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forodesine

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EntityQ410040· pop 9· linked from 5 articles

forodesine

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Also known as BCX-1777, BCX1777, Fodosine® (proposed trade name), immucillin H, immucillin-H, (2R,3R,4S,5S)-2-(hydroxymethyl)-5-(4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidine-3,4-diol, (1S)-1,4-dideoxy-4-imino-(9-deazahypoxanthin-9-yl)-D-ribitol

Forodesine (INN; also known as Immucillin H; trade names Mundesine and Fodosine) is a transition-state analog inhibitor of purine nucleoside phosphorylase studied for the treatment of patients with T-cell acute lymphoblastic leukemia (T-ALL) and for treatment of B-cell acute lymphocytic leukemia (B-ALL).

Chemical data

Formula
C11H14N4O4
Molecular weight
266.25 g/mol
IUPAC name
7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,5-dihydropyrrolo[3,2-d]pyrimidin-4-one
SMILES
C1=C(C2=C(N1)C(=O)N=CN2)[C@H]3[C@@H]([C@@H]([C@H](N3)CO)O)O
InChIKey
IWKXDMQDITUYRK-KUBHLMPHSA-N
XLogP
-2.3
Polar surface area
130 Ų
H-bond donors
6
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2017
Indications
B-cell acute lymphoblastic leukemia, chronic lymphocytic leukemia, leukemia, lymphoma

via ChEMBL · EBI

Wikidata facts

Mass
266.102
Show 4 more facts
chemical formula
C₁₁H₁₄N₄O₄
isomeric SMILES
C1=C(C2=C(N1)C(=O)N=CN2)[C@H]3[C@@H]([C@@H]([C@H](N3)CO)O)O
canonical SMILES
C1=C(C2=C(N1)C(=O)N=CN2)C3C(C(C(N3)CO)O)O
Commons category
Immucillin H
Sources (2)

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Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Forodesine (INN; also known as Immucillin H; trade names Mundesine and Fodosine) is a transition-state analog inhibitor of purine nucleoside phosphorylase studied for the treatment of patients with T-cell acute lymphoblastic leukemia (T-ALL) and for treatment of B-cell acute lymphocytic leukemia (B-ALL).

Forodesine was originally discovered by Vern Schramm's laboratory at the Albert Einstein College of Medicine in New York and Industrial Research Limited in New Zealand.

Excerpted from Wikipedia’s “forodesine” article, available under the CC BY-SA 4.0 licence.

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