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Chemistry

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Also known as: 59917-39-4, Vindesine sulfate salt, Fildesin (tn), Vindesinesulfatesalt, Eldesine, Eldisine

Molecular Formula

C₄₃H₅₇N₅O₁₁S

Molecular Weight

852.0 g/mol

InChI Key

COFJBSXICYYSKG-FJFFLIEUSA-N

Vinblastine derivative with antineoplastic activity against CANCER. Major side effects are myelosuppression and neurotoxicity. Vindesine is used extensively in chemotherapy protocols (ANTINEOPLASTIC COMBINED CHEMOTHERAPY PROTOCOLS).

1 2D Structure

Vindesine Sulfate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl (13S,15S,17S)-13-[(1R,9R,10S,11R,12R,19R)-10-carbamoyl-12-ethyl-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate;sulfuric acid

2.1.2 InChI

InChI=1S/C43H55N5O7.H2O4S/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50;1-5(2,3)4/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50);(H2,1,2,3,4)/t25-,34+,35-,36-,39+,40-,41-,42+,43+;/m1./s1

2.1.3 InChI Key

COFJBSXICYYSKG-FJFFLIEUSA-N

2.1.4 Canonical SMILES

CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)N)O)O)CC)OC)C(=O)OC)O.OS(=O)(=O)O

2.1.5 Isomeric SMILES

CC[C@@]1(C[C@@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)N)O)O)CC)OC)C(=O)OC)O.OS(=O)(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Compound 112531

2. Desacetylvinblastine Amide

3. Eldisine

4. Enison

5. Nsc 245467

6. Nsc-245467

7. Nsc245467

8. Sulfate, Vindesine

9. Vindesin

10. Vindesine

2.2.2 Depositor-Supplied Synonyms

1. 59917-39-4

2. Vindesine Sulfate Salt

3. Fildesin (tn)

4. Vindesinesulfatesalt

5. Eldesine

6. Eldisine

7. Desacetylvinblastine Amide Sulfate

8. Chebi:32295

9. Dava

10. Vindesine (sulfate)

11. 3-carbamoyl-4-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine Sulfate (1:1) (salt)

12. 3-carbamoyl-o(4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine Sulfate

13. Fildesi

14. Vindesine Sulfate- Bio-x

15. Desacetyl Vinblastine Amide

16. Schembl4285

17. Dsstox_cid_29000

18. Dsstox_rid_83265

19. Dsstox_gsid_49074

20. Vindesine Sulfate(rg)

21. Mls001424270

22. Vindesine Sulfate Salt Hydrate

23. Vdsdesacetyl Vinblastine Amide

24. Vindesine Sulfate (jan/usan)

25. Chembl2105882

26. Dtxsid0049074

27. C43h57n5o11s

28. Hms2052b03

29. N-a-boc-d-2,4-diaminobutyricacid

30. Tox21_113632

31. S2440

32. Akos015895863

33. Ccg-101151

34. Nc00401

35. Ac-24198

36. Bv164524

37. Smr000469153

38. Cas-59917-39-4

39. Hy-129071

40. Cs-0103448

41. D01769

42. 917v394

43. Q-100693

2.3 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₄₃H₅₇N₅O₁₁S
Molecular Weight	852.0 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	7
Exact Mass	851.37752882 g/mol
Monoisotopic Mass	851.37752882 g/mol
Topological Polar Surface Area	248 Å²
Heavy Atom Count	60
Formal Charge	0
Complexity	1650
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Tubulin Modulators

Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES. (See all compounds classified as Tubulin Modulators.)

Antineoplastic Agents, Phytogenic

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)

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