CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: remdesivir
Accession: CHEBI:145994
browse the term
Definition: A carboxylic ester resulting from the formal condensation of the carboxy group of N-[(S)-{[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]-L-alanine with the hydroxy group of 2-ethylbutan-1-ol. A broad-spectrum antiviral prodrug with potent in vitro antiviral activity against a diverse panel of RNA viruses such as Ebola virus, MERS-CoV and SARS-CoV. It is currently in Phase III clinical trials for the treatment of Covid-19 in adults.
Synonyms: exact_synonym: 2-ethylbutyl N-[(S)-{[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]-L-alaninate
related_synonym: (2S)-2-{(2R,3S,4R,5R)-[5-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]phenoxy-(S)-phosphorylamino}propionic acid 2-ethyl-butyl ester; 2-ethylbutyl (2S)-2-{[(S)-{[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate; Formula=C27H35N6O8P; GS-5734; GS5734; InChI=1S/C27H35N6O8P/c1-4-18(5-2)13-38-26(36)17(3)32-42(37,41-19-9-7-6-8-10-19)39-14-21-23(34)24(35)27(15-28,40-21)22-12-11-20-25(29)30-16-31-33(20)22/h6-12,16-18,21,23-24,34-35H,4-5,13-14H2,1-3H3,(H,32,37)(H2,29,30,31)/t17-,21+,23+,24+,27-,42-/m0/s1; InChIKey=RWWYLEGWBNMMLJ-YSOARWBDSA-N; SMILES=[C@]1(O[C@@H]([C@H]([C@H]1O)O)CO[P@@](N[C@H](C(OCC(CC)CC)=O)C)(OC=2C=CC=CC2)=O)(C#N)C=3N4N=CN=C(C4=CC3)N; remdesivirum
xref: CAS:1809249-37-3; DrugBank:DB14761; KEGG:D11472
xref_mesh: MESH:C000606551
xref: PMCID:PMC5630887; PMID:26934220; PMID:28124907; PMID:28262699; PMID:28659436; PMID:29511076; PMID:30275474; PMID:30987343; PMID:31142680; PMID:31233808; PMID:31924756; PMID:32020029; PMID:32054787; PMID:32094225; PMID:32145386; PMID:32147516; PMID:32152082; Wikipedia:Remdesivir
G
Ache
acetylcholinesterase
increases hydrolysis
ISO
ACHE protein results in increased hydrolysis of remdesivir
CTD
PMID:34774545
NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
G
Bche
butyrylcholinesterase
increases hydrolysis
ISO
BCHE protein results in increased hydrolysis of remdesivir
CTD
PMID:34774545
NCBI chr 2:158,308,674...158,401,148
Ensembl chr 2:158,307,584...158,401,148
G
Ccl2
C-C motif chemokine ligand 2
decreases expression
ISO
Remdesivir decreases expression of CCL2 mRNA and protein in SARS-CoV-2 induced hepatocellular carcinoma cells
RGD
PMID:32360580
RGD:30309211
NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
G
Ces1d
carboxylesterase 1D
multiple interactions increases hydrolysis
ISO
Simvastatin inhibits the reaction [CES1 protein results in increased hydrolysis of remdesivir]
CTD
PMID:34774545
NCBI chr19:13,873,490...13,912,035
Ensembl chr19:13,796,623...13,912,035
G
Ctsa
cathepsin A
increases hydrolysis
ISO
CTSA protein results in increased hydrolysis of remdesivir
CTD
PMID:34774545
NCBI chr 3:153,569,106...153,574,983
Ensembl chr 3:153,568,381...153,576,215
G
Cxcl10
C-X-C motif chemokine ligand 10
decreases expression
ISO
Remdesivir decreases expression of CXCL10 mRNA and protein in SARS-CoV-2 induced hepatocellular carcinoma cells
RGD
PMID:32360580
RGD:30309211
NCBI chr14:15,704,772...15,706,969
Ensembl chr14:15,704,758...15,706,975
G
Il1b
interleukin 1 beta
decreases expression
ISO
Remdesivir decreases expression of IL1B mRNA and protein in SARS-CoV-2 induced hepatocellular carcinoma cells
RGD
PMID:32360580
RGD:30309211
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
G
Il6
interleukin 6
decreases expression
ISO
Remdesivir decreases expression of IL-6 mRNA and protein in SARS-CoV-2 induced hepatocellular carcinoma cells
RGD
PMID:32360580
RGD:30309211
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
G
Tnf
tumor necrosis factor
decreases expression
ISO
Remdesivir decreases expression of TNF mRNA and protein in SARS-CoV-2 induced hepatocellular carcinoma cells
RGD
PMID:32360580
RGD:30309211
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all