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Compound Detail

CHEMBL3955752

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O=C(c1cccn2cncc12)N1CCC(F)(F)[C@@H](Oc2ccc3ccccc3n2)C1

Basic Information

ChEMBL ID CHEMBL3955752
Phase Preclinical
Structure Type MOL
InChI Key HDXOKNFWVWBAOR-IBGZPJMESA-N
3
Targets
4
Activities
3
Assay Types
19
PK Parameters
7
Publications
0
Known Names

Molecular Properties

408.4
MW (Da)
3.81
ALogP
5
HBA
0
HBD
59.7
PSA (Ų)
0.52
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H18F2N4O2
MW 408.41
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.15

Activity Summary

Ki 2 meas. best 8.74
IC50 1 meas. best 7.52
Kd 1 meas. best 9.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin/Hypocretin receptor type 1
CHEMBL5113
Kd 9.03 9.03 0.9 1
Unchecked
CHEMBL612545
Ki 8.74 8.74 1.8 1
Unchecked
CHEMBL612545
IC50 7.52 7.52 30.0 1
Orexin receptor type 2
CHEMBL4792
Ki 6.0 6.0 1009.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 314.48 ng.hr.mL-1 Rattus norvegicus
AUC 3389.8 ng.hr.mL-1 Rattus norvegicus
AUC 62486.73 ng.hr.mL-1 Rattus norvegicus
CL 75.0 mL.min-1.kg-1 Rattus norvegicus
CL 320.0 mL.min-1.kg-1 Rattus norvegicus
CL 62.0 mL.min-1.kg-1 Homo sapiens
CL 485.0 mL.min-1.kg-1 Canis lupus familiaris
CL 775.0 mL.min-1.kg-1 Macaca mulatta
CL 38.0 mL.min-1.kg-1 Canis lupus familiaris
CL 33.0 mL.min-1.kg-1 Macaca mulatta
Cmax 730.0 nM Rattus norvegicus
Cmax 5000.0 nM Rattus norvegicus
Cmax 24000.0 nM Rattus norvegicus
F 13.0 % Rattus norvegicus
F 37.0 % Canis lupus familiaris
F 1.0 % Macaca mulatta
T1/2 2.8 hr Rattus norvegicus
T1/2 0.5 hr Canis lupus familiaris
T1/2 0.8 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27818110 10.1016/j.bmcl.2016.10.019 ADMET 20
27818110 10.1016/j.bmcl.2016.10.019 Unchecked 7
27818110 10.1016/j.bmcl.2016.10.019 Orexin/Hypocretin receptor type 1 4
27818110 10.1016/j.bmcl.2016.10.019 Molecular identity unknown 4
27818110 10.1016/j.bmcl.2016.10.019 Orexin receptor type 2 3
27818110 10.1016/j.bmcl.2016.10.019 No relevant target 2
27818110 10.1016/j.bmcl.2016.10.019 Rattus norvegicus 2

Data from ChEMBL 36 via Core Engine