Chemical Component Summary

NameROLIPRAM
Synonyms(4R)-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-2-PYRROLIDINONE
Identifiers(4R)-4-(3-cyclopentyloxy-4-methoxy-phenyl)pyrrolidin-2-one
FormulaC16 H21 N O3
Molecular Weight275.343
TypeNON-POLYMER
Isomeric SMILESCOc1ccc(cc1OC2CCCC2)[C@H]3CC(=O)NC3
InChIInChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)/t12-/m0/s1
InChIKeyHJORMJIFDVBMOB-LBPRGKRZSA-N

Chemical Details

Formal Charge0
Atom Count41
Chiral Atom Count1
Bond Count43
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB04149 
Name(R)-Rolipram
Groups experimental
DescriptionThe (R)-enantiomer of rolipram, it is a phosphodiesterase inhibitor with antidepressant properties.
Synonyms
  • (R)-4-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolidin-2-one
  • (R)-(-)-rolipram
  • (−)-rolipram
  • (R)-Rolipram
  • (R)-(−)-rolipram
CAS number85416-75-7

Drug Targets

NameTarget SequencePharmacological ActionActions
cAMP-specific 3',5'-cyclic phosphodiesterase 4BMKKSRSVMTVMADDNVKDYFECSLSKSYSSSSNTLGIDLWRGRRCCSGNL...unknowninhibitor
cAMP-specific 3',5'-cyclic phosphodiesterase 4DMEAEGSSAPARAGSGEGSDSAGGATLKAPKHLWRHEQHHQYPLRQPQFRL...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL430893
PubChem 448055
ChEMBL CHEMBL430893
ChEBI CHEBI:40133