Compound Detail

CHEMBL47244

PICROTOXININ

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

C=C(C)[C@@H]1[C@H]2OC(=O)[C@@H]1[C@]1(O)C[C@H]3O[C@]34C(=O)O[C@H]2[C@]14C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL47244
Name	PICROTOXININ
Phase	Preclinical
Structure Type	MOL
InChI Key	PIMZUZSSNYHVCU-YKWPQBAZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

292.3

MW (Da)

-0.06

ALogP

HBA

HBD

85.4

PSA (Å²)

0.41

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C15H16O6
MW	292.29
Aromatic Rings	0
Heavy Atoms	21
NP-Likeness	3.62

Activity Summary

IC50 10 meas. best 7.11

Ki 4 meas. best 7.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	7.11	6.6844	77.0	9
Unchecked CHEMBL612545	Ki	7.02	6.7	96.0	4
Glycine receptor subunit alpha-2 CHEMBL2328	IC50	5.62	5.62	2400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	77.0	nM	7.11	Displacement of [125I]TBPS from rat cerebral cortex GABA-gated chloride channel	26988801
Unchecked	IC50	=	77.0	nM	7.11	Displacement of [35S]TBPS from rat cerebral cortex GABA-gated chloride channel m...	27876250
Unchecked	Ki	=	96.0	nM	7.02	Binding affinity to GABA-gated chloride channel (unknown origin) by radioligand ...	23466604
Unchecked	IC50	=	120.0	nM	6.92	Binding affinity to GABA-gated chloride channel (unknown origin) by radioligand ...	23466604
Unchecked	Ki	=	190.0	nM	6.72	Displacement of radiolabeled picrotoxinin from verapamil site of L-type GABA-gat...	18983139
Unchecked	IC50	=	230.0	nM	6.64	Displacement of radiolabeled picrotoxinin from verapamil site of L-type GABA-gat...	18983139
Unchecked	IC50	=	250.0	nM	6.6	Binding affinity to GABA-gated chloride channel (unknown origin) by radioligand ...	23582449
Unchecked	Ki	=	260.0	nM	6.58	Binding affinity to Cl channel GABA gated receptor (unknown origin) assessed as ...	28849908
Unchecked	IC50	=	310.0	nM	6.51	Inhibition of Cl channel GABA gated receptor (unknown origin)	28849908
Unchecked	Ki	=	330.0	nM	6.48	DRUGMATRIX: GABAA, Chloride Channel, TBOB radioligand binding (ligand: [3H] TBOB...	-
Unchecked	IC50	=	368.0	nM	6.43	DRUGMATRIX: GABAA, Chloride Channel, TBOB radioligand binding (ligand: [3H] TBOB...	-
Unchecked	IC50	=	378.0	nM	6.42	Inhibition of chloride channel	18588282
Unchecked	IC50	=	385.0	nM	6.42	Inhibition of rat chloride channel	20875743
Glycine receptor subunit alpha-2	IC50	=	2400.0	nM	5.62	Inhibition of rat alpha2 homomeric glycine receptor expressed in CHO cells asses...	17405877

Literature References

PubMed	DOI	Target Context	# Activities
17405877	10.1074/jbc.m701502200	Glycine receptor subunit alpha-2	16
28849908	10.1021/acschembio.7b00481	Unchecked	2
18983139	10.1021/jm8007618	Unchecked	2
23466604	10.1016/j.ejmech.2013.01.044	Unchecked	2
12428955	10.1021/jf025857p	Rhopalosiphum padi	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
27876250	10.1016/j.bmc.2016.11.014	Unchecked	1
26988801	10.1016/j.bmc.2016.03.006	Unchecked	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
23582449	10.1016/j.bmc.2013.03.016	Unchecked	1
12428955	10.1021/jf025857p	Myzus persicae	1
6094812	10.1021/jm00378a021	ADMET	1
12428955	10.1021/jf025857p	Leptinotarsa decemlineata	1
23062825	10.1016/j.bmc.2012.09.040	Cholinesterase	1
23062825	10.1016/j.bmc.2012.09.040	Acetylcholinesterase	1
20875743	10.1016/j.bmc.2010.07.034	Unchecked	1
18588282	10.1021/jm701575k	Unchecked	1
3001304	10.1021/jm00151a001	GABA-A receptor; anion channel	1

Data from ChEMBL 36 via Core Engine