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2D Structure
Also known as: Amg-232, 1352066-68-2, Amg 232, Amg232, Navtemadlin, Krt-232
Molecular Formula
C28H35Cl2NO5S
Molecular Weight
568.6  g/mol
InChI Key
DRLCSJFKKILATL-YWCVFVGNSA-N
FDA UNII
7R7G6EH5UL

Navtemadlin is an orally available inhibitor of MDM2 (murine double minute 2), with potential antineoplastic activity. Upon oral administration,navtemadlin binds to the MDM2 protein and prevents its binding to the transcriptional activation domain of the tumor suppressor protein p53. By preventing this MDM2-p53 interaction, the transcriptional activity of p53 is restored. This leads to p53-mediated induction of tumor cell apoptosis. MDM2, a zinc finger protein and a negative regulator of the p53 pathway, is overexpressed in cancer cells; it plays a key role in cancer cell proliferation and survival.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-[(2S)-3-methyl-1-propan-2-ylsulfonylbutan-2-yl]-2-oxopiperidin-3-yl]acetic acid
2.1.2 InChI
InChI=1S/C28H35Cl2NO5S/c1-17(2)24(16-37(35,36)18(3)4)31-26(19-9-11-21(29)12-10-19)23(20-7-6-8-22(30)13-20)14-28(5,27(31)34)15-25(32)33/h6-13,17-18,23-24,26H,14-16H2,1-5H3,(H,32,33)/t23-,24-,26-,28-/m1/s1
2.1.3 InChI Key
DRLCSJFKKILATL-YWCVFVGNSA-N
2.1.4 Canonical SMILES
CC(C)C(CS(=O)(=O)C(C)C)N1C(C(CC(C1=O)(C)CC(=O)O)C2=CC(=CC=C2)Cl)C3=CC=C(C=C3)Cl
2.1.5 Isomeric SMILES
CC(C)[C@@H](CS(=O)(=O)C(C)C)N1[C@@H]([C@H](C[C@](C1=O)(C)CC(=O)O)C2=CC(=CC=C2)Cl)C3=CC=C(C=C3)Cl
2.2 Other Identifiers
2.2.1 UNII
7R7G6EH5UL
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(1-(isopropylsulfonyl)-3-methylbutan-2-yl)-3-methyl-2-oxopiperidin-3-yl)acetic Acid

2. Amg 232

2.3.2 Depositor-Supplied Synonyms

1. Amg-232

2. 1352066-68-2

3. Amg 232

4. Amg232

5. Navtemadlin

6. Krt-232

7. Mdm2 Inhibitor Amg-232

8. Navtemadlin [usan]

9. 7r7g6eh5ul

10. Chembl3125702

11. 2-[(3r,5r,6s)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-[(2s)-3-methyl-1-propan-2-ylsulfonylbutan-2-yl]-2-oxopiperidin-3-yl]acetic Acid

12. Navtemadlin [inn]

13. Unii-7r7g6eh5ul

14. Krt232

15. Schembl9993310

16. Amg 232 [who-dd]

17. Gtpl11133

18. Dtxsid101025652

19. Bdbm50448947

20. Nsc781515

21. Nsc789723

22. Who 11546

23. Zinc103248035

24. Compound 2 [pmid: 24456472]

25. Cs-3282

26. Db15299

27. Nsc-781515

28. Nsc-789723

29. Ncgc00387801-04

30. Ncgc00387801-05

31. Ac-29027

32. As-17007

33. Hy-12296

34. A910091

35. (3r,5r,6s)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-((1s)-2-methyl-1-(((1-methylethyl)sulfonyl)methyl)propyl)-2-oxo-3-piperidineacetic Acid

36. {(3r,5r,6s)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3- Methyl-1-[(2s)-3-methyl-1-(propane-2-sulfonyl)butan2-yl]-2-oxopiperidin-3-yl}acetic Acid

37. 1447813-21-9

38. 3-iperidineacetic Acid, 5-(3-hlorophenyl)-6-(4-hlorophenyl)-3-ethyl-1-(1s)-2-ethyl-1-[(1-ethylethyl)ulfonyl]ethyl]ropyl]-2-xo-, (3r,5r,6s)-

39. 3-piperidineacetic Acid, 5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-[(1s)-2-methyl-1-[[(1-methylethyl)sulfonyl]methyl]propyl]-2-oxo-, (3r,5r,6s)-

2.4 Create Date
2012-08-19
3 Chemical and Physical Properties
Molecular Weight 568.6 g/mol
Molecular Formula C28H35Cl2NO5S
XLogP35.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Exact Mass567.1612998 g/mol
Monoisotopic Mass567.1612998 g/mol
Topological Polar Surface Area100 Ų
Heavy Atom Count37
Formal Charge0
Complexity912
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1