vidupiprant   Click here for help

GtoPdb Ligand ID: 10169

Synonyms: AMG 853 | AMG-853 | AMG853 | compound 2 [PMID: 24900313]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Vidupiprant (AMG853) is a dual prostanoid DP1 and DP2 receptor antagonist that was developed for anti-asthmatic potential [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 130.18
Molecular weight 608.1
XLogP 6.8
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)Cc1cc(Cl)c(cc1F)Oc1ccc(cc1NS(=O)(=O)c1ccc(cc1Cl)C1CC1)C(=O)NC(C)(C)C
Isomeric SMILES OC(=O)Cc1cc(Cl)c(cc1F)Oc1ccc(cc1NS(=O)(=O)c1ccc(cc1Cl)C1CC1)C(=O)NC(C)(C)C
InChI InChI=1S/C28H27Cl2FN2O6S/c1-28(2,3)32-27(36)17-6-8-23(39-24-14-21(31)18(11-19(24)29)13-26(34)35)22(12-17)33-40(37,38)25-9-7-16(10-20(25)30)15-4-5-15/h6-12,14-15,33H,4-5,13H2,1-3H3,(H,32,36)(H,34,35)
InChI Key PFWVGKROPKKEDW-UHFFFAOYSA-N
References
1. Busse WW, Wenzel SE, Meltzer EO, Kerwin EM, Liu MC, Zhang N, Chon Y, Budelsky AL, Lin J, Lin SL. (2013)
Safety and efficacy of the prostaglandin D2 receptor antagonist AMG 853 in asthmatic patients.
J Allergy Clin Immunol, 131 (2): 339-45. [PMID:23174659]
2. Liu J, Li AR, Wang Y, Johnson MG, Su Y, Shen W, Wang X, Lively S, Brown M, Lai S et al.. (2011)
Discovery of AMG 853, a CRTH2 and DP Dual Antagonist.
ACS Med Chem Lett, 2 (5): 326-30. [PMID:24900313]