obeldesivir   Click here for help

GtoPdb Ligand ID: 12901

Synonyms: ATV-006 | ATV006 | compound 5c [PMID: 34450570] | GS-5245 | GS5245
Compound class: Synthetic organic
Comment: Obeldesivir (GS-5245) is an orally bioavailable investigational nucleoside (ATP analogue) antiviral compound [4]. It is an ester prodrug of the predominant remdesivir metabolite GS-441524 [2]. As an inhibitor of viral RNA-dependent RNA polymerase (RdRP) it is likely to have activity against a range of filoviruses, paramyxoviruses, and coronaviruses, including SARS-CoV-2. Postexposure efficacy against SARS-CoV-2 in humans, and Marburg virus and Ebola virus infections (in nonhuman primates) has been reported [1-3,5].

obeldesivir is commercially available from our sponsors

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 10
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 153.76
Molecular weight 361.35
XLogP -1.68
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 CC(C)C(=O)OC[C@@H]1[C@H]([C@H]([C@](C#N)(C2=CC=C3C(=NC=NN32)N)O1)O)O
Isomeric SMILES CC(C)C(=O)OC[C@@H]1[C@H]([C@H]([C@](O1)(C#N)C2=CC=C3N2N=CN=C3N)O)O
InChI InChI=1S/C16H19N5O5/c1-8(2)15(24)25-5-10-12(22)13(23)16(6-17,26-10)11-4-3-9-14(18)19-7-20-21(9)11/h3-4,7-8,10,12-13,22-23H,5H2,1-2H3,(H2,18,19,20)/t10-,12-,13-,16+/m1/s1
InChI Key YIHPGVCWGSURHO-VSBTWAGUSA-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
International Nonproprietary Names Click here for help
INN number INN
12459 obeldesivir
Synonyms Click here for help
ATV-006 | ATV006 | compound 5c [PMID: 34450570] | GS-5245 | GS5245
Database Links Click here for help
CAS Registry No. 2647441-36-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL4863829
GtoPdb PubChem SID 485206022
PubChem CID 162513664
Search Google for chemical match using the InChIKey YIHPGVCWGSURHO-VSBTWAGUSA-N
Search Google for chemicals with the same backbone YIHPGVCWGSURHO
Search PubMed clinical trials obeldesivir
Search PubMed titles obeldesivir
Search PubMed titles/abstracts obeldesivir
UniChem Compound Search for chemical match using the InChIKey YIHPGVCWGSURHO-VSBTWAGUSA-N
UniChem Connectivity Search for chemical match using the InChIKey YIHPGVCWGSURHO-VSBTWAGUSA-N

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MedChemExpress
Obeldesivir (links to external site)
Cat. No. HY-145994