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Chemistry

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Also known as: 284490-13-7, Forodesine hcl, Forodesine (hydrochloride), Bcx-1777, Bcx-1777 hydrochloride, 6sn82y9u73
Molecular Formula
C11H15ClN4O4
Molecular Weight
302.71  g/mol
InChI Key
WEIAMZKHBCLFOG-QPAIBFMUSA-N
FDA UNII
6SN82Y9U73

284490-13-7
Forodesine Hydrochloride is the hydrochloride salt of the synthetic high-affinity transition-state analogue forodesine. Forodesine binds preferentially to and inhibits purine nucleotide phosphorylase (PNP), resulting in the accumulation of deoxyguanosine triphosphate and the subsequent inhibition of the enzyme ribonucleoside diphosphate reductase and DNA synthesis. This agent selectively causes apoptosis in stimulated or malignant T-lymphocytes. A transition state analogue is a substrate designed to mimic the properties or the geometry of the transition state of reaction.
1 2D Structure

284490-13-7

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one;hydrochloride
2.1.2 InChI
InChI=1S/C11H14N4O4.ClH/c16-2-5-9(17)10(18)7(15-5)4-1-12-8-6(4)13-3-14-11(8)19;/h1,3,5,7,9-10,12,15-18H,2H2,(H,13,14,19);1H/t5-,7+,9-,10+;/m1./s1
2.1.3 InChI Key
WEIAMZKHBCLFOG-QPAIBFMUSA-N
2.1.4 Canonical SMILES
C1=C(C2=C(N1)C(=O)NC=N2)C3C(C(C(N3)CO)O)O.Cl
2.1.5 Isomeric SMILES
C1=C(C2=C(N1)C(=O)NC=N2)[C@H]3[C@@H]([C@@H]([C@H](N3)CO)O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
6SN82Y9U73
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-iminoribitol

2. Bcx-1777

3. Bcx1777

4. Forodesine

5. Immh Cpd

6. Immucillin H

7. Immucillin-h

2.3.2 Depositor-Supplied Synonyms

1. 284490-13-7

2. Forodesine Hcl

3. Forodesine (hydrochloride)

4. Bcx-1777

5. Bcx-1777 Hydrochloride

6. 6sn82y9u73

7. (-)-7-((2s,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)-1,5-dihydro-4h-pyrrolo(3,2-d)pyrimidin-4-one Monohydrochloride

8. 4h-pyrrolo(3,2-d)pyrimidin-4-one, 7-((2s,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl)-1,5-dihydro-, Monohydrochloride

9. 7-[(2s,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,5-dihydropyrrolo[3,2-d]pyrimidin-4-one;hydrochloride

10. Immucillin-h Hydrochloride

11. Unii-6sn82y9u73

12. Forodesine Hydrochloride [usan]

13. Forodesine Hydrochloride [usan:jan]

14. Forodesinehydrochloride

15. Chembl550755

16. Schembl1949526

17. Schembl15525350

18. Dtxsid90182647

19. Forodesine Hydrochloride (jan/usan)

20. Forodesine Hydrochloride [mi]

21. Forodesine Hydrochloride [jan]

22. Cs-3780

23. Forodesine Hydrochloride [mart.]

24. Forodesine Hydrochloride [who-dd]

25. Hy-16209

26. D04245

27. Q27265452

28. 7-((2s,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)-3h-pyrrolo[3,2-d]pyrimidin-4-(5h)-one Hydrochloride

29. 7-[(2s,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one;hydrochloride

2.4 Create Date
2019-01-15
3 Chemical and Physical Properties
Molecular Weight 302.71 g/mol
Molecular Formula C11H15ClN4O4
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area130
Heavy Atom Count20
Formal Charge0
Complexity404
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Treatment of Cutaneous T-Cell Lymphoma


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