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Compound Detail

CHEMBL4522981

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CCn1c(=O)c2c(C)c(C(=O)N3CCC(O)CC3)sc2n(CCC(F)(F)F)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4522981
Phase Preclinical
Structure Type MOL
InChI Key NTYVAKNEYLJAPT-UHFFFAOYSA-N
8
Targets
10
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

433.4
MW (Da)
2.10
ALogP
7
HBA
1
HBD
84.5
PSA (Ų)
0.80
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H22F3N3O4S
MW 433.45
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.56

Activity Summary

IC50 10 meas. best 7.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2b
CHEMBL255
 IC50 7.23 7.205 59.0 2
Unchecked
CHEMBL612545
 IC50 6.73 6.73 185.0 1
Adenosine receptor A2b
CHEMBL2592
 IC50 6.55 6.55 280.0 1
Adenosine receptor A2b
CHEMBL2237
 IC50 6.4 6.4 400.0 1
Adenosine receptor A2a
CHEMBL2115
 IC50 6.33 6.33 470.0 1
Adenosine receptor A2a
CHEMBL302
 IC50 6.12 6.12 750.0 1
Adenosine receptor A2a
CHEMBL251
 IC50 6.09 6.09 820.0 1
Adenosine receptor A1
CHEMBL226
 IC50 5.89 5.89 1300.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 23.33 mL.min-1.kg-1 Rattus norvegicus
CL 3.667 mL.min-1.kg-1 Homo sapiens
CL 8.333 mL.min-1.kg-1 Mus musculus
CL 3.5 mL.min-1.kg-1 Homo sapiens
CL 23.33 mL.min-1.kg-1 Rattus norvegicus
CL 10.17 mL.min-1.kg-1 Mus musculus
CL - - Mus musculus
CL 18.33 mL.min-1.kg-1 Rattus norvegicus
CL 23.33 mL.min-1.kg-1 Rattus norvegicus
CL 6.667 mL.min-1.kg-1 Canis lupus familiaris
CL 7.333 mL.min-1.kg-1 Canis lupus familiaris
CL 10.17 mL.min-1.kg-1 Mus musculus
F 65.0 % Mus musculus
F 88.0 % Rattus norvegicus
F 79.0 % Canis lupus familiaris
Fu 0.6 - Homo sapiens
Fu 0.54 - Canis lupus familiaris
Fu 0.7 - Rattus norvegicus
Fu 0.3 - Mus musculus
MRT 0.65 hr Mus musculus
MRT 1.3 hr Rattus norvegicus
MRT 4.9 hr Canis lupus familiaris
MRT 1.2 hr Mus musculus
MRT 2.0 hr Rattus norvegicus
MRT 4.4 hr Canis lupus familiaris
T1/2 1.2 hr Mus musculus
T1/2 1.4 hr Rattus norvegicus
T1/2 6.6 hr Canis lupus familiaris
T1/2 2.1 hr Mus musculus
T1/2 1.4 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2b IC50 = 59.0 nM 7.23 Displacement of [3H]DPCPX from human A2B adenosine receptor expressed in HEK293 ... 30576906
Adenosine receptor A2b IC50 = 66.0 nM 7.18 Antagonist activity at recombinant human A2B adenosine receptor expressed in CHO... 30576906
Unchecked IC50 = 185.0 nM 6.73 Anti-inflammatory activity in human LL29 cells assessed as reduction in NECA-ind... 30576906
Adenosine receptor A2b IC50 = 280.0 nM 6.55 Antagonist activity at recombinant rat A2B adenosine receptor expressed in CHO c... 30576906
Adenosine receptor A2b IC50 = 400.0 nM 6.4 Antagonist activity at recombinant mouse A2B adenosine receptor expressed in CHO... 30576906
Adenosine receptor A2a IC50 = 470.0 nM 6.33 Antagonist activity at recombinant mouse A2A adenosine receptor expressed in CHO... 30576906
Adenosine receptor A2a IC50 = 750.0 nM 6.12 Antagonist activity at recombinant rat A2A adenosine receptor expressed in CHO c... 30576906
Adenosine receptor A2a IC50 = 820.0 nM 6.09 Antagonist activity at recombinant human A2A adenosine receptor expressed in CHO... 30576906
Adenosine receptor A1 IC50 = 1300.0 nM 5.89 Antagonist activity at recombinant human A1 adenosine receptor expressed in CHO ... 30576906

Literature References

PubMed DOI Target Context # Activities
30576906 10.1016/j.ejmech.2018.11.045 ADMET 47
30576906 10.1016/j.ejmech.2018.11.045 Unchecked 17
30576906 10.1016/j.ejmech.2018.11.045 Adenosine receptor A2b 12
30576906 10.1016/j.ejmech.2018.11.045 Mus musculus 9
- 10.6019/CHEMBL5303304 HEK-293T 7
30576906 10.1016/j.ejmech.2018.11.045 Adenosine receptor A2a 4
30576906 10.1016/j.ejmech.2018.11.045 Adenosine receptor A3 4
30576906 10.1016/j.ejmech.2018.11.045 Adenosine receptor A1 4
- 10.6019/CHEMBL5303304 U2OS 3
- 10.6019/CHEMBL5303304 Fibroblast 3
30576906 10.1016/j.ejmech.2018.11.045 Cytochrome P450 3A4 2
30576906 10.1016/j.ejmech.2018.11.045 Nuclear receptor subfamily 1 group I member 2 2
30576906 10.1016/j.ejmech.2018.11.045 No relevant target 2
30576906 10.1016/j.ejmech.2018.11.045 Cytochrome P450 2D6 1
30576906 10.1016/j.ejmech.2018.11.045 Cytochrome P450 2C9 1
30576906 10.1016/j.ejmech.2018.11.045 Cytochrome P450 2C8 1
30576906 10.1016/j.ejmech.2018.11.045 Cytochrome P450 1A2 1
34695776 10.1016/j.ejmech.2021.113907 Adenosine receptor A2b 1
- 10.6019/CHEMBL5308504 Casein kinase I isoform delta 1
- 10.6019/CHEMBL5308504 Cyclin-dependent kinase 2 1

Data from ChEMBL 36 via Core Engine