Nrf2 peptide [PMID: 23647822]   Click here for help

GtoPdb Ligand ID: 8772

Comment: This Nrf2 peptide displaces the longer labeled Nrf2 mimetic peptide NH2-LQLDEETGEFLPIQGK(MR121)-OH from the central cavity of the Kelch-DC domain at the C-terminus of Keap1 (Kelch-like ECH-associated protein 1; KEAP1) [1]. This article by Marcotte et al. (2013) also describes small molecule inhibitors of the Nrf2-Keap1 interaction e.g. Cpd16 (PubChem CID 1073725) binds Keap1 Kelch-DC with an IC50 of 2.7 µM [1].
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES CC(CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)Cc1ccccc1)CCC(=O)O)C(O)C)CCC(=O)O)CCC(=O)O)CC(=O)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(N)C)Cc1ccccc1)Cc1ccccc1)C)CCC(=O)N)CC(C)C)CCC(=O)N)C
Isomeric SMILES CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C)N)[C@@H](C)O)C(=O)O
InChI InChI=1S/C86H124N18O28/c1-43(2)35-57(98-76(121)53(25-30-64(88)106)93-73(118)47(8)91-79(124)59(38-49-19-13-10-14-20-49)101-82(127)60(97-72(117)46(7)87)39-50-21-15-11-16-22-50)80(125)95-54(26-31-65(89)107)77(122)99-58(36-44(3)4)81(126)102-62(41-70(115)116)84(129)96-55(28-33-68(111)112)75(120)94-56(29-34-69(113)114)78(123)104-71(48(9)105)85(130)90-42-66(108)92-52(27-32-67(109)110)74(119)100-61(40-51-23-17-12-18-24-51)83(128)103-63(86(131)132)37-45(5)6/h10-24,43-48,52-63,71,105H,25-42,87H2,1-9H3,(H2,88,106)(H2,89,107)(H,90,130)(H,91,124)(H,92,108)(H,93,118)(H,94,120)(H,95,125)(H,96,129)(H,97,117)(H,98,121)(H,99,122)(H,100,119)(H,101,127)(H,102,126)(H,103,128)(H,104,123)(H,109,110)(H,111,112)(H,113,114)(H,115,116)(H,131,132)/t46-,47-,48+,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,71-/m0/s1
InChI Key LUWNQRCIIOOCLS-ITDBXDHNSA-N
Classification Click here for help
Compound class Peptide or derivative
Database Links Click here for help
ChEMBL Ligand CHEMBL2402205
GtoPdb PubChem SID 252827430
PubChem CID 73355065
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