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Compound Detail

CHEMBL3235249

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Cc1ccc(-n2nccn2)c(C(=O)N2C[C@H](COc3ccc(F)cn3)CC[C@H]2C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3235249
Phase Preclinical
Structure Type MOL
InChI Key SWJLISCOLSUHGG-IAGOWNOFSA-N
4
Targets
8
Activities
2
Assay Types
1
PK Parameters
6
Publications
0
Known Names

Molecular Properties

409.5
MW (Da)
3.43
ALogP
6
HBA
0
HBD
73.1
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24FN5O2
MW 409.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.75

Activity Summary

Ki 6 meas. best 9.7
IC50 2 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin receptor type 2
CHEMBL4792
 Ki 9.7 9.7 0.2 2
Orexin receptor type 2
CHEMBL1275216
 Ki 9.62 9.62 0.2 1
Orexin/Hypocretin receptor type 1
CHEMBL1075232
 Ki 9.0 9.0 1.0 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
 Ki 9.0 9.0 1.0 2
Orexin receptor type 2
CHEMBL4792
 IC50 7.82 7.82 15.0 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
 IC50 7.8 7.8 16.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 10.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Orexin receptor type 2 Ki = 0.2 nM 9.7 Binding affinity to human OX2 receptor in cell membrane by in vitro radioligand ... 24630562
Orexin receptor type 2 Ki = 0.2 nM 9.7 Antagonist activity at human OX2R by FLIPR assay 30243589
Orexin receptor type 2 Ki = 0.24 nM 9.62 Radioligand Binding Assay: Radioligand binding assay described in Bergman et. al... -
Orexin/Hypocretin receptor type 1 Ki = 1.0 nM 9.0 Binding affinity to human OX1 receptor in cell membrane by in vitro radioligand ... 24630562
Orexin/Hypocretin receptor type 1 Ki = 1.0 nM 9.0 Radioligand Binding Assay: Radioligand binding assay described in Bergman et. al... -
Orexin/Hypocretin receptor type 1 Ki = 1.0 nM 9.0 Antagonist activity at human OX1R by FLIPR assay 30243589
Orexin receptor type 2 IC50 = 15.0 nM 7.82 Antagonist activity at human OX2 receptor assessed as Ca2+ flux by FLIPR assay 24630562
Orexin/Hypocretin receptor type 1 IC50 = 16.0 nM 7.8 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 Orexin receptor type 2 2
24630562 10.1016/j.bmcl.2014.02.026 Orexin/Hypocretin receptor type 1 2
30243589 10.1016/j.bmcl.2018.09.016 No relevant target 1
30243589 10.1016/j.bmcl.2018.09.016 Orexin/Hypocretin receptor type 1 1
30243589 10.1016/j.bmcl.2018.09.016 Orexin receptor type 2 1
30243589 10.1016/j.bmcl.2018.09.016 ADMET 1

Data from ChEMBL 36 via Core Engine