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Compound Detail

CHEMBL3235253

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Cc1ccc(-n2nccn2)c(C(=O)N2C[C@H](C#Cc3ccc(F)cn3)CC[C@H]2C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3235253
Phase Preclinical
Structure Type MOL
InChI Key GDLACGKFMPNRBW-MSOLQXFVSA-N
2
Targets
4
Activities
2
Assay Types
3
PK Parameters
11
Publications
0
Known Names

Molecular Properties

403.5
MW (Da)
3.40
ALogP
5
HBA
0
HBD
63.9
PSA (Ų)
0.62
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H22FN5O
MW 403.46
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.28

Activity Summary

IC50 2 meas. best 7.62
Ki 2 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin receptor type 2
CHEMBL4792
 Ki 8.96 8.96 1.1 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
 Ki 8.96 8.96 1.1 1
Orexin receptor type 2
CHEMBL4792
 IC50 7.62 7.62 24.0 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
 IC50 7.51 7.51 31.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 24207.6 ng.hr.mL-1 Mus musculus
CL 1.6 mL.min-1.kg-1 Canis lupus familiaris
T1/2 2.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Orexin receptor type 2 Ki = 1.1 nM 8.96 Binding affinity to human OX2 receptor in cell membrane by in vitro radioligand ... 24630562
Orexin/Hypocretin receptor type 1 Ki = 1.1 nM 8.96 Binding affinity to human OX1 receptor in cell membrane by in vitro radioligand ... 24630562
Orexin receptor type 2 IC50 = 24.0 nM 7.62 Antagonist activity at human OX2 receptor assessed as Ca2+ flux by FLIPR assay 24630562
Orexin/Hypocretin receptor type 1 IC50 = 31.0 nM 7.51 Antagonist activity at human OX1 receptor assessed as Ca2+ flux by FLIPR assay 24630562

Literature References

PubMed DOI Target Context # Activities
24630562 10.1016/j.bmcl.2014.02.026 Mus musculus 8
24630562 10.1016/j.bmcl.2014.02.026 Cytochrome P450 3A4 3
24630562 10.1016/j.bmcl.2014.02.026 Orexin receptor type 2 2
24630562 10.1016/j.bmcl.2014.02.026 Orexin/Hypocretin receptor type 1 2
24630562 10.1016/j.bmcl.2014.02.026 No relevant target 2
24630562 10.1016/j.bmcl.2014.02.026 Molecular identity unknown 2
24630562 10.1016/j.bmcl.2014.02.026 Canis familiaris 2
24630562 10.1016/j.bmcl.2014.02.026 Voltage-gated inwardly rectifying potassium channel KCNH2 1
24630562 10.1016/j.bmcl.2014.02.026 Cytochrome P450 2C9 1
24630562 10.1016/j.bmcl.2014.02.026 Cytochrome P450 2D6 1
24630562 10.1016/j.bmcl.2014.02.026 Plasma 1

Data from ChEMBL 36 via Core Engine