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Cetilistat

Synopsis, Chemistry

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Also known as: 282526-98-1, Citilistat, Atl-962, 2-(hexadecyloxy)-6-methyl-4h-3,1-benzoxazin-4-one, Atl 962, 2-hexadecoxy-6-methyl-3,1-benzoxazin-4-one

Molecular Formula

C₂₅H₃₉NO₃

Molecular Weight

401.6 g/mol

InChI Key

MVCQKIKWYUURMU-UHFFFAOYSA-N

FDA UNII

LC5G1JUA39

Cetilistat is a novel inhibitor of pancreatic lipase being developed by Alizyme for the treatment of obesity and associated co-morbidities, including type 2 diabetes.

1 2D Structure

Cetilistat

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-hexadecoxy-6-methyl-3,1-benzoxazin-4-one

2.1.2 InChI

InChI=1S/C25H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-28-25-26-23-18-17-21(2)20-22(23)24(27)29-25/h17-18,20H,3-16,19H2,1-2H3

2.1.3 InChI Key

MVCQKIKWYUURMU-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCCCCCOC1=NC2=C(C=C(C=C2)C)C(=O)O1

2.2 Other Identifiers

2.2.1 UNII

LC5G1JUA39

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(hexadecyloxy)-6-methyl-4h-3,1-benzoxazin-4-one

2. Atl-962

2.3.2 Depositor-Supplied Synonyms

1. 282526-98-1

2. Citilistat

3. Atl-962

4. 2-(hexadecyloxy)-6-methyl-4h-3,1-benzoxazin-4-one

5. Atl 962

6. 2-hexadecoxy-6-methyl-3,1-benzoxazin-4-one

7. 4h-3,1-benzoxazin-4-one, 2-(hexadecyloxy)-6-methyl-

8. 2-hexadecyloxy-6-methyl-4h-3,1-benzoxazin-4-one

9. Lc5g1jua39

10. 2-(hexadecyloxy)-6-methyl-4h-benzo[d][1,3]oxazin-4-one

11. Cetilistat [inn]

12. Oblean

13. Cametor

14. Unii-lc5g1jua39

15. Cetilistat (jan/usan/inn)

16. Atl962

17. Cetilistat [usan:inn:ban:jan]

18. Oblean (tn)

19. Cetilistat [mi]

20. Cetilistat [jan]

21. Cetilistat [usan]

22. Cetilistat [who-dd]

23. Schembl367612

24. Chembl2103825

25. Gtpl11433

26. Dtxsid90182506

27. Ex-a983

28. Chebi:134721

29. Hms3873m13

30. Act02675

31. Amy25231

32. Bcp07371

33. Ac-219

34. Mfcd09839697

35. S4930

36. Zinc14128264

37. Akos015915375

38. Ccg-268665

39. Cs-5623

40. Db06586

41. Ks-1251

42. Sb17399

43. Atl-962;atl962;atl 962

44. Ncgc00408859-01

45. Bc166233

46. Hy-14471

47. Ft-0657021

48. D09208

49. F16711

50. 526c981

51. A819389

52. Q3010545

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₃₉NO₃
Molecular Weight	401.6 g/mol
XLogP3	9.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	16
Exact Mass	401.29299411 g/mol
Monoisotopic Mass	401.29299411 g/mol
Topological Polar Surface Area	47.9 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	477
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

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in obesity.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Obesity Agents

Agents that increase energy expenditure and weight loss by neural and metabolic regulation. (See all compounds classified as Anti-Obesity Agents.)

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

Lipid Regulating Agents

Substances that alter the metabolism of LIPIDS. (See all compounds classified as Lipid Regulating Agents.)

5.2 Mechanism of Action

Cetilistat is a gastrointestinal lipase inhibitor that blocks fat digestion and absorption, leading to reduced energy intake, and thus weight loss. It is distinct from most other anti-obesity agents as it does not act on the brain to reduce appetite, but acts peripherally. The compound remains in the gastrointestinal tract with no significant absorption into the body.