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Compound Detail

CHEMBL418333

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

Basic Information

ChEMBL ID CHEMBL418333
Phase Preclinical
Structure Type MOL
InChI Key IWALGNIFYOBRKC-UHFFFAOYSA-N
9
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

392.4
MW (Da)
1.62
ALogP
7
HBA
2
HBD
127.0
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H20N4O5S
MW 392.44
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.94

Activity Summary

Ki 22 meas. best 6.85
IC50 2 meas. best 8.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL4975
 IC50 8.47 8.47 3.4 1
Adenosine receptor A1
CHEMBL318
 IC50 6.92 6.92 120.0 1
Adenosine receptor A1
CHEMBL318
 Ki 6.85 6.705 140.0 8
Adenosine receptor A3
CHEMBL256
 Ki 6.74 6.74 183.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 6.6 6.6 250.0 3
Adenosine A2 receptor
CHEMBL2094117
 Ki 6.15 5.555 710.0 2
Adenosine receptor A2a
CHEMBL2605
 Ki 6.15 6.15 710.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 6.1 5.975 790.0 4
Adenosine A2 receptor
CHEMBL2094257
 Ki 5.72 5.72 1900.0 1
Adenosine receptor A3
CHEMBL3360
 Ki 4.04 4.04 90100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 IC50 = 3.4 nM 8.47 Binding affinity against bovine brain adenosine A1 receptor by using N6-[3H]- cy... 2991519
Adenosine receptor A1 IC50 = 120.0 nM 6.92 Binding affinity against rat brain adenosine A1 receptor by using N6-[3H]- cyclo... 2991519
Adenosine receptor A1 Ki = 140.0 nM 6.85 Inhibition of 1 nM [3H]- N6-(phenylisopropyl) adenosine binding to Adenosine A1 ... 2724296
Adenosine receptor A1 Ki = 140.0 nM 6.85 Displacement of [3H]PIA from adenosine A1 receptors of rat brain membrane 7932565
Adenosine receptor A1 Ki = 140.0 nM 6.85 Binding affinity for adenosine A1 receptor from rat brain membranes using [3H]PI... 8410976
Adenosine receptor A3 Ki = 183.0 nM 6.74 Binding affinity for human adenosine A3 receptor using [3H]-PBS-11 in CHO cell m... 14761205
Adenosine receptor A3 Ki = 183.0 nM 6.74 Displacement of [125I]AB-MECA from sheep adenosine A3 receptor 16821798
Adenosine receptor A1 Ki = 210.0 nM 6.68 Binding affinity for adenosine A1 receptor using [3H]PIA in rat brain cortical m... 14761205
Adenosine receptor A1 Ki = 210.0 nM 6.68 Antagonism of binding of 1 nM [3H]cyclohexyladenosine to adenosine A1 receptors ... 2984420
Adenosine receptor A1 Ki = 210.0 nM 6.68 Binding affinity against A1 adenosine receptors of the central nervous system 3016270
Adenosine receptor A1 Ki = 210.0 nM 6.68 Displacement of [3H]R-PIA from adenosine A1 receptor in rat brain cortical membr... 16821798
Adenosine receptor A2b Ki = 250.0 nM 6.6 Antagonist activity against human Adenosine A2b receptor 16250640
Adenosine receptor A2b Ki = 250.0 nM 6.6 Displacement of [125I]ABOPX from human recombinant adenosine A2B receptor expres... 16821798
Adenosine receptor A2b Ki = 250.0 nM 6.6 Binding affinity for human adenosine A2B receptor using [3H]-PSB-298 in CHO cell... 14761205
Adenosine receptor A1 Ki = 430.0 nM 6.37 Inhibition of 1 nM [3H]- N6 -(phenylisopropyl) adenosine binding to Adenosine A1... 2724296
Adenosine receptor A2a Ki = 710.0 nM 6.15 Antagonism of cyclic [3H]AMP accumulation in guinea pig cerebral cortical slices... 2984420
Adenosine A2 receptor Ki = 710.0 nM 6.15 Binding affinity against A2 adenosine receptors of the central nervous system 3016270
Adenosine receptor A2a Ki = 790.0 nM 6.1 Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal mem... 7932565
Adenosine receptor A2a Ki = 790.0 nM 6.1 Binding affinity for adenosine A2A receptor from rat brain membranes using [3H]C... 8410976
Adenosine receptor A2a Ki = 1400.0 nM 5.85 Binding affinity for adenosine A2A receptor using [3H]-NECA in rat brain striata... 14761205

Literature References

PubMed DOI Target Context # Activities
2991519 10.1021/jm00146a016 No relevant target 4
16821798 10.1021/jm060277v Adenosine receptor A2a 2
16821798 10.1021/jm060277v Adenosine receptor A1 2
2724296 10.1021/jm00126a014 Adenosine receptor A1 2
2724296 10.1021/jm00126a014 Adenosine A2 receptor 2
2991519 10.1021/jm00146a016 Adenosine receptor A1 2
7932565 10.1021/jm00046a022 Adenosine receptor A2a and A3 1
3016270 10.1021/jm00158a034 Adenosine receptor A1 1
8410976 10.1021/jm00070a007 Adenosine receptor A2a 1
17417631 10.1038/nchembio873 Unchecked 1
2984420 10.1021/jm00382a018 Unchecked 1
2984420 10.1021/jm00382a018 Adenosine receptor A2a 1
2984420 10.1021/jm00382a018 Adenosine receptor A1 1
14761205 10.1021/jm0310030 Adenosine receptor A1 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
14761205 10.1021/jm0310030 Adenosine receptor A3 1
14761205 10.1021/jm0310030 Adenosine receptor A2b 1

Data from ChEMBL 36 via Core Engine