ABX-002   Click here for help

GtoPdb Ligand ID: 12973

Synonyms: ABX002 | compound 1 [WO2022236133A1]
Compound class: Synthetic organic
Comment: ABX-002 is an orally delivered, potent CNS-directed thyroid hormone receptor beta (TRβ) agonist. Structurally ABX-002 is an amide prodrug (that can penetrate the blood-brain barrier) which is cleaved by fatty acid amide hydrolase (FAAH) to the active metabolite ABX-002A [1]. It is proposed to promote the oligodendrocyte differentiating and myelinating/remyelinating activites of thyroid hormone in the brain, whilst minimising the peripherally-driven side effects of synthetic thyroid hormone, and was originally intended for the treatment of demyelinating neurodegenerative CNS disorders [1]. ABX-002 is more recently being investigated as a potentiator of serotoninergic (5-HT) antidepressants in the brains of patients with major depressive disorder.
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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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. 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.

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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 58.56
Molecular weight 382.28
XLogP 3.12
No. Lipinski's rules broken 0
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.

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Canonical SMILES CC(C)C1=CC(=CC=C1O)CC2=C(C=C(C=C2Cl)OCC(=O)NC)Cl
Isomeric SMILES CC(C)C1=C(C=CC(=C1)CC2=C(C=C(C=C2Cl)OCC(=O)NC)Cl)O
InChI InChI=1S/C19H21Cl2NO3/c1-11(2)14-6-12(4-5-18(14)23)7-15-16(20)8-13(9-17(15)21)25-10-19(24)22-3/h4-6,8-9,11,23H,7,10H2,1-3H3,(H,22,24)
InChI Key CQELSEDWYWTMDG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[3,5-dichloro-4-[(4-hydroxy-3-propan-2-ylphenyl)methyl]phenoxy]-N-methylacetamide
Synonyms Click here for help
ABX002 | compound 1 [WO2022236133A1]
Database Links Click here for help
CAS Registry No. 2156649-32-8 (source: PubChem)
GtoPdb PubChem SID 485206094
PubChem CID 132160637
Search Google for chemical match using the InChIKey CQELSEDWYWTMDG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CQELSEDWYWTMDG
UniChem Compound Search for chemical match using the InChIKey CQELSEDWYWTMDG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CQELSEDWYWTMDG-UHFFFAOYSA-N