Compound Information

General Information of the Compound

Compound ID

CP0058033

Compound Name

1,3-dipropyl-8-cyclopentylxanthine

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Synonyms

1,3-DIPROPYL-8-CYCLOPENTYLXANTHINE [DPCPX]

1,3-Dpcpx

1,3-dipropyl-8-cyclopentylxanthine

102146-07-6

8-Cyclopentyl-1,3-dipropylxanthine

8-Cyclopentyl-3,7-dihydro-1,3-dipropyl-1H-purin-2,6-dione

8-cyclopentyl-1,3-dipropyl-1H-purine-2,6(3H,7H)-dione

8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione

9PTP4FOI9E

CHEBI:73282

CHEMBL183

DPCPX

DPCPX, 1,3-Dipropyl-8-cyclopentylxanthine

GNF-PF-2224

MLS000069347

PD-116,948

PD-116948

PMID28870136-Compound-38

SMR000058434

UNII-9PTP4FOI9E

dipropylcyclopentylxanthine

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Structure

Formula

C16H24N4O2

Molecular Weight

304.394

Canonical SMILES

CCCn1c2nc([nH]c2c(=O)n(CCC)c1=O)C1CCCC1

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InChI

InChI=1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18)

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InChIKey

FFBDFADSZUINTG-UHFFFAOYSA-N

CAS

102146-07-6

Physicochemical Property

logP	2.3639
Rotatable Bonds	5
Heavy Atom Count	22
Polar Areas	72.68
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Complexity	22

"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).

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PubChem ID

CID: 1329

SID: 12014525

ChEMBL ID

CHEMBL183

DrugBank ID

DB12946

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: PT00840, Adenosine receptor A1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	13
1	EC50 = 1.52 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.5 nM Bioactivity Info	TI LI LO TS
3	Ki = 0.5 nM Bioactivity Info	TI LI LO TS
4	Ki = 0.9 nM Bioactivity Info	TI LI LO TS
5	Ki = 1.09 nM Bioactivity Info	TI LI LO TS
6	Ki = 2.13 nM Bioactivity Info	TI LI LO TS
7	Ki = 2.2 nM Bioactivity Info	TI LI LO TS
8	Ki = 3.2 nM Bioactivity Info	TI LI LO TS
9	Ki = 3.9 nM Bioactivity Info	TI LI LO TS
10	Ki = 4 nM Bioactivity Info	TI LI LO TS
11	Ki = 6.1 nM Bioactivity Info	TI LI LO TS
12	Ki = 6.5 nM Bioactivity Info	TI LI LO TS
13	Ki = 12.02 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	3
1	EC50 = 933.25 nM Bioactivity Info	TI LI LO TS
2	Ki = 39.81 nM Bioactivity Info	TI LI LO TS
3	Ki = 95 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	2
1	Ki = 0.5888 nM Bioactivity Info	TI LI LO TS
2	Ki = 1.6 nM Bioactivity Info	TI LI LO TS
CL000939	CHO-A1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	Ki = 3.2 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.87 nM
2	IC50 = 0.89 nM
3	IC50 = 6.7 nM
4	IC50 = 13 nM
5	IC50 = 25 nM
6	Ki = 0.56 nM
7	Ki = 3 nM
8	Ki = 4.2 nM
9	Ki = 12 nM
10	Ki = 12.9 nM

Protein ID: PT01717, Adenosine receptor A1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 1 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 0.46 nM
2	Ki = 0.5 nM
3	Ki = 0.6166 nM
4	Ki = 0.77 nM
5	Ki = 0.9 nM
6	Ki = 1.2 nM
7	Ki = 1.46 nM

Protein ID: PT00862, Adenosine receptor A2a

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	7
1	IC50 = 132 nM Bioactivity Info	TI LI LO TS
2	Ki = 97 nM Bioactivity Info	TI LI LO TS
3	Ki = 129 nM Bioactivity Info	TI LI LO TS
4	Ki = 130 nM Bioactivity Info	TI LI LO TS
5	Ki = 260 nM Bioactivity Info	TI LI LO TS
6	Ki = 260.3 nM Bioactivity Info	TI LI LO TS
7	Ki = 337 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	4
1	IC50 = 261 nM Bioactivity Info	TI LI LO TS
2	Ki = 56 nM Bioactivity Info	TI LI LO TS
3	Ki = 129 nM Bioactivity Info	TI LI LO TS
4	Ki = 130 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	2
1	Ki = 157 nM Bioactivity Info	TI LI LO TS
2	Ki = 260 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	3
1	Ki = 226 nM Bioactivity Info	TI LI LO TS
2	Ki = 291 nM Bioactivity Info	TI LI LO TS
3	Ki = 788 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01278, Adenosine receptor A2b

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	4
1	EC50 > 1000 nM Bioactivity Info	TI LI LO TS
2	IC50 = 3.8 nM Bioactivity Info	TI LI LO TS
3	IC50 = 43 nM Bioactivity Info	TI LI LO TS
4	Ki = 1000 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	5
1	Ki = 51 nM Bioactivity Info	TI LI LO TS
2	Ki = 56 nM Bioactivity Info	TI LI LO TS
3	Ki = 63.8 nM Bioactivity Info	TI LI LO TS
4	Ki = 73.2 nM Bioactivity Info	TI LI LO TS
5	Ki = 73.24 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 51 nM

Protein ID: PT02131, Adenosine receptor A2b

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 186 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01279, Adenosine receptor A3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	6
1	Ki = 243 nM Bioactivity Info	TI LI LO TS
2	Ki = 985 nM Bioactivity Info	TI LI LO TS
3	Ki = 1300 nM Bioactivity Info	TI LI LO TS
4	Ki = 4000 nM Bioactivity Info	TI LI LO TS
5	Ki > 10000 nM Bioactivity Info	TI LI LO TS
6	Ki > 1000 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	2
1	Ki = 1300 nM Bioactivity Info	TI LI LO TS
2	Ki = 1722 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 1700 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 759 nM
2	Ki = 795 nM

Protein ID: PT01827, Adenosine receptor A3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	Ki = 5290 nM Bioactivity Info	TI LI LO TS

Protein ID: PT06109, Geminin

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000015	SW480 Cell Line Info	Homo sapiens (Human)	1
1	Potency ~ 20596.2 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( PMID28870136-Compound-38 )

Drug Name	PMID28870136-Compound-38
Company	ST. JUDE CHILDREN'S RESEARCH HOSPITAL, INC
Target(s)	Ecto-5'-nucleotidase (CD73) Target Info Inhibitor

Drug 2 ( GNF-PF-2224 )

Drug Name	GNF-PF-2224
Target(s)	Adenosine A2a receptor (ADORA2A) Target Info Inhibitor Adenosine A3 receptor (ADORA3) Target Info Inhibitor Adenosine A2b receptor (ADORA2B) Target Info Inhibitor Adenosine A1 receptor (ADORA1) Target Info Inhibitor

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About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han