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Compound Detail

CHEMBL3394842

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C[C@@H]1CC[C@@H](Oc2ccnc3c(F)cccc23)CN1C(=O)c1ccccc1-n1nccn1

Basic Information

ChEMBL ID CHEMBL3394842
Phase Preclinical
Structure Type MOL
InChI Key BVUZOFDSUCGTDO-IAGOWNOFSA-N
5
Targets
8
Activities
2
Assay Types
16
PK Parameters
12
Publications
0
Known Names

Molecular Properties

431.5
MW (Da)
4.03
ALogP
6
HBA
0
HBD
73.1
PSA (Ų)
0.49
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H22FN5O2
MW 431.47
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.11

Activity Summary

IC50 4 meas. best 7.75
Ki 4 meas. best 9.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin receptor type 2
CHEMBL4792
Ki 9.26 9.24 0.6 2
Orexin receptor type 2
CHEMBL4792
IC50 7.75 7.75 18.0 1
Orexin/Hypocretin receptor type 1
CHEMBL1075232
Ki 6.25 6.25 560.0 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
Ki 6.01 6.01 965.0 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
IC50 5.41 5.41 3908.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.67 4.67 21400.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.59 4.59 25400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1682.73 ng.hr.mL-1 Rattus norvegicus
AUC 12987.25 ng.hr.mL-1 Rattus norvegicus
AUC 6903.52 ng.hr.mL-1 Canis lupus familiaris
CL 22.5 mL.min-1.kg-1 Rattus norvegicus
CL 6.2 mL.min-1.kg-1 Canis lupus familiaris
Cmax 15700.0 nM Rattus norvegicus
Cmax 5650.0 nM Canis lupus familiaris
F 19.0 % Rattus norvegicus
F 50.0 % Rattus norvegicus
F 60.0 % Canis lupus familiaris
Fu 0.03 - Homo sapiens
Fu 0.03 - Rattus norvegicus
T1/2 0.4 hr Rattus norvegicus
T1/2 0.7 hr Canis lupus familiaris
Tmax 0.5 hr Rattus norvegicus
Tmax 0.38 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25577040 10.1016/j.bmcl.2014.12.056 Rattus norvegicus 12
25577040 10.1016/j.bmcl.2014.12.056 Canis familiaris 6
25577040 10.1016/j.bmcl.2014.12.056 ADMET 4
25577040 10.1016/j.bmcl.2014.12.056 No relevant target 3
25577040 10.1016/j.bmcl.2014.12.056 Plasma 3
25577040 10.1016/j.bmcl.2014.12.056 Orexin/Hypocretin receptor type 1 2
25577040 10.1016/j.bmcl.2014.12.056 Orexin receptor type 2 2
25577040 10.1016/j.bmcl.2014.12.056 Unchecked 2
25577040 10.1016/j.bmcl.2014.12.056 Molecular identity unknown 2
25577040 10.1016/j.bmcl.2014.12.056 Cytochrome P450 3A4 2
25577040 10.1016/j.bmcl.2014.12.056 Cytochrome P450 2D6 1
25577040 10.1016/j.bmcl.2014.12.056 Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine