Compound Information

General Information of the Compound

Compound ID

CP0039348

Compound Name

(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide

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Synonyms

[3H]adenosine-5'-(N-ethylcarboxamide)

(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide

1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamide

35920-39-9

5'-N(Sup 6)-Ethylcarboxamidoadenosine

5'-N-ETHYLCARBOXAMIDO-ADENOSINE

5'-N-Ethylcarboxamidoadenosine

Adenosine-5'-(N-ethylcarboxamide)

CHEBI:73284

CHEMBL464859

MLS000069759

N-ETHYL-5'-CARBOXAMIDO ADENOSINE

N-Ethylcarboxamidoadenosine

N-ethyl-5'-carboxamidoadenosine

NECA

SMR000058759

[3H]NECA

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Structure

Formula

C12H16N6O4

Molecular Weight

308.298

Canonical SMILES

CCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12

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InChI

InChI=1S/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8-,12+/m0/s1

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InChIKey

JADDQZYHOWSFJD-FLNNQWSLSA-N

Physicochemical Property

logP	-1.8362
Rotatable Bonds	3
Heavy Atom Count	22
Polar Areas	148.41
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
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: 448222

SID: 14849888

ChEMBL ID

CHEMBL464859

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: PT00825, 5-hydroxytryptamine receptor 2A

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000025	HEK-293T Cell Line Info	Homo sapiens (Human)	1
1	Ki > 10000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00840, 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)	5
1	EC50 = 0.12 nM Bioactivity Info	TI LI LO TS
2	Kd = 234.42 nM Bioactivity Info	TI LI LO TS
3	Ki = 1.04 nM Bioactivity Info	TI LI LO TS
4	Ki = 204.17 nM Bioactivity Info	TI LI LO TS
5	Ki = 245.47 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	17
1	EC50 = 0.3631 nM Bioactivity Info	TI LI LO TS
2	EC50 = 10.2 nM Bioactivity Info	TI LI LO TS
3	EC50 = 30 nM Bioactivity Info	TI LI LO TS
4	EC50 = 1479.11 nM Bioactivity Info	TI LI LO TS
5	IC50 = 0.7943 nM Bioactivity Info	TI LI LO TS
6	Kd = 575.44 nM Bioactivity Info	TI LI LO TS
7	Ki = 3 nM Bioactivity Info	TI LI LO TS
8	Ki = 4.6 nM Bioactivity Info	TI LI LO TS
9	Ki = 5 nM Bioactivity Info	TI LI LO TS
10	Ki = 6.8 nM Bioactivity Info	TI LI LO TS
11	Ki = 7.8 nM Bioactivity Info	TI LI LO TS
12	Ki = 8.62 nM Bioactivity Info	TI LI LO TS
13	Ki = 12 nM Bioactivity Info	TI LI LO TS
14	Ki = 14 nM Bioactivity Info	TI LI LO TS
15	Ki = 18.2 nM Bioactivity Info	TI LI LO TS
16	Ki = 18.3 nM Bioactivity Info	TI LI LO TS
17	Ki = 1122.02 nM Bioactivity Info	TI LI LO TS
CL000386	Flp-In-CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	7
1	EC50 = 0.4365 nM Bioactivity Info	TI LI LO TS
2	EC50 = 0.5012 nM Bioactivity Info	TI LI LO TS
3	EC50 = 0.7586 nM Bioactivity Info	TI LI LO TS
4	EC50 = 1.259 nM Bioactivity Info	TI LI LO TS
5	EC50 = 1.38 nM Bioactivity Info	TI LI LO TS
6	EC50 = 1.622 nM Bioactivity Info	TI LI LO TS
7	EC50 = 4.898 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	7
1	EC50 = 1.096 nM Bioactivity Info	TI LI LO TS
2	EC50 = 1.82 nM Bioactivity Info	TI LI LO TS
3	EC50 = 5.03 nM Bioactivity Info	TI LI LO TS
4	IC50 = 0.2089 nM Bioactivity Info	TI LI LO TS
5	IC50 = 1.122 nM Bioactivity Info	TI LI LO TS
6	Ki = 83.18 nM Bioactivity Info	TI LI LO TS
7	Ki = 5011.87 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 59 nM
2	Kd = 8.6 nM
3	Kd = 9.12 nM
4	Kd = 213.8 nM
5	Kd = 489.78 nM
6	Kd = 4168.69 nM
7	Ki = 12 nM
8	Ki = 13.6 nM
9	Ki = 14 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)	2
1	Kd = 295.12 nM Bioactivity Info	TI LI LO TS
2	Ki = 416.87 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	Ki = 63 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 10 nM
2	IC50 = 52000 nM
3	IC50 = 90000 nM
4	Ki = 6.3 nM
5	Ki = 10.3 nM

