example 494 [WO2014028479] parent molecule   Click here for help

GtoPdb Ligand ID: 12665

Compound class: Synthetic organic
Comment: This compound is claimed in patent WO2014028479, as a small molecule modulator of GRP6 activity [1]. It may be formulated as the trifluoroacetic acid conjugate. It is likely an antagonist or inverse agonist that reduces intracellular cAMP levels. Antagonism of GPR6 activity is being explored clinically, as a functional alternative to dopamine mediated activation of D2 receptors for conditions such as Parkinson's disease and other dyskinesias.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 52.35
Molecular weight 409.48
XLogP 1.79
No. Lipinski's rules broken 0
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Canonical SMILES CC1=C2C(=CC=N1)N=C(C(=N2)N3CCC(CC3)CC4=CC=C(C=C4F)F)NC5CC5
InChI InChI=1S/C23H25F2N5/c1-14-21-20(6-9-26-14)28-22(27-18-4-5-18)23(29-21)30-10-7-15(8-11-30)12-16-2-3-17(24)13-19(16)25/h2-3,6,9,13,15,18H,4-5,7-8,10-12H2,1H3,(H,27,28)
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Compound class Synthetic organic
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Specialist databases
GPCRdb Ligand example 494 [WO2014028479] parent molecule
Other databases
ChEMBL Ligand CHEMBL3719505
GtoPdb PubChem SID 483123213
PubChem CID 118308507
Search Google for chemical match using the InChIKey PWJURAYPJMGEQA-UHFFFAOYSA-N
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