indole-3-propionic acid   Click here for help

GtoPdb Ligand ID: 4709

Abbreviated name: IPA
Synonyms: 3-indolepropionicacid | oxigon
PDB Ligand
Comment: Indole-3-propionic acid is a tryptophan metabolite that is produced by some bacterial strains, including for example Clostridium sporogenes in the human gastrointestinal tract.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 53.09
Molecular weight 189.08
XLogP 1.73
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CCc1c[nH]c2c1cccc2
Isomeric SMILES OC(=O)CCc1c[nH]c2c1cccc2
InChI InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Proton-coupled Amino acid Transporter 1 Hs Inhibitor Inhibition 2.3 pKi - 1
pKi 2.3 (Ki 4.6x10-3 M) [1]