Protein ID: PT05020, 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)	1
1	Ki = 0.45 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00862, Adenosine receptor A2a

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	7
1	Activity = 0.75 nM Bioactivity Info	TI LI LO TS
2	IC50 = 37 nM Bioactivity Info	TI LI LO TS
3	Ki = 2.2 nM Bioactivity Info	TI LI LO TS
4	Ki = 20 nM Bioactivity Info	TI LI LO TS
5	Ki = 35 nM Bioactivity Info	TI LI LO TS
6	Ki = 60 nM Bioactivity Info	TI LI LO TS
7	Ki = 124 nM Bioactivity Info	TI LI LO TS
CL000386	Flp-In-CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	4
1	EC50 = 2.512 nM Bioactivity Info	TI LI LO TS
2	EC50 = 3.311 nM Bioactivity Info	TI LI LO TS
3	EC50 = 4.786 nM Bioactivity Info	TI LI LO TS
4	EC50 = 12.59 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	EC50 = 11.22 nM Bioactivity Info	TI LI LO TS
2	EC50 = 17.6 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	19
1	EC50 = 12.58 nM Bioactivity Info	TI LI LO TS
2	EC50 = 17.38 nM Bioactivity Info	TI LI LO TS
3	EC50 = 18 nM Bioactivity Info	TI LI LO TS
4	EC50 = 21.9 nM Bioactivity Info	TI LI LO TS
5	EC50 = 40 nM Bioactivity Info	TI LI LO TS
6	EC50 = 45 nM Bioactivity Info	TI LI LO TS
7	EC50 = 50 nM Bioactivity Info	TI LI LO TS
8	Ki = 1.5 nM Bioactivity Info	TI LI LO TS
9	Ki = 2.2 nM Bioactivity Info	TI LI LO TS
10	Ki = 8.41 nM Bioactivity Info	TI LI LO TS
11	Ki = 12.2 nM Bioactivity Info	TI LI LO TS
12	Ki = 12.4 nM Bioactivity Info	TI LI LO TS
13	Ki = 12.5 nM Bioactivity Info	TI LI LO TS
14	Ki = 16 nM Bioactivity Info	TI LI LO TS
15	Ki = 19.1 nM Bioactivity Info	TI LI LO TS
16	Ki = 20 nM Bioactivity Info	TI LI LO TS
17	Ki = 21.4 nM Bioactivity Info	TI LI LO TS
18	Ki = 24.6 nM Bioactivity Info	TI LI LO TS
19	Ki = 29.2 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	3
1	Ki = 5.24 nM Bioactivity Info	TI LI LO TS
2	Ki = 21.5 nM Bioactivity Info	TI LI LO TS
3	Ki = 21.6 nM Bioactivity Info	TI LI LO TS
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	Ki = 25 nM Bioactivity Info	TI LI LO TS
CL000028	PC-12 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 110 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	1
1	Ki = 130 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 10 nM
2	IC50 = 15 nM
3	IC50 = 23 nM
4	IC50 = 64 nM
5	IC50 = 67 nM
6	Ki = 1 nM
7	Ki = 2.2 nM
8	Ki = 12 nM
9	Ki = 15.1 nM
10	Ki = 20 nM
11	Ki = 52 nM
12	Ki = 60 nM
13	Ki = 680 nM

Protein ID: PT01608, Adenosine receptor A2a

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 = 12 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 7.05 nM
2	IC50 = 366 nM
3	Ki = 7.8 nM
4	Ki = 10.3 nM

