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Also known as: 1075236-89-3, Gsk2140944, Gsk-2140944, Gsk 2140944, Dvf0pr037d, 3h,8h-2a,5,8a-triazaacenaphthylene-3,8-dione, 2-((4-(((3,4-dihydro-2h-pyrano(2,3-c)pyridin-6-yl)methyl)amino)-1-piperidinyl)methyl)-1,2-dihydro-, (2r)-

Molecular Formula

C₂₄H₂₈N₆O₃

Molecular Weight

448.5 g/mol

InChI Key

PZFAZQUREQIODZ-LJQANCHMSA-N

FDA UNII

DVF0PR037D

Gepotidacin has been used in trials studying the treatment of Gonorrhea, Infections, Bacterial, and Infections, Respiratory Tract.

1 2D Structure

Gepotidacin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R)-3-[[4-(3,4-dihydro-2H-pyrano[2,3-c]pyridin-6-ylmethylamino)piperidin-1-yl]methyl]-1,4,7-triazatricyclo[6.3.1.04,12]dodeca-6,8(12),9-triene-5,11-dione

2.1.2 InChI

InChI=1S/C24H28N6O3/c31-22-4-3-20-24-29(22)15-19(30(24)23(32)13-27-20)14-28-7-5-17(6-8-28)25-11-18-10-16-2-1-9-33-21(16)12-26-18/h3-4,10,12-13,17,19,25H,1-2,5-9,11,14-15H2/t19-/m1/s1

2.1.3 InChI Key

PZFAZQUREQIODZ-LJQANCHMSA-N

2.1.4 Canonical SMILES

C1CC2=CC(=NC=C2OC1)CNC3CCN(CC3)CC4CN5C(=O)C=CC6=C5N4C(=O)C=N6

2.1.5 Isomeric SMILES

C1CC2=CC(=NC=C2OC1)CNC3CCN(CC3)C[C@@H]4CN5C(=O)C=CC6=C5N4C(=O)C=N6

2.2 Other Identifiers

2.2.1 UNII

DVF0PR037D

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Gsk2140944

2.3.2 Depositor-Supplied Synonyms

1. 1075236-89-3

2. Gsk2140944

3. Gsk-2140944

4. Gsk 2140944

5. Dvf0pr037d

6. 3h,8h-2a,5,8a-triazaacenaphthylene-3,8-dione, 2-((4-(((3,4-dihydro-2h-pyrano(2,3-c)pyridin-6-yl)methyl)amino)-1-piperidinyl)methyl)-1,2-dihydro-, (2r)-

7. (2r)-2-[(4-{[(3,4-dihydro-2h-pyrano[2,3-c]pyridin- 6-yl)methyl]amino}piperidin-1-yl)methyl]-1,2-dihydro- 3h,8h-2a,5,8a-triazaacenaphthylene-3,8-dione

8. (3~{r})-3-[[4-(3,4-dihydro-2~{h}-pyrano[2,3-c]pyridin-6-ylmethylamino)piperidin-1-yl]methyl]-1,4,7-triazatricyclo[6.3.1.0^{4,12}]dodeca-6,8(12),9-triene-5,11-dione

9. (3r)-3-[[4-(3,4-dihydro-2h-pyrano[2,3-c]pyridin-6-ylmethylamino)piperidin-1-yl]methyl]-1,4,7-triazatricyclo[6.3.1.04,12]dodeca-6,8(12),9-triene-5,11-dione

10. Gepotidacin [usan:inn]

11. Unii-dvf0pr037d

12. 3h,8h-2a,5,8a-triazaacenaphthylene-3,8-dione, 2-[[4-[[(3,4-dihydro-2h-pyrano[2,3-c]pyridin-6-yl)methyl]amino]-1-piperidinyl]methyl]-1,2-dihydro-, (2r)-

13. Jhn

14. Gepotidacin [inn]

15. Gepotidacin (usan/inn)

16. Gepotidacin [usan]

17. Gepotidacin [who-dd]

18. Schembl3332319

19. Chembl3317856

20. Gtpl10817

21. Dtxsid501028208

22. Bdbm50050549

23. Gsk 2140944e

24. Cs-6531

25. Db12134

26. Hy-16742

27. D10878

28. A857306

29. Q19597285

2.4 Create Date

2008-12-15

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₈N₆O₃
Molecular Weight	448.5 g/mol
XLogP3	0.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Exact Mass	448.22228878 g/mol
Monoisotopic Mass	448.22228878 g/mol
Topological Polar Surface Area	90.4 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	893
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Treatment of uncomplicated urogenital gonorrhea

Treatment of uncomplicated urinary tract infections

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Topoisomerase Inhibitors

Compounds that inhibit the activity of DNA TOPOISOMERASES. (See all compounds classified as Topoisomerase Inhibitors.)

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Gepotidacin

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