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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[[2-[[(R)-(1,4-dimethylpyrazol-3-yl)-(1-methylcyclopentyl)methyl]amino]-3,4-dioxocyclobuten-1-yl]amino]-3-hydroxy-N,N-dimethylpyridine-2-carboxamide
Synonyms Click here for help
PF07054894
Database Links Click here for help
Specialist databases
GPCRdb Ligand PF-07054894
Other databases
GtoPdb PubChem SID 483123313
PubChem CID 146444831
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