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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

PubMed

Sample Use Guides

In Vivo Use Guide
Presatovir 200 mg (4 x 50 mg tablets) administered orally as a single dose
Route of Administration: Oral
Substance Class Chemical
Record UNII
9628AJ27JA
Record Status Validated (UNII)
Record Version