Protein ID: PT01278, Adenosine receptor A2b

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000386	Flp-In-CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	4
1	EC50 = 3.162 nM Bioactivity Info	TI LI LO TS
2	EC50 = 4.786 nM Bioactivity Info	TI LI LO TS
3	EC50 = 15.85 nM Bioactivity Info	TI LI LO TS
4	EC50 = 42.66 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	11
1	EC50 = 38 nM Bioactivity Info	TI LI LO TS
2	EC50 = 104 nM Bioactivity Info	TI LI LO TS
3	EC50 = 155 nM Bioactivity Info	TI LI LO TS
4	EC50 = 160 nM Bioactivity Info	TI LI LO TS
5	EC50 = 440 nM Bioactivity Info	TI LI LO TS
6	EC50 = 1510 nM Bioactivity Info	TI LI LO TS
7	EC50 = 2400 nM Bioactivity Info	TI LI LO TS
8	EC50 = 3630.78 nM Bioactivity Info	TI LI LO TS
9	EC50 > 10000 nM Bioactivity Info	TI LI LO TS
10	Ki = 1270 nM Bioactivity Info	TI LI LO TS
11	Ki = 1890 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	EC50 = 63.1 nM Bioactivity Info	TI LI LO TS
2	EC50 = 3100 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	4
1	Ki = 262 nM Bioactivity Info	TI LI LO TS
2	Ki = 570 nM Bioactivity Info	TI LI LO TS
3	Ki = 760 nM Bioactivity Info	TI LI LO TS
4	Ki = 884 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 330 nM

Protein ID: PT01279, Adenosine receptor A3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000386	Flp-In-CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	7
1	EC50 = 0.1175 nM Bioactivity Info	TI LI LO TS
2	EC50 = 3.162 nM Bioactivity Info	TI LI LO TS
3	EC50 = 14.13 nM Bioactivity Info	TI LI LO TS
4	EC50 = 15.85 nM Bioactivity Info	TI LI LO TS
5	EC50 = 47.86 nM Bioactivity Info	TI LI LO TS
6	IC50 = 0.9333 nM Bioactivity Info	TI LI LO TS
7	Ki = 190.55 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	16
1	EC50 = 4.571 nM Bioactivity Info	TI LI LO TS
2	EC50 = 63 nM Bioactivity Info	TI LI LO TS
3	EC50 = 84.8 nM Bioactivity Info	TI LI LO TS
4	EC50 = 346.74 nM Bioactivity Info	TI LI LO TS
5	Ki = 6 nM Bioactivity Info	TI LI LO TS
6	Ki = 6.2 nM Bioactivity Info	TI LI LO TS
7	Ki = 8.22 nM Bioactivity Info	TI LI LO TS
8	Ki = 12.8 nM Bioactivity Info	TI LI LO TS
9	Ki = 16 nM Bioactivity Info	TI LI LO TS
10	Ki = 30 nM Bioactivity Info	TI LI LO TS
11	Ki = 34.6 nM Bioactivity Info	TI LI LO TS
12	Ki = 34.8 nM Bioactivity Info	TI LI LO TS
13	Ki = 35 nM Bioactivity Info	TI LI LO TS
14	Ki = 35.7 nM Bioactivity Info	TI LI LO TS
15	Ki = 73 nM Bioactivity Info	TI LI LO TS
16	Ki = 75.5 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	EC50 = 14.79 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.4898 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	4
1	EC50 = 78 nM Bioactivity Info	TI LI LO TS
2	EC50 = 10400 nM Bioactivity Info	TI LI LO TS
3	Ki = 169 nM Bioactivity Info	TI LI LO TS
4	Ki = 3200 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	8
1	EC50 = 154 nM Bioactivity Info	TI LI LO TS
2	EC50 = 177 nM Bioactivity Info	TI LI LO TS
3	Ki = 10.2 nM Bioactivity Info	TI LI LO TS
4	Ki = 10.6 nM Bioactivity Info	TI LI LO TS
5	Ki = 11 nM Bioactivity Info	TI LI LO TS
6	Ki = 19.6 nM Bioactivity Info	TI LI LO TS
7	Ki = 44.1 nM Bioactivity Info	TI LI LO TS
8	Ki = 89.13 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	1
1	Ki = 4 nM Bioactivity Info	TI LI LO TS
CL000025	HEK-293T Cell Line Info	Homo sapiens (Human)	2
1	Ki = 20 nM Bioactivity Info	TI LI LO TS
2	Ki = 17700 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 0.8 nM
2	Ki = 0.9 nM
3	Ki = 6.2 nM
4	Ki = 11 nM

Protein ID: PT05025, Adenosine receptor A3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	EC50 = 188 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	Ki = 14.1 nM Bioactivity Info	TI LI LO TS

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 = 113 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 113 nM

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 ~ 891.3 nM Bioactivity Info	TI LI LO TS

Protein ID: PT05120, Transmembrane domain-containing protein TMIGD3

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 = 16 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( [3H]NECA )

Drug Name	[3H]NECA
Target(s)	Adenosine A2a receptor (ADORA2A) Target Info Inhibitor Adenosine A1 receptor (ADORA1) Target Info Inhibitor Adenosine A3 receptor (ADORA3) Target Info Agonist Adenosine A2b receptor (ADORA2B) Target Info Agonist

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han