compound 21b [PMID: 31944697]   Click here for help

GtoPdb Ligand ID: 10640

Compound class: Synthetic organic
Comment: Compound 21b is reported as a selective inhibitor of acid sphingomyelinase (ASM; SMPD1) [1]. It crosses the blood-brain-barrier in a rat model and has predicted value as an antidepressant based on outcomes from in vivo behavioural models of depression.
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 1
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 84.59
Molecular weight 344.06
XLogP 3.97
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES ONC(=O)c1onc(c1)OCc1ccc(cc1)c1ccc(cc1)Cl
Isomeric SMILES ONC(=O)c1onc(c1)OCc1ccc(cc1)c1ccc(cc1)Cl
InChI InChI=1S/C17H13ClN2O4/c18-14-7-5-13(6-8-14)12-3-1-11(2-4-12)10-23-16-9-15(24-20-16)17(21)19-22/h1-9,22H,10H2,(H,19,21)
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel