Ligand id: 4807

Name: dipyridamole

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View more information in the IUPHAR Pharmacology Education Project: dipyridamole, dipyridamole

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 145.44
Molecular weight 504.32
XLogP 1.76
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

1. Daniels G, Ballif BA, Helias V, Saison C, Grimsley S, Mannessier L, Hustinx H, Lee E, Cartron JP, Peyrard T et al.. (2015)
Lack of the nucleoside transporter ENT1 results in the Augustine-null blood type and ectopic mineralization.
Blood, 125 (23): 3651-4. [PMID:25896650]
2. Fisher DA, Smith JF, Pillar JS, St Denis SH, Cheng JB. (1998)
Isolation and characterization of PDE8A, a novel human cAMP-specific phosphodiesterase.
Biochem. Biophys. Res. Commun., 246 (3): 570-7. [PMID:9618252]
3. Gardner C, Robas N, Cawkill D, Fidock M. (2000)
Cloning and characterization of the human and mouse PDE7B, a novel cAMP-specific cyclic nucleotide phosphodiesterase.
Biochem. Biophys. Res. Commun., 272 (1): 186-92. [PMID:10872825]
4. Hammond JR, Archer RG. (2004)
Interaction of the novel adenosine uptake inhibitor 3-[1-(6,7-diethoxy-2-morpholinoquinazolin-4-yl)piperidin-4-yl]-1,6-dimethyl-2,4(1H,3H)-quinazolinedione hydrochloride (KF24345) with the es and ei subtypes of equilibrative nucleoside transporters.
J. Pharmacol. Exp. Ther., 308 (3): 1083-93. [PMID:14634039]
5. Hayashi M, Matsushima K, Ohashi H, Tsunoda H, Murase S, Kawarada Y, Tanaka T. (1998)
Molecular cloning and characterization of human PDE8B, a novel thyroid-specific isozyme of 3',5'-cyclic nucleotide phosphodiesterase.
Biochem. Biophys. Res. Commun., 250 (3): 751-6. [PMID:9784418]
6. Sasaki T, Kotera J, Yuasa K, Omori K. (2000)
Identification of human PDE7B, a cAMP-specific phosphodiesterase.
Biochem. Biophys. Res. Commun., 271 (3): 575-83. [PMID:10814504]
7. Sundaram M, Yao SY, Ng AM, Griffiths M, Cass CE, Baldwin SA, Young JD. (1998)
Chimeric constructs between human and rat equilibrative nucleoside transporters (hENT1 and rENT1) reveal hENT1 structural domains interacting with coronary vasoactive drugs.
J. Biol. Chem., 273 (34): 21519-25. [PMID:9705281]
8. Wang C, Lin W, Playa H, Sun S, Cameron K, Buolamwini JK. (2013)
Dipyridamole analogs as pharmacological inhibitors of equilibrative nucleoside transporters. Identification of novel potent and selective inhibitors of the adenosine transporter function of human equilibrative nucleoside transporter 4 (hENT4).
Biochem. Pharmacol., 86 (11): 1531-40. [PMID:24021350]
9. Warraich S, Bone DB, Quinonez D, Ii H, Choi DS, Holdsworth DW, Drangova M, Dixon SJ, S├ęguin CA, Hammond JR. (2013)
Loss of equilibrative nucleoside transporter 1 in mice leads to progressive ectopic mineralization of spinal tissues resembling diffuse idiopathic skeletal hyperostosis in humans.
J. Bone Miner. Res., 28 (5): 1135-49. [PMID:23184610]
10. Yao SY, Ng AM, Cass CE, Baldwin SA, Young JD. (2011)
Nucleobase transport by human equilibrative nucleoside transporter 1 (hENT1).
J. Biol. Chem., 286 (37): 32552-62. [PMID:21795683]