zaloglanstat   Click here for help

GtoPdb Ligand ID: 11406

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: The chemical structure that was submitted for the INN zaloglanstat (described as a prostaglandin synthase inhibitor) is claimed in Glenmark Pharmaceuticals' patent WO2013186692A1 as Example 100 [2]. The patent claims the compound as a microsomal prostaglandin E synthase-1 (mPGES-1) inhibitor for application in chronic inflammatory conditions. Online investigation (including Glenmark's US pipeline webpage) suggests that zaloglanstat could be Glenmark's lead, GRC 27864/ISC 27864 (a potent, selective, and orally bioavailable inhibitor), which has completed first-in-human evaluation in healthy trial participants [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 79.26
Molecular weight 452.12
XLogP 5.01
No. Lipinski's rules broken 1
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Canonical SMILES O=C(C(C)(C)C)NCc1ccc(c(c1)c1[nH]n(c(=O)n1)c1ccc(cc1)C(F)(F)F)Cl
Isomeric SMILES O=C(C(C)(C)C)NCc1ccc(c(c1)c1[nH]n(c(=O)n1)c1ccc(cc1)C(F)(F)F)Cl
InChI InChI=1S/C21H20ClF3N4O2/c1-20(2,3)18(30)26-11-12-4-9-16(22)15(10-12)17-27-19(31)29(28-17)14-7-5-13(6-8-14)21(23,24)25/h4-10H,11H2,1-3H3,(H,26,30)(H,27,28,31)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
11548 zaloglanstat
Database Links Click here for help
CAS Registry No. 1513852-12-4 (source: WHO INN record)
GtoPdb PubChem SID 440816775
PubChem CID 136246033
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