acloproxalap   Click here for help

GtoPdb Ligand ID: 12097

Synonyms: Compound 5 [WO2020223685A1]
Compound class: Synthetic organic
Comment: We obtained the chemical structure for acloproxalap from the WHO's proposed INN list 127 (21 July 2022). In this document it was described as an anti-inflammatory. Acloproxalap is an analogue of reproxalap. Like its predecessor, acloproxalap was designed as a molecular trap for pro-inflammatory Reactive Aldehyde Species (RASP) molecules that are produced by metabolic and inflammatory processes, to treat diseases in which aldehyde toxicity is implicated in the pathogenesis [1]. We predict that acloproxalap is the INN for the clinical lead known as ADX-629.
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 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 59.14
Molecular weight 202.11
XLogP 1.65
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 Nc1cc2ccccc2nc1C(O)(C)C
Isomeric SMILES Nc1c(nc2ccccc2c1)C(C)(C)O
InChI InChI=1S/C12H14N2O/c1-12(2,15)11-9(13)7-8-5-3-4-6-10(8)14-11/h3-7,15H,13H2,1-2H3
InChI Key NOFRQDXKZDAYGB-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/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-(3-aminoquinolin-2-yl)propan-2-ol
International Nonproprietary Names Click here for help
INN number INN
12153 acloproxalap
Synonyms Click here for help
Compound 5 [WO2020223685A1]
Database Links Click here for help
CAS Registry No. 1824609-67-7 (source: WHO INN record)
GtoPdb PubChem SID 472319219
PubChem CID 117758222
Search Google for chemical match using the InChIKey NOFRQDXKZDAYGB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NOFRQDXKZDAYGB
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UniChem Compound Search for chemical match using the InChIKey NOFRQDXKZDAYGB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NOFRQDXKZDAYGB-UHFFFAOYSA-N