peptide 30 [PMID: 27019010]   Click here for help

GtoPdb Ligand ID: 9253

Immunopharmacology Ligand
Compound class: Peptide
Comment: Peptide 30 is a synthetic tetrapeptide reported to occupy the arachadonic acid binding site of cyclooxygenase 2 (COX-2) to bring about enzyme inhibition with an antiinflammatory/analgesic outcome [1]. Docking studies suggest that peptide 30 can occupy the active site of inducible nitric oxide synthase (iNOS; iNOS being well documented in pain mechanisms), although the COX-2 interaction is considered to be the major contributor to both the analgesic and antiinflammatory effects of the peptide in vivo.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCC(=O)NCC(=O)NC(C(=O)NC(C(=O)OC)CC(C)C)Cc1ccccc1
Isomeric SMILES NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)OC)CC(C)C)Cc1ccccc1
InChI InChI=1S/C20H30N4O5/c1-13(2)9-16(20(28)29-3)24-19(27)15(10-14-7-5-4-6-8-14)23-18(26)12-22-17(25)11-21/h4-8,13,15-16H,9-12,21H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)/t15-,16-/m0/s1
InChI Key CSHFHJNMIMPJST-HOTGVXAUSA-N
Classification Click here for help
Compound class Peptide
IUPAC Name Click here for help
methyl (2S)-2-[[(2S)-2-[[2-[(2-aminoacetyl)amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoate
Database Links Click here for help
GtoPdb PubChem SID 315661328
PubChem CID 11750118
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UniChem Connectivity Search for chemical match using the InChIKey CSHFHJNMIMPJST-HOTGVXAUSA-N