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Compound Detail

CHEMBL392149

TECADENOSON
🧪 Phase II
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🧪 Phase II
OC[C@H]1O[C@@H](n2cnc3c(N[C@@H]4CCOC4)ncnc32)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL392149
Name TECADENOSON
Phase Phase II
Structure Type MOL
InChI Key OESBDSFYJMDRJY-BAYCTPFLSA-N

Known Names

CVT-510 Tecadenoson
10
Targets
25
Activities
3
Assay Types
10
PK Parameters
20
Publications
2
Known Names
1
Indications
1
Mechanisms

Molecular Properties

337.3
MW (Da)
-1.36
ALogP
10
HBA
4
HBD
134.8
PSA (Ų)
0.53
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -denoson
USAN Year 2002

Extended Properties

Molecular Formula C14H19N5O5
MW 337.34
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.86

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adenosine A1 receptor agonist AGONIST Adenosine receptor A1 ✓ ✓

Indications

Atrial Fibrillation

Activity Summary

Ki 17 meas. best 8.69
IC50 6 meas. best 8.09
EC50 2 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL226
 Ki 8.69 8.1333 2.0 3
Adenosine receptor A1
CHEMBL4975
 Ki 8.51 6.825 3.1 2
Unchecked
CHEMBL612545
 Ki 8.19 8.19 6.5 1
A1 adenosine receptor
CHEMBL1075029
 Ki 8.12 6.565 7.6 2
Adenosine receptor A1
CHEMBL226
 IC50 8.09 8.09 8.2 1
A1 adenosine receptor
CHEMBL1075029
 EC50 7.5 7.5 31.6 1
Adenosine receptor A1
CHEMBL2304404
 EC50 7.39 7.39 41.0 1
Adenosine receptor A2b
CHEMBL255
 Ki 6.64 6.64 227.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 5.63 5.41 2315.0 2
Equilibrative nucleoside transporter 1
CHEMBL1997
 Ki 4.96 4.96 11000.0 1
Equilibrative nucleoside transporter 1
CHEMBL1997
 IC50 4.92 4.92 12000.0 1
Adenosine receptor A3
CHEMBL256
 Ki 4.59 4.59 25800.0 1
Sodium/nucleoside cotransporter 1
CHEMBL5551
 Ki 4.43 4.43 37000.0 1
Sodium/nucleoside cotransporter 1
CHEMBL5551
 IC50 4.39 4.39 41000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 50.5 ng.hr.mL-1 Mus musculus
AUC 16.4 ng.hr.mL-1 Mus musculus
AUC 7.0 ng.hr/g Mus musculus
AUC 22.0 ng.hr/g Mus musculus
Cmax 4.0 ng/g Mus musculus
Cmax 23.0 ng/g Mus musculus
T1/2 1.1 hr Mus musculus
T1/2 0.7 hr Mus musculus
Tmax 0.19 hr Mus musculus
Tmax 0.11 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Ki = 2.05 nM 8.69 Displacement of [3H]CCPA from human recombinant adenosine A1 receptor expressed ... 17933541
Adenosine receptor A1 Ki = 3.0 nM 8.52 Binding affinity for adenosine A1 receptor determined using hamster DDT1 cell me... 14698198
Adenosine receptor A1 Ki = 3.1 nM 8.51 Displacement of [3H]CCPA from adenosine A1 receptor in bovine cortical membrane 17933541
Unchecked Ki = 6.5 nM 8.19 Displacement of [3H]DPCPX from pig A1 receptor 30568760
A1 adenosine receptor Ki = 7.6 nM 8.12 Displacement of [3H]CCPA from adenosine A1 receptor in pig cortical membrane 17933541
Adenosine receptor A1 IC50 = 8.2 nM 8.09 Agonist activity at adenosine A1 receptor expressed in DDT1 MF2 cells assessed a... 17967536
A1 adenosine receptor EC50 = 31.6 nM 7.5 Agonist activity at adenosine A1 receptor in pig cortical membrane assessed as s... 17933541
Adenosine receptor A1 EC50 = 41.0 nM 7.39 Agonistic activity against adenosine A1 receptor in guinea pig isolated hearts 15203164
Adenosine receptor A1 Ki = 65.0 nM 7.19 Displacement of [3H]CPX from adenosine A1 receptor expressed in DDT1 MF2 cells 17967536
Adenosine receptor A2b Ki = 227.0 nM 6.64 Agonist activity at human recombinant adenosine A2B receptor expressed in CHO ce... 17933541
Adenosine receptor A2a Ki = 2315.0 nM 5.63 Displacement of [3H]ZM241385 from human A2A receptor expressed in HEK293 cell me... 30568760
Adenosine receptor A2a Ki = 6390.0 nM 5.19 Displacement of [3H]NECA from human recombinant adenosine A2A receptor expressed... 17933541
Adenosine receptor A1 Ki = 7300.0 nM 5.14 Displacement of [3H]CGS21680 from adenosine A1 receptor in bovine striatum membr... 17933541
A1 adenosine receptor Ki = 9756.0 nM 5.01 Displacement of [3H]CGS21680 from adenosine A1 receptor in pig striatum membrane 17933541
Equilibrative nucleoside transporter 1 Ki = 11000.0 nM 4.96 Binding affinity to recombinant human ENT1 expressed in Saccharomyces cerevisiae... 23388705
Equilibrative nucleoside transporter 1 IC50 = 12000.0 nM 4.92 Binding affinity to recombinant human ENT1 expressed in Saccharomyces cerevisiae... 23388705
Adenosine receptor A3 Ki = 25800.0 nM 4.59 Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed ... 17933541
Sodium/nucleoside cotransporter 1 Ki = 37000.0 nM 4.43 Binding affinity to recombinant human CNT1 expressed in Saccharomyces cerevisiae... 23388705
Sodium/nucleoside cotransporter 1 IC50 = 41000.0 nM 4.39 Binding affinity to recombinant human CNT1 expressed in Saccharomyces cerevisiae... 23388705

Literature References

PubMed DOI Target Context # Activities
23388705 10.1124/dmd.112.049858 Equilibrative nucleoside transporter 1 9
23388705 10.1124/dmd.112.049858 Mus musculus 8
23388705 10.1124/dmd.112.049858 Brain 6
15203164 10.1016/j.bmcl.2004.04.096 Adenosine receptor A1 4
23388705 10.1124/dmd.112.049858 Equilibrative nucleoside transporter 2 4
17933541 10.1016/j.bmc.2007.09.035 A1 adenosine receptor 4
17967536 10.1016/j.bmcl.2007.10.028 Adenosine receptor A1 3
23388705 10.1124/dmd.112.049858 Sodium/nucleoside cotransporter 1 3
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptor A1 3
23388705 10.1124/dmd.112.049858 Sodium/nucleoside cotransporter 2 3
23388705 10.1124/dmd.112.049858 Solute carrier family 28 member 3 3
14698198 10.1016/j.bmcl.2003.09.094 Adenosine receptor A1 2
17933541 10.1016/j.bmc.2007.09.035 Unchecked 2
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptors; A1 & A3 1
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptor A2b 1
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptor A3 1
17933541 10.1016/j.bmc.2007.09.035 Adenosine receptor A2a 1
17967536 10.1016/j.bmcl.2007.10.028 Adenosine receptor A2a 1
23388705 10.1124/dmd.112.049858 Xenopus laevis 1
14698198 10.1016/j.bmcl.2003.09.094 Cavia porcellus 1

Data from ChEMBL 36 via Core Engine