GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

IAMA-6   Click here for help

GtoPdb Ligand ID: 13840

Compound class: Synthetic organic
Comment: IAMA-6 is a small molecule inhibitor of the basolateral Na-K-Cl symporter NKCC1 (SLC12A2). The chemical structure was disclosed during the 'First Time disclosures' session at the ACS Spring 2025 meeting in San Diego and this was matched to ARN23746/compound 1 in [1]. IAMA-6 is intended as an orally bioavailable agent that targets NKCC1-associated neuronal hyperexcitability as a mechanism to restore neuronal excitability as a treatment for neurological disorders, including autism and epilepsies in paediatric patients.
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
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were 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/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 95.09
Molecular weight 410.45
XLogP 4.22
No. Lipinski's rules broken 1

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/)
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.

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/)

✖
Canonical SMILES CN(C)S(=O)(=O)C1=CC(=CC=C1NCCCCCCCC(F)(F)F)C(=O)O
Isomeric SMILES CN(C)S(=O)(=O)C1=C(NCCCCCCCC(F)(F)F)C=CC(=C1)C(O)=O
InChI InChI=1S/C17H25F3N2O4S/c1-22(2)27(25,26)15-12-13(16(23)24)8-9-14(15)21-11-7-5-3-4-6-10-17(18,19)20/h8-9,12,21H,3-7,10-11H2,1-2H3,(H,23,24)
InChI Key ZAJDYPRGNPKHEI-UHFFFAOYSA-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/)
No information available.
Summary of Clinical Use Click here for help
IAMA-6 is a therapeutic lead that has been progressed to clinical trial.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT06300398 IAMA-6 Oral Dose Study in Healthy Adults Phase 1 Interventional Iama Therapeutics S.r.l.