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Compound Detail

CHEMBL1574

PHENTERMINE
💊 Approved Drug
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💊 Approved Drug
CC(C)(N)Cc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1574
Name PHENTERMINE
Phase Approved
Structure Type MOL
InChI Key DHHVAGZRUROJKS-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Duromine Fentermina Ionamin NSC-759163 Phentermine Phentermine component of qsymia Phentermine resin Phentermine resin 30 Phentermine resin complex Qsiva
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
10
Known Names
7
Indications
1
Mechanisms

Molecular Properties

149.2
MW (Da)
1.97
ALogP
1
HBA
1
HBD
26.0
PSA (Ų)
0.68
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1959
Availability Withdrawn
Chirality Achiral

Routes of Administration

Oral

Flags

Withdrawn Natural Product
USAN Year 1962

Extended Properties

Molecular Formula C10H15N
MW 149.24
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness 0.11

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Norepinephrine transporter releasing agent RELEASING AGENT Sodium-dependent noradrenaline transporter ✓ ✓

Indications

Obesity Diabetes Mellitus Obesity, Morbid Bulimia Nervosa Kidney Diseases Liver Diseases Substance-Related Disorders

ATC Classification

A08AA01
phentermine
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS

Drug Warnings

Withdrawn
General Warning
risks outweigh the benefits
Country: Sweden; United Kingdom; Mauritius   Year: 1981
Withdrawn
drug misuse
lack of evidence of their value in long-term management of obesity, they have the potential for abuse and despite warnings they are frequently used over unacceptably prolonged periods.
Country: Sweden; United Kingdom; Mauritius   Year: 1981

Activity Summary

EC50 1 meas. best 5.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trace amine-associated receptor 1
CHEMBL5857
 EC50 5.26 5.26 5470.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trace amine-associated receptor 1 EC50 = 5470.0 nM 5.26 Agonist activity at human trace amine associated receptor 1 expressed in RD-HGA1... 18602830

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
25036789 10.1016/j.ejmech.2014.06.078 Indoleamine 2,3-dioxygenase 1 2
18602830 10.1016/j.bmc.2008.06.009 Trace amine-associated receptor 1 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2
22931300 10.1021/tx300075j Liver microsomes 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
20185316 10.1016/j.bmc.2010.01.068 Trypanosoma brucei brucei 1
20185316 10.1016/j.bmc.2010.01.068 Leishmania mexicana 1

Data from ChEMBL 36 via Core Engine