GtoPdb Ligand ID: 7686

Synonyms: AZD 5672 | AZD-5672
Compound class: Synthetic organic
Comment: AZD5672 was an investigational small molecule antagonist of the C-C chemokine receptor type 5 (CCR5) expressed on T cells. AZD5672-induced CCR5 blockade was investigated for action in treating rheumatoid arthritis, but with discouraging clinical trial results. Other CCR5 antagonists (ancriviroc and maraviroc) have also proven ineffective in RA clinical trials [4]

The structure shown here was drawn from [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 0
Rotatable bonds 12
Topological polar surface area 111.83
Molecular weight 639.26
XLogP 4.32
No. Lipinski's rules broken 1
Canonical SMILES CCN(C(=O)Cc1ccc(cc1)S(=O)(=O)C)C1CCN(CC1)CCC(c1cc(F)cc(c1)F)C1CCN(CC1)S(=O)(=O)C
Isomeric SMILES CCN(C(=O)Cc1ccc(cc1)S(=O)(=O)C)C1CCN(CC1)CC[C@@H](c1cc(F)cc(c1)F)C1CCN(CC1)S(=O)(=O)C
InChI InChI=1S/C31H43F2N3O5S2/c1-4-36(31(37)19-23-5-7-29(8-6-23)42(2,38)39)28-11-14-34(15-12-28)16-13-30(25-20-26(32)22-27(33)21-25)24-9-17-35(18-10-24)43(3,40)41/h5-8,20-22,24,28,30H,4,9-19H2,1-3H3/t30-/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CCR5 Hs Antagonist Antagonist 9.6 pIC50 - 1
pIC50 9.6 (IC50 2.6x10-10 M) [1]
Description: Displacement of [125I]MIP-1α from human recombinant CCR5 expressed in CHO cells