AZD7624   Click here for help

GtoPdb Ligand ID: 11714

Synonyms: AZD-7624 | Example 259 [WO2009001132]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: AZD7624 is a p38α MAPK inhibitor [4]. It was designed as an inhalable agent to provide local anti-inflammatory action in inflammatory lung conditions [2-3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 96.76
Molecular weight 491.23
XLogP 4.27
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CNCCOc1ccccc1C1(CC1)Nc1nccn(c1=O)c1cc(cc(c1C)F)C(=O)NC1CC1
Isomeric SMILES Cc1c(cc(cc1F)C(=O)NC1CC1)n1ccnc(c1=O)NC1(CC1)c1ccccc1OCCNC
InChI InChI=1S/C27H30FN5O3/c1-17-21(28)15-18(25(34)31-19-7-8-19)16-22(17)33-13-11-30-24(26(33)35)32-27(9-10-27)20-5-3-4-6-23(20)36-14-12-29-2/h3-6,11,13,15-16,19,29H,7-10,12,14H2,1-2H3,(H,30,32)(H,31,34)
InChI Key NNKPHNTWNILINE-UHFFFAOYSA-N
References
1. Brough S, Evans R, Luker TJ, Raubo P. (2008)
Pyrazinone derivatives and their use in the treatment of lung diseases.
Patent number: WO2009001132A1. Assignee: Astrazeneca. Priority date: 27/06/2007. Publication date: 31/12/2008.
2. Patel NR, Cunoosamy DM, Fagerås M, Taib Z, Asimus S, Hegelund-Myrbäck T, Lundin S, Pardali K, Kurian N, Ersdal E et al.. (2018)
The development of AZD7624 for prevention of exacerbations in COPD: a randomized controlled trial.
Int J Chron Obstruct Pulmon Dis, 13: 1009-1019. [PMID:29628759]
3. Pehrson R, Hegelund-Myrbäck T, Cunoosamy D, Asimus S, Jansson P, Patel N, Borde A, Lundin S. (2018)
AZD7624, an Inhaled p38 Inhibitor, Demonstrates Local Lung Inhibition of LPS-Induced TNFα with Minimal Systemic Exposure.
J Pharmacol Exp Ther, 365 (3): 567-572. [PMID:29549158]
4. Raubo P, Evans R, Willis P. (2020)
The discovery and evaluation of 3-amino-2(1H)-pyrazinones as a novel series of selective p38α MAP kinase inhibitors.
Bioorg Med Chem Lett, 30 (18): 127412. [PMID:32717614]