example 36 [WO2016177845]   Click here for help

GtoPdb Ligand ID: 9555

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Example 36 is one of a number of leukotriene C4 synthase (LTC4S) inhibitors claimed in AstraZeneca patent WO2016177845 [2], particularly for the treatment of respiratory diseases and inflammation. In support of this enzyme as a drug target, a paper by Kleinschmidt et al. (2015) [1] demonstrates that LTC4S inhibitors block leukotriene C4 and cys-LT synthesis in vitro and in vivo, but note that their inhibitors are of quite different structure compared to example 36.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 79.73
Molecular weight 442.19
XLogP 4.01
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(cnc1C(=O)C1CC1C(=O)O)N(c1ccc2c3c1cccc3CC2)CC1CC1
Isomeric SMILES COc1cc(cnc1C(=O)C1CC1C(=O)O)N(c1ccc2c3c1cccc3CC2)CC1CC1
InChI InChI=1S/C27H26N2O4/c1-33-23-11-18(13-28-25(23)26(30)20-12-21(20)27(31)32)29(14-15-5-6-15)22-10-9-17-8-7-16-3-2-4-19(22)24(16)17/h2-4,9-11,13,15,20-21H,5-8,12,14H2,1H3,(H,31,32)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[5-[cyclopropylmethyl(1,2-dihydroacenaphthylen-5-yl)amino]-3-methoxypyridine-2-carbonyl]cyclopropane-1-carboxylic acid
Database Links Click here for help
GtoPdb PubChem SID 336446941
PubChem CID 122670075
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