Compound Detail

CHEMBL750

ZONISAMIDE

💊 Approved Drug

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💊 Approved Drug

NS(=O)(=O)Cc1noc2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL750
Name	ZONISAMIDE
Phase	Approved
Structure Type	MOL
InChI Key	UBQNRHZMVUUOMG-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

AD-810 CI-912 Excegran N03AX15 PD-110843 Zonegran Zonisade Zonisamida Zonisamide Zonisamide mylan

Targets

233

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

212.2

MW (Da)

0.62

ALogP

HBA

HBD

86.2

PSA (Å²)

0.79

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2000
Availability	Prescription
Chirality	Racemic

Routes of Administration

Oral

Flags

Natural Product

USAN Year

1985

Extended Properties

Molecular Formula	C8H8N2O3S
MW	212.23
Aromatic Rings	2
Heavy Atoms	14
NP-Likeness	-1.70

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Sodium channel alpha subunit blocker	BLOCKER	Sodium channel alpha subunit	✓	✓

Indications

Epilepsies, Partial Epilepsy Epilepsy Seizures Seizures Alcoholism Alcoholism Epilepsy, Complex Partial Feeding and Eating Disorders Migraine Disorders Psychotic Disorders Schizophrenia Smoking Cessation Weight Gain Essential Tremor Hearing Loss Obesity Parkinson Disease Cocaine-Related Disorders Hearing Loss, Noise-Induced

