isoquinoline 17 [PMID: 30122040]   Click here for help

GtoPdb Ligand ID: 10071

Compound class: Synthetic organic
Comment: Isoquinoline 17 binds to KEAP1 and acts as a functional Nrf2 activator [1]. By inhibiting the KEAP1-Nrf2 protein-protein interaction it increases the quantity of Nrf2 protein that is available to transclocate to the nucleus and transactivate transcription of Nrf2-responsive genes in vitro. Nrf2 activators that exploit this mechanism are considered to be promising leads for the development of a novel class of antioxidant, antiinflammatory, and anticancer agents [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 197.47
Molecular weight 615.1
XLogP 1.7
No. Lipinski's rules broken 2
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Canonical SMILES COc1ccc(cc1)S(=O)(=O)N(c1ncc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O
Isomeric SMILES COc1ccc(cc1)S(=O)(=O)N(c1ncc(c2c1cccc2)N(S(=O)(=O)c1ccc(cc1)OC)CC(=O)O)CC(=O)O
InChI InChI=1S/C27H25N3O10S2/c1-39-18-7-11-20(12-8-18)41(35,36)29(16-25(31)32)24-15-28-27(23-6-4-3-5-22(23)24)30(17-26(33)34)42(37,38)21-13-9-19(40-2)10-14-21/h3-15H,16-17H2,1-2H3,(H,31,32)(H,33,34)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-(N-{4-[N-(carboxymethyl)4-methoxybenzenesulfonamido]isoquinolin-1-yl}4-methoxybenzenesulfonamido)acetic acid
Database Links Click here for help
GtoPdb PubChem SID 375973258
PubChem CID 134813907
Search Google for chemical match using the InChIKey SDNGUWKKARNBMG-UHFFFAOYSA-N
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