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Compound Detail

CHEMBL33549

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COc1cccc(Cc2oc3ccc(OC)cc3c2CCNC(C)=O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL33549
Phase Preclinical
Structure Type MOL
InChI Key GNWDMICUDNQPEK-UHFFFAOYSA-N
2
Targets
12
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

353.4
MW (Da)
3.72
ALogP
4
HBA
1
HBD
60.7
PSA (Ų)
0.70
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H23NO4
MW 353.42
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.26

Activity Summary

Ki 10 meas. best 9.6
EC50 2 meas. best 9.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melatonin receptor type 1B
CHEMBL1946
 Ki 9.6 9.508 0.2 5
Melatonin receptor type 1B
CHEMBL1946
 EC50 9.14 9.14 0.7 1
Melatonin receptor type 1A
CHEMBL1945
 Ki 7.57 7.426 27.0 5
Melatonin receptor type 1A
CHEMBL1945
 EC50 7.43 7.43 37.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melatonin receptor type 1B Ki = 0.25 nM 9.6 Displacement of 2-[125I]iodomelatonin from human MT2 receptor expressed in CHO c... 19193160
Melatonin receptor type 1B Ki = 0.32 nM 9.49 Binding affinity on human melatonin receptor type 1B stably transfected in human... 12061881
Melatonin receptor type 1B Ki = 0.3236 nM 9.49 Inhibition of 2-[125I]iodomelatonin binding to human melatonin receptor MT2 expr... 15943478
Melatonin receptor type 1B Ki = 0.33 nM 9.48 Displacement of [125I]2-iodomelatonin from MT2 receptor (unknown origin) express... 24228714
Melatonin receptor type 1B Ki = 0.33 nM 9.48 Binding affinity to MT2 (unknown origin) expressed in HEK293 cells assessed as i... 37866336
Melatonin receptor type 1B EC50 = 0.72 nM 9.14 Intrinsic activity at human Melatonin receptor type 1B evaluated on [35S]GTP-gam... 12061881
Melatonin receptor type 1A Ki = 27.0 nM 7.57 Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in CHO c... 19193160
Melatonin receptor type 1A EC50 = 37.0 nM 7.43 Intrinsic activity evaluated on [35S]GTP -gamma-S binding in Chinese hamster ova... 12061881
Melatonin receptor type 1A Ki = 40.6 nM 7.39 Binding affinity on human melatonin receptor type 1A stably transfected in human... 12061881
Melatonin receptor type 1A Ki = 40.74 nM 7.39 Inhibition of 2-[125I]iodomelatonin binding to human melatonin receptor type 1A ... 15943478
Melatonin receptor type 1A Ki = 40.6 nM 7.39 Displacement of [125I]2-iodomelatonin from MT1 receptor (unknown origin) express... 24228714
Melatonin receptor type 1A Ki = 40.6 nM 7.39 Binding affinity to MT1 (unknown origin) expressed in HEK293 cells assessed as i... 37866336

Literature References

PubMed DOI Target Context # Activities
12061881 10.1021/jm0005252 Melatonin receptor type 1A 4
12061881 10.1021/jm0005252 Melatonin receptor type 1B 4
12672242 10.1021/jm020982d Melatonin receptor type 1A 2
12672242 10.1021/jm020982d Melatonin receptor type 1B 2
15943478 10.1021/jm048956y Melatonin receptor type 1B 1
37866336 10.1016/j.ejmech.2023.115888 Unchecked 1
37866336 10.1016/j.ejmech.2023.115888 Melatonin receptor type 1B 1
37866336 10.1016/j.ejmech.2023.115888 Melatonin receptor type 1A 1
24228714 10.1021/jm401343c Melatonin receptor type 1B 1
24228714 10.1021/jm401343c Melatonin receptor type 1A 1
24228714 10.1021/jm401343c Unchecked 1
19193160 10.1021/jm800974d Melatonin receptor type 1B 1
19193160 10.1021/jm800974d Melatonin receptor type 1A 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor type 1A 1
15943478 10.1021/jm048956y Melatonin receptor type 1A 1
12061881 10.1021/jm0005252 Melatonin receptor 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor type 1B 1

Data from ChEMBL 36 via Core Engine