(S,S)-4-F-Phe-Ala

antibioticmech:curator-1a87ac78a7 ·ANTIBACTERIAL ·MINTED PROPOSED

An (S,S)-4-fluorophenylalanine-alanine dipeptide with antibacterial and antibiofilm activity against Pseudomonas aeruginosa. — DOI:10.3390/molecules31132341

Chemical structure

Computed structure properties
Molecular formula	C12H15FN2O3
Charge	0
Average mass	254.26 Da
Monoisotopic mass	254.10667056 Da
Source	https://www.mdpi.com/article/10.3390/molecules31132341/s1 · retrieved 2026-09-09
InChIKey	HGNZUVLSZXGIAH-XVKPBYJWSA-N

SMILES

C[C@H](NC(=O)[C@@H](N)Cc1ccc(F)cc1)C(=O)O

InChI

InChI=1S/C12H15FN2O3/c1-7(12(17)18)15-11(16)10(14)6-8-2-4-9(13)5-3-8/h2-5,7,10H,6,14H2,1H3,(H,15,16)(H,17,18)/t7-,10-/m0/s1

Also called

compound 11b (EXACT_SYNONYM)— curator
4-F-Phe-Ala (EXACT_SYNONYM)— curator

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antibacterial agent CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version	Evidence
CURATOR	`DOI:10.3390/molecules31132341#11b`	(S,S)-4-F-Phe-Ala	`antibioticmech:curator-1a87ac78a7`	2026-09-09	DOI:10.3390/molecules31132341 — "Dounay et al. reported that compound 11b, (S,S)-4-F-Phe-Ala, inhibited Pseudomonas aeruginosa growth with IC50 and IC90 values of 0.57 and 3.46 ug/mL and inhibited biofilm formation with IC50 and IC90 values of 0.36 and 2.95 ug/mL." (Supplementary Scheme S1 and the characterization block for 11b supply the connectivity and stereochemistry used to derive the standard InChI and InChIKey.)

Curation history

PROPOSED_FROM_CURATOR_INVENTORY 2026-09-10 · seed_from_sources
Proposed from curation/curator_antibiotics.tsv

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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