CPUY192018   Click here for help

GtoPdb Ligand ID: 9710

Synonyms: compound 18e [PMID: 26258437] | compound 2 [PMID: 24512214]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: CPUY192018 binds to kelch like ECH associated protein 1 (KEAP1) and prevents its interaction with the transcription factor nuclear factor erythroid 2-related factor 2 (Nrf2; NFE2L2; Q16236) [2-3]. CPUY192018 acts as a functional Nrf2 activator. It binds non-covalently to KEAP1, unlike the approved Nrf2 activator dimethyl fumarate and the failed clinical lead bardoxolone, which form irreversible, covalent bonds with a key cysteine residue in KEAP1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 184.58
Molecular weight 614.1
XLogP 4.39
No. Lipinski's rules broken 1
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Canonical SMILES COc1ccc(cc1)S(=O)(=O)N(c1ccc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O
Isomeric SMILES COc1ccc(cc1)S(=O)(=O)N(c1ccc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O
InChI InChI=1S/C28H26N2O10S2/c1-39-19-7-11-21(12-8-19)41(35,36)29(17-27(31)32)25-15-16-26(24-6-4-3-5-23(24)25)30(18-28(33)34)42(37,38)22-13-9-20(40-2)10-14-22/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[[4-[carboxymethyl-(4-methoxyphenyl)sulfonylamino]naphthalen-1-yl]-(4-methoxyphenyl)sulfonylamino]acetic acid
Synonyms Click here for help
compound 18e [PMID: 26258437] | compound 2 [PMID: 24512214]
Database Links Click here for help
GtoPdb PubChem SID 348353669
PubChem CID 73330369
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