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Compound Detail

CHEMBL240624

PRELADENANT
🧪 Phase III
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🧪 Phase III
COCCOc1ccc(N2CCN(CCn3ncc4c3nc(N)n3nc(-c5ccco5)nc43)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL240624
Name PRELADENANT
Phase Phase III
Structure Type MOL
InChI Key DTYWJKSSUANMHD-UHFFFAOYSA-N

Known Names

MK-3814 Preladenant SCH 420814 Sch-420814
5
Targets
25
Activities
3
Assay Types
6
PK Parameters
20
Publications
4
Known Names
3
Indications
1
Mechanisms

Molecular Properties

503.6
MW (Da)
2.16
ALogP
12
HBA
1
HBD
125.0
PSA (Ų)
0.30
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -adenant
USAN Year 2007

Extended Properties

Molecular Formula C25H29N9O3
MW 503.57
Aromatic Rings 5
Heavy Atoms 37
NP-Likeness -2.09

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adenosine A2a receptor antagonist ANTAGONIST Adenosine receptor A2a ✓ ✓

Indications

Parkinson Disease Liver Diseases Neoplasms

Activity Summary

Ki 22 meas. best 9.3
IC50 2 meas. best 8.6
Kd 1 meas. best 9.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL251
 Kd 9.5 9.5 0.3 1
Adenosine receptor A2a
CHEMBL251
 Ki 9.3 8.9573 0.5 15
Adenosine receptor A2a
CHEMBL302
 Ki 9.18 8.89 0.7 2
Adenosine receptor A2a
CHEMBL302
 IC50 8.6 8.6 2.5 1
Adenosine receptor A1
CHEMBL318
 Ki 7.16 7.16 68.7 1
Zika virus
CHEMBL4296612
 IC50 6.87 6.87 136.1 1
Adenosine receptor A1
CHEMBL226
 Ki 6.53 6.34 295.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 1560.0 ng.hr.mL-1 Rattus norvegicus
CL - - Rattus norvegicus
CL - - Homo sapiens
CL 37.0 mL.min-1.kg-1 Rattus norvegicus
F 57.0 % Rattus norvegicus
T1/2 2.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2a Kd = 0.3162 nM 9.5 Displacement of [3H]ZM241385 from stabilized human adenosine receptor A2a expres... 21661720
Adenosine receptor A2a Ki = 0.5 nM 9.3 Antagonist activity at adenosine A2A receptor (unknown origin) 29268131
Adenosine receptor A2a Ki = 0.5 nM 9.3 Displacement of [3H]ZM241385 from human adenosine A2A receptor expressed in HEK2... 35933788
Adenosine receptor A2a Ki = 0.5 nM 9.3 Antagonist activity at adenosine A2A receptor (unknown origin) 34695776
Adenosine receptor A2a Ki = 0.6 nM 9.22 Inhibition of human recombinant adenosine receptor A2a 24164628
Adenosine receptor A2a Ki = 0.66 nM 9.18 Displacement of [3H]MSX2 from adenosine A2A receptor in rat brain striatal membr... 23631427
Adenosine receptor A2a Ki = 0.88 nM 9.06 Displacement of [3H]MSX-2 from human recombinant adenosine A2A receptor expresse... 34107215
Adenosine receptor A2a Ki = 0.884 nM 9.05 Displacement of [3H]MSX2 from human recombinant adenosine A2A receptor expressed... 23631427
Adenosine receptor A2a Ki = 1.0 nM 9.0 Displacement of [3H]-ZM241385 from human adenosine A2A receptor expressed in HEK... 24332624
Adenosine receptor A2a Ki = 1.1 nM 8.96 Binding affinity to human adenosine A2A receptor 17236762
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 Antagonist activity at human adenosine A2A receptor 31391881
Adenosine receptor A2a Ki = 1.1 nM 8.96 Displacement of [3H]SCH58261 from human adenosine 2A receptor expressed in HEK29... 32667814
Adenosine receptor A2a Ki = 1.3 nM 8.89 Adenosine Receptor Binding Assay: Binding affinity of test compounds to four hum... -
Adenosine receptor A2a Ki = 1.585 nM 8.8 Displacement of [3H]ZM241385 from stabilized human adenosine receptor A2a expres... 21661720
Adenosine receptor A2a Ki = 2.5 nM 8.6 Binding affinity to rat adenosine A2A receptor 17236762
Adenosine receptor A2a IC50 = 2.5 nM 8.6 Antagonistic Activity (IC50) of Compounds Against A2A Receptor: The IC50 (nM) va... -
Adenosine receptor A2a Ki = 5.0 nM 8.3 Displacement of [3H]ZM241385 from human adenosine A2A receptor expressed in bucu... 20659802
Adenosine receptor A2a Ki = 5.0 nM 8.3 Displacement of [3H]-ZM241385 from human adenosine A2A receptor expressed in hig... 21210664
Adenosine receptor A1 Ki = 68.7 nM 7.16 Displacement of [3H]CCPA from adenosine A1 receptor in rat brain cortical membra... 23631427

Literature References

PubMed DOI Target Context # Activities
24164628 10.1021/jm4011669 Rattus norvegicus 10
21661720 10.1021/jm2003798 Adenosine receptor A2a 9
19109019 10.1016/j.bmcl.2008.11.075 Rattus norvegicus 6
17236762 10.1016/j.bmcl.2006.11.083 Adenosine receptor A2a 4
29258771 10.1016/j.bmcl.2017.12.019 A549 4
17236762 10.1016/j.bmcl.2006.11.083 Unchecked 3
17236762 10.1016/j.bmcl.2006.11.083 Rattus norvegicus 3
32667814 10.1021/acs.jmedchem.0c00237 Unchecked 3
21398125 10.1016/j.bmcl.2011.02.045 Rattus norvegicus 2
21398125 10.1016/j.bmcl.2011.02.045 No relevant target 2
21210664 10.1021/jm1008659 Caco-2 2
23631427 10.1021/jm400336x Adenosine receptor A2a 2
24164628 10.1021/jm4011669 Unchecked 2
21210664 10.1021/jm1008659 Liver microsomes 2
24164628 10.1021/jm4011669 Adenosine receptor A1 2
20659802 10.1016/j.bmcl.2010.06.138 Adenosine receptor A1 2
24164628 10.1021/jm4011669 Adenosine receptor A3 2
17236762 10.1016/j.bmcl.2006.11.083 No relevant target 2
24164628 10.1021/jm4011669 Adenosine receptor A2a 2
24332624 10.1016/j.bmcl.2013.11.051 Adenosine receptor A2a 2

Data from ChEMBL 36 via Core Engine