rolipram

Ligand id: 5260

Name: rolipram

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 47.56
Molecular weight 275.15
XLogP 2.21
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
International Nonproprietary Names
INN number INN
4362 rolipram
Synonyms
(±)-rolipram | (R,S)-rolipram
Comments
Rolipram is a a well-characterized PDE4 inhibitor that has been widely used in research to examine the role(s) played by PDE4 in autoimmune and inflammatory diseases [2-3], Alzheimer's disease [1] and cognition [4]. The INN-assigned preparation of rolipram is a racemic mixture of R-rolipram and S-rolipram. The structure shown here does not specify stereochemistry to represent the mixture. The two stereoisomers are represented on PubChem by CID 448055 and CID 158758, and by the entries on DrugBank linked to in the table above.
Database Links
CAS Registry No. 61413-54-5
ChEBI CHEBI:104872
ChEMBL Ligand CHEMBL63
DrugBank Ligand DB04149, DB03606
GtoPdb PubChem SID 178101944
PubChem CID 5092
Search Google for chemical match using the InChIKey HJORMJIFDVBMOB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HJORMJIFDVBMOB
Search PubMed clinical trials rolipram
Search PubMed titles rolipram
Search PubMed titles/abstracts rolipram
Search UniChem for chemical match using the InChIKey HJORMJIFDVBMOB-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone HJORMJIFDVBMOB
SynPHARM 13765 (in complex with phosphodiesterase 4B)
13769 (in complex with phosphodiesterase 4D)
Wikipedia Rolipram

Product suppliers

Tocris
Rolipram
Cat. No. 0905