PKUMDL_MH_1001   Click here for help

GtoPdb Ligand ID: 9141

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Computational approaches discovered a previously unknown allosteric site on 15-lipoxygenase (15-LOX). PKUMDL_MH_1001 is reported as a positive allosteric modulator acting at this novel site [1]. PKUMDL_MH_1001 increases levels of 15-LOX products and reduces production of pro-inflammatory mediators in human whole blood assays. The structure specified in 'supplementary data' [1] has 2 unresolved stereo centres and there are 9 same connectivity records in PubChem.
This compound has potential to drive inflammation resolution by shifting the arachidonic acid metabolic pathway to the production of 15-LOX products such as lipoxins, and inhibiting production of pro-inflammatory mediators such as leukotrienes and prostaglandins.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 39.15
Molecular weight 428.26
XLogP 3.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CN1CCN(CC1)CC(=O)N1N=C2C(C1c1ccccc1)CCCC2=Cc1ccccc1
Isomeric SMILES CN1CCN(CC1)CC(=O)N1N=C2C(C1c1ccccc1)CCC/C/2=C\c1ccccc1
InChI InChI=1S/C27H32N4O/c1-29-15-17-30(18-16-29)20-25(32)31-27(22-11-6-3-7-12-22)24-14-8-13-23(26(24)28-31)19-21-9-4-2-5-10-21/h2-7,9-12,19,24,27H,8,13-18,20H2,1H3/b23-19+
InChI Key GEMFAWUXUVGGTE-FCDQGJHFSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-(4-methylpiperazin-1-yl)-1-[(7E)-3-phenyl-7-(phenylmethylidene)-3,3a,4,5,6,7-hexahydro-2H-indazol-2-yl]ethan-1-one
Database Links Click here for help
GtoPdb PubChem SID 315661226
PubChem CID 11841193
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