Compound Information

General Information of the Compound

Compound ID

CP0037308

Compound Name

(R,S)-Rolipram

Show/Hide

Synonyms

(R,S)-rolipram

4-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2-pyrrolidinone

4-(3-(cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-one

4-(3-Cyclopentyloxy-4-methoxyphenyl)-2-pyrrolidone

4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone

4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one

61413-54-5

Adeo

BRN 1588548

CHEBI:104872

CHEMBL63

EINECS 262-771-1

HJORMJIFDVBMOB-UHFFFAOYSA-N

MLS000069691

ROLIPRAM

Rolipram [USAN:INN]

Rolipramum

Rolipramum [Latin]

ZK 62711

ZK-62711

[3H]rolipram

Show/Hide

Structure

Formula

C16H21NO3

Molecular Weight

275.348

Canonical SMILES

COc1ccc(cc1OC1CCCC1)C1CNC(=O)C1

Show/Hide

InChI

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)

Show/Hide

InChIKey

HJORMJIFDVBMOB-UHFFFAOYSA-N

CAS

85416-75-7

61413-54-5

Physicochemical Property

logP	2.6201
Rotatable Bonds	4
Heavy Atom Count	20
Polar Areas	47.56
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Complexity	20

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

Show/Hide

Click to Show/Hide the External Link(s) of This Compound

PubChem ID

CID: 5092

SID: 12013590

ChEMBL ID

CHEMBL63

DrugBank ID

DB01954

Map of Molecular Bioactivity Related to the Compound

Map of Molecular Bioactivity Related to the Compound Compound Cell Line Protein Bioactivity Value: <= 0.1 μM > 0.1 μM and <= 10 μM > 10 μM Imprecise Activity

Table of Molecular Bioactivities Related to the Compound

Protein ID: PT01479, 3',5'-cyclic-AMP phosphodiesterase 4A

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 4 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1950 nM Bioactivity Info	TI LI LO TS
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 95 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.770852 nM
2	IC50 = 10.7 nM
3	IC50 = 11 nM
4	IC50 = 67 nM
5	IC50 = 84 nM
6	IC50 = 162 nM
7	IC50 = 386 nM
8	IC50 = 830 nM

Protein ID: PT01305, 3',5'-cyclic-AMP phosphodiesterase 4B

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	6
1	IC50 = 110 nM Bioactivity Info	TI LI LO TS
2	IC50 = 150 nM Bioactivity Info	TI LI LO TS
3	IC50 = 940 nM Bioactivity Info	TI LI LO TS
4	IC50 = 1030 nM Bioactivity Info	TI LI LO TS
5	IC50 = 1100 nM Bioactivity Info	TI LI LO TS
6	IC50 = 1270 nM Bioactivity Info	TI LI LO TS
CL000100	U-937 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 1300 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1820 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 20 nM
2	IC50 = 34 nM
3	IC50 = 35.7 nM
4	IC50 = 50 nM
5	IC50 = 52 nM
6	IC50 = 80 nM
7	IC50 = 86 nM
8	IC50 = 97.9 nM
9	IC50 = 100 nM
10	IC50 = 210 nM
11	IC50 = 220 nM
12	IC50 = 231 nM
13	IC50 = 320 nM
14	IC50 = 534 nM
15	IC50 = 550 nM
16	IC50 = 901 nM
17	IC50 = 940 nM
18	IC50 = 1040 nM
19	IC50 = 1100 nM
20	IC50 = 1120 nM
21	IC50 = 2000 nM
22	IC50 = 4000 nM
23	IC50 = 11370 nM
24	IC50 = 16000 nM
25	Ki = 220 nM
26	Ki = 221 nM
27	Ki = 223.87 nM

Protein ID: PT01727, 3',5'-cyclic-AMP phosphodiesterase 4C

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 1680 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 118 nM
2	IC50 = 640 nM
3	IC50 = 1258 nM
4	IC50 = 2630 nM
5	IC50 = 3410 nM
6	IC50 = 3690 nM
7	IC50 = 59000 nM

Protein ID: PT01538, 3',5'-cyclic-AMP phosphodiesterase 4D

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	3
1	IC50 = 92 nM Bioactivity Info	TI LI LO TS
2	IC50 = 110 nM Bioactivity Info	TI LI LO TS
3	IC50 = 1050 nM Bioactivity Info	TI LI LO TS
CL000100	U-937 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 1690 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.80618 nM
2	IC50 = 31.6 nM
3	IC50 = 33 nM
4	IC50 = 50 nM
5	IC50 = 60 nM
6	IC50 = 79 nM
7	IC50 = 80 nM
8	IC50 = 82 nM
9	IC50 = 82.5 nM
10	IC50 = 130 nM
11	IC50 = 140 nM
12	IC50 = 160 nM
13	IC50 = 200 nM
14	IC50 = 240 nM
15	IC50 = 320 nM
16	IC50 = 403 nM
17	IC50 = 550 nM
18	IC50 = 590 nM
19	IC50 = 610 nM
20	IC50 = 621 nM
21	IC50 = 622 nM
22	IC50 = 880 nM
23	IC50 = 1000 nM
24	IC50 = 4310 nM
25	Ki = 58.9 nM

Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000156	HT-1080 Cell Line Info	Homo sapiens (Human)	1
1	Potency ~ 29092.9 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00212, Phosphodiesterase

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 100000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT02347, Tumor necrosis factor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000752	PBMC iPSC #1 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 500 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 200 nM

Cell Viability or Cytotoxicity Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000752	PBMC iPSC #1 Cell Line Info	Homo sapiens (Human)	1
1	IC50 > 30000 nM	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( ROLIPRAM )

Drug Name	ROLIPRAM
Target(s)	Phosphodiesterase 4D (PDE4D) Target Info Inhibitor Phosphodiesterase 5A (PDE5A) Target Info Inhibitor Phosphodiesterase 4B (PDE4B) Target Info Inhibitor Phosphodiesterase 4A (PDE4A) Target Info Inhibitor

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han