Cilastatin Sodium

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Also known as: 81129-83-1, Cilastatin sodium salt, Cilastatin na, Mls001401364, Sodium;(z)-7-[(2r)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1s)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate, Mk-791

Molecular Formula

C₁₆H₂₅N₂NaO₅S

Molecular Weight

380.4 g/mol

InChI Key

QXPBTTUOVWMPJN-QBNHLFMHSA-M

A renal dehydropeptidase-I and leukotriene D4 dipeptidase inhibitor. Since the antibiotic, IMIPENEM, is hydrolyzed by dehydropeptidase-I, which resides in the brush border of the renal tubule, cilastatin is administered with imipenem to increase its effectiveness. The drug also inhibits the metabolism of leukotriene D4 to leukotriene E4.

1 2D Structure

Cilastatin Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate

2.1.2 InChI

InChI=1S/C16H26N2O5S.Na/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21;/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23);/q;+1/p-1/b12-6-;/t10-,11+;/m1./s1

2.1.3 InChI Key

QXPBTTUOVWMPJN-QBNHLFMHSA-M

2.1.4 Canonical SMILES

CC1(CC1C(=O)NC(=CCCCCSCC(C(=O)O)N)C(=O)[O-])C.[Na+]

2.1.5 Isomeric SMILES

CC1(C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N)/C(=O)[O-])C.[Na+]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Cilastatin

2. Cilastatin Monosodium Salt

3. Mk 0791

4. Mk 791

5. Mk-791

6. Mk0791

7. Mk791

8. Monosodium Salt, Cilastatin

9. Salt, Cilastatin Monosodium

10. Sodium, Cilastatin

2.2.2 Depositor-Supplied Synonyms

1. 81129-83-1

2. Cilastatin Sodium Salt

3. Cilastatin Na

4. Mls001401364

5. Sodium;(z)-7-[(2r)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1s)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate

6. Mk-791

7. Dsstox_cid_26915

8. Dsstox_rid_82013

9. Dsstox_gsid_46915

10. Sodium;(z)-7-[(2s)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1s)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate

11. Chebi:59511

12. Cas-81129-83-1

13. Ncgc00181346-01

14. Cilastatino

15. Cilastatin Sodium, Bio-x

16. Ncgc00167838-01

17. Chembl1201057

18. Cilastatin Sodium (jp17/usp)

19. Dtxsid2046915

20. Hms2051l07

21. Hms2233j15

22. Ex-a4989

23. Tox21_112591

24. Tox21_112804

25. Mfcd08459332

26. Akos015962007

27. Ac-3375

28. Ccg-100932

29. Nc00182

30. Bc164306

31. Smr000469147

32. Sodium (z)-7-(((r)-2-amino-2-carboxyethyl)thio)-2-((s)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoate

33. Cilastatin Sodium 100 Microg/ml In Water

34. B7156

35. D02194

36. L-642957

37. [r-[r*,s*-(z)]]-7-[(2-amino-2-carboxyethyl)thio]-2- [[(2,2-dimethylcyclopropyl)carbonyl]amino]-2- Heptenoic Acid Monosodium Salt

38. Sodium(z)-7-(((r)-2-amino-2-carboxyethyl)thio)-2-((s)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoate

2.3 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₂₅N₂NaO₅S
Molecular Weight	380.4 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	11
Exact Mass	380.13818736 g/mol
Monoisotopic Mass	380.13818736 g/mol
Topological Polar Surface Area	158 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	525
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2