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Compound Detail

CHEMBL10878

AGOMELATINE
💊 Approved Drug
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💊 Approved Drug
COc1ccc2cccc(CCNC(C)=O)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL10878
Name AGOMELATINE
Phase Approved
Structure Type MOL
InChI Key YJYPHIXNFHFHND-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Agomelatina Agomelatine S-20098 S20098 Thymanax Valdoxan
7
Targets
67
Activities
3
Assay Types
4
PK Parameters
20
Publications
6
Known Names
7
Indications
2
Mechanisms

Molecular Properties

243.3
MW (Da)
2.53
ALogP
2
HBA
1
HBD
38.3
PSA (Ų)
0.90
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2009
Availability Unknown
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C15H17NO2
MW 243.31
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -0.52

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Melatonin receptor agonist AGONIST Melatonin receptor ✓ ✓
Serotonin 2c (5-HT2c) receptor antagonist ANTAGONIST 5-hydroxytryptamine receptor 2C ✓ ✓

Indications

Depressive Disorder Depressive Disorder Depressive Disorder, Major Anxiety Dementia Schizophrenia Obsessive-Compulsive Disorder

ATC Classification

N06AX22
agomelatine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

Ki 40 meas. best 10.38
EC50 26 meas. best 10.16
IC50 1 meas. best 10.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melatonin receptor type 1B
CHEMBL1946
 Ki 10.38 9.7227 0.0 11
Unchecked
CHEMBL612545
 Ki 10.38 9.77 0.0 8
Melatonin receptor type 1A
CHEMBL1945
 Ki 10.22 9.945 0.1 12
Melatonin receptor type 1B
CHEMBL1946
 EC50 10.16 9.2344 0.1 9
Melatonin receptor
CHEMBL2094268
 IC50 10.12 10.12 0.1 1
Melatonin receptor
CHEMBL2094268
 Ki 10.0 10.0 0.1 1
Melatonin receptor type 1A
CHEMBL1945
 EC50 9.7 8.4063 0.2 8
Xenopus laevis
CHEMBL613478
 EC50 9.46 9.46 0.3 1
Melatonin receptor
CHEMBL2095154
 Ki 9.28 9.2725 0.5 4
Unchecked
CHEMBL612545
 EC50 9.28 8.852 0.5 5
Melatonin receptor
CHEMBL2095154
 EC50 8.0 8.0 10.1 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.2 6.1625 630.0 4

Pharmacokinetic Data

Parameter Value Units Species
CL 361.0 uL/min Homo sapiens
CL 144.0 uL/min Rattus norvegicus
F 13.0 % Rattus norvegicus
F 11.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.042 nM 10.38 Binding Assay: The binding assay was performed in melatonergic MT1 and MT2 recep... -
Melatonin receptor type 1B Ki = 0.042 nM 10.38 Binding Assay: The binding assay was performed in melatonergic MT1 and MT2 recep... -
Melatonin receptor type 1A Ki = 0.06 nM 10.22 Binding affinity for human Melatonin receptor type 1A stably transfected in huma... 12646022
Melatonin receptor type 1A Ki = 0.06 nM 10.22 Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in HEK29... 18778943
Melatonin receptor type 1B EC50 = 0.06918 nM 10.16 Agonist activity at human MT2 receptor expressed in CHO cells after 1 hr by [35S... -
Melatonin receptor IC50 = 0.0761 nM 10.12 Monophasic inhibitory concentration against melatonin receptor was measured on o... 7932550
Melatonin receptor type 1A Ki = 0.1 nM 10.0 Displacement of [125I]2-iodomelatonin from human recombinant MT1 receptor expres... 23265885
Melatonin receptor type 1B Ki = 0.1 nM 10.0 Displacement of [125I]2-iodomelatonin from human recombinant MT2 receptor expres... 23265885
Unchecked Ki = 0.1 nM 10.0 Displacement of [125I]iodomelatonin form human MT1 receptor expressed in CHO cel... 22301214
Unchecked Ki = 0.1 nM 10.0 Displacement of [125I]iodomelatonin form human MT1 receptor expressed in HEK cel... 22301214
Melatonin receptor Ki = 0.1 nM 10.0 Binding affinity against ovine pars tuberalis melatonin receptor using 2-[125I]-... -
Melatonin receptor type 1A Ki = 0.1 nM 10.0 Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in HEK o... 28131094
Melatonin receptor type 1A Ki = 0.1 nM 10.0 Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in CHO c... 29102176
Melatonin receptor type 1A Ki = 0.1 nM 10.0 Binding affinity to human MT1 receptor expressed in HEK293 cells assessed as inh... 37866336
Melatonin receptor type 1B EC50 = 0.1 nM 10.0 Agonist potency determined by [35S]GTP gamma-S binding assay using CHO cell line... 12646022
Melatonin receptor type 1B EC50 = 0.1 nM 10.0 Agonist activity at human MT2 receptor expressed in CHO cells by [35S]GTPgamma b... 20444610
Melatonin receptor type 1B EC50 = 0.1 nM 10.0 Agonist activity at human MT2 receptor expressed in CHO cells by [35S]GTPgammaS ... 18778943
Unchecked Ki = 0.12 nM 9.92 Displacement of [125I]iodomelatonin form human MT2 receptor expressed in HEK cel... 22301214
Melatonin receptor type 1A Ki = 0.1202 nM 9.92 Displacement of 2-[125I]Iodomelatonin from human MT1 receptor expressed in CHO c... -
Melatonin receptor type 1A Ki = 0.12 nM 9.92 Displacement of 2-[125l]-lodomelatonin from human MT1 expressed in CHO cells inc... 32004937

Literature References

PubMed DOI Target Context # Activities
33626870 10.1021/acs.jmedchem.0c00627 ADMET 9
22301214 10.1016/j.ejmech.2012.01.027 Unchecked 8
21237644 10.1016/j.bmcl.2010.12.068 Unchecked 6
18778943 10.1016/j.bmc.2008.08.052 Melatonin receptor type 1B 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
12646022 10.1021/jm0255872 Melatonin receptor type 1B 4
12646022 10.1021/jm0255872 Melatonin receptor type 1A 4
20444610 10.1016/j.bmc.2010.04.008 Melatonin receptor type 1B 4
20444610 10.1016/j.bmc.2010.04.008 Melatonin receptor type 1A 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
7932550 10.1021/jm00046a006 Melatonin receptor 4
36325395 10.1039/d2md00156j Melatonin receptor type 1A 4
24915002 10.1016/j.ejmech.2014.05.061 PC-12 4
29102176 10.1016/j.ejmech.2017.10.025 Melatonin receptor type 1A 3
26820449 10.1016/j.ejmech.2015.12.047 Melatonin receptor type 1B 3
28131094 10.1016/j.ejmech.2016.12.013 Melatonin receptor type 1A 3
29102176 10.1016/j.ejmech.2017.10.025 Melatonin receptor type 1B 3
28131094 10.1016/j.ejmech.2016.12.013 Melatonin receptor type 1B 3
26820449 10.1016/j.ejmech.2015.12.047 Melatonin receptor type 1A 3
26023814 10.1021/acs.jmedchem.5b00245 No relevant target 3

Data from ChEMBL 36 via Core Engine