GSK065   Click here for help

GtoPdb Ligand ID: 10358

Synonyms: GSK3335065 | inhibitor C1 [PMID: 28604669]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GSK065 (a.k.a. GSK3335065) was a clinical lead kynurenine-3-monooxygenase (KMO) inhibitor that was developed for potential to treat acute pancreatitis multiple organ dysfunction syndrome (AP-MODS) [1]. It was designed to be administered intravenously. The intention of inhibiting KMO is to return AP-MODS-associated elevation in 3-hydroxykynurenine levels [2] to the normal range, so as to reduce acute pancreatitis-induced organ damage. GSK065 was developed though a partnership between the University of Edinburgh's Centre for Inflammation Research and GSK's Discovery Partnerships with Academia programme.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 85.45
Molecular weight 346.07
XLogP 3.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCc1noc2c1cc(Cl)c(c2)OC(c1ccccn1)C
Isomeric SMILES OC(=O)CCc1noc2c1cc(Cl)c(c2)O[C@@H](c1ccccn1)C
InChI InChI=1S/C17H15ClN2O4/c1-10(13-4-2-3-7-19-13)23-16-9-15-11(8-12(16)18)14(20-24-15)5-6-17(21)22/h2-4,7-10H,5-6H2,1H3,(H,21,22)/t10-/m1/s1
InChI Key WPAHVUADNLXSOM-SNVBAGLBSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
GSK3335065 | inhibitor C1 [PMID: 28604669]
Database Links Click here for help
GtoPdb PubChem SID 384403639
PubChem CID 121415134
RCSB PDB Ligand 8R5
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