RA839   Click here for help

GtoPdb Ligand ID: 10487

Synonyms: compound 7 [PMID: 31411465] | RA-839
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: RA839 is a small molecule that noncovalently interacts with KEAP1 and acts as a selective activator of Nrf2-mediated gene transcription [2]. RA839-induced activation of the Nrf2/ARE pathway is reported to produce an anti-rotaviral effect, via inhibition of rotavirus propagation, in vitro [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 95.09
Molecular weight 452.18
XLogP 5.19
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)C1CCN(C1)c1ccc(c2c1cccc2)NS(=O)(=O)c1c(C)c(C)cc(c1C)C
Isomeric SMILES OC(=O)[C@H]1CCN(C1)c1ccc(c2c1cccc2)NS(=O)(=O)c1c(C)c(C)cc(c1C)C
InChI InChI=1S/C25H28N2O4S/c1-15-13-16(2)18(4)24(17(15)3)32(30,31)26-22-9-10-23(21-8-6-5-7-20(21)22)27-12-11-19(14-27)25(28)29/h5-10,13,19,26H,11-12,14H2,1-4H3,(H,28,29)/t19-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3S)-1-[4-[(2,3,5,6-tetramethylphenyl)sulfonylamino]naphthalen-1-yl]pyrrolidine-3-carboxylic acid
Synonyms Click here for help
compound 7 [PMID: 31411465] | RA-839
Database Links Click here for help
BindingDB Ligand 50200467
CAS Registry No. 1832713-02-6 (source: PubChem)
ChEMBL Ligand CHEMBL3899754
GtoPdb PubChem SID 385612246
PubChem CID 91971266
RCSB PDB Ligand 51M
Search Google for chemical match using the InChIKey BVYWIQHJXAEJOD-IBGZPJMESA-N
Search Google for chemicals with the same backbone BVYWIQHJXAEJOD
UniChem Compound Search for chemical match using the InChIKey BVYWIQHJXAEJOD-IBGZPJMESA-N
UniChem Connectivity Search for chemical match using the InChIKey BVYWIQHJXAEJOD-IBGZPJMESA-N

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RA 839 (links to external site)
Cat. No. 5707