PF-07054894   Click here for help

GtoPdb Ligand ID: 12765

Synonyms: PF07054894
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: PF-07054894 is an antagonist of the chemokine receptor CCR6 that was developed for anti-inflammatory potential [1]. It inhibits CCL20/CCR6-mediated T cell migration in vitro and in vivo. PF-07054894 is an insurmountable antagonist at CCR6 but demonstrates surmountable antagonism at CCR7 and CXCR2, and this likely underlies its functional selectivity profile.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 126.7
Molecular weight 466.53
XLogP 3.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC1=CN(C)N=C1[C@@H](C2(C)CCCC2)NC3=C(C(=O)C3=O)NC4=CC=NC(=C4O)C(=O)N(C)C
Isomeric SMILES CN1N=C(C(=C1)C)[C@@H](C2(CCCC2)C)NC3=C(C(C3=O)=O)NC4=C(C(=NC=C4)C(=O)N(C)C)O
InChI InChI=1S/C24H30N6O4/c1-13-12-30(5)28-15(13)22(24(2)9-6-7-10-24)27-17-16(20(32)21(17)33)26-14-8-11-25-18(19(14)31)23(34)29(3)4/h8,11-12,22,27,31H,6-7,9-10H2,1-5H3,(H,25,26)/t22-/m0/s1
InChI Key WZBSYWCLIMRAHO-QFIPXVFZSA-N
Immunopharmacology Comments
CCR6 signalling plays key role in promoting the migration of pathogenic lymphocytes and dendritic cells into sites of inflammation. Antagonism of CCR6 signalling is being considered as an anti-inflammatory modality for autoimmune and inflammatory diseases.