Fosravuconazole

Synopsis, Chemistry

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Also known as: 351227-64-0, Fosravuconazole [inn], Bms-379224, Ravuconazole phosphoester, Ravuconazole methylphosphate, E1224 free acid

Molecular Formula

C₂₃H₂₀F₂N₅O₅PS

Molecular Weight

547.5 g/mol

InChI Key

SYTNEMZCCLUTNX-NPMXOYFQSA-N

FDA UNII

L4Q6O5430L

Fosravuconazole is under investigation in clinical trial NCT03378661 (BENDITA BEnznidazole New Doses Improved Treatment and Associations).

1 2D Structure

Fosravuconazole

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R,3R)-3-[4-(4-cyanophenyl)-1,3-thiazol-2-yl]-2-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl)butan-2-yl]oxymethyl dihydrogen phosphate

2.1.2 InChI

InChI=1S/C23H20F2N5O5PS/c1-15(22-29-21(10-37-22)17-4-2-16(9-26)3-5-17)23(11-30-13-27-12-28-30,34-14-35-36(31,32)33)19-7-6-18(24)8-20(19)25/h2-8,10,12-13,15H,11,14H2,1H3,(H2,31,32,33)/t15-,23+/m0/s1

2.1.3 InChI Key

SYTNEMZCCLUTNX-NPMXOYFQSA-N

2.1.4 Canonical SMILES

CC(C1=NC(=CS1)C2=CC=C(C=C2)C#N)C(CN3C=NC=N3)(C4=C(C=C(C=C4)F)F)OCOP(=O)(O)O

2.1.5 Isomeric SMILES

C[C@@H](C1=NC(=CS1)C2=CC=C(C=C2)C#N)[C@](CN3C=NC=N3)(C4=C(C=C(C=C4)F)F)OCOP(=O)(O)O

2.2 Other Identifiers

2.2.1 UNII

L4Q6O5430L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bms-379224

2.3.2 Depositor-Supplied Synonyms

1. 351227-64-0

2. Fosravuconazole [inn]

3. Bms-379224

4. Ravuconazole Phosphoester

5. Ravuconazole Methylphosphate

6. E1224 Free Acid

7. Ravuconazole Methyl Phosphate

8. E-1224 Free Acid

9. Chebi:34549

10. L4q6o5430l

11. Bms 379224

12. (((2r,3r)-3-(4-(4-cyanophenyl)thiazol-2-yl)-2-(2,4-difluorophenyl)-1-(1h-1,2,4-triazol-1-yl)butan-2-yl)oxy)methyl Dihydrogen Phosphate

13. Benzonitrile, 4-(2-((1r,2r)-2-(2,4-difluorophenyl)-1-methyl-2-((phosphonooxy)methoxy)-3-(1h-1,2,4-triazol-1-yl)propyl)-4-thiazolyl)-

14. Unii-l4q6o5430l

15. Fosravuconazole [mi]

16. Chembl333325

17. Schembl1434200

18. Fosravuconazole [who-dd]

19. Dtxsid70188627

20. Db15204

21. [(2r,3r)-3-[4-(4-cyanophenyl)-1,3-thiazol-2-yl]-2-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl)butan-2-yl]oxymethyl Dihydrogen Phosphate

22. Hy-16779

23. Cs-0012407

24. Q27116141

25. 4-[2-[(1r,2r)-1-methyl-2-(phosphonooxymethoxy)-2-(2,4-difluorophenyl)-3-(1h-1,2,4-triazole-1-yl)propyl]thiazole-4-yl]benzonitrile

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₂₀F₂N₅O₅PS
Molecular Weight	547.5 g/mol
XLogP3	2.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	10
Exact Mass	547.08908325 g/mol
Monoisotopic Mass	547.08908325 g/mol
Topological Polar Surface Area	172 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	859
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1