Agomelatine

An orally administered antidepressant used for the treatment of major depressive disorder in adults. Agomelatine activates melatonin MT1 and MT2 receptors and antagonizes serotonin 5-HT2C receptors, helping regulate circadian rhythms and enhance noradrenergic and dopaminergic neurotransmission in the frontal cortex. Unlike conventional selective serotonin reuptake inhibitors, it does not directly inhibit monoamine reuptake. Its clinical use requires liver function monitoring because of the risk of hepatotoxicity, and it is contraindicated in patients with active liver disease

Compound Structure

CAS Number: 138112-76-2

Molecular Mass: 243.3 g/mol

Formula: C15H17NO2

Smiles: COc1ccc2cccc(CCNC(C)=O)c2c1

Synonymes:

Bioactivity: Melatonin MT1 and MT2 receptor agonist; serotonin 5-HT2C receptor antagonist; antidepressant and circadian rhythm modulator

Solubility in Different Solvents

Solvent Temperature [K] Crystal form Solubility [mg/mL] Reference
1-Butanol 278.15 - 26.84 [162]
1-Butanol 283.15 - 40.02 [162]
1-Butanol 288.15 - 58.39 [162]
1-Butanol 293.15 - 76.27 [162]
1-Butanol 298.15 - 110.0 [162]
1-Butanol 303.15 - 140.0 [162]
1-Butanol 308.15 - 170.0 [162]
1-Butanol 313.15 - 227.4 [162]
1-Butanol 318.15 - 310.9 [162]
1-Propanol 278.15 - 30.17 [162]
1-Propanol 283.15 - 53.4 [162]
1-Propanol 288.15 - 67.06 [162]
1-Propanol 293.15 - 87.18 [162]
1-Propanol 298.15 - 135.6 [162]
1-Propanol 303.15 - 163.8 [162]
1-Propanol 308.15 - 239.0 [162]
1-Propanol 313.15 - 312.2 [162]
1-Propanol 318.15 - 412.1 [162]
Amyl Acetate 278.15 - 3.03 [162]
Amyl Acetate 283.15 - 4.676 [162]
Amyl Acetate 288.15 - 7.166 [162]
Amyl Acetate 293.15 - 9.915 [162]
Amyl Acetate 298.15 - 14.53 [162]
Amyl Acetate 303.15 - 25.66 [162]
Amyl Acetate 308.15 - 34.5 [162]
Amyl Acetate 313.15 - 48.41 [162]
Amyl Acetate 318.15 - 65.64 [162]
Butyl acetate 278.15 - 6.072 [162]
Butyl acetate 283.15 - 8.878 [162]
Butyl acetate 288.15 - 12.34 [162]
Butyl acetate 293.15 - 17.59 [162]
Butyl acetate 298.15 - 24.91 [162]
Butyl acetate 303.15 - 38.55 [162]
Butyl acetate 308.15 - 48.61 [162]
Butyl acetate 313.15 - 71.3 [162]
Butyl acetate 318.15 - 95.9 [162]
Ethanol 278.15 - 46.71 [162]
Ethanol 283.15 - 72.41 [162]
Ethanol 288.15 - 100.8 [162]
Ethanol 293.15 - 137.4 [162]
Ethanol 298.15 - 184.1 [162]
Ethanol 303.15 - 236.3 [162]
Ethanol 308.15 - 365.8 [162]
Ethanol 313.15 - 498.9 [162]
Ethanol 318.15 - 682.0 [162]
Ethyl acetate 278.15 - 16.9 [162]
Ethyl acetate 283.15 - 23.77 [162]
Ethyl acetate 288.15 - 33.23 [162]
Ethyl acetate 293.15 - 44.29 [162]
Ethyl acetate 298.15 - 66.71 [162]
Ethyl acetate 303.15 - 86.87 [162]
Ethyl acetate 308.15 - 115.9 [162]
Ethyl acetate 313.15 - 153.8 [162]
Ethyl acetate 318.15 - 195.8 [162]
Isopropanol 278.15 - 16.22 [162]
Isopropanol 283.15 - 34.78 [162]
Isopropanol 288.15 - 60.61 [162]
Isopropanol 293.15 - 83.56 [162]
Isopropanol 298.15 - 105.0 [162]
Isopropanol 303.15 - 128.0 [162]
Isopropanol 308.15 - 175.0 [162]
Isopropanol 313.15 - 229.1 [162]
Isopropanol 318.15 - 303.2 [162]
Methanol 278.15 - 119.7 [162]
Methanol 283.15 - 164.8 [162]
Methanol 288.15 - 217.2 [162]
Methanol 293.15 - 277.8 [162]
Methanol 298.15 - 370.3 [162]
Methanol 303.15 - 482.6 [162]
Methanol 308.15 - 662.8 [162]
Methanol 313.15 - 1010.0 [162]
Methanol 318.15 - 1280.0 [162]
Propyl acetate 278.15 - 8.791 [162]
Propyl acetate 283.15 - 13.48 [162]
Propyl acetate 288.15 - 19.04 [162]
Propyl acetate 293.15 - 27.22 [162]
Propyl acetate 298.15 - 38.5 [162]
Propyl acetate 303.15 - 54.67 [162]
Propyl acetate 308.15 - 78.43 [162]
Propyl acetate 313.15 - 100.8 [162]
Propyl acetate 318.15 - 139.9 [162]
Water 278.15 - 0.243 [162]
Water 283.15 - 0.392 [162]
Water 288.15 - 0.6194 [162]
Water 293.15 - 0.9235 [162]
Water 298.15 - 1.603 [162]
Water 303.15 - 2.165 [162]
Water 308.15 - 3.33 [162]
Water 313.15 - 5.09 [162]
Water 318.15 - 7.373 [162]

Molecule 3D descriptors

Descriptor Value
PMI1 873.1718
PMI2 2123.1815
PMI3 2668.3854
NPR1 0.3272
NPR2 0.7957
RadiusOfGyration 3.4119
InertialShapeFactor 0.0009
Eccentricity 0.9449
Asphericity 0.3168
SpherocityIndex 0.2711
PBF 0.8926