(3,5)-[19F]2-Phe-ψ-Ala   Click here for help

GtoPdb Ligand ID: 11370

Synonyms: (3,5)-difluoro Phe-ψ-Ala
 Ligand is labelled  Ligand is radioactive
Compound class: Peptide
Comment: A dipeptide probe that can be radiolabelled with the [19F] isotope to study peptide transporters [1]. Alternate probes were tested in this study by Arakawa et al. (2020). The L-phenylalanyl-ψ[CS-N]-L-alanine dipeptide backbone is resistant to cleavage by peptidases.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES N[C@H](C(=S)NCC(=O)O)Cc1cc([19F])cc(c1)[18F]
Isomeric SMILES N[C@H](C(=S)NCC(=O)O)Cc1cc([19F])cc(c1)[19F]
InChI InChI=1S/C11H12F2N2O2S/c12-7-1-6(2-8(13)4-7)3-9(14)11(18)15-5-10(16)17/h1-2,4,9H,3,5,14H2,(H,15,18)(H,16,17)/t9-/m0/s1/i12-1,13+0
InChI Key TWLHVEKSWVLMAU-DENHMSFDSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Peptide
Synonyms Click here for help
(3,5)-difluoro Phe-ψ-Ala
Database Links Click here for help
GtoPdb PubChem SID 440816739
PubChem CID 155817512
Search Google for chemical match using the InChIKey TWLHVEKSWVLMAU-DENHMSFDSA-N
Search Google for chemicals with the same backbone TWLHVEKSWVLMAU
UniChem Compound Search for chemical match using the InChIKey TWLHVEKSWVLMAU-DENHMSFDSA-N
UniChem Connectivity Search for chemical match using the InChIKey TWLHVEKSWVLMAU-DENHMSFDSA-N