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Compound Detail

CHEMBL5285108

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CC(C)(O)[C@H]1CC[C@H](NC(=O)c2cnc3nc(C4CC4)ccc3c2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5285108
Phase Preclinical
Structure Type MOL
InChI Key VEKOTFOGNGVLSE-QAQDUYKDSA-N
3
Targets
5
Activities
3
Assay Types
26
PK Parameters
20
Publications
0
Known Names

Molecular Properties

353.5
MW (Da)
3.57
ALogP
4
HBA
2
HBD
75.1
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H27N3O2
MW 353.47
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.47

Activity Summary

EC50 3 meas. best 8.59
IC50 1 meas. best 8.03
Kd 1 meas. best 9.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hematopoietic prostaglandin D synthase
CHEMBL5879
 Kd 9.62 9.62 0.2 1
Mus musculus
CHEMBL375
 EC50 8.59 8.53 2.6 2
Hematopoietic prostaglandin D synthase
CHEMBL5879
 IC50 8.03 8.03 9.4 1
Hematopoietic prostaglandin D synthase
CHEMBL4523131
 EC50 7.38 7.38 42.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5300.0 ng.hr.mL-1 Mus musculus
AUC 1100.0 ng.hr.mL-1 Mus musculus
AUC 120000.0 ng.hr.mL-1 Rattus norvegicus
AUC 410000.0 ng.hr.mL-1 Rattus norvegicus
AUC 820000.0 ng.hr.mL-1 Rattus norvegicus
AUC 120000.0 ng.hr.mL-1 Canis lupus familiaris
AUC 430000.0 ng.hr.mL-1 Canis lupus familiaris
AUC 3600000.0 ng.hr.mL-1 Canis lupus familiaris
CL 9.0 mL.min-1.kg-1 Mus musculus
CL 4.5 mL.min-1.kg-1 Rattus norvegicus
CL 1.9 mL.min-1.kg-1 Canis lupus familiaris
Cmax 4809.46 nM Mus musculus
Cmax 735.56 nM Mus musculus
Cmax 24613.12 nM Rattus norvegicus
Cmax 67898.27 nM Rattus norvegicus
Cmax 161258.38 nM Rattus norvegicus
Cmax 36778.23 nM Canis lupus familiaris
Cmax 96189.21 nM Canis lupus familiaris
Cmax 594109.83 nM Canis lupus familiaris
F 71.0 % Mus musculus
F 100.0 % Rattus norvegicus
F 92.0 % Canis lupus familiaris
T1/2 3.0 hr Mus musculus
T1/2 2.9 hr Mus musculus
T1/2 5.1 hr Rattus norvegicus
T1/2 6.2 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hematopoietic prostaglandin D synthase Kd = 0.24 nM 9.62 Binding affinity to human H-PGDS expressed in Escherichia coli BL21 DE3 cells as... 33059303
Mus musculus EC50 = 2.6 nM 8.59 Anti-inflammatory activity against C57BL6/N mouse assessed as EC50 required for ... 33059303
Mus musculus EC50 = 3.4 nM 8.47 Anti-inflammatory activity against mast cell degranulation inflammatory C57BL/6J... 33059303
Hematopoietic prostaglandin D synthase IC50 = 9.4 nM 8.03 Inhibition of human H-PGDS expressed in Escherichia coli BL21 DE3 cells assessed... 33059303
Hematopoietic prostaglandin D synthase EC50 = 42.0 nM 7.38 Inhibition of H-PGDS in rat RBL cells assessed as reduction in A23187-induced PG... 33059303

Literature References

PubMed DOI Target Context # Activities
33059303 10.1016/j.bmc.2020.115791 ADMET 72
33059303 10.1016/j.bmc.2020.115791 Mus musculus 25
33059303 10.1016/j.bmc.2020.115791 Hematopoietic prostaglandin D synthase 4
33059303 10.1016/j.bmc.2020.115791 Unchecked 3
33059303 10.1016/j.bmc.2020.115791 Alpha-2C adrenergic receptor 1
33059303 10.1016/j.bmc.2020.115791 Histamine H1 receptor 1
33059303 10.1016/j.bmc.2020.115791 D(2) dopamine receptor 1
33059303 10.1016/j.bmc.2020.115791 D(1A) dopamine receptor 1
33059303 10.1016/j.bmc.2020.115791 Cannabinoid receptor 1 1
33059303 10.1016/j.bmc.2020.115791 Adenosine receptor A2a 1
33059303 10.1016/j.bmc.2020.115791 Mu-type opioid receptor 1
33059303 10.1016/j.bmc.2020.115791 Kappa-type opioid receptor 1
33059303 10.1016/j.bmc.2020.115791 Beta-2 adrenergic receptor 1
33059303 10.1016/j.bmc.2020.115791 No relevant target 1
33059303 10.1016/j.bmc.2020.115791 Alpha-1B adrenergic receptor 1
33059303 10.1016/j.bmc.2020.115791 5-hydroxytryptamine receptor 2C 1
33059303 10.1016/j.bmc.2020.115791 5-hydroxytryptamine receptor 2B 1
33059303 10.1016/j.bmc.2020.115791 5-hydroxytryptamine receptor 2A 1
33059303 10.1016/j.bmc.2020.115791 5-hydroxytryptamine receptor 1B 1
33059303 10.1016/j.bmc.2020.115791 Prostaglandin-H2 D-isomerase 1

Data from ChEMBL 36 via Core Engine