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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H35N6O8P
Molecular Weight 602.576
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of REMDESIVIR

SMILES

CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@](C#N)([C@H](O)[C@@H]1O)C2=CC=C3N2N=CN=C3N)OC4=CC=CC=C4

InChI

InChIKey=RWWYLEGWBNMMLJ-YSOARWBDSA-N
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

HIDE SMILES / InChI
Molecular Formula C27H35N6O8P
Molecular Weight 602.576
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

2020
742
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:06:21 UTC 2023
Edited
by admin
on Sat Dec 16 19:06:21 UTC 2023
Record UNII
3QKI37EEHE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
REMDESIVIR
INN  
INN   USAN  
Official Name English
2-ETHYLBUTYL (2S)-2-(((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
Systematic Name English
VEKLURY
Brand Name English
REMDESIVIR [JAN]
Common Name English
Remdesivir [WHO-DD]
Common Name English
GS-5734
Code English
REMDESIVIR [USAN]
Common Name English
L-ALANINE, N-((S)-HYDROXYPHENOXYPHOSPHINYL)-, 2-ETHYLBUTYL ESTER, 6-ESTER WITH 2-C-(4-AMINOPYRROLO(2,1-F)(1,2,4)TRIAZIN-7-YL)-2,5-ANHYDRO-D-ALTRONONITRILE
Systematic Name English
REMDESIVIR [ORANGE BOOK]
Common Name English
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
Systematic Name English
2-ETHYLBUTYL N-((S)-(2-C-(4-AMINOPYRROLO(2,1-F)(1,2,4)TRIAZIN-7-YL)-2,5-ANHYDRO-D-ALTRONONITRIL-6-O-YL)PHENOXYPHOSPHORYL)-L-ALANINATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
EU-Orphan Drug EU/3/16/1615
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
FDA ORPHAN DRUG 490515
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
FDA ORPHAN DRUG 739020
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
Code System Code Type Description
CHEBI
145994
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
DRUG CENTRAL
5376
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
INN
10478
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
FDA UNII
3QKI37EEHE
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
RXCUI
2284718
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
PUBCHEM
121304016
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
NCI_THESAURUS
C152185
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
DAILYMED
3QKI37EEHE
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
USAN
FG-60
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
EPA CompTox
DTXSID701022537
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
SMS_ID
100000181868
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
DRUG BANK
DB14761
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
CAS
1355050-11-1
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
NON-SPECIFIC STEREOCHEMISTRY
WIKIPEDIA
GS-5734
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
CAS
1809249-37-3
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
LACTMED
Remdesivir
Created by admin on Sat Dec 16 19:06:24 UTC 2023 , Edited by admin on Sat Dec 16 19:06:24 UTC 2023
PRIMARY
Related Record Type Details
Structure of REMDESIVIR
EXCRETED UNCHANGED
URINE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of 2-Ethylbutyl L-Alaninate Hydrochloride
STARTING MATERIAL -> INGREDIENT
LYSOSOMAL PROTECTIVE PROTEIN
METABOLIC ENZYME -> SUBSTRATE
LIVER CARBOXYLESTERASE 1
METABOLIC ENZYME -> SUBSTRATE
MAJOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
MULTIDRUG AND TOXIN EXTRUSION PROTEIN 1
TRANSPORTER -> INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
SARS-COV
TARGET ORGANISM->INHIBITOR
In human airway epithelial cells
MERS-COV
TARGET ORGANISM->INHIBITOR
In human airway epithelial cells
EC50
SARS-COV2
TARGET ORGANISM->INHIBITOR
In Vero E6 cells inhibits. Targets the RNA-dependent RNA polymerase and block viral RNA synthesis in a broad spectrum of RNA viruses, including human coronaviruses. A US patient with 2019-nCoV recovered after receiving intravenous remdesivir in January
BIOASSAY (CELLULAR)
EC50
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
OATP1B1
TRANSPORTER -> INHIBITOR
OATP-8
TRANSPORTER -> INHIBITOR
Related Record Type Details
Structure of GS-441524
METABOLITE ACTIVE -> PRODRUG
Structure of GS-441524 TRIPHOSPHATE
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
Structure of REMDESIVIR
ACTIVE MOIETY
Structure of Des-phenyl-remdesivir
ACTIVE MOIETY (FOR EXCLUSIVITY)
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Tmax PHARMACOKINETIC
Blood-to-plasma ratio PHARMACOKINETIC
NIH
NCATS
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