Compound Detail

CHEMBL507974

TETRODOTOXIN

🧪 Phase III

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🧪 Phase III

NC1=N[C@H](O)[C@H]2[C@H]3O[C@]4(O)O[C@@H]([C@@H](O)[C@@]2(N1)[C@@H]4O)[C@]3(O)CO

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL507974
Name	TETRODOTOXIN
Phase	Phase III
Structure Type	MOL
InChI Key	CFMYXEVWODSLAX-QOZOJKKESA-N

Known Names

Araregai toxin Babylonia japonica toxin 1 Bjt 1 Maculotoxin Pft-1 toxin Spheroidine Tarichatoxin Tectin Tetrodotoxin Tetrodotoxina Tetrodotoxine Tettrodotoxin +1 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

319.3

MW (Da)

-5.52

ALogP

HBA

HBD

190.2

PSA (Å²)

0.23

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem

-oxin

Extended Properties

Molecular Formula	C11H17N3O8
MW	319.27
Aromatic Rings	0
Heavy Atoms	22
NP-Likeness	2.74

Activity Summary

IC50 23 meas. best 9.0

EC50 2 meas. best 8.72

Kd 1 meas. best 8.74

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium channel protein type 3 subunit alpha CHEMBL5163	IC50	9.0	8.56	1.0	3
Unchecked CHEMBL612545	IC50	8.77	8.54	1.7	2
Voltage-gated sodium channel CHEMBL3988641	Kd	8.74	8.74	1.8	1
Unchecked CHEMBL612545	EC50	8.72	8.7	1.9	2
Sodium channel protein type 8 subunit alpha CHEMBL5202	IC50	8.64	8.64	2.3	1
Sodium channel protein type 2 subunit alpha CHEMBL3399	IC50	8.4	8.0833	4.0	3
Sodium channel protein type 1 subunit alpha CHEMBL1845	IC50	8.39	8.39	4.1	1
Sodium channel protein type 9 subunit alpha CHEMBL4296	IC50	8.22	7.91	6.0	2
Sodium channel protein type 8 subunit alpha CHEMBL1914275	IC50	8.22	8.22	6.0	1
Sodium channel protein type 4 subunit alpha CHEMBL2072	IC50	8.12	7.86	7.6	2
Sodium channel protein type 1 subunit alpha CHEMBL4906	IC50	8.0	8.0	10.0	1
Sodium channel protein type 2 subunit alpha CHEMBL4187	IC50	7.85	7.85	14.0	1
Sodium channel protein type 3 subunit alpha CHEMBL4966	IC50	7.82	7.82	15.0	1
Sodium channel protein type 7 subunit alpha CHEMBL3585	IC50	7.44	7.44	36.0	1
Sodium channel protein type 11 subunit alpha CHEMBL2629	IC50	6.0	6.0	1000.0	1
Sodium channel protein type 5 subunit alpha CHEMBL1980	IC50	6.0	5.695	1000.0	2
Sodium channel protein type 5 subunit alpha CHEMBL3866	IC50	5.7	5.7	2000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium channel protein type 3 subunit alpha	IC50	=	1.0	nM	9.0	Inhibition of human Nav1.3 expressed in CHO cells under inactivated state by aut...	37329714
Unchecked	IC50	=	1.69	nM	8.77	Neuroprotective activity in primary neocortical neuron (unknown origin) assessed...	34957832
Voltage-gated sodium channel	Kd	=	1.8	nM	8.74	Displacement of [3H]saxitoxin from NaV in rat brain membranes	31117524
Unchecked	EC50	=	1.9	nM	8.72	Inhibition of NaV in mouse Neuro2a cells assessed as suppression of ouabain/vera...	31117524
Unchecked	EC50	=	2.1	nM	8.68	Inhibition of Nav in mouse Neuro-2a cells assessed as inhibition of ouabain and ...	24654947
Sodium channel protein type 8 subunit alpha	IC50	=	2.3	nM	8.64	Inhibition of human Nav1.6 expressed in HEK293 cells by electrophysiology assay	31012583
Sodium channel protein type 3 subunit alpha	IC50	=	4.0	nM	8.4	Inhibition of human Nav1.3 expressed in CHO cells under resting state by automat...	37329714
Sodium channel protein type 2 subunit alpha	IC50	=	4.0	nM	8.4	In vitro inhibition of [14C]- guanidinium influx in Chinese hamster ovary (CHO) ...	9685245
Sodium channel protein type 1 subunit alpha	IC50	=	4.1	nM	8.39	Inhibition of human Nav1.1 expressed in HEK293 cells by electrophysiology assay	31012583
Unchecked	IC50	=	4.93	nM	8.31	Neuroprotective activity in primary neocortical neuron (unknown origin) assessed...	34957832
Sodium channel protein type 3 subunit alpha	IC50	=	5.3	nM	8.28	Inhibition of human Nav1.3 expressed in HEK293 cells by electrophysiology assay	31012583
Sodium channel protein type 9 subunit alpha	IC50	=	6.0	nM	8.22	Inhibition of human NaV1.7 expressed in HEK293 cells by [14C]guanidinium influx ...	21570288
Sodium channel protein type 8 subunit alpha	IC50	=	6.0	nM	8.22	Inhibition of mouse NaV1.6	-
Sodium channel protein type 4 subunit alpha	IC50	=	7.6	nM	8.12	Inhibition of human Nav1.4 expressed in HEK293 cells by electrophysiology assay	31012583
Sodium channel protein type 1 subunit alpha	IC50	=	10.0	nM	8.0	Inhibition of rat NaV1.1	-
Sodium channel protein type 2 subunit alpha	IC50	=	10.0	nM	8.0	Inhibition of rat NaV1.2	-
Sodium channel protein type 2 subunit alpha	IC50	=	14.0	nM	7.85	Inhibition of Na+ influx in chinese hamster ovary cells expressing rat brain sod...	8295214
Sodium channel protein type 2 subunit alpha	IC50	=	14.0	nM	7.85	Inhibition of human Nav1.2 expressed in HEK293 cells by electrophysiology assay	31012583
Sodium channel protein type 3 subunit alpha	IC50	=	15.0	nM	7.82	Inhibition of rat NaV1.3	-
Sodium channel protein type 4 subunit alpha	IC50	=	25.0	nM	7.6	Inhibition of human NaV1.4	-

