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DEVELOPMENTS

8 Drugs in Development

8 Drugs in Development

Synopsis

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Chemistry

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Also known as: 1616632-77-9, Onc 201, Onc-201, Onc201, Nsc-350625, 9u35a31jai

Molecular Formula

C₂₄H₂₆N₄O

Molecular Weight

386.5 g/mol

InChI Key

VLULRUCCHYVXOH-UHFFFAOYSA-N

FDA UNII

9U35A31JAI

Akt/ERK Inhibitor ONC201 is a water soluble, orally bioavailable inhibitor of the serine/threonine protein kinase Akt (protein kinase B) and extracellular signal-regulated kinase (ERK), with potential antineoplastic activity. Upon administration, Akt/ERK inhibitor ONC201 binds to and inhibits the activity of Akt and ERK, which may result in inhibition of the phosphatidylinositol 3-kinase (PI3K)/Akt signal transduction pathway as well as the mitogen-activated protein kinase (MAPK)/ERK-mediated pathway. This may lead to the induction of tumor cell apoptosis mediated by tumor necrosis factor (TNF)-related apoptosis-inducing ligand (TRAIL)/TRAIL death receptor type 5 (DR5) signaling in AKT/ERK-overexpressing tumor cells. The PI3K/Akt signaling pathway and MAPK/ERK pathway are upregulated in a variety of tumor cell types and play a key role in tumor cell proliferation, differentiation and survival by inhibiting apoptosis. In addition, ONC201 is able to cross the blood-brain barrier.

1 2D Structure

ONC201

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

11-benzyl-7-[(2-methylphenyl)methyl]-2,5,7,11-tetrazatricyclo[7.4.0.02,6]trideca-1(9),5-dien-8-one

2.1.2 InChI

InChI=1S/C24H26N4O/c1-18-7-5-6-10-20(18)16-28-23(29)21-17-26(15-19-8-3-2-4-9-19)13-11-22(21)27-14-12-25-24(27)28/h2-10H,11-17H2,1H3

2.1.3 InChI Key

VLULRUCCHYVXOH-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC=CC=C1CN2C(=O)C3=C(CCN(C3)CC4=CC=CC=C4)N5C2=NCC5

2.2 Other Identifiers

2.2.1 UNII

9U35A31JAI

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 7-benzyl-4-(2-methylbenzyl)-1,2,6,7,8,9-hexahydroimidazo(1,2-a)pyrido(3,4-e)pyrimidin-5(4h)-one

2. Onc201

3. Tic10 Compound

4. Trail-inducing Compound 10

2.3.2 Depositor-Supplied Synonyms

1. 1616632-77-9

2. Onc 201

3. Onc-201

4. Onc201

5. Nsc-350625

6. 9u35a31jai

7. Mfcd28118993

8. 11-benzyl-7-[(2-methylphenyl)methyl]-2,5,7,11-tetrazatricyclo[7.4.0.02,6]trideca-1(9),5-dien-8-one

9. 1342897-86-2

10. Active Isomer 2

11. Tic10 Compound

12. 7-benzyl-4-(2-methylbenzyl)-1,2,6,7,8,9-hexahydroimidazo(1,2-a)pyrido(3,4-e)pyrimidin-5(4h)-one

13. Angular Tic10

14. Tic10 Active Isomer

15. Unii-9u35a31jai

16. Gtpl9978

17. Tic10?

18. Chembl4297310

19. Onc 201 [who-dd]

20. Schembl16227974

21. Ex-a669

22. Hms3874g13

23. Bcp14991

24. Hy-15615a

25. Nsc784931

26. S7963

27. Zinc169620396

28. Ccg-264705

29. Cs-3564

30. Db14844

31. Nsc 350625

32. Nsc-784931

33. Sb17110

34. Ncgc00386747-03

35. Ncgc00386747-06

36. Ncgc00386747-09

37. Ncgc00386747-10

38. As-16735

39. Sy242153

40. Ft-0700231

41. A883070

42. J-690224

43. Q27895916

44. 2,4,6,7,8,9-hexahydro-4-((2-methylphenyl)methyl)-7-(phenylmethyl)imidazo(1,2-a)pyrido(3,4-e)pyrimidin-5(1h)-one

45. 2,4,6,7,8,9-hexahydro-4-((2-methylphenyl)methyl)-7-phenylmethyl)imidazo)(1,2-a)pyrido(3,4-e)pyrimidin-5(1h)-one

2.4 Create Date

2014-05-26

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₆N₄O
Molecular Weight	386.5 g/mol
XLogP3	2.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	386.21066147 g/mol
Monoisotopic Mass	386.21066147 g/mol
Topological Polar Surface Area	39.2 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	693
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 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

Drugs in Development

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ONC201

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