Compound Detail
CHEMBL1237119
TREPROSTINIL 💊 Approved Drug
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💊 Approved Drug
CCCCC[C@H](O)CC[C@@H]1[C@H]2Cc3cccc(OCC(=O)O)c3C[C@H]2C[C@H]1O
Basic Information
| ChEMBL ID | CHEMBL1237119 |
| Name | TREPROSTINIL |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | PAJMKGZZBBTTOY-ZFORQUDYSA-N |
| Therapeutic | ✓ Yes |
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
20
Publications
15
Known Names
19
Indications
1
Mechanisms
Molecular Properties
390.5
MW (Da)
3.58
ALogP
4
HBA
3
HBD
87.0
PSA (Ų)
0.53
QED
0
Ro5 Violations
10
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2002 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Prostanoid IP receptor agonist | AGONIST | Prostacyclin receptor | ✓ | ✓ |
Indications
Hypertension, Pulmonary Hypertension, Pulmonary Pulmonary Arterial Hypertension Thrombosis Familial Primary Pulmonary Hypertension Idiopathic Pulmonary Fibrosis Lung Diseases, Interstitial Pulmonary Fibrosis Hernias, Diaphragmatic, Congenital Ischemia Peripheral Vascular Diseases Persistent Fetal Circulation Syndrome Pulmonary Disease, Chronic Obstructive Respiratory Distress Syndrome Diabetes Mellitus, Type 1 Diabetic Foot Reperfusion Injury Scleroderma, Systemic Raynaud Disease
ATC Classification
B01AC21
treprostinil
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS
Activity Summary
EC50 4 meas. best 9.22
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Prostaglandin D2 receptor CHEMBL4427 | EC50 | 9.22 | 9.22 | 0.6 | 1 |
| Prostacyclin receptor CHEMBL1995 | EC50 | 8.72 | 8.72 | 1.9 | 1 |
| Prostaglandin E2 receptor EP2 subtype CHEMBL1881 | EC50 | 8.21 | 8.21 | 6.2 | 1 |
| Prostaglandin E2 receptor EP1 subtype CHEMBL1811 | EC50 | 6.54 | 6.54 | 285.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Prostaglandin D2 receptor | EC50 | = | 0.6 | nM | 9.22 | Agonist activity at human DP1 expressed in human 1321N1 cells assessed as increa... | 35124532 |
| Prostacyclin receptor | EC50 | = | 1.9 | nM | 8.72 | Agonist activity at human IP expressed in HEK293 cells assessed as increase in c... | 35124532 |
| Prostaglandin E2 receptor EP2 subtype | EC50 | = | 6.2 | nM | 8.21 | Agonist activity at human EP2 expressed in HEK293 cells assessed as increase in ... | 35124532 |
| Prostaglandin E2 receptor EP1 subtype | EC50 | = | 285.0 | nM | 6.54 | Agonist activity at human EP1 expressed in HEK293 cells assessed as increase in ... | 35124532 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 14 |
| 37468498 | 10.1038/s41467-023-40064-9 | Nuclear receptor subfamily 1 group I member 2 | 3 |
| - | 10.6019/CHEMBL4495565 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Cannabinoid receptor 1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Progesterone receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Peroxisome proliferator-activated receptor gamma | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2B | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Androgen receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 1A | 2 |
| 19603833 | 10.1021/jm9004658 | Homo sapiens | 1 |
| - | 10.6019/CHEMBL4495564 | Replicase polyprotein 1ab | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Beta-1 adrenergic receptor | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Glutamate receptor ionotropic, NMDA 1 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Beta-2 adrenergic receptor | 1 |
Data from ChEMBL 36 via Core Engine