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ZZL-7   Click here for help

GtoPdb Ligand ID: 12316

Synonyms: Ac-Ala-Val-Ome
Compound class: Peptide
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.

ZZL-7 is commercially available from our sponsors

2D Structure
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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.

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SMILES / InChI / InChIKey
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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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Peptide
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

Product suppliers

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Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

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MedChemExpress
ZZL-7 (links to external site)
Cat. No. HY-148417