carvedilol   Click here for help

GtoPdb Ligand ID: 551

Synonyms: Coreg® | DQ 2466 | Eucardic® | SKF 105517
Approved drug
carvedilol is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Carvedilol is a non-selective β blocker
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 75.74
Molecular weight 406.19
XLogP 3.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccccc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O
Isomeric SMILES COc1ccccc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O
InChI InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3
InChI Key OGHNVEJMJSYVRP-UHFFFAOYSA-N
References
1. Baker JG. (2005)
The selectivity of beta-adrenoceptor antagonists at the human beta1, beta2 and beta3 adrenoceptors.
Br J Pharmacol, 144 (3): 317-22. [PMID:15655528]
2. Candelore MR, Deng L, Tota L, Guan XM, Amend A, Liu Y, Newbold R, Cascieri MA, Weber AE. (1999)
Potent and selective human beta(3)-adrenergic receptor antagonists.
J Pharmacol Exp Ther, 290 (2): 649-55. [PMID:10411574]
3. Smith CD, Wang A, Vembaiyan K, Zhang J, Xie C, Zhou Q, Wu G, Chen SR, Back TG. (2013)
Novel carvedilol analogues that suppress store-overload-induced Ca2+ release.
J Med Chem, 56 (21): 8626-55. [PMID:24124794]