compound 31 [PMID: 31259550]   

GtoPdb Ligand ID: 10417

Compound class: Synthetic organic
Comment: Compound 31 is a selective antagonist of CCR4 [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 90.86
Molecular weight 510.17
XLogP 4.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC1CCCN1C1CC=C(CC1C)c1cnc2c(n1)n(nc2C#N)C(c1ccc(cc1Cl)Cl)C
Isomeric SMILES OC[C@@H]1CCCN1[C@H]1CC=C(C[C@H]1C)c1cnc2c(n1)n(nc2C#N)[C@@H](c1ccc(cc1Cl)Cl)C
InChI InChI=1S/C26H28Cl2N6O/c1-15-10-17(5-8-24(15)33-9-3-4-19(33)14-35)23-13-30-25-22(12-29)32-34(26(25)31-23)16(2)20-7-6-18(27)11-21(20)28/h5-7,11,13,15-16,19,24,35H,3-4,8-10,14H2,1-2H3/t15-,16-,19+,24+/m1/s1
InChI Key KQZLRWGGWXJPOS-NLFPWZOASA-N
Bioactivity Comments
Compound 31 inhibits CCL22-mediated chemotaxis of CCR4-expressing CEM leukemia T cells with an IC50 of 70 nM in vitro [1].
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CCR4 Hs Antagonist Antagonist 7.4 pIC50 - 1
pIC50 7.4 (IC50 4x10-8 M) [1]
Description: Antagonism of CCL22-induced calcium flux in Chem-5 hCCR4 cells using a high-throughput FLIPR assay.