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Chemistry

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Also known as: 870964-67-3, Evocalcet [inn], Mt-4580, Khk-7580, Khk7580, E58mlh082p

Molecular Formula

C₂₄H₂₆N₂O₂

Molecular Weight

374.5 g/mol

InChI Key

RZNUIYPHQFXBAN-XLIONFOSSA-N

FDA UNII

E58MLH082P

Evocalcet is an orally available calcium receptor (CaR) modulator, with potential calcimimetic activity. Upon administration, evocalcet allosterically binds to and inhibits the activity of CaR, thereby suppressing the production of serum parathyroid hormone (PTH) and prevents the PTH-mediated efflux of calcium from bone and normalizes calcium levels.

1 2D Structure

Evocalcet

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[4-[(3S)-3-[[(1R)-1-naphthalen-1-ylethyl]amino]pyrrolidin-1-yl]phenyl]acetic acid

2.1.2 InChI

InChI=1S/C24H26N2O2/c1-17(22-8-4-6-19-5-2-3-7-23(19)22)25-20-13-14-26(16-20)21-11-9-18(10-12-21)15-24(27)28/h2-12,17,20,25H,13-16H2,1H3,(H,27,28)/t17-,20+/m1/s1

2.1.3 InChI Key

RZNUIYPHQFXBAN-XLIONFOSSA-N

2.1.4 Canonical SMILES

CC(C1=CC=CC2=CC=CC=C21)NC3CCN(C3)C4=CC=C(C=C4)CC(=O)O

2.1.5 Isomeric SMILES

C[C@H](C1=CC=CC2=CC=CC=C21)N[C@H]3CCN(C3)C4=CC=C(C=C4)CC(=O)O

2.2 Other Identifiers

2.2.1 UNII

E58MLH082P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (4-((3s)-3-(((1r)-1-(1-naphthyl)ethyl)amino)-1-pyrrolidinyl)phenyl)acetic Acid

2.3.2 Depositor-Supplied Synonyms

1. 870964-67-3

2. Evocalcet [inn]

3. Mt-4580

4. Khk-7580

5. Khk7580

6. E58mlh082p

7. 4-[(3s)-3-[[(1r)-1-(1-naphthalenyl)ethyl]amino]-1-pyrrolidinyl]benzeneaceticacid

8. 2-[4-[(3s)-3-[[(1r)-1-naphthalen-1-ylethyl]amino]pyrrolidin-1-yl]phenyl]acetic Acid

9. 4-[(3s)-3-[[(1r)-1-(1-naphthalenyl)ethyl]amino]-1-pyrrolidinyl]benzeneacetic Acid

10. Benzeneacetic Acid, 4-((3s)-3-(((1r)-1-(1-naphthalenyl)ethyl)amino)-1-pyrrolidinyl)-

11. 2-(4-((s)-3-(((r)-1-(naphthalen-1-yl)ethyl)amino)pyrrolidin-1-yl)phenyl)acetic Acid

12. 2-[4-[(3s)-3-[[(1r)-1-naphthalen-1-ylethyl]amino]pyrrolidin-1-yl]phenyl]ethanoic Acid

13. Unii-e58mlh082p

14. Evocalcet?

15. H43

16. Orkedia (tn)

17. Evocalcet (jan/inn)

18. Evocalcet [jan]

19. Evocalcet [mi]

20. Evocalcet [who-dd]

21. Gtpl9042

22. Chembl4297621

23. Schembl14668291

24. Khk7580khk7580

25. Dtxsid101132784

26. Vjb96467

27. Akos040741717

28. Db12388

29. Khk7580; Mt-4580

30. Hy-17613

31. Ms-26062

32. Cs-0014698

33. Ns00073438

34. D11063

35. G15959

36. Q27077250

37. (4-((3s)-3-(((1r)-1-(1-naphthyl)ethyl)amino)-1-pyrrolidinyl)phenyl)acetic Acid

2.4 Create Date

2013-03-21

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₆N₂O₂
Molecular Weight	374.5 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	52.6
Heavy Atom Count	28
Formal Charge	0
Complexity	517
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