GSK180   Click here for help

GtoPdb Ligand ID: 9007

Synonyms: inhibitor A1 [PMID: 28604669]
PDB Ligand
Compound class: Synthetic organic
Comment: GSK180 is a potent and selective competitive inhibitor of kynurenine 3-monooxygenase (KMO) [1], an enzyme involved in tryptophan metabolism. The structure is a derivative of the enzyme substrate kynurenine.
Currently the only X-ray crystal structure available is for GSK180 in complex with the Pseudomonas fluorescens KMO homologue (PDB ID 5FN0).
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 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 72.44
Molecular weight 274.98
XLogP 1.92
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)CCn1c(=O)oc2c1cc(Cl)c(c2)Cl
Isomeric SMILES OC(=O)CCn1c(=O)oc2c1cc(Cl)c(c2)Cl
InChI InChI=1S/C10H7Cl2NO4/c11-5-3-7-8(4-6(5)12)17-10(16)13(7)2-1-9(14)15/h3-4H,1-2H2,(H,14,15)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-(5,6-dichloro-2-oxo-1,3-benzoxazol-3-yl)propanoic acid
Synonyms Click here for help
inhibitor A1 [PMID: 28604669]
Database Links Click here for help
GtoPdb PubChem SID 310264785
PubChem CID 105539874
Search Google for chemical match using the InChIKey MIGAKMWKMLYGJX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MIGAKMWKMLYGJX
UniChem Compound Search for chemical match using the InChIKey MIGAKMWKMLYGJX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MIGAKMWKMLYGJX-UHFFFAOYSA-N