vibegron   Click here for help

GtoPdb Ligand ID: 10100

Synonyms: compound 7 [PMID: 26709102] | KRP-114V [1] | MK-4618 | MK4618
Compound class: Synthetic organic
Comment: Vibegron (MK-4618) is a potent and selective β3 adrenoceptor agonist that was developed by Merck as a potential pharmacological modulator for managing 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
SMILES / InChI / InChIKey
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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
InChI Key DJXRIQMCROIRCZ-XOEOCAAJSA-N
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
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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]