piclamilast   Click here for help

GtoPdb Ligand ID: 11627

Synonyms: RP 73401 | RP-73-401 | RP73401
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Piclamilast (RP-73401) is a potent and selective inhibitor of phosphodiesterase 4 (PDE4) [2].
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 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 60.45
Molecular weight 380.07
XLogP 3.81
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1ccc(cc1OC1CCCC1)C(=O)Nc1c(Cl)cncc1Cl
Isomeric SMILES COc1ccc(cc1OC1CCCC1)C(=O)Nc1c(Cl)cncc1Cl
InChI InChI=1S/C18H18Cl2N2O3/c1-24-15-7-6-11(8-16(15)25-12-4-2-3-5-12)18(23)22-17-13(19)9-21-10-14(17)20/h6-10,12H,2-5H2,1H3,(H,21,22,23)
InChI Key RRRUXBQSQLKHEL-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-cyclopentyloxy-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide
International Nonproprietary Names Click here for help
INN number INN
7316 piclamilast
Synonyms Click here for help
RP 73401 | RP-73-401 | RP73401
Database Links Click here for help
BindingDB Ligand 14775
CAS Registry No. 144035-83-6 (source: WHO INN record)
ChEMBL Ligand CHEMBL42126
DrugBank Ligand DB01791
GtoPdb PubChem SID 442878661
PubChem CID 154575
RCSB PDB Ligand PIL
Search Google for chemical match using the InChIKey RRRUXBQSQLKHEL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RRRUXBQSQLKHEL
Search PubMed clinical trials piclamilast
Search PubMed titles piclamilast
Search PubMed titles/abstracts piclamilast
Search UniChem for chemical match using the InChIKey RRRUXBQSQLKHEL-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone RRRUXBQSQLKHEL