ZZL-7   Click here for help

GtoPdb Ligand ID: 12316

Synonyms: Ac-Ala-Val-Ome
Compound class: Peptide or derivative
Comment: ZZL-7 is a novel di-peptide with rapid-onset anti-depressant activity in in vivo models [1]. It binds to the PDZ domain of neuronal NOS (nNOS) and blocks its interaction with the serotonin (5-HT) transporter (SERT; SLC6A4) in the dorsal raphe nucleus (DRN). This mechanism increases SERT translocation the cell surface, in turn increasing 5-HT transport out of the cell and into the intracellular space, with a resulting increase in firing of serotonergic neurons. ZZL-7 has been shown to readily cross the blood-brain barrier in mice following intravenous injection.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES COC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)C)C
Isomeric SMILES COC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)C)C(C)C
InChI InChI=1S/C11H20N2O4/c1-6(2)9(11(16)17-5)13-10(15)7(3)12-8(4)14/h6-7,9H,1-5H3,(H,12,14)(H,13,15)/t7-,9-/m0/s1
InChI Key RHDUVXUSBMPQOK-CBAPKCEASA-N
Classification Click here for help
Compound class Peptide or derivative
IUPAC Name Click here for help
methyl (2S)-2-[(2S)-2-acetamidopropanamido]-3-methylbutanoate
Synonyms Click here for help
Ac-Ala-Val-Ome
Database Links Click here for help
GtoPdb PubChem SID 479821107
PubChem CID 166176924
Search Google for chemical match using the InChIKey RHDUVXUSBMPQOK-CBAPKCEASA-N
Search Google for chemicals with the same backbone RHDUVXUSBMPQOK
UniChem Compound Search for chemical match using the InChIKey RHDUVXUSBMPQOK-CBAPKCEASA-N
UniChem Connectivity Search for chemical match using the InChIKey RHDUVXUSBMPQOK-CBAPKCEASA-N