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Compound Detail

CHEMBL483688

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CCCn1c(=O)[nH]c2nc(-c3ccc(S(=O)(=O)N4CCN(c5ccc(Cl)cc5)CC4)cc3)[nH]c2c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL483688
Phase Preclinical
Structure Type MOL
InChI Key OVHCTHHFOHMNFV-UHFFFAOYSA-N
4
Targets
11
Activities
3
Assay Types
2
PK Parameters
19
Publications
0
Known Names

Molecular Properties

529.0
MW (Da)
2.65
ALogP
7
HBA
2
HBD
124.2
PSA (Ų)
0.40
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25ClN6O4S
MW 529.02
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -1.67

Activity Summary

IC50 5 meas. best 9.27
Kd 3 meas. best 9.46
Ki 3 meas. best 9.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2b
CHEMBL2237
 Kd 9.46 9.46 0.4 1
Adenosine receptor A2b
CHEMBL255
 Kd 9.39 9.29 0.4 2
Adenosine receptor A2b
CHEMBL255
 IC50 9.27 8.7725 0.5 4
Adenosine receptor A2a
CHEMBL251
 Ki 9.26 9.26 0.6 1
Adenosine receptor A2b
CHEMBL255
 Ki 9.26 9.075 0.6 2
Zika virus
CHEMBL4296612
 IC50 7.36 7.36 43.8 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.2133 hr Homo sapiens
T1/2 0.4033 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2b Kd = 0.351 nM 9.46 Displacement of [3H]PSB-603 from mouse recombinant adenosine A2B receptor expres... 19569717
Adenosine receptor A2b Kd = 0.403 nM 9.39 Binding affinity to human recombinant adenosine A2B receptor expressed in CHO ce... 19569717
Adenosine receptor A2b IC50 = 0.534 nM 9.27 Displacement of PSB-12105 from recombinant human adenosine A2B receptor expresse... 29681156
Adenosine receptor A2b Ki = 0.553 nM 9.26 Displacement of [3H]PSB-603 from human recombinant adenosine A2B receptor expres... 19569717
Adenosine receptor A2a Ki = 0.553 nM 9.26 Antagonist activity at adenosine A2A receptor (unknown origin) 34695776
Adenosine receptor A2b Kd = 0.652 nM 9.19 Binding affinity to human recombinant adenosine A2B receptor expressed in CHO ce... 19569717
Adenosine receptor A2b IC50 = 0.739 nM 9.13 Displacement of PSB-12105 from recombinant human adenosine A2B receptor expresse... 29681156
Adenosine receptor A2b IC50 = 1.13 nM 8.95 Antagonist activity at adenosine A2B receptor in human Jurkat T cells assessed a... 19569717
Adenosine receptor A2b Ki = 1.3 nM 8.89 Antagonist activity at human adenosine A2B receptor expressed in Flp-In-CHO cell... 34120444
Adenosine receptor A2b IC50 = 18.3 nM 7.74 Antagonist activity at recombinant human adenosine A2B receptor expressed in CHO... 29681156
Zika virus IC50 = 43.8 nM 7.36 Antiviral activity against Zika virus infected in human A549 cells preincubated ... 29258771

Literature References

PubMed DOI Target Context # Activities
19569717 10.1021/jm900413e Adenosine receptor A2b 10
19569717 10.1021/jm900413e Adenosine receptor A2a 4
19569717 10.1021/jm900413e Adenosine receptor A1 4
29258771 10.1016/j.bmcl.2017.12.019 A549 4
29681156 10.1021/acs.jmedchem.7b01627 Adenosine receptor A2b 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
33372800 10.1021/acs.jmedchem.0c01431 PC-3 3
19569717 10.1021/jm900413e Adenosine receptor A3 2
19569717 10.1021/jm900413e Unchecked 2
34120444 10.1021/acs.jmedchem.0c02169 Adenosine receptor A2b 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
34695776 10.1016/j.ejmech.2021.113907 Adenosine receptor A2a 1
33372800 10.1021/acs.jmedchem.0c01431 LNCaP 1
33372800 10.1021/acs.jmedchem.0c01431 DU-145 1
30835463 10.1021/acs.jmedchem.9b00071 No relevant target 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
29681156 10.1021/acs.jmedchem.7b01627 Adenosine receptor A3 1
29258771 10.1016/j.bmcl.2017.12.019 Zika virus 1

Data from ChEMBL 36 via Core Engine