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]