CID2745687   Click here for help

GtoPdb Ligand ID: 9741

Synonyms: AC1MCK4S | compound 13 [PMID: 23888932]
Compound class: Synthetic organic
Comment: CID2745687 is an antagonist of the orphan GPCR, GPR35 [2], that is a suitable chemical probe to help elucidate GPR35 pharmacolology.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 112.11
Molecular weight 395.12
XLogP 4.43
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)c1cnn(c1C=NNC(=S)NC(C)(C)C)c1ccc(cc1F)F
Isomeric SMILES COC(=O)c1cnn(c1C=NNC(=S)NC(C)(C)C)c1ccc(cc1F)F
InChI InChI=1S/C17H19F2N5O2S/c1-17(2,3)22-16(27)23-20-9-14-11(15(25)26-4)8-21-24(14)13-6-5-10(18)7-12(13)19/h5-9H,1-4H3,(H2,22,23,27)
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR35 Hs Antagonist Antagonist 7.4 – 7.9 pKi - 1-2
pKi 7.9 (Ki 1.28x10-8 M) [2]
Description: Antagonism of the GPR35 response to 1 μM pamoic acid in a βarrestin2-GFP trafficking assay.
pKi 7.4 (Ki 4.22x10-8 M) [1]
Description: In a competition radiologand binding assay membranes preapred from CHO cells recombinantly expressing human GPR35.
GPR35 Hs Antagonist Antagonist 5.0 – 6.7 pIC50 - 1
pIC50 6.7 (IC50 2x10-7 M) [1]
Description: Antagonism of zaprinast-mediated activation of GPR35 in a β-arrestin assay.
pIC50 5.0 (IC50 1.04x10-5 M) [1]
Description: Antagonism of zaprinast-mediated activation of GPR35 in a dynamic mass redistribution assay.