ROL

ROLIPRAM

Created:	2001-08-01
Last modified:	2020-06-05

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9 entries where ROL is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	41
Chiral Atom Count	1
Bond Count	43
Aromatic Bond Count	6

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Chemical Component Summary
Name	ROLIPRAM
Synonyms	(4R)-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-2-PYRROLIDINONE
Systematic Name (OpenEye OEToolkits)	(4R)-4-(3-cyclopentyloxy-4-methoxy-phenyl)pyrrolidin-2-one
Formula	C₁₆ H₂₁ N O₃
Molecular Weight	275.343
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C3NCC(c2cc(OC1CCCC1)c(OC)cc2)C3
SMILES	CACTVS	3.341	COc1ccc(cc1OC2CCCC2)[CH]3CNC(=O)C3
SMILES	OpenEye OEToolkits	1.5.0	COc1ccc(cc1OC2CCCC2)C3CC(=O)NC3
Canonical SMILES	CACTVS	3.341	COc1ccc(cc1OC2CCCC2)[C@@H]3CNC(=O)C3
Canonical SMILES	OpenEye OEToolkits	1.5.0	COc1ccc(cc1OC2CCCC2)[C@H]3CC(=O)NC3
InChI	InChI	1.03	InChI=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
InChIKey	InChI	1.03	HJORMJIFDVBMOB-LBPRGKRZSA-N

Drug Info: DrugBank

DrugBank ID	DB04149
Name	(R)-Rolipram
Groups	experimental
Description	The (R)-enantiomer of rolipram, it is a phosphodiesterase inhibitor with antidepressant properties.
Synonyms	(R)-(−)-rolipram R-rolipram (R)-Rolipram (R)-4-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolidin-2-one (R)-(-)-rolipram (−)-rolipram
CAS number	85416-75-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
cAMP-specific 3',5'-cyclic phosphodiesterase 4B	MKKSRSVMTVMADDNVKDYFECSLSKSYSSSSNTLGIDLWRGRRCCSGNL...	unknown	inhibitor
cAMP-specific 3',5'-cyclic phosphodiesterase 4D	MEAEGSSAPARAGSGEGSDSAGGATLKAPKHLWRHEQHHQYPLRQPQFRL...	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