dalosirvat   Click here for help

GtoPdb Ligand ID: 11188

Synonyms: compound 1 [WO2012024404A1]
Compound class: Synthetic organic
Comment: The chemical structure that was submitted to the WHO for the INN dalosirvat (in which it is defined as a 'sirtuin activator'), is a match with compound 1 as claimed in Wintherix's patent as a Wnt pathway activator [1]. Speculatively dalosirvat may be Samumed's SM04554, which is a clinical lead being investigated as a topical therapy to promote hair follicle development and hair regrowth in individuals suffering from androgenetic alopecia (Phase 2/3 NCT03742518). As of August 2020, there has been no formal name>structure disclosure for SM04554.

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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 2
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 52.6
Molecular weight 296.1
XLogP 2.6
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 O=C(c1ccc2c(c1)OCCO2)CCC(=O)c1ccccc1
Isomeric SMILES O=C(c1ccc2c(c1)OCCO2)CCC(=O)c1ccccc1
InChI InChI=1S/C18H16O4/c19-15(13-4-2-1-3-5-13)7-8-16(20)14-6-9-17-18(12-14)22-11-10-21-17/h1-6,9,12H,7-8,10-11H2
InChI Key AOCDRSSVFUCURK-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
1-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-phenylbutane-1,4-dione
Synonyms Click here for help
compound 1 [WO2012024404A1]
Database Links Click here for help
CAS Registry No. 1360540-81-3 (source: WHO INN record)
GtoPdb PubChem SID 434122248
PubChem CID 56837361
Search Google for chemical match using the InChIKey AOCDRSSVFUCURK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone AOCDRSSVFUCURK
UniChem Compound Search for chemical match using the InChIKey AOCDRSSVFUCURK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey AOCDRSSVFUCURK-UHFFFAOYSA-N

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MedChemExpress
Dalosirvat (links to external site)
Cat. No. HY-135516