ensifentrine   Click here for help

GtoPdb Ligand ID: 11865

Synonyms: RPL554
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Ensifentrine (RPL-554) is an inhibitor of phosphodiesterases 3 and 4 (PDE3 and PDE4) [2]. It has bronchodilatory action [4,6] that is associated with short-term improvement in lung function [3], and has been investigated for therapeutic potential in asthma and chronic obstructive pulmonary disease (COPD). Ensifentrine also has anti-inflammatory effects in vitro (e.g. reducing TNFα release from human monocytes) and in vivo. Anti-inflammatory action in bronchial epithelial cells from cystic fibrosis patients is likely mediated via inhibition of PDE4 isozymes [5]. Ensifentrine is active when delivered orally or by inhalation [1].

COVID-19: A pilot study of ensifentrine in hospitalised COVID-19 patients was initiated in mid-late 2020.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 112.87
Molecular weight 477.24
XLogP 3.7
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COc1cc2c(cc1OC)CCn1c2cc(=Nc2c(C)cc(cc2C)C)n(c1=O)CCNC(=O)N
Isomeric SMILES Cc1cc(c(c(c1)C)N=c1cc2c3cc(c(cc3CCn2c(=O)n1CCNC(=O)N)OC)OC)C
InChI InChI=1S/C26H31N5O4/c1-15-10-16(2)24(17(3)11-15)29-23-14-20-19-13-22(35-5)21(34-4)12-18(19)6-8-30(20)26(33)31(23)9-7-28-25(27)32/h10-14H,6-9H2,1-5H3,(H3,27,28,32)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
10726 ensifentrine
Synonyms Click here for help
Database Links Click here for help
ChEMBL Ligand CHEMBL4594287
GtoPdb PubChem SID 461663421
PubChem CID 9934746
Search Google for chemical match using the InChIKey CSOBIBXVIYAXFM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CSOBIBXVIYAXFM
Search PubMed clinical trials ensifentrine
Search PubMed titles ensifentrine
Search PubMed titles/abstracts ensifentrine
UniChem Compound Search for chemical match using the InChIKey CSOBIBXVIYAXFM-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CSOBIBXVIYAXFM-UHFFFAOYSA-N