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
References
1. Li W, Crouse KK, Alley J, Frisbie RK, Fish SC, Andreyeva TA, Reed LA, Thorn M, DiMaggio G, Donovan CB et al.. (2023)
A Novel C-C Chemoattractant Cytokine (Chemokine) Receptor 6 (CCR6) Antagonist (PF-07054894) Distinguishes between Homologous Chemokine Receptors, Increases Basal Circulating CCR6+ T Cells, and Ameliorates Interleukin-23-Induced Skin Inflammation.
J Pharmacol Exp Ther, 386 (1): 80-92. [PMID:37142443]