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Compound Detail

CHEMBL3973097

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O=C(c1nccc2[nH]cnc12)N1CCC(F)(F)[C@@H](Oc2ccc3ccccc3n2)C1

Basic Information

ChEMBL ID CHEMBL3973097
Phase Preclinical
Structure Type MOL
InChI Key FEAVKDCRHLEQNS-INIZCTEOSA-N
4
Targets
7
Activities
3
Assay Types
13
PK Parameters
8
Publications
0
Known Names

Molecular Properties

409.4
MW (Da)
3.43
ALogP
5
HBA
1
HBD
84.0
PSA (Ų)
0.56
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 C21H17F2N5O2
MW 409.40
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -0.92

Activity Summary

Ki 4 meas. best 8.28
IC50 2 meas. best 7.8
Kd 1 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin/Hypocretin receptor type 1
CHEMBL5113
Kd 8.32 8.32 4.7 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
Ki 8.28 8.28 5.2 1
Unchecked
CHEMBL612545
Ki 8.28 8.28 5.2 1
Orexin/Hypocretin receptor type 1
CHEMBL1075232
IC50 7.8 7.8 16.0 1
Unchecked
CHEMBL612545
IC50 7.24 7.24 58.0 1
Orexin receptor type 2
CHEMBL4792
Ki 5.67 5.67 2143.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 45.0 mL.min-1.kg-1 Rattus norvegicus
CL 267.0 mL.min-1.kg-1 Rattus norvegicus
CL 55.0 mL.min-1.kg-1 Homo sapiens
CL 75.0 mL.min-1.kg-1 Canis lupus familiaris
CL 189.0 mL.min-1.kg-1 Macaca mulatta
CL 12.0 mL.min-1.kg-1 Canis lupus familiaris
CL 25.0 mL.min-1.kg-1 Macaca mulatta
F 22.0 % Rattus norvegicus
F 63.0 % Canis lupus familiaris
F 16.0 % Macaca mulatta
T1/2 3.2 hr Rattus norvegicus
T1/2 1.0 hr Canis lupus familiaris
T1/2 2.0 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 15
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
33062185 10.1021/acsmedchemlett.0c00085 Orexin/Hypocretin receptor type 1 1
33062185 10.1021/acsmedchemlett.0c00085 Orexin receptor type 2 1

Data from ChEMBL 36 via Core Engine