ATC Classification

N03AX15

zonisamide

Level 1: NERVOUS SYSTEM

Level 2: ANTIEPILEPTICS

Activity Summary

Ki 227 meas. best 9.05

IC50 4 meas. best 7.46

Kd 2 meas. best 7.69

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 7 CHEMBL2326	Ki	9.05	7.195	0.9	8
Carbonic anhydrase 12 CHEMBL3242	Ki	8.42	5.5367	3.8	6
Carbonic anhydrase 9 CHEMBL3594	Ki	8.3	8.2922	5.0	9
Carbonic anhydrase 2 CHEMBL205	Ki	7.99	7.3275	10.3	57
Unchecked CHEMBL612545	Ki	7.89	6.2666	13.0	44
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	7.7	7.7	20.0	4
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Kd	7.69	7.69	20.6	1
Carbonic anhydrase V CHEMBL2111457	Ki	7.69	7.69	20.6	1
Carbonic anhydrase 1 CHEMBL261	IC50	7.46	7.46	35.0	1
Carbonic anhydrase 2 CHEMBL205	Kd	7.32	7.32	47.6	1
Carbonic anhydrase 1 CHEMBL261	Ki	7.25	7.1307	56.0	46
Carbonic anhydrase 6 CHEMBL3025	Ki	7.05	6.335	89.0	4
Carbonic anhydrase CHEMBL5931	Ki	6.97	6.97	106.0	1
Carbonic anhydrase CHEMBL6185	Ki	6.94	6.94	114.0	1
Carbonate dehydratase CHEMBL3745586	Ki	6.85	6.85	140.0	1
Astrosclerin-3 CHEMBL1944499	Ki	6.78	6.78	165.0	1
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) CHEMBL5767	Ki	6.68	6.68	210.0	1
Carbonic anhydrase CHEMBL4211	Ki	6.66	6.65	218.0	2
Alpha carbonic anhydrase CHEMBL1075028	Ki	6.59	6.59	259.0	2
AGAP002992-PA CHEMBL3399914	Ki	6.58	6.58	263.0	1
Delta carbonic anhydrase CHEMBL3097982	Ki	6.39	6.39	404.0	1
Carbonic anhydrase, alpha family CHEMBL3621035	Ki	6.39	6.39	411.0	1
Carbonic anhydrase 13 CHEMBL3912	Ki	6.37	6.37	430.0	1
Carbonic anhydrase 15 CHEMBL5973	Ki	6.2	6.2	634.0	2
Carbonic anhydrase CHEMBL1649055	Ki	6.19	6.19	645.0	1
Carbonic anhydrase 2 CHEMBL6068	Ki	6.06	6.06	876.0	1
Carbonic anhydrase CHEMBL5337	Ki	6.03	6.03	940.0	3
Carbonic anhydrase 2 CHEMBL1697676	Ki	6.01	6.01	970.0	2
Carbonic anhydrase CHEMBL2095180	IC50	5.73	5.73	1860.0	1
Amine oxidase [flavin-containing] B CHEMBL2993	Ki	5.54	5.54	2900.0	2
Amine oxidase [flavin-containing] B CHEMBL2039	Ki	5.51	5.1767	3100.0	3
Unchecked CHEMBL612545	IC50	5.48	5.48	3300.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	5.28	5.28	5250.0	5
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	5.22	5.22	6033.0	4
Carbonic anhydrase 3 CHEMBL1944498	Ki	5.07	5.07	8510.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	5.07	4.745	8590.0	4
Amine oxidase [flavin-containing] B CHEMBL3050	IC50	4.61	4.61	24800.0	1
Beta-carbonic anhydrase 1 CHEMBL5631	Ki	4.54	4.54	28680.0	1
Amine oxidase [flavin-containing] CHEMBL1681610	Ki	4.51	4.51	30800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.308	-	Homo sapiens
Fu	0.386	-	Macaca fascicularis
Fu	0.428	-	Canis lupus familiaris
Fu	0.389	-	Cavia porcellus
Fu	0.299	-	Mus musculus
Fu	0.598	-	Rattus norvegicus
Fu	0.327	-	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 7	Ki	=	0.9	nM	9.05	Inhibition of recombinant human CA7 pre-incubated for 15 mins measured by stoppe...	33721499
Carbonic anhydrase 12	Ki	=	3.8	nM	8.42	Inhibition of recombinant human CA12 pre-incubated for 15 mins measured by stopp...	33721499
Carbonic anhydrase 9	Ki	=	5.0	nM	8.3	Inhibition of human recombinant carbonic anhydrase 9 by stopped-flow CO2 hydrase...	16942027
Carbonic anhydrase 9	Ki	=	5.0	nM	8.3	Inhibition of human cloned CA9 catalytic domain by stopped flow CO2 hydration as...	19827837
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibitory constant against catalytic domain of human carbonic anhydrase IX	16039848
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibition of human recombinant carbonic anhydrase 9 catalytic domain by stopped...	19193158
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibition of human recombinant CA9 by stopped flow CO2 hydrase assay	20028100
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibition of human CA9 catalytic domain preincubated for 15 mins by stopped flo...	22041171
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibition of human recombinant CA9 catalytic domain-mediated CO2 hydration prei...	22443141
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibition of human membrane bound carbonic anhydrase 9 preincubated for 15 mins...	23965175
Carbonic anhydrase 9	Ki	=	5.1	nM	8.29	Inhibition of human transmembrane carbonic anhydrase 9 by stopped-flow CO2 hydra...	24513184
Carbonic anhydrase 2	Ki	=	10.3	nM	7.99	Mean inhibitory constant towards human carbonic anhydrase II determined by stopp...	15837316
Carbonic anhydrase 2	Ki	=	10.4	nM	7.98	Inhibition of recombinant human CA2 pre-incubated for 15 mins measured by stoppe...	33721499
Unchecked	Ki	=	13.0	nM	7.89	Inhibition of human recombinant carbonic anhydrase 1 Phe91Asn mutant expressed i...	20624682
Carbonic anhydrase 5A, mitochondrial	Ki	=	20.0	nM	7.7	Inhibition of human recombinant CA5A by stopped flow CO2 hydrase assay	20028100
Carbonic anhydrase 5A, mitochondrial	Ki	=	20.0	nM	7.7	Inhibition of human recombinant full length mitochondrial carbonic anhydrase 5A ...	19539481
Carbonic anhydrase 5A, mitochondrial	Ki	=	20.0	nM	7.7	Inhibition of human recombinant CA5A by CO2 hydration assay	18644716
Carbonic anhydrase 5A, mitochondrial	Ki	=	20.0	nM	7.7	Inhibition of human recombinant CA5A mitochondrial isoform by stopped-flow CO2 h...	21300547
Carbonic anhydrase V	Ki	=	20.6	nM	7.69	Mean inhibitory constant towards human carbonic anhydrase V determined by spectr...	15837316
Carbonic anhydrase 5A, mitochondrial	Kd	=	20.6	nM	7.69	Inhibition of human carbonic anhydrase 5A	17420132

Literature References

PubMed	DOI	Target Context	# Activities
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
21332115	10.1021/jm1013242	Unchecked	8
3572976	10.1021/jm00388a023	Mus musculus	8
18572411	10.1016/j.bmc.2008.06.005	Aquaporin-4	7
21474681	10.1124/dmd.111.038778	Brain	5
18472270	10.1016/j.bmc.2008.03.051	Rattus norvegicus	4
26364945	10.1016/j.bmcl.2015.08.071	Rattus norvegicus	4
28751143	10.1016/j.bmcl.2017.07.037	Rattus norvegicus	4
26832216	10.1016/j.bmcl.2016.01.023	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
21175212	10.1021/jm101359c	Unchecked	4
16019946	10.1080/00498250400028197	ADMET	4
25129169	10.1016/j.bmc.2014.07.048	Unchecked	3
18178093	10.1016/j.bmc.2007.12.038	Unchecked	3
24792813	10.1016/j.bmc.2014.04.006	Unchecked	3
29335210	10.1016/j.ejmech.2018.01.003	Amine oxidase [flavin-containing] B	3
25773015	10.1016/j.bmc.2015.02.045	Unchecked	3
26174556	10.1016/j.bmcl.2015.06.079	Unchecked	3

Data from ChEMBL 36 via Core Engine