GS-621763   Click here for help

GtoPdb Ligand ID: 11840

Synonyms: GS621763
Compound class: Synthetic organic
Comment: GS-621763 is an orally bioavailable triester prodrug of remdesivir (GS-5734) [1]. It is metabolised into the same active nucleoside triphosphate as remdesivir. Like its parent, this prodrug results in inhibition of viral RNA-dependent RNA polymerase (RdRP), and it has been evaluated against SARS-CoV-2 RdRP. GS-621763 has antiviral activity in vitro (in human primary cell systems) and has demonstrated in vivo therapeutic efficacy in mice infected with SARS-CoV-2.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 168.13
Molecular weight 501.22
XLogP 1.38
No. Lipinski's rules broken 2
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Canonical SMILES N#C[C@]1(O[C@@H]([C@H]([C@H]1OC(=O)C(C)C)OC(=O)C(C)C)COC(=O)C(C)C)c1ccc2n1ncnc2N
Isomeric SMILES CC(C)C(=O)OC[C@H]1O[C@](C#N)([C@H](OC(=O)C(C)C)[C@@H]1OC(=O)C(C)C)c1ccc2n1ncnc2N
InChI InChI=1S/C24H31N5O7/c1-12(2)21(30)33-9-16-18(34-22(31)13(3)4)19(35-23(32)14(5)6)24(10-25,36-16)17-8-7-15-20(26)27-11-28-29(15)17/h7-8,11-14,16,18-19H,9H2,1-6H3,(H2,26,27,28)/t16-,18-,19-,24+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(2R,3R,4R,5R)-5-{4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl}-5-cyano-3,4-bis[(2-methylpropanoyl)oxy]oxolan-2-yl]methyl 2-methylpropanoate
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Database Links Click here for help
GtoPdb PubChem SID 461663396
Search Google for chemical match using the InChIKey RVSSLHFYCSUAHY-JQGROFRJSA-N
Search Google for chemicals with the same backbone RVSSLHFYCSUAHY
UniChem Compound Search for chemical match using the InChIKey RVSSLHFYCSUAHY-JQGROFRJSA-N
UniChem Connectivity Search for chemical match using the InChIKey RVSSLHFYCSUAHY-JQGROFRJSA-N