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Compound Detail

CHEMBL273094

XANTHINE AMINE CONGENER
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CCCn1c(=O)c2[nH]c(-c3ccc(OCC(=O)NCCN)cc3)nc2n(CCC)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL273094
Name XANTHINE AMINE CONGENER
Phase Preclinical
Structure Type MOL
InChI Key FIQGIOAELHTLHM-UHFFFAOYSA-N
12
Targets
70
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

428.5
MW (Da)
0.83
ALogP
8
HBA
3
HBD
137.0
PSA (Ų)
0.44
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H28N6O4
MW 428.49
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.24

Activity Summary

Ki 62 meas. best 9.52
Kd 5 meas. best 9.77
IC50 3 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL226
 Kd 9.77 8.8 0.2 2
Adenosine receptor A1
CHEMBL4975
 Ki 9.52 9.1 0.3 3
Adenosine receptor A2a
CHEMBL251
 Ki 9.0 7.9782 1.0 11
Adenosine receptor A1
CHEMBL318
 Ki 8.96 8.9209 1.1 11
Adenosine receptor A1
CHEMBL226
 Ki 8.17 7.53 6.8 8
Adenosine receptor A2b
CHEMBL255
 Ki 8.11 7.715 7.8 2
Adenosine receptor A1
CHEMBL2304404
 Ki 7.96 7.96 11.0 2
Adenosine receptor A3
CHEMBL256
 Ki 7.86 6.461 13.8 10
Adenosine receptor A2a
CHEMBL251
 Kd 7.73 7.5167 18.5 3
Adenosine A2 receptor
CHEMBL2094117
 Ki 7.68 7.392 21.0 5
Adenosine A2 receptor
CHEMBL2094257
 Ki 7.31 7.31 49.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 7.2 7.2 63.0 4
Adenosine receptor A3
CHEMBL3360
 Ki 6.38 5.46 418.0 2
Plasmodium falciparum
CHEMBL364
 IC50 5.0 4.9333 10000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Kd = 0.17 nM 9.77 Binding affinity to human adenosine A1 receptor assessed as dissociation constan... 34019396
Adenosine receptor A1 Ki = 0.3 nM 9.52 Affinity for Adenosine A1 receptor using [N6-[(3-[125I]-iodo-4-aminophenyl)ethyl... 2709373
Adenosine receptor A2a Ki = 1.0 nM 9.0 Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in HEK2... 23200243
Adenosine receptor A2a Ki = 1.0 nM 9.0 Displacement of [3H]HZ241385 from human A2AAR expressed in HeLa cell membrane in... 35068155
Adenosine receptor A1 Ki = 1.1 nM 8.96 Affinity for adenosine A1 receptor using [3H]N6-(phenylisopropyl)adenosine (R)-[... 2709373
Adenosine receptor A1 Ki = 1.2 nM 8.92 Displacement of [3H]PIA from adenosine A1 receptors of rat brain membrane 7932565
Adenosine receptor A1 Ki = 1.2 nM 8.92 Inhibition of [3H]- PIA binding at adenosine A1 receptor on rat cerebral cortex ... 3806597
Adenosine receptor A1 Ki = 1.2 nM 8.92 Binding affinity towards adenosine A1 receptor in rat cerebral cortical membrane... 2993622
Adenosine receptor A1 Ki = 1.2 nM 8.92 Inhibition of (R)-N6-([3H]-phenylisopropyl) adenosine binding to adenosine A1 re... 1613758
Adenosine receptor A1 Ki = 1.2 nM 8.92 Inhibition of binding of 1 nM [3H]N-6-(phenylisopropyl)adenosine to adenosine A1... 2754711
Adenosine receptor A1 Ki = 1.2 nM 8.92 Binding affinity for adenosine A1 receptor using [3H]- CHA or [3H]- PIA 1738138
Adenosine receptor A1 Ki = 1.2 nM 8.92 Antagonist activity against adenosine A1 receptor in rat brain membrane in prese... 10737749
Adenosine receptor A1 Ki = 1.2 nM 8.92 Displacement of [3H]DPCPX binding to adenosine A1 receptor of rat brain cortical... 11262085
Adenosine receptor A1 Ki = 1.2 nM 8.92 Binding affinity towards adenosine A1 receptor in rat cortical membranes using N... 1501234
Adenosine receptor A1 Ki = 1.3 nM 8.89 Binding affinity towards rat Adenosine A1 receptor 11906291
Adenosine receptor A1 Ki = 1.3 nM 8.89 Binding affinity at bovine Adenosine A1 receptor. 12383013
Adenosine receptor A1 Ki = 1.3 nM 8.89 Ability to displace the specific binding of [3H]CHA to adenosine A1 receptor fro... 10956189
Adenosine receptor A2a Ki = 3.7 nM 8.43 Competitive binding affinity to human adenosine A2A receptor expressed in HEK293... 23200243
Adenosine receptor A2a Ki = 5.8 nM 8.24 Antagonist activity at human adenosine A2A receptor assessed as cAMP level by ce... 23602401
Adenosine receptor A1 Ki = 6.82 nM 8.17 Antagonist activity against recombinant human adenosine A1 receptor expressed in... 10737749

Literature References

PubMed DOI Target Context # Activities
21661720 10.1021/jm2003798 Adenosine receptor A2a 9
1501234 10.1021/jm00094a022 Rattus norvegicus 9
- 10.6019/CHEMBL3885741 Adenosine receptor A2a 8
2709373 10.1021/jm00125a019 Adenosine receptor A1 3
- 10.6019/CHEMBL3885741 Adenosine receptor A1 3
9258366 10.1021/jm970084v Adenosine receptor A2a 3
10956189 10.1021/jm990321p Unchecked 3
19734910 10.1038/nchembio.215 Plasmodium falciparum 3
1501234 10.1021/jm00094a022 Adenosine receptor A1 2
1613758 10.1021/jm00090a027 Adenosine receptor A1 2
23200243 10.1016/j.bmcl.2012.10.112 Adenosine receptor A3 2
23200243 10.1016/j.bmcl.2012.10.112 Adenosine receptor A2a 2
1613758 10.1021/jm00090a027 Adenosine A2 receptor 2
35178181 10.1021/acsmedchemlett.1c00598 Adenosine receptor A3 2
1501234 10.1021/jm00094a022 Adenosine A2 receptor 2
10737749 10.1021/jm990421v Adenosine receptor A1 2
35068155 10.1021/acs.jmedchem.1c01636 Adenosine receptor A1 2
11708915 10.1021/jm010232o Adenosine receptor A3 2
10737749 10.1021/jm990421v Adenosine receptor A2a 2
10737749 10.1021/jm990421v Adenosine A2 receptor 1

Data from ChEMBL 36 via Core Engine