R., and J. M. Andrews. "In vitro activity of fludalanine combined with pentizidone compared with those of other agents." Antimicrobial agents and chemotherapy 25.5 (1984): 612-617.
Institute where first reported: Merk Sharpe and Dohme Laboratories.
Year first mentioned: 1975
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: High levels of patient toxicity
Chemical structure(s):
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Molecular weight: 107.08
Iso. SMILES: [2H][C@@](CF)(C(=O)O)N
InChI Key: UYTSRQMXRROFPU-LIIDHCAMSA-N
Can. SMILES: C([C@]([2H])(C(=O)O)N)F
InChI: InChI=1S/C3H6FNO2/c4-1-2(5)3(6)7/h2H,1,5H2,(H,6,7)/t2-/m1/s1/i2D

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