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Also known as: 1033805-28-5, Lp-778902, 381v4fcv2z, Lp 778902, (2s)-2-amino-3-[4-[2-amino-6-[(1r)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl]phenyl]propanoic acid, (2s)-2-amino-3-(4-{2-amino-6-[(1r)-1-[4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl}phenyl)propanoic acid

Molecular Formula

C₂₅H₂₂ClF₃N₆O₃

Molecular Weight

546.9 g/mol

InChI Key

NCLGDOBQAWBXRA-PGRDOPGGSA-N

FDA UNII

381V4FCV2Z

A tryptophan hydroxylase inhibitor. [Telotristat ethyl] (brand name Xermelo) is a prodrug of telotristat.

Telotristat is a Tryptophan Hydroxylase Inhibitor. The mechanism of action of telotristat is as a Tryptophan Hydroxylase Inhibitor.

1 2D Structure

Telotristat

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-amino-3-[4-[2-amino-6-[(1R)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl]phenyl]propanoic acid

2.1.2 InChI

InChI=1S/C25H22ClF3N6O3/c1-13-8-9-35(34-13)20-11-16(26)6-7-17(20)22(25(27,28)29)38-21-12-19(32-24(31)33-21)15-4-2-14(3-5-15)10-18(30)23(36)37/h2-9,11-12,18,22H,10,30H2,1H3,(H,36,37)(H2,31,32,33)/t18-,22+/m0/s1

2.1.3 InChI Key

NCLGDOBQAWBXRA-PGRDOPGGSA-N

2.1.4 Canonical SMILES

CC1=NN(C=C1)C2=C(C=CC(=C2)Cl)C(C(F)(F)F)OC3=NC(=NC(=C3)C4=CC=C(C=C4)CC(C(=O)O)N)N

2.1.5 Isomeric SMILES

CC1=NN(C=C1)C2=C(C=CC(=C2)Cl)[C@H](C(F)(F)F)OC3=NC(=NC(=C3)C4=CC=C(C=C4)C[C@@H](C(=O)O)N)N

2.2 Other Identifiers

2.2.1 UNII

381V4FCV2Z

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Lx1606

2. Telotristat Etiprate

2.3.2 Depositor-Supplied Synonyms

1. 1033805-28-5

2. Lp-778902

3. 381v4fcv2z

4. Lp 778902

5. (2s)-2-amino-3-[4-[2-amino-6-[(1r)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl]phenyl]propanoic Acid

6. (2s)-2-amino-3-(4-{2-amino-6-[(1r)-1-[4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl}phenyl)propanoic Acid

7. (s)-2-amino-3-(4-(2-amino-6-((r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)propanoic Acid

8. Telotristat [usan]

9. Telotristat [usan:inn]

10. Unii-381v4fcv2z

11. Telotristat [mi]

12. Telotristat [inn]

13. Telotristat (usan/inn)

14. Telotristat, Lp778902

15. Telotristat [who-dd]

16. Schembl612353

17. Chembl2103855

18. Dtxsid60145805

19. Chebi:177736

20. Ex-a1620

21. Bdbm50145648

22. Hy-13055b

23. Mfcd20528907

24. Zinc84758235

25. Db14218

26. Ncgc00485953-01

27. Ac-35764

28. B3247

29. D09973

30. Q27256725

31. Lp778902;lp 778902;lp-778902

32. (2s)-2-amino-3-[4-[2-amino-6-[(1r)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-triluoroethoxy]pyrimidin-4-yl]phenyl]propanoic Acid

33. 2s)-2-amino-3-(4-(2-amino-6-(((1r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethyl)oxy)pyrimidin-4-yl)phenyl)propanoic Acid

34. 4-(2-amino-6-((1r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2- Trifluoroethoxy)pryrimidin-4-yl)-l-phenylalanine

35. L-phenylalanine, 4-(2-amino-6-((1r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)- 2,2,2-trifluoroethoxy)-4-pryrimidinyl)-

2.4 Create Date

2008-11-17

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₂₂ClF₃N₆O₃
Molecular Weight	546.9 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	8
Exact Mass	546.1394008 g/mol
Monoisotopic Mass	546.1394008 g/mol
Topological Polar Surface Area	142 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	790
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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 FDA Pharmacological Classification

4.1.1 Active Moiety

TELOTRISTAT

4.1.2 FDA UNII

381V4FCV2Z

4.1.3 Pharmacological Classes

Mechanisms of Action [MoA] - Tryptophan Hydroxylase Inhibitors

4.2 ATC Code

A - Alimentary tract and metabolism

A16 - Other alimentary tract and metabolism products

A16A - Other alimentary tract and metabolism products

A16AX - Various alimentary tract and metabolism products

A16AX15 - Telotristat

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