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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H30ClN7O3S
Molecular Weight 532.058
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRESATOVIR

SMILES

CC1=CN2N=C(C=C2N=C1N3CC[C@H](N)C3)[C@@H]4CCCCN4C(=O)C5=C(NS(C)(=O)=O)C=CC(Cl)=C5

InChI

InChIKey=GOFXWTVKPWJNGD-UWJYYQICSA-N
InChI=1S/C24H30ClN7O3S/c1-15-13-32-22(27-23(15)30-10-8-17(26)14-30)12-20(28-32)21-5-3-4-9-31(21)24(33)18-11-16(25)6-7-19(18)29-36(2,34)35/h6-7,11-13,17,21,29H,3-5,8-10,14,26H2,1-2H3/t17-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H30ClN7O3S
Molecular Weight 532.058
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Presatovir is a novel inhibitor of respiratory syncytial virus (RSV) fusion F protein patented by Gilead Sciences, Inc. as an antiviral agent. Upon oral administration of GS-5806, this agent specifically binds to F protein on the viral surface, which inhibits RSV F protein-mediated fusion with the host cell membrane and prevents viral entry. This blocks RSV replication, reduces viral load, and decreases the severity of the disease. Presatovir exhibited potent antiviral activity against 75 RSV clinical isolates from both A and B subgroups in vitro. In vivo, presatovir demonstrated efficient penetration into the lung and epithelial lining fluid in Sprague‐Dawley rats and in dogs and cattle. Presatovir demonstrated dose‐dependent antiviral activity in both the upper respiratory tract and the lungs in a nonclinical study of RSV‐infected cotton rats as well as in a clinical study of healthy adults experimentally infected with RSV.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Phase 1 First-in-Human, Single- and Multiple-Ascending Dose, and Food Effect Studies to Assess the Safety, Tolerability, and Pharmacokinetics of Presatovir for the Treatment of Respiratory Syncytial Virus Infection.
2018 Aug
Patents

Sample Use Guides

Presatovir 200 mg (4 x 50 mg tablets) administered orally as a single dose
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:19:59 UTC 2023
Edited
by admin
on Sat Dec 16 04:19:59 UTC 2023
Record UNII
9628AJ27JA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRESATOVIR
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
GS-5806
Code English
presatovir [INN]
Common Name English
Presatovir [WHO-DD]
Common Name English
PRESATOVIR [USAN]
Common Name English
METHANESULFONAMIDE, N-(2-(((2S)-2-(5-((3S)-3-AMINO-1-PYRROLIDINYL)-6-METHYLPYRAZOLO(1,5-A)PYRIMIDIN-2-YL)-1-PIPERIDINYL)CARBONYL)-4-CHLOROPHENYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID201028097
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
INN
9977
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
PUBCHEM
58029842
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
EVMPD
SUB180919
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
CAS
1353625-73-6
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
FDA UNII
9628AJ27JA
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
DRUG BANK
DB12165
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
ChEMBL
CHEMBL3410450
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
USAN
CD-126
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
NCI_THESAURUS
C118505
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
WIKIPEDIA
Presatovir
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
SMS_ID
100000166713
Created by admin on Sat Dec 16 04:19:59 UTC 2023 , Edited by admin on Sat Dec 16 04:19:59 UTC 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
Related Record Type Details
ACTIVE MOIETY