Literature References

PubMed	DOI	Target Context	# Activities
31012583	10.1021/acs.jmedchem.8b01906	Unchecked	8
31937477	10.1016/j.bmc.2019.115300	U-87 MG	5
31937477	10.1016/j.bmc.2019.115300	A549	5
31937477	10.1016/j.bmc.2019.115300	NCI-H460	4
28143690	10.1016/j.bmcl.2017.01.054	Sodium channel protein type 2 subunit alpha	3
31012583	10.1021/acs.jmedchem.8b01906	Rattus norvegicus	3
31117524	10.1021/acs.jnatprod.9b00178	Unchecked	3
28143690	10.1016/j.bmcl.2017.01.054	Sodium channel protein type 8 subunit alpha	3
28143690	10.1016/j.bmcl.2017.01.054	Sodium channel protein type 9 subunit alpha	3
29673714	10.1016/j.bmc.2018.04.003	MDA-MB-231	2
37329714	10.1016/j.ejmech.2023.115530	Sodium channel protein type 5 subunit alpha	2
34957832	10.1021/acs.jnatprod.1c00978	Unchecked	2
37329714	10.1016/j.ejmech.2023.115530	Sodium channel protein type 3 subunit alpha	2
19514733	10.1021/jm900296e	Sodium channel protein type 5 subunit alpha	2
18529044	10.1021/jm800100z	Sodium channel protein type 5 subunit alpha	2
35994072	10.1021/acs.jnatprod.2c00588	ADMET	2
24654947	10.1021/np401097n	Unchecked	2
21447641	10.1124/mol.110.070540	Voltage-gated sodium channel Nav1 alpha subunit	1
23121096	10.1021/jm3011433	Sodium channel protein type 5 subunit alpha	1
23121096	10.1021/jm3011433	Sodium channel protein type 10 subunit alpha	1

Data from ChEMBL 36 via Core Engine