compound 1 [PMID: 37741852]   Click here for help

GtoPdb Ligand ID: 12948

PDB Ligand
Compound class: Synthetic organic
Comment: This compound is an inverse agonist of the orphan GPCR, GPR61 [1]. It has an allosteric mode of action and suppresses GPR61 constitutive activity. There is clinical interest in inhibition of GPR61 as a mechanism to treat cachexia.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 134.92
Molecular weight 524.54
XLogP -0.25
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CCOC1=CC(=NC(=N1)N(CCOC)S(=O)(=O)C2=CC=C(NCC3=C(C=NC=C3F)F)N=C2OC)C
Isomeric SMILES CCOC1=CC(C)=NC(=N1)N(CCOC)S(=O)(=O)C2=CC=C(NCC3=C(F)C=NC=C3F)N=C2OC
InChI InChI=1S/C22H26F2N6O5S/c1-5-35-20-10-14(2)27-22(29-20)30(8-9-33-3)36(31,32)18-6-7-19(28-21(18)34-4)26-11-15-16(23)12-25-13-17(15)24/h6-7,10,12-13H,5,8-9,11H2,1-4H3,(H,26,28)
InChI Key APXQLSSVLHYGGM-UHFFFAOYSA-N
References
1. Lees JA, Dias JM, Rajamohan F, Fortin JP, O'Connor R, Kong JX, Hughes EAG, Fisher EL, Tuttle JB, Lovett G et al.. (2023)
An inverse agonist of orphan receptor GPR61 acts by a G protein-competitive allosteric mechanism.
Nat Commun, 14 (1): 5938. [PMID:37741852]