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Compound Detail

CHEMBL329263

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COc1ccc2oc(Cc3ccccc3)c(CCNC(C)=O)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL329263
Phase Preclinical
Structure Type MOL
InChI Key URBHHEGXYAFBNW-UHFFFAOYSA-N
2
Targets
10
Activities
3
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

323.4
MW (Da)
3.71
ALogP
3
HBA
1
HBD
51.5
PSA (Ų)
0.75
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21NO3
MW 323.39
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.22

Activity Summary

Ki 8 meas. best 10.3
EC50 1 meas. best 7.68
IC50 1 meas. best 10.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melatonin receptor type 1A
CHEMBL1945
 IC50 10.8 10.8 0.0 1
Melatonin receptor type 1B
CHEMBL1946
 Ki 10.3 10.3 0.1 4
Melatonin receptor type 1A
CHEMBL1945
 Ki 8.9 8.9 1.3 4
Melatonin receptor type 1A
CHEMBL1945
 EC50 7.68 7.68 21.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melatonin receptor type 1A IC50 = 0.01585 nM 10.8 Melatonin receptor type 1A binding affinity measured using 2-[125I]iodomelatonin... 9804685
Melatonin receptor type 1B Ki = 0.05 nM 10.3 Binding affinity on human melatonin receptor type 1B stably transfected in human... 12061881
Melatonin receptor type 1B Ki = 0.05 nM 10.3 Displacement of [125I]2-iodomelatonin from MT2 receptor (unknown origin) express... 24228714
Melatonin receptor type 1B Ki = 0.05 nM 10.3 Displacement of 2-[125I]Iodomelatonin from human MT2 melatonin receptor expresse... 26390077
Melatonin receptor type 1B Ki = 0.05 nM 10.3 Binding affinity to MT2 (unknown origin) expressed in HEK293 cells assessed as i... 37866336
Melatonin receptor type 1A Ki = 1.27 nM 8.9 Binding affinity on human melatonin receptor type 1A stably transfected in human... 12061881
Melatonin receptor type 1A Ki = 1.27 nM 8.9 Displacement of [125I]2-iodomelatonin from MT1 receptor (unknown origin) express... 24228714
Melatonin receptor type 1A Ki = 1.27 nM 8.9 Displacement of 2-[125I]Iodomelatonin from human MT1 melatonin receptor expresse... 26390077
Melatonin receptor type 1A Ki = 1.27 nM 8.9 Binding affinity to MT1 (unknown origin) expressed in HEK293 cells assessed as i... 37866336
Melatonin receptor type 1A EC50 = 21.0 nM 7.68 Intrinsic activity evaluated on [35S]GTP -gamma-S binding in Chinese hamster ova... 12061881

Literature References

PubMed DOI Target Context # Activities
12061881 10.1021/jm0005252 Melatonin receptor type 1B 4
12061881 10.1021/jm0005252 Melatonin receptor type 1A 3
26390077 10.1021/acs.jmedchem.5b00982 Melatonin receptor type 1A 2
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor type 1A 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor type 1B 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor 1
12061881 10.1021/jm0005252 Melatonin receptor 1
9804685 10.1021/jm980026p Melatonin receptor type 1A 1
24228714 10.1021/jm401343c Unchecked 1
24228714 10.1021/jm401343c Melatonin receptor type 1A 1
24228714 10.1021/jm401343c Melatonin receptor type 1B 1
26390077 10.1021/acs.jmedchem.5b00982 Melatonin receptor type 1B 1
37866336 10.1016/j.ejmech.2023.115888 Melatonin receptor type 1A 1
37866336 10.1016/j.ejmech.2023.115888 Melatonin receptor type 1B 1
37866336 10.1016/j.ejmech.2023.115888 Unchecked 1

Data from ChEMBL 36 via Core Engine