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Chemistry

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Also known as: Abbv-2222, 1918143-53-9, Galicaftor [inn], Galicaftor [usan], Glpg2222, Glpg-2222

Molecular Formula

C₂₈H₂₁F₄NO₇

Molecular Weight

559.5 g/mol

InChI Key

QVDYQHXNAQHIKH-TZIWHRDSSA-N

FDA UNII

J0IIT8QSQS

Galicaftor is under investigation in clinical trial NCT03540524 (A Study Looking at the Safety, Tolerability and Efficacy of the Combination of the Study Drugs GLPG2451 and GLPG2222 With or Without GLPG2737 in Patients With Cystic Fibrosis.).

1 2D Structure

Galicaftor

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(2R,4R)-4-[[1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropanecarbonyl]amino]-7-(difluoromethoxy)-3,4-dihydro-2H-chromen-2-yl]benzoic acid

2.1.2 InChI

InChI=1S/C28H21F4NO7/c29-26(30)37-17-6-7-18-19(13-21(38-22(18)12-17)14-1-3-15(4-2-14)24(34)35)33-25(36)27(9-10-27)16-5-8-20-23(11-16)40-28(31,32)39-20/h1-8,11-12,19,21,26H,9-10,13H2,(H,33,36)(H,34,35)/t19-,21-/m1/s1

2.1.3 InChI Key

QVDYQHXNAQHIKH-TZIWHRDSSA-N

2.1.4 Canonical SMILES

C1CC1(C2=CC3=C(C=C2)OC(O3)(F)F)C(=O)NC4CC(OC5=C4C=CC(=C5)OC(F)F)C6=CC=C(C=C6)C(=O)O

2.1.5 Isomeric SMILES

C1CC1(C2=CC3=C(C=C2)OC(O3)(F)F)C(=O)N[C@@H]4C[C@@H](OC5=C4C=CC(=C5)OC(F)F)C6=CC=C(C=C6)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

J0IIT8QSQS

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-((2r,4r)-4-(((1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropyl)carbonyl)amino)-7-(difluoromethoxy)-3,4-dihydro-2h-chromen-2-yl)benzoic Acid

2. Abbv-2222

3. Glpg2222

2.3.2 Depositor-Supplied Synonyms

1. Abbv-2222

2. 1918143-53-9

3. Galicaftor [inn]

4. Galicaftor [usan]

5. Glpg2222

6. Glpg-2222

7. J0iit8qsqs

8. 4-[(2r,4r)-4-({[1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropyl]carbonyl}amino)-7-(difluoromethoxy)-3,4-dihydro-2h-chromen-2-yl]benzoic Acid

9. Benzoic Acid, 4-((2r,4r)-4-(((1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropyl)carbonyl)amino)-7-(difluoromethoxy)-3,4-dihydro-2h-1-benzopyran-2-yl)-

10. 4-((2r,4r)-4-(((1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropyl)carbonyl)amino)-7-(difluoromethoxy)-3,4-dihydro-2h-chromen-2-yl)benzoic Acid

11. Unii-j0iit8qsqs

12. Galicaftor (usan/inn)

13. Galicaftor [who-dd]

14. Chembl4101487

15. Schembl17708714

16. Ex-a6713

17. S8535

18. Who 10837

19. Abbv-2222 (glpg2222)

20. Db14894

21. Hy-111111

22. Cs-0034251

23. D11724

24. Q29208499

25. 4-[(2r,4r)-4-[[1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropanecarbonyl]amino]-7-(difluoromethoxy)-3,4-dihydro-2h-chromen-2-yl]benzoic Acid

2.4 Create Date

2016-08-06

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₂₁F₄NO₇
Molecular Weight	559.5 g/mol
XLogP3	5.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	7
Exact Mass	559.12541466 g/mol
Monoisotopic Mass	559.12541466 g/mol
Topological Polar Surface Area	103 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	957
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