compound 36 [PMID: 34843241]   Click here for help

GtoPdb Ligand ID: 12713

Synonyms: example 48 [WO2012056478]
Compound class: Synthetic organic
Comment: This compound is reported as an inhibitor of calcium release-activated calcium (CRAC) channel activity [2]. CRAC channels contain Orai1 (the pore-forming subunit) and stromal interaction molecule 1 (STIM1, which senses Ca2+ levels in the endoplasmic reticulum), and they mediate influx of Ca2+ ions into T cells in response to antigen engagement. CRAC function inhibitors have anti-inflammatory potential via blocking NFAT-mediated T cell activation. The chemical structure was claimed in Lupin Limited's 2012 patent WO2012056478A1 [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 71
Molecular weight 421.4
XLogP 2.97
No. Lipinski's rules broken 0
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Canonical SMILES CC1=C(C=CC=C1C2=NN(C)C(=O)O2)C3=CC=C(C=C3)NC(=O)C4=C(C=CC=C4F)F
Isomeric SMILES O=C1OC(=NN1C)C=2C=CC=C(C3=CC=C(NC(C4=C(F)C=CC=C4F)=O)C=C3)C2C
InChI InChI=1S/C23H17F2N3O3/c1-13-16(5-3-6-17(13)22-27-28(2)23(30)31-22)14-9-11-15(12-10-14)26-21(29)20-18(24)7-4-8-19(20)25/h3-12H,1-2H3,(H,26,29)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
example 48 [WO2012056478]
Database Links Click here for help
BindingDB Ligand 50575331
ChEMBL Ligand CHEMBL4868242
GtoPdb PubChem SID 483123261
PubChem CID 57330559
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