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Chemistry

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Also known as: 887603-94-3, St-101, Zset1446, Zset-1446, St101, 1',3'-dihydro-2h-spiro[imidazo[1,2-a]pyridine-3,2'-inden]-2-one

Molecular Formula

C₁₅H₁₂N₂O

Molecular Weight

236.27 g/mol

InChI Key

QZWYXEBIQWJXAR-UHFFFAOYSA-N

FDA UNII

7TTT61784C

C/EBP Beta Antagonist ST101 is a peptide antagonist of the transcription factor CCAAT/enhancer-binding protein beta (C/EBP beta), with potential antineoplastic activity. Upon administration, C/EBP beta antagonist ST101 targets and inhibits the activity of C/EBP beta. This prevents the expression of C/EBP beta target genes and proteins, including the anti-apoptotic protein B-cell lymphoma 2 (Bcl-2), cyclins and inhibitor of differentiation (ID) family of proteins, which are involved in cell proliferation, differentiation, and cell cycle regulation. This may lead to apoptosis in tumor cells. C/EBP beta is overexpressed in many cancers and plays an important role in the regulation of cell differentiation; its expression is associated with tumor cell survival and proliferation.

1 2D Structure

ST101

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

spiro[1,3-dihydroindene-2,3'-imidazo[1,2-a]pyridine]-2'-one

2.1.2 InChI

InChI=1S/C15H12N2O/c18-14-15(17-8-4-3-7-13(17)16-14)9-11-5-1-2-6-12(11)10-15/h1-8H,9-10H2

2.1.3 InChI Key

QZWYXEBIQWJXAR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1C2=CC=CC=C2CC13C(=O)N=C4N3C=CC=C4

2.2 Other Identifiers

2.2.1 UNII

7TTT61784C

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Spiro(imidazo-(1,2-a)pyridine-3,2-indan)-2(3h)-one

2. St 101

3. St-101

4. St101 Cpd

5. Zset 1446

6. Zset1446

2.3.2 Depositor-Supplied Synonyms

1. 887603-94-3

2. St-101

3. Zset1446

4. Zset-1446

5. St101

6. 1',3'-dihydro-2h-spiro[imidazo[1,2-a]pyridine-3,2'-inden]-2-one

7. 7ttt61784c

8. Spiro[1,3-dihydroindene-2,3'-imidazo[1,2-a]pyridine]-2'-one

9. Unii-7ttt61784c

10. Spiro[imidazo[1,2-a]pyridine-3(2h),2'-[2h]inden]-2-one, 1',3'-dihydro-

11. Schembl543559

12. Chembl4297437

13. Bcp33073

14. Zinc1491487

15. St 101(zset1446)

16. Mfcd09970869

17. Cs-6039

18. Db12621

19. Sb18912

20. Hy-11013

21. Sy264852

22. A13764

23. F50512

24. Q27268838

25. St-101; Zset1446; St101; Zset 1446; St 101

26. 1',3'-dihydrospiro[imidazo[1,2-a]pyridine-3(2h),2'-[2h]inden]-2-one

27. 1,3-dihydro-2h-spiro[imidazo[1,2-a]pyridine-3,2-inden]-2-one

28. 1 Inverted Exclamation Mark ,3 Inverted Exclamation Mark -dihydro-2h-spiro[imidazo[1,2-a]pyridine-3,2 Inverted Exclamation Mark -inden]-2-one

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₂N₂O
Molecular Weight	236.27 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	0
Exact Mass	236.094963011 g/mol
Monoisotopic Mass	236.094963011 g/mol
Topological Polar Surface Area	32.7 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	475
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