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Compound Detail

CHEMBL27041

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

Basic Information

ChEMBL ID CHEMBL27041
Phase Preclinical
Structure Type MOL
InChI Key QTMMGCYGCFXBFI-UHFFFAOYSA-N
10
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

386.4
MW (Da)
1.84
ALogP
7
HBA
2
HBD
119.2
PSA (Ų)
0.61
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22N4O5
MW 386.41
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.93

Activity Summary

Ki 23 meas. best 7.47
Kd 1 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL4975
 Kd 7.77 7.77 17.0 1
Adenosine A2 receptor
CHEMBL2094257
 Ki 7.47 6.785 34.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 7.4 7.4 39.8 3
Adenosine receptor A1
CHEMBL318
 Ki 7.3 7.2429 50.0 7
Adenosine receptor A1
CHEMBL226
 Ki 6.76 6.76 175.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 6.22 6.145 595.0 2
Adenosine A2 receptor
CHEMBL2094117
 Ki 5.66 5.66 2200.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 5.66 5.6567 2200.0 3
Adenosine receptor A3
CHEMBL256
 Ki 5.41 5.405 3910.0 2
Adenosine receptor A3
CHEMBL3360
 Ki 4.12 4.12 75700.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Kd = 17.0 nM 7.77 Binding affinity for adenosine A1 receptor as inhibition of [125-I]-labeled amin... 3351850
Adenosine A2 receptor Ki = 34.0 nM 7.47 Binding affinity against A2 adenosine receptor in guinea pig cerebral cortical s... 2993622
Adenosine receptor A2b Ki = 40.0 nM 7.4 Antagonist activity against human A2B adenosine receptor expressed in HEK293 cel... 10737749
Adenosine receptor A2b Ki = 40.0 nM 7.4 Binding affinity at human Adenosine A2B receptor expressed in HEK293 cells, usin... 12014951
Adenosine receptor A2b Ki = 39.81 nM 7.4 Binding affinity to recombinant human adenosine A2B receptor 16392813
Adenosine receptor A1 Ki = 50.0 nM 7.3 Inhibition of [3H]- PIA binding at adenosine A1 receptor on rat cerebral cortex ... 3806597
Adenosine receptor A1 Ki = 58.0 nM 7.24 Antagonist activity against adenosine A1 receptor in rat brain membrane in prese... 10737749
Adenosine receptor A1 Ki = 58.0 nM 7.24 Displacement of [3H]PIA from adenosine A1 receptors of rat brain membrane 7932565
Adenosine receptor A1 Ki = 58.0 nM 7.24 Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radi... 1738138
Adenosine receptor A1 Ki = 58.0 nM 7.24 Inhibition of binding of 1 nM [3H]N-6-(phenylisopropyl)adenosine to adenosine A1... 2754711
Adenosine receptor A1 Ki = 58.0 nM 7.24 Binding affinity towards adenosine A1 receptor in rat cerebral cortical membrane... 2993622
Adenosine receptor A1 Ki = 63.1 nM 7.2 Binding affinity to rat adenosine A1 receptor 16392813
Adenosine receptor A1 Ki = 175.0 nM 6.76 Antagonist activity against recombinant human adenosine A1 receptor expressed in... 10737749
Adenosine receptor A2a Ki = 595.0 nM 6.22 Antagonist activity against recombinant human adenosine A2A receptor expressed i... 10737749
Adenosine A2 receptor Ki = 800.0 nM 6.1 Inhibition of NECA binding to adenosine A2 receptor mediates reduced adenylate c... 3351850
Adenosine receptor A2a Ki = 851.14 nM 6.07 Binding affinity to recombinant human adenosine A2A receptor 16392813
Adenosine receptor A2a Ki = 2200.0 nM 5.66 Antagonist activity against adenosine A2A receptor in rat striatal membrane in p... 10737749
Adenosine receptor A2a Ki = 2200.0 nM 5.66 Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal mem... 7932565
Adenosine A2 receptor Ki = 2200.0 nM 5.66 Inhibition of binding of [3H]5'-(N-ethylcarbamoyl)-adenosine to adenosine A2 rec... 2754711
Adenosine receptor A2a Ki = 2238.72 nM 5.65 Binding affinity to rat adenosine A2A receptor 16392813

Literature References

PubMed DOI Target Context # Activities
10737749 10.1021/jm990421v Adenosine receptor A2a 2
16392813 10.1021/jm0506221 Adenosine receptor A2a 2
10737749 10.1021/jm990421v Adenosine receptor A3 2
10737749 10.1021/jm990421v Adenosine receptor A1 2
7932565 10.1021/jm00046a022 Adenosine receptor A2a 1
16392813 10.1021/jm0506221 Adenosine receptor A3 1
1738138 10.1021/jm00081a001 Adenosine receptors; A1 & A2 1
1738138 10.1021/jm00081a001 Adenosine A2 receptor 1
1738138 10.1021/jm00081a001 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
10737749 10.1021/jm990421v Adenosine receptor A2b 1
7932565 10.1021/jm00046a022 Adenosine receptor A1 1
3806597 10.1021/jm00384a037 Adenosine receptor A1 1
3806597 10.1021/jm00384a037 Adenosine A2 receptor 1
3351850 10.1021/jm00399a010 Adenosine A2 receptor 1
3351850 10.1021/jm00399a010 Adenosine receptor A1 1
10737749 10.1021/jm990421v Adenosine receptors; A2b & A3 1
10737749 10.1021/jm990421v Adenosine A2 receptor 1

Data from ChEMBL 36 via Core Engine