anagrelide   Click here for help

GtoPdb Ligand ID: 7114

Synonyms: Agrylin® | BL-4162a | Xagrid®
Approved drug
anagrelide is an approved drug (FDA (1997), EMA (2004))
Compound class: Synthetic organic
Comment: Anagrelide is a phosphodiesterase inhibitor with antiplatelet activity [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 48.19
Molecular weight 255
XLogP 2.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1=NC2=Nc3c(CN2C1)c(Cl)c(cc3)Cl
Isomeric SMILES OC1=NC2=Nc3c(CN2C1)c(Cl)c(cc3)Cl
InChI InChI=1S/C10H7Cl2N3O/c11-6-1-2-7-5(9(6)12)3-15-4-8(16)14-10(15)13-7/h1-2H,3-4H2,(H,13,14,16)
InChI Key OTBXOEAOVRKTNQ-UHFFFAOYSA-N
References
1. Jones GH, Venuti MC, Alvarez R, Bruno JJ, Berks AH, Prince A. (1987)
Inhibitors of cyclic AMP phosphodiesterase. 1. Analogues of cilostamide and anagrelide.
J Med Chem, 30 (2): 295-303. [PMID:3027338]
2. Martinez GR, Walker KA, Hirschfeld DR, Bruno JJ, Yang DS, Maloney PJ. (1992)
3,4-Dihydroquinolin-2(1H)-ones as combined inhibitors of thromboxane A2 synthase and cAMP phosphodiesterase.
J Med Chem, 35 (4): 620-8. [PMID:1311763]
3. Meanwell NA, Pearce BC, Roth HR, Smith EC, Wedding DL, Wright JJ, Buchanan JO, Baryla UM, Gamberdella M, Gillespie E et al.. (1992)
Inhibitors of blood platelet cAMP phosphodiesterase. 2. Structure-activity relationships associated with 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-ones substituted with functionalized side chains.
J Med Chem, 35 (14): 2672-87. [PMID:1321910]