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CHEMISTRY
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DEVELOPMENTS

7 Drugs in Development

7 Drugs in Development

Synopsis

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Chemistry

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Also known as: Rv521, Rv-521, Sisunatovir [usan], 1903763-82-5, Ke63tto7wk, Rv521.hcl

Molecular Formula

C₂₃H₂₂F₄N₄O

Molecular Weight

446.4 g/mol

InChI Key

JOPCJJSYRPUEDS-UHFFFAOYSA-N

FDA UNII

KE63TTO7WK

Sisunatovir is an orally available, small molecule inhibitor of human respiratory syncytial virus (RSV) fusion protein (F protein), with potential antiviral activity. Upon oral administration, sisunatovir specifically targets and binds to RSV-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. RSV-F protein, a viral surface glycoprotein, plays a key role in RSV fusion with and entry into target cells.

1 2D Structure

Sisunatovir

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1'-[[5-(aminomethyl)-1-(4,4,4-trifluorobutyl)benzimidazol-2-yl]methyl]-6'-fluorospiro[cyclopropane-1,3'-indole]-2'-one

2.1.2 InChI

InChI=1S/C23H22F4N4O/c24-15-3-4-16-19(11-15)31(21(32)22(16)7-8-22)13-20-29-17-10-14(12-28)2-5-18(17)30(20)9-1-6-23(25,26)27/h2-5,10-11H,1,6-9,12-13,28H2

2.1.3 InChI Key

JOPCJJSYRPUEDS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CC12C3=C(C=C(C=C3)F)N(C2=O)CC4=NC5=C(N4CCCC(F)(F)F)C=CC(=C5)CN

2.2 Other Identifiers

2.2.1 UNII

KE63TTO7WK

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1'-((5-(aminomethyl)-1-(4,4,4-trifluorobutyl)-1h-1,3-benzodiazol-2-yl)methyl)-6'-fluoro-1',2'-dihydrospiro(cyclopropane-1,3'-indole)-2'-one

2. Rv521

2.3.2 Depositor-Supplied Synonyms

1. Rv521

2. Rv-521

3. Sisunatovir [usan]

4. 1903763-82-5

5. Ke63tto7wk

6. Rv521.hcl

7. 1'-[[5-(aminomethyl)-1-(4,4,4-trifluorobutyl)benzimidazol-2-yl]methyl]-6'-fluorospiro[cyclopropane-1,3'-indole]-2'-one

8. 1'-{[5-(aminomethyl)-1-(4,4,4-trifluorobutyl)-1h-benzimidazol-2-yl]methyl}-6'-fluorospiro[cyclopropane-1,3'-indol]-2'(1'h)-one

9. Spiro(cyclopropane-1,3'-(3h)indol)-2'(1'h)-one, 1'-((5-(aminomethyl)-1-(4,4,4-trifluorobutyl)-1h-benzimidazol-2-yl)methyl)-6'-fluoro-

10. Rv521 Free Base

11. Unii-ke63tto7wk

12. Sisunatovir [inn]

13. Sisunatovir [who-dd]

14. Chembl4297497

15. Schembl19470916

16. Sisunatovir (synonyms: Rv521)

17. Ex-a4653

18. Bdbm50572450

19. Rv 521

20. Who 11253

21. Hy-123475

22. Cs-0082715

23. 1'-((5-(aminomethyl)-1-(4,4,4-trifluorobutyl)-1h-benzimidazol-2-yl)methyl)-6'-fluorospiro(cyclopropane-1,3'-(3h)indol)-2'(1'h)-one

24. 1'-((5-(aminomethyl)-1-(4,4,4-trifluorobutyl)-1h-benzo[d]imidazol-2-yl)methyl)-6'-fluorospiro[cyclopropane-1,3'-indolin]-2'-one

25. Wva

2.4 Create Date

2018-01-29

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₂₂F₄N₄O
Molecular Weight	446.4 g/mol
XLogP3	3.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Exact Mass	446.17297399 g/mol
Monoisotopic Mass	446.17297399 g/mol
Topological Polar Surface Area	64.2 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	715
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1