vibegron   Click here for help

GtoPdb Ligand ID: 10100

Synonyms: compound 7 [PMID: 26709102] | Gemtesa® | KRP-114V [1] | MK-4618 | MK4618
Approved drug
vibegron is an approved drug (FDA (2020))
Compound class: Synthetic organic
Comment: Vibegron (MK-4618) is a potent and selective β3 adrenoceptor agonist that was developed by Merck as a pharmacological modulator for the management of overactive bladder [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 96.25
Molecular weight 444.22
XLogP 2.47
No. Lipinski's rules broken 0
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Canonical SMILES O=C(C1CCc2n1c(=O)ccn2)Nc1ccc(cc1)CC1CCC(N1)C(c1ccccc1)O
Isomeric SMILES O=C([C@@H]1CCc2n1c(=O)ccn2)Nc1ccc(cc1)C[C@@H]1CC[C@@H](N1)[C@@H](c1ccccc1)O
InChI InChI=1S/C26H28N4O3/c31-24-14-15-27-23-13-12-22(30(23)24)26(33)29-19-8-6-17(7-9-19)16-20-10-11-21(28-20)25(32)18-4-2-1-3-5-18/h1-9,14-15,20-22,25,28,32H,10-13,16H2,(H,29,33)/t20-,21+,22-,25+/m0/s1
Bioactivity Comments
Vibegron is inactive at the β1 and β2 adrenoceptors [2]. It does not inhbit the hERG channel or the drug-metabolising CYP450 isozymes 2C9, 2D6 and 3A4.
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
β3-adrenoceptor Primary target of this compound Hs Agonist Agonist 9.0 pEC50 - 2
pEC50 9.0 (EC50 1.1x10-9 M) [2]
β3-adrenoceptor Clf Agonist Agonist 8.0 pEC50 - 2
pEC50 8.0 (EC50 1.1x10-8 M) [2]
β3-adrenoceptor Rn Agonist Agonist 7.1 pEC50 - 2
pEC50 7.1 (EC50 8.6x10-8 M) [2]
β3-adrenoceptor Monkey Agonist Agonist 9.2 pIC50 - 2
pIC50 9.2 (IC50 5.7x10-10 M) [2]