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Compound Detail

CHEMBL17127

SCH-58261
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Nc1nc2c(cnn2CCc2ccccc2)c2nc(-c3ccco3)nn12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL17127
Name SCH-58261
Phase Preclinical
Structure Type MOL
InChI Key UTLPKQYUXOEJIL-UHFFFAOYSA-N
7
Targets
64
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

345.4
MW (Da)
2.56
ALogP
8
HBA
1
HBD
100.1
PSA (Ų)
0.54
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H15N7O
MW 345.37
Aromatic Rings 5
Heavy Atoms 26
NP-Likeness -1.96

Activity Summary

Ki 54 meas. best 9.22
Kd 6 meas. best 9.15
IC50 4 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL251
 Ki 9.22 8.8374 0.6 19
Adenosine receptor A2a
CHEMBL302
 Kd 9.15 9.15 0.7 1
Adenosine receptor A2a
CHEMBL302
 IC50 8.74 8.74 1.8 1
Adenosine receptor A2a
CHEMBL251
 Kd 8.71 8.312 2.0 5
Adenosine receptor A2a
CHEMBL302
 Ki 8.64 7.7145 2.3 11
Adenosine receptor A2a
CHEMBL251
 IC50 7.92 7.7133 12.0 3
Adenosine receptor A1
CHEMBL226
 Ki 7.21 6.4744 62.0 9
Adenosine receptor A1
CHEMBL318
 Ki 6.92 6.614 121.0 10
Adenosine receptor A2b
CHEMBL255
 Ki 6.59 6.17 255.7 3
Adenosine receptor A1
CHEMBL4975
 Ki 6.45 6.45 357.0 1
Adenosine receptor A3
CHEMBL256
 Ki 5.92 5.92 1200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2a Ki = 0.6 nM 9.22 Binding affinity to human adenosine A2A receptor 18637670
Adenosine receptor A2a Ki = 0.6 nM 9.22 Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in HEK2... 23200243
Adenosine receptor A2a Ki = 0.6 nM 9.22 Binding affinity against human Adenosine A2a receptor (hA2a) 15149696
Adenosine receptor A2a Kd = 0.7 nM 9.15 Binding affinity to adenosine receptor A2a in rat striatum 24164628
Adenosine receptor A2a Ki = 1.1 nM 8.96 Antagonist activity at human adenosine 2A receptor 32667814
Adenosine receptor A2a Ki = 1.1 nM 8.96 Inhibition of human recombinant adenosine receptor A2a 24164628
Adenosine receptor A2a Ki = 1.1 nM 8.96 Displacement of [3H]-ZM 241385 from human adenosine A2A receptor expressed in CH... 22204739
Adenosine receptor A2a Ki = 1.1 nM 8.96 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 1.1 nM 8.96 Displacement of specific [3H]-SCH- 58261 binding at human Adenosine A2A receptor... 11754583
Adenosine receptor A2a Ki = 1.1 nM 8.96 Displacement of [3H]-SCH- 58261 from human Adenosine A2A receptor expressed in C... 9622554
Adenosine receptor A2a Ki = 1.23 nM 8.91 Displacement of [3H]ZM241385 from human adenosine A2A receptor expressed in HEK2... 20303771
Adenosine receptor A2a IC50 = 1.8 nM 8.74 Antagonistic Activity (IC50) of Compounds Against A2A Receptor: The IC50 (nM) va... -
Adenosine receptor A2a Ki = 1.9 nM 8.72 Competitive binding affinity to human adenosine A2A receptor expressed in HEK293... 23200243
Adenosine receptor A2a Kd = 1.973 nM 8.71 A2A protein embedded into nanodisc was immobilized via 1D4 antibody on the CM5 s... -
Adenosine receptor A2a Ki = 2.0 nM 8.7 Antagonist activity at human adenosine A2A receptor 18558486
Adenosine receptor A2a Ki = 2.0 nM 8.7 Binding affinity against adenosine A2 receptor in bovine striatal membranes usin... 15163184
Adenosine receptor A2a Ki = 2.0 nM 8.7 Antagonist activity at human adenosine A2A receptor 18562199
Adenosine receptor A2a Ki = 2.3 nM 8.64 Displacement of [3H]-CGS- 21680 from rat striatal membrane Adenosine A2A recepto... 12646033
Adenosine receptor A2a Ki = 2.3 nM 8.64 Displacement of [3H]-CGS- 21680 from rat striatal membranes Adenosine A2A recept... 9622554
Adenosine receptor A2a Ki = 2.3 nM 8.64 Binding affinity towards adenosine A2A receptor 16153830

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885741 Adenosine receptor A2a 17
- 10.1007/s00044-011-9786-y Mus musculus 7
9622554 10.1021/jm9708689 Adenosine receptor A2a 3
20303771 10.1016/j.bmc.2010.02.048 Adenosine receptor A2a 2
15163184 10.1021/jm030977p Adenosine receptor A1 2
15163184 10.1021/jm030977p Adenosine receptor A2a 2
34695776 10.1016/j.ejmech.2021.113907 Mus musculus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
8676354 10.1021/jm950746l Adenosine receptor A2a 2
24164628 10.1021/jm4011669 Adenosine receptor A2a 2
23953686 10.1016/j.bmc.2013.07.005 Mus musculus 2
9622554 10.1021/jm9708689 Adenosine receptors; A1 & A2a 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
23200243 10.1016/j.bmcl.2012.10.112 Adenosine receptor A2a 2
9622554 10.1021/jm9708689 Adenosine receptor A1 2
12646033 10.1021/jm021023m Adenosine receptor A1 1
38483150 10.1021/acs.jmedchem.4c00250 Adenosine receptor A2a 1
12646033 10.1021/jm021023m Adenosine receptor A2a 1
15163184 10.1021/jm030977p Unchecked 1
8558508 10.1021/jm9504823 Adenosine receptor A2a 1

Data from ChEMBL 36 via Core Engine