adriforant   

GtoPdb Ligand ID: 8985

Synonyms: PF 3893787 | PF-03893787 | ZPL-389 | ZPL-3893787 | ZPL389 | ZPL3893787
Compound class: Synthetic organic
Comment: Adriforant (ZPL-3893787) is an invesitgational immunomodulatory compound being developed by Ziarco Pharma (a Novartis subsidiary). Mechanistically it is a selective histamine H4 receptor antagonist.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 79.1
Molecular weight 262.19
XLogP 1.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNC1CCN(C1)c1cc(NCC2CC2)nc(n1)N
Isomeric SMILES CN[C@@H]1CCN(C1)c1cc(NCC2CC2)nc(n1)N
InChI InChI=1S/C13H22N6/c1-15-10-4-5-19(8-10)12-6-11(17-13(14)18-12)16-7-9-2-3-9/h6,9-10,15H,2-5,7-8H2,1H3,(H3,14,16,17,18)/t10-/m1/s1
InChI Key ISBHYKVAFKTATD-SNVBAGLBSA-N
References
1. Ehling S, Roßbach K, Dunston SM, Stark H, Bäumer W. (2016)
Allergic inflammation is augmented via histamine H4 receptor activation: The role of natural killer cells in vitro and in vivo.
J. Dermatol. Sci., 83 (2): 106-15. [PMID:27155791]
2. Panula P, Chazot PL, Cowart M, Gutzmer R, Leurs R, Liu WL, Stark H, Thurmond RL, Haas HL. (2015)
International Union of Basic and Clinical Pharmacology. XCVIII. Histamine Receptors.
Pharmacol. Rev., 67 (3): 601-55. [PMID:26084539]
3. Werfel T, Layton G, Yeadon M, Whitlock L, Osterloh I, Jimenez P, Liu W, Lynch V, Asher A, Tsianakas A et al.. (2019)
Efficacy and safety of the histamine H4 receptor antagonist ZPL-3893787 in patients with atopic dermatitis.
J. Allergy Clin. Immunol., 143 (5): 1830-1837.e4. [PMID:30414855]