remdesivir triphosphate   Click here for help

GtoPdb Ligand ID: 11899

Synonyms: GS-441524 triphosphate | GS-443902 | RDV-TP
Compound class: Synthetic organic
Comment: Remdesivir triphosphate (GS-443902) is a metabolite of remdesivir. It is formed by replacement of the 5'-hydroxyl group of GS-441524 by a triphosphate group. It inhibits RNA-dependent RNA polymerase (RdRP) activity in a range of viruses.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 7
Rotatable bonds 8
Topological polar surface area 318.94
Molecular weight 531
XLogP -5.73
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES N#C[C@]1(O[C@@H]([C@H]([C@H]1O)O)COP(=O)(OP(=O)(OP(=O)(O)O)O)O)c1ccc2n1ncnc2N
Isomeric SMILES c1c2c(ncnn2c(c1)[C@]1([C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)C#N)N
InChI InChI=1S/C12H16N5O13P3/c13-4-12(8-2-1-6-11(14)15-5-16-17(6)8)10(19)9(18)7(28-12)3-27-32(23,24)30-33(25,26)29-31(20,21)22/h1-2,5,7,9-10,18-19H,3H2,(H,23,24)(H,25,26)(H2,14,15,16)(H2,20,21,22)/t7-,9-,10-,12+/m1/s1
InChI Key DFVPCNAMNAPBCX-LTGWCKQJSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Synonyms Click here for help
GS-441524 triphosphate | GS-443902 | RDV-TP
Database Links Click here for help
BindingDB Ligand 50236025
ChEMBL Ligand CHEMBL2016761
GtoPdb PubChem SID 461663454
PubChem CID 56832906
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UniChem Connectivity Search for chemical match using the InChIKey DFVPCNAMNAPBCX-LTGWCKQJSA-N