topiroxostat   Click here for help

GtoPdb Ligand ID: 10592

Synonyms: Topiloric | Uriadec
PDB Ligand
Compound class: Synthetic organic
Comment: Selective xanthine oxidase inhibitor developed for treatment and management of hyperuricemia and gout.

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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 5
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 91.14
Molecular weight 248.08
XLogP 1.46
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 N#Cc1nccc(c1)c1n[nH]c(n1)c1ccncc1
Isomeric SMILES N#Cc1nccc(c1)c1n[nH]c(n1)c1ccncc1
InChI InChI=1S/C13H8N6/c14-8-11-7-10(3-6-16-11)13-17-12(18-19-13)9-1-4-15-5-2-9/h1-7H,(H,17,18,19)
InChI Key UBVZQGOVTLIHLH-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
4-(5-pyridin-4-yl-1H-1,2,4-triazol-3-yl)pyridine-2-carbonitrile
International Nonproprietary Names Click here for help
INN number INN
9220 topiroxostat
Synonyms Click here for help
Topiloric | Uriadec
Database Links Click here for help
CAS Registry No. 577778-58-6
DrugCentral Ligand 4888
GtoPdb PubChem SID 404859039
PubChem CID 5288320
RCSB PDB Ligand FYX
Search Google for chemical match using the InChIKey UBVZQGOVTLIHLH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UBVZQGOVTLIHLH
Search PubMed clinical trials topiroxostat
Search PubMed titles topiroxostat
Search PubMed titles/abstracts topiroxostat
UniChem Compound Search for chemical match using the InChIKey UBVZQGOVTLIHLH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UBVZQGOVTLIHLH-UHFFFAOYSA-N

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MedChemExpress
Topiroxostat (links to external site)
Cat. No. HY-14874