compound 23a [PMID: 33417443]   Click here for help

GtoPdb Ligand ID: 11404

Compound class: Synthetic organic
Comment: Compound 23a is reported as an inhibitor of L-Tryptophan hydroxylase 1 (TPH1) [1]. It shows peripherally restricted distribution in vivo. Agents with this mechanism of action are known to selectively deplete serotonin in the gastrointestinal tract, and are being investigated for potential as a therapeutic approach for the treatment of obesity and fatty liver diseases.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 131.7
Molecular weight 431.15
XLogP 2.15
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1ccc(cc1c1ccc(cc1)O)c1onc(n1)c1ccc(cc1)C[C@@H](C(=O)O)N
Isomeric SMILES COc1ccc(cc1c1ccc(cc1)O)c1onc(n1)c1ccc(cc1)C[C@@H](C(=O)O)N
InChI InChI=1S/C24H21N3O5/c1-31-21-11-8-17(13-19(21)15-6-9-18(28)10-7-15)23-26-22(27-32-23)16-4-2-14(3-5-16)12-20(25)24(29)30/h2-11,13,20,28H,12,25H2,1H3,(H,29,30)/t20-/m0/s1
InChI Key DAAXYQZSKBPJOX-FQEVSTJZSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(S)-2-amino-3-(4-(5-(4′-hydroxy-6-methoxy-[1,1′-biphenyl]-3-yl)-1,2,4-oxadiazol-3-yl)phenyl)propanoic acid
Database Links Click here for help
GtoPdb PubChem SID 440816773
Search Google for chemical match using the InChIKey DAAXYQZSKBPJOX-FQEVSTJZSA-N
Search Google for chemicals with the same backbone DAAXYQZSKBPJOX
Search UniChem for chemical match using the InChIKey DAAXYQZSKBPJOX-FQEVSTJZSA-N
Search UniChem for chemicals with the same backbone DAAXYQZSKBPJOX