ebaresdax   Click here for help

GtoPdb Ligand ID: 12149

Synonyms: ACP-044 | ACP044 | compound 1 [WO2020159643A1] [1]
Compound class: Synthetic organic
Comment: The chemical structure for ebaresdax is claimed in Cersci Therapeutics' patent WO2020159643A1 [1], which allowed us to associate this structure with their clinical lead candidate ACP-044. This was confirmed by synonym matches on PubChem. Ebaresdax (ACP-044) is a first-in-class, orally administered, non-opioid analgesic that was developed for potential to treat neuropathic, surgical and osteoarthritic pain.

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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 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.

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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 107.22
Molecular weight 266.07
XLogP 1.95
No. Lipinski's rules broken 0

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
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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 OC(=O)[C@H]1N=C(SC1(C)C)Nc1ccccc1O
Isomeric SMILES CC1([C@H](N=C(S1)Nc1ccccc1O)C(=O)O)C
InChI InChI=1S/C12H14N2O3S/c1-12(2)9(10(16)17)14-11(18-12)13-7-5-3-4-6-8(7)15/h3-6,9,15H,1-2H3,(H,13,14)(H,16,17)/t9-/m1/s1
InChI Key OASISJWJIHWVKX-SECBINFHSA-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 Synthetic organic
IUPAC Name Click here for help
(4R)-2-(2-hydroxyanilino)-5,5-dimethyl-4H-1,3-thiazole-4-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
11566 ebaresdax
Synonyms Click here for help
ACP-044 | ACP044 | compound 1 [WO2020159643A1] [1]
Database Links Click here for help
CAS Registry No. 1334471-39-4 (source: WHO INN record)
GtoPdb PubChem SID 472319271
PubChem CID 53362112
Search Google for chemical match using the InChIKey OASISJWJIHWVKX-SECBINFHSA-N
Search Google for chemicals with the same backbone OASISJWJIHWVKX
Search PubMed clinical trials ebaresdax
Search PubMed titles ebaresdax
Search PubMed titles/abstracts ebaresdax
UniChem Compound Search for chemical match using the InChIKey OASISJWJIHWVKX-SECBINFHSA-N
UniChem Connectivity Search for chemical match using the InChIKey OASISJWJIHWVKX-SECBINFHSA-N

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MedChemExpress
Ebaresdax (links to external site)
Cat. No. HY-139569