acebilustat   Click here for help

GtoPdb Ligand ID: 11984

Synonyms: CTX-4430 | CTX4430
Compound class: Synthetic organic
Comment: Acebilustat (CTX-4430) is an oral leukotriene A4 hydrolase (LTA4H) inhibitor. Pharmacokinetic data indicate that it's suitable for one-daily administration. Acebilustat disrupts biosynthesis of the pro-inflammatory mediator leukotriene B4 (which is a chemoattractant and activator of inflammatory immune cells such as neutrophils), and thus has anti-inflammatory activity.
The chemical structure is claimed in Celtaxsys' patent WO2014164658A1 [2].

Acebilustat is under investigation for clinical utility as an inhibitor of COVID-19 inflammation.
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 5
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 79.04
Molecular weight 481.2
XLogP 4.23
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)c1ccc(cc1)CN1C[C@@H]2C[C@H]1CN2Cc1ccc(cc1)Oc1ccc(cc1)c1ncco1
Isomeric SMILES C1[C@H]2CN([C@@H]1CN2Cc1ccc(cc1)Oc1ccc(cc1)c1ncco1)Cc1ccc(cc1)C(=O)O
InChI InChI=1S/C29H27N3O4/c33-29(34)23-5-1-20(2-6-23)16-31-18-25-15-24(31)19-32(25)17-21-3-9-26(10-4-21)36-27-11-7-22(8-12-27)28-30-13-14-35-28/h1-14,24-25H,15-19H2,(H,33,34)/t24-,25-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[[(1S,4S)-5-[[4-[4-(1,3-oxazol-2-yl)phenoxy]phenyl]methyl]-2,5-diazabicyclo[2.2.1]heptan-2-yl]methyl]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
10204 acebilustat
Synonyms Click here for help
CTX-4430 | CTX4430
Database Links Click here for help
CAS Registry No. 943764-99-6 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297604
DrugBank Ligand DB15385
GtoPdb PubChem SID 464244125
PubChem CID 68488178
Search Google for chemical match using the InChIKey GERJIEKMNDGSCS-DQEYMECFSA-N
Search Google for chemicals with the same backbone GERJIEKMNDGSCS
Search PubMed clinical trials acebilustat
Search PubMed titles acebilustat
Search PubMed titles/abstracts acebilustat
UniChem Compound Search for chemical match using the InChIKey GERJIEKMNDGSCS-DQEYMECFSA-N
UniChem Connectivity Search for chemical match using the InChIKey GERJIEKMNDGSCS-DQEYMECFSA-N