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Compound Detail

CHEMBL2103822

TASIMELTEON
💊 Approved Drug
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💊 Approved Drug
CCC(=O)NC[C@@H]1C[C@H]1c1cccc2c1CCO2

Basic Information

ChEMBL ID CHEMBL2103822
Name TASIMELTEON
Phase Approved
Structure Type MOL
InChI Key PTOIAAWZLUQTIO-GXFFZTMASA-N
Therapeutic ✓ Yes

Known Names

BMS-214,778 BMS-214778 Hetlioz Hetlioz lq Tasimelteon VEC-162
2
Targets
2
Activities
1
Assay Types
1
PK Parameters
20
Publications
6
Known Names
9
Indications
1
Mechanisms

Molecular Properties

245.3
MW (Da)
2.25
ALogP
2
HBA
1
HBD
38.3
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -melteon
USAN Year 2007

Extended Properties

Molecular Formula C15H19NO2
MW 245.32
Aromatic Rings 1
Heavy Atoms 18

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Melatonin receptor agonist AGONIST Melatonin receptor

Indications

Sleep Disorders, Circadian Rhythm Sleep Wake Disorders Smith-Magenis Syndrome Smith-Magenis Syndrome Sleep Initiation and Maintenance Disorders Depressive Disorder, Major Kidney Diseases Liver Diseases REM Sleep Behavior Disorder

ATC Classification

N05CH03
tasimelteon
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Activity Summary

Ki 2 meas. best 10.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melatonin receptor type 1B
CHEMBL1946
Ki 10.15 10.15 0.1 1
Unchecked
CHEMBL612545
Ki 9.52 9.52 0.3 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.9 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058564 Fibroblast 9
- 10.6019/CHEMBL5058564 U2OS 8
- 10.6019/CHEMBL5058564 HEK-293T 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2

Data from ChEMBL 36 via Core Engine