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Compound Detail

CHEMBL88147

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O=C(Cc1ccccc1)Nc1nc2ccc(Cl)cc2c2nc(-c3ccco3)nn12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL88147
Phase Preclinical
Structure Type MOL
InChI Key TWWFAXQOKNBUCR-UHFFFAOYSA-N
5
Targets
45
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

403.8
MW (Da)
4.37
ALogP
6
HBA
1
HBD
85.3
PSA (Ų)
0.48
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 C21H14ClN5O2
MW 403.83
Aromatic Rings 5
Heavy Atoms 29
NP-Likeness -1.94

Activity Summary

Ki 37 meas. best 9.94
IC50 3 meas. best 10.01
Kd 3 meas. best 10.11
EC50 2 meas. best 7.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Kd 10.11 10.06 0.1 2
Adenosine receptor A3
CHEMBL256
 IC50 10.01 9.075 0.1 2
Adenosine receptor A3
CHEMBL256
 Ki 9.94 8.6414 0.1 22
Adenosine receptor A2a
CHEMBL302
 Ki 7.99 7.564 10.3 5
Adenosine receptor A1
CHEMBL226
 Kd 7.8 7.8 15.8 1
Adenosine receptor A2a
CHEMBL251
 Ki 7.6 7.6 25.0 1
Adenosine receptor A3
CHEMBL256
 EC50 7.44 7.44 36.3 1
Adenosine receptor A1
CHEMBL226
 EC50 7.32 7.32 47.9 1
Adenosine receptor A1
CHEMBL226
 IC50 7.32 7.32 47.9 1
Adenosine receptor A1
CHEMBL226
 Ki 7.29 7.0733 51.3 3
Adenosine receptor A1
CHEMBL318
 Ki 7.28 6.9 52.7 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Kd = 0.07762 nM 10.11 Binding affinity to Nluc-A3R (unknown origin) expressed in HEK293 cells by nanoB... 36173355
Adenosine receptor A3 IC50 = 0.09772 nM 10.01 Antagonist activity at wild type A3R (unknown origin) expressed in Flp-In-CHO ce... 36173355
Adenosine receptor A3 Kd = 0.09772 nM 10.01 Binding affinity to wild type A3R (unknown origin) expressed in Flp-In-CHO cells... 36173355
Adenosine receptor A3 Ki = 0.1148 nM 9.94 Displacement of CA200645 from NLuc human A3 receptor expressed in HEK293 cells a... 35707146
Adenosine receptor A3 Ki = 0.59 nM 9.23 Displacement of [125I]I-AB-MECA from human recombinant adenosine A3 receptor exp... 22468757
Adenosine receptor A3 Ki = 0.65 nM 9.19 Antagonist activity at human recombinant adenosine A3 receptor 25497490
Adenosine receptor A3 Ki = 0.65 nM 9.19 Displacement of specific [125I]AB-MECA binding at human adenosine A3 receptor. 9258367
Adenosine receptor A3 Ki = 0.65 nM 9.19 Binding affinity at cloned human adenosine A3 receptor expressed in HEK293 cells... 9667972
Adenosine receptor A3 Ki = 0.65 nM 9.19 In vitro binding affinity against human Adenosine A3 receptor 10636237
Adenosine receptor A3 Ki = 0.65 nM 9.19 Displacement of [125]AB-MECA from human Adenosine A3 receptor expressed in HEK29... 10579811
Adenosine receptor A3 Ki = 0.65 nM 9.19 Inhibition of [125I]AB-MECA binding to human Adenosine A3 receptor expressed in ... 12166943
Adenosine receptor A3 Ki = 0.65 nM 9.19 Displacement of [3H]MRE 3008F20 from human adenosine A3 receptor expressed in CH... 16821770
Adenosine receptor A3 Ki = 0.65 nM 9.19 Antagonist activity at human adenosine A3 receptor 21511471
Adenosine receptor A3 Ki = 0.65 nM 9.19 Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in CH... 23200243
Adenosine receptor A3 Ki = 0.65 nM 9.19 In vitro binding affinity at human Adenosine A3 receptor from HEK293 cells by [1... 8863790
Adenosine receptor A3 Ki = 1.2 nM 8.92 Bnding affinity in membrane of CHO cell stably expressing recombinant human Aden... 12238926
Adenosine receptor A3 Ki = 1.2 nM 8.92 Binding affinity in membrane of CHO cell stably expressing recombinant human Ade... 12238926
Adenosine receptor A3 Ki = 2.48 nM 8.61 Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed ... 20202853
Adenosine receptor A3 Ki = 2.97 nM 8.53 Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in HE... 35450351
Adenosine receptor A3 Ki = 3.24 nM 8.49 Displacement of [3H]HMRS7799 from human adenosine A3 receptor expressed in HEK29... 35450351

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724696 U2OS 24
- 10.6019/CHEMBL5724696 TERT-RPE1 12
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 U2OS 8
36173355 10.1021/acs.jmedchem.2c01123 Adenosine receptor A1 7
36173355 10.1021/acs.jmedchem.2c01123 Adenosine receptor A3 7
12238926 10.1021/jm020211+ Adenosine receptor A3 4
39073853 10.1021/acs.jmedchem.4c01092 Adenosine receptor A3 3
22468757 10.1021/jm300087j Adenosine receptor A3 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
35707146 10.1021/acsmedchemlett.2c00052 Adenosine receptor A1 2
9667972 10.1021/jm980094b Unchecked 2
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A3 2
34120444 10.1021/acs.jmedchem.0c02169 Adenosine receptor A3 2
35707146 10.1021/acsmedchemlett.2c00052 Adenosine receptor A3 2
8863790 10.1021/jm960482i Unchecked 2
10579811 10.1021/jm991114s Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
22468757 10.1021/jm300087j Adenosine receptor A1 2

Data from ChEMBL 36 via Core Engine