Compound Detail

CHEMBL248702

DEXFENFLURAMINE

💊 Approved Drug

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💊 Approved Drug

CCN[C@@H](C)Cc1cccc(C(F)(F)F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL248702
Name	DEXFENFLURAMINE
Phase	Approved
Structure Type	MOL
InChI Key	DBGIVFWFUFKIQN-VIFPVBQESA-N
Therapeutic	✓ Yes

Known Names

D-fenfluramine Dexfenfluramina Dexfenfluramine Fenfluramine d-form Isolipan J13.711A S 5614

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

231.3

MW (Da)

3.25

ALogP

HBA

HBD

12.0

PSA (Å²)

0.84

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Withdrawn
Chirality	Single Enantiomer

Flags

Withdrawn

USAN Year

1991

Extended Properties

Molecular Formula	C12H16F3N
MW	231.26
Aromatic Rings	1
Heavy Atoms	16
NP-Likeness	-0.98

Indications

Obesity

ATC Classification

A08AA04

dexfenfluramine

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS

Drug Warnings

Withdrawn

respiratory toxicity

arterial pulmonary hypertension

Country: Malaysia; India; European Union; United Kingdom; Saudi Arabia; United States; Canada; France; Brazil; Lithuania; Morocco Year: 1997

Withdrawn

cardiotoxicity

Heart valve disorders

Country: Malaysia; India; European Union; United Kingdom; Saudi Arabia; United States; Canada; France; Brazil; Lithuania; Morocco Year: 1997

Activity Summary

IC50 2 meas. best 6.29

Ki 2 meas. best 6.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.66	6.66	217.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	6.29	6.29	516.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	5.71	5.71	1944.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	5.47	5.47	3403.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	11.0	mL.min-1.kg-1	Homo sapiens
F	89.0	%	Homo sapiens
Fu	0.66	-	Homo sapiens
MRT	18.0	hr	Homo sapiens
T1/2	14.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma non-opioid intracellular receptor 1	Ki	=	217.0	nM	6.66	DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol)	-
Sigma non-opioid intracellular receptor 1	IC50	=	516.0	nM	6.29	DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol)	-
5-hydroxytryptamine receptor 1A	Ki	=	1944.0	nM	5.71	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-
5-hydroxytryptamine receptor 1A	IC50	=	3403.0	nM	5.47	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	283
16472241	10.2174/1570163043334794	Hepatotoxicity	18
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15911251	10.1016/j.bmcl.2005.03.114	Mus musculus	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
16019946	10.1080/00498250400028197	ADMET	4
18426954	10.1124/dmd.108.020479	ADMET	4
20014752	10.1021/tx900326k	Hepatotoxicity	3
20423086	10.1021/jm100023j	Rattus norvegicus	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
18834112	10.1021/jm800656v	Amine oxidase [flavin-containing] B	2
18834112	10.1021/jm800656v	Amine oxidase [flavin-containing] A	2
15743174	10.1021/jm0490890	Mus musculus	2
20185316	10.1016/j.bmc.2010.01.068	Trypanosoma cruzi	1
20185316	10.1016/j.bmc.2010.01.068	Trypanosoma brucei rhodesiense	1
20185316	10.1016/j.bmc.2010.01.068	Trypanosoma brucei	1
20185316	10.1016/j.bmc.2010.01.068	Trichomonas vaginalis	1
20185316	10.1016/j.bmc.2010.01.068	Toxoplasma gondii	1
20185316	10.1016/j.bmc.2010.01.068	Pneumocystis carinii	1
20185316	10.1016/j.bmc.2010.01.068	Leishmania major	1

Data from ChEMBL 36 via Core Engine