AZD5672   Click here for help

GtoPdb Ligand ID: 7686

Synonyms: AZD 5672 | AZD-5672
Immunopharmacology Ligand
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].
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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
InChI Key QOSMEMHKXNNIGG-SSEXGKCCSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[1-[(3R)-3-(3,5-difluorophenyl)-3-(1-methylsulfonylpiperidin-4-yl)propyl]piperidin-4-yl]-N-ethyl-2-(4-methylsulfonylphenyl)acetamide
Synonyms Click here for help
AZD 5672 | AZD-5672
Database Links Click here for help
Specialist databases
GPCRdb Ligand AZD5672
Other databases
ChEMBL Ligand CHEMBL1951914
GtoPdb PubChem SID 223366021
PubChem CID 11614352
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UniChem Connectivity Search for chemical match using the InChIKey QOSMEMHKXNNIGG-SSEXGKCCSA-N