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
SMILES / InChI / InChIKey
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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)
InChI Key DOVBVLUPCQSAGE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(4-chloro-3-{5-oxo-1-[4-(trifluoromethyl)phenyl]-2,5-dihydro-1H-1,2,4-triazol-3-yl}phenyl)methyl]-2,2-dimethylpropanamide
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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