U08

(2~{R},3~{R},4~{S},5~{R})-2-(4-azanylpyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolane-2-carbonitrile

Created:	2021-01-15
Last modified:	2022-07-20

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3 entries where U08 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	34
Chiral Atom Count	4
Bond Count	36
Aromatic Bond Count	10

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Chemical Component Summary
Name	(2~{R},3~{R},4~{S},5~{R})-2-(4-azanylpyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolane-2-carbonitrile
Synonyms	Remdesivir, reacted form
Systematic Name (OpenEye OEToolkits)	(2~{R},3~{R},4~{S},5~{R})-2-(4-azanylpyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolane-2-carbonitrile
Formula	C₁₂ H₁₃ N₅ O₄
Molecular Weight	291.263
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	Nc1ncnn2c1ccc2[C]3(O[CH](CO)[CH](O)[CH]3O)C#N
SMILES	OpenEye OEToolkits	2.0.7	c1cc(n2c1c(ncn2)N)C3(C(C(C(O3)CO)O)O)C#N
Canonical SMILES	CACTVS	3.385	Nc1ncnn2c1ccc2[C@@]3(O[C@H](CO)[C@@H](O)[C@H]3O)C#N
Canonical SMILES	OpenEye OEToolkits	2.0.7	c1cc(n2c1c(ncn2)N)[C@]3([C@@H]([C@@H]([C@H](O3)CO)O)O)C#N
InChI	InChI	1.03	InChI=1S/C12H13N5O4/c13-4-12(10(20)9(19)7(3-18)21-12)8-2-1-6-11(14)15-5-16-17(6)8/h1-2,5,7,9-10,18-20H,3H2,(H2,14,15,16)/t7-,9-,10-,12+/m1/s1
InChIKey	InChI	1.03	BRDWIEOJOWJCLU-LTGWCKQJSA-N

Drug Info: DrugBank

DrugBank ID	DB15686
Name	GS-441524
Groups	experimental
Description	GS-441524 is an adenosine nucleotide analog antiviral, similar to [remdesivir].[A203057,L13239] This molecule was patented in 2009.[L13775] _In vitro_ studies of GS-441524 have determined it has a higher EC<sub>50</sub> than remdesivir against a number of viruses, meaning GS-441524 is less potent.[A203057,A203057] GS-441524 continues to be studied in the treatment of Feline Infectious Peritonitis Virus, a coronavirus that only infects cats.[A198840]
Synonyms	GS-441524
Categories	Adenine Nucleotides Anti-Infective Agents Antiviral Agents Antivirals for Systemic Use Direct Acting Antivirals Experimental Unapproved Treatments for COVID-19 Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleoside Analog Antiviral Nucleosides Purine Nucleosides Purines Ribonucleosides
CAS number	1191237-69-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Replicase polyprotein 1ab	MESLVLGVNEKTHVQLSLPVLQVRDVLVRGFGDSVEEALSEAREHLKNGT...	unknown	inhibitor
RNA-directed RNA polymerase L	MATQHTQYPDARLSSPIVLDQCDLVTRACGLYSSYSLNPQLRNCKLPKHI...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682