Compound Detail

CHEMBL781

MAZINDOL

💊 Approved Drug

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💊 Approved Drug

OC1(c2ccc(Cl)cc2)c2ccccc2C2=NCCN21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL781
Name	MAZINDOL
Phase	Approved
Structure Type	MOL
InChI Key	ZPXSCAKFGYXMGA-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

42-548 AN-448 Magrilon Mazanor Mazildene Mazindol Mazindol civ SAH-42548 Sanorex Terenac Teronac

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

284.8

MW (Da)

2.61

ALogP

HBA

HBD

35.8

PSA (Å²)

0.87

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1973
Availability	Discontinued
Chirality	Racemic

Routes of Administration

Oral

Flags

Natural Product

USAN Year

1970

Extended Properties

Molecular Formula	C16H13ClN2O
MW	284.75
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	-0.16

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Monoamine transporter inhibitor	INHIBITOR	Monoamine transporter	✓	✓

Indications

Obesity Attention Deficit Disorder with Hyperactivity Cocaine-Related Disorders Narcolepsy Narcolepsy

ATC Classification

A08AA05

mazindol

Level 1: ALIMENTARY TRACT AND METABOLISM

Level 2: ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS

Activity Summary

IC50 30 meas. best 9.04

Ki 21 meas. best 9.1

Kd 1 meas. best 8.06

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Norepinephrine transporter CHEMBL304	Ki	9.1	9.1	0.8	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	9.04	8.675	0.9	2
HEK293 CHEMBL614818	IC50	8.31	7.57	4.9	3
Sodium-dependent dopamine transporter CHEMBL338	IC50	8.15	7.7131	7.0	13
Sodium-dependent dopamine transporter CHEMBL338	Kd	8.06	8.06	8.6	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	7.95	7.83	11.3	4
Sodium-dependent dopamine transporter CHEMBL238	IC50	7.89	7.5686	13.0	7
Sodium-dependent dopamine transporter CHEMBL2799	IC50	7.89	7.89	13.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	7.66	7.4671	22.1	7
Sodium-dependent dopamine transporter CHEMBL338	Ki	7.5	7.41	32.0	3
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.35	7.205	45.0	4
Sodium-dependent serotonin transporter CHEMBL228	IC50	7.27	7.15	54.0	2
Sodium-dependent serotonin transporter CHEMBL313	IC50	6.64	6.64	231.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	6.63	6.63	234.4	1
Sodium-dependent serotonin transporter CHEMBL313	Ki	6.61	6.61	247.5	1
Sodium-dependent dopamine transporter CHEMBL2799	Ki	6.39	6.39	404.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	10.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Norepinephrine transporter	Ki	=	0.8	nM	9.1	Binding affinity against norepinephrine transporter (NET) by displacement of [3H...	14640559
Sodium-dependent noradrenaline transporter	IC50	=	0.92	nM	9.04	Inhibition of recombinant human NET expressed in HEK293 cell membranes assessed ...	28319392
HEK293	IC50	=	4.9	nM	8.31	Ability to block the uptake of [3H]NE (norepinephrine) in HEK-hNET cells	12213054
Sodium-dependent noradrenaline transporter	IC50	=	4.9	nM	8.31	Inhibition of NE uptake in HEK cells expressing human noradrenaline transporter ...	12213053
Sodium-dependent dopamine transporter	IC50	=	7.0	nM	8.15	Inhibition of [125I]RTI-55 cocaine binding to the dopamine transporter.	1552510
Sodium-dependent dopamine transporter	IC50	=	8.1	nM	8.09	Ability to displace [3H]WIN-35428 from dopamine transporter in rat caudate putam...	12213055
Sodium-dependent dopamine transporter	IC50	=	8.1	nM	8.09	Inhibition of [3H]WIN-35428 binding to the dopamine transporter in rat brain	8960553
Sodium-dependent dopamine transporter	IC50	=	8.1	nM	8.09	Ability to displace [3H]WIN-35428 from Dopamine Transporter of rat striatal memb...	12213053
Sodium-dependent dopamine transporter	IC50	=	8.4	nM	8.08	Inhibition of [3H]dopamine uptake at the dopamine transporter in rat striatal ti...	8960553
Sodium-dependent dopamine transporter	Kd	=	8.63	nM	8.06	Binding affinity to a single, sodium-dependent site on the Dopamine transporter ...	10888328
Sodium-dependent dopamine transporter	IC50	=	9.0	nM	8.05	Inhibition of [3H]cocaine binding to the dopamine transporter.	1552510
Sodium-dependent noradrenaline transporter	Ki	=	11.3	nM	7.95	Inhibition of [125I]RTI-55 binding to recombinant human NET expressed in HEK293 ...	28319392
Sodium-dependent dopamine transporter	IC50	=	12.94	nM	7.89	Ability to displace [3H]WIN-35428 from dopamine transporter on rat striatal memb...	12213054
Sodium-dependent dopamine transporter	IC50	=	13.0	nM	7.89	Inhibition of mouse DAT expressed in HEK293 cells assessed as reduction in [3H]-...	28319392
Sodium-dependent dopamine transporter	IC50	=	13.0	nM	7.89	Inhibition of recombinant human DAT expressed in HEK293 cell membranes assessed ...	28319392
Sodium-dependent dopamine transporter	IC50	=	13.0	nM	7.89	Inhibition of [3H]BTCP binding to the dopamine transporter.	1552510
Sodium-dependent noradrenaline transporter	Ki	=	13.5	nM	7.87	Inhibition of [3H]mazindol binding to recombinant human NET expressed in HEK293 ...	28319392
Sodium-dependent dopamine transporter	IC50	=	14.0	nM	7.85	Inhibition of [3H]WIN-35428 binding to the dopamine transporter.	1552510
Sodium-dependent noradrenaline transporter	Ki	=	18.0	nM	7.75	Inhibition of [125I]- RTI -55 binding at the Norepinephrine transporter sites on...	12213054
Sodium-dependent noradrenaline transporter	Ki	=	18.0	nM	7.75	Displacement of [125I]RTI-55 from human Norepinephrine transporter expressed in ...	12213053

Literature References

PubMed	DOI	Target Context	# Activities
1552510	10.1021/jm00084a001	Sodium-dependent dopamine transporter	7
28319392	10.1021/acs.jmedchem.7b00141	Sodium-dependent dopamine transporter	7
12213054	10.1021/jm010301z	Unchecked	6
28319392	10.1021/acs.jmedchem.7b00141	Sodium-dependent noradrenaline transporter	5
12213053	10.1021/jm010302r	Unchecked	5
8960553	10.1021/jm960288w	Sodium-dependent dopamine transporter	4
37468498	10.1038/s41467-023-40064-9	Cannabinoid receptor 1	4
12213053	10.1021/jm010302r	Sodium-dependent dopamine transporter	4
28319392	10.1021/acs.jmedchem.7b00141	Sodium-dependent serotonin transporter	4
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	4
12213054	10.1021/jm010301z	Sodium-dependent dopamine transporter	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	3
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	3
20014752	10.1021/tx900326k	Hepatotoxicity	3
12213054	10.1021/jm010301z	HEK293	3
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	3
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2A	3
37468498	10.1038/s41467-023-40064-9	Androgen receptor	3
37468498	10.1038/s41467-023-40064-9	Progesterone receptor	3
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 1A	3

Data from ChEMBL 36 via Core Engine