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Compound Detail

CHEMBL16997

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CCCn1c(=O)c2nc(-c3ccc(/C=C/C(=O)O)cc3)[nH]c2n(CCC)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL16997
Phase Preclinical
Structure Type MOL
InChI Key UGCOFEOEBHUEHA-JXMROGBWSA-N
7
Targets
14
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

382.4
MW (Da)
2.47
ALogP
6
HBA
2
HBD
110.0
PSA (Ų)
0.61
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22N4O4
MW 382.42
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.51

Activity Summary

Ki 14 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL318
 Ki 7.82 7.82 15.0 3
Adenosine receptor A3
CHEMBL256
 Ki 7.52 7.52 30.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 7.22 7.22 60.0 2
Adenosine receptor A1
CHEMBL226
 Ki 6.85 6.85 140.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 6.72 6.72 190.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 6.1 6.1 800.0 3
Adenosine receptor A3
CHEMBL3360
 Ki 4.82 4.82 15000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Ki = 15.0 nM 7.82 Antagonist activity against adenosine A1 receptor in rat brain membrane in prese... 10737749
Adenosine receptor A1 Ki = 15.0 nM 7.82 Displacement of [3H]PIA from adenosine A1 receptors of rat brain membrane 7932565
Adenosine receptor A1 Ki = 15.0 nM 7.82 Inhibition of [3H]CCPA binding to rat adenosine A1 receptor 11906291
Adenosine receptor A3 Ki = 30.0 nM 7.52 Antagonist activity against human adenosine A3 receptor expressed in HEK cells i... 10737749
Adenosine receptor A3 Ki = 30.0 nM 7.52 Inhibition of [3H]PSB-11 binding to human Adenosine A3 receptor 11906291
Adenosine receptor A2b Ki = 60.0 nM 7.22 Antagonist activity against human A2B adenosine receptor expressed in HEK293 cel... 10737749
Adenosine receptor A2b Ki = 60.0 nM 7.22 Inhibition of [3H]ZM-241385 binding to human adenosine A2B receptor 11906291
Adenosine receptor A1 Ki = 140.0 nM 6.85 Antagonist activity against recombinant human adenosine A1 receptor expressed in... 10737749
Adenosine receptor A2a Ki = 190.0 nM 6.72 Antagonist activity against recombinant human adenosine A2A receptor expressed i... 10737749
Adenosine receptor A2a Ki = 800.0 nM 6.1 Antagonist activity against adenosine A2A receptor in rat striatal membrane in p... 10737749
Adenosine receptor A2a Ki = 800.0 nM 6.1 Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal mem... 7932565
Adenosine receptor A2a Ki = 800.0 nM 6.1 Inhibition of [3H]MSX-2 binding to rat adenosine A2A receptor 11906291
Adenosine receptor A3 Ki = 15000.0 nM 4.82 Antagonist activity against rat adenosine A3 receptor using [125I]I-AB-MECA or [... 10737749
Adenosine receptor A3 Ki = 15000.0 nM 4.82 Displacement of [125I]AB-MECA from membranes of CHO cells stably transfected wit... 7932565

Literature References

PubMed DOI Target Context # Activities
10737749 10.1021/jm990421v Adenosine receptor A2a 2
10737749 10.1021/jm990421v Adenosine receptor A1 2
10737749 10.1021/jm990421v Adenosine receptor A3 2
11906291 10.1021/jm011049y Adenosine receptors; A2b & A3 1
11906291 10.1021/jm011049y Adenosine A2 receptor 1
11906291 10.1021/jm011049y Adenosine receptors; A1 & A2b 1
11906291 10.1021/jm011049y Adenosine receptor A3 1
11906291 10.1021/jm011049y Adenosine receptor A2b 1
11906291 10.1021/jm011049y Adenosine receptor A2a 1
11906291 10.1021/jm011049y Adenosine receptor A1 1
7932565 10.1021/jm00046a022 Adenosine receptor A2a and A3 1
7932565 10.1021/jm00046a022 Adenosine receptors; A1 & A3 1
7932565 10.1021/jm00046a022 Adenosine receptor A3 1
7932565 10.1021/jm00046a022 Adenosine receptor A2a 1
7932565 10.1021/jm00046a022 Adenosine receptor A1 1
10737749 10.1021/jm990421v Adenosine receptors; A2b & A3 1
10737749 10.1021/jm990421v Adenosine A2 receptor 1
10737749 10.1021/jm990421v Adenosine receptors; A1 & A2b 1
10737749 10.1021/jm990421v Adenosine receptor A2b 1

Data from ChEMBL 36 via Core Engine