Compound Detail

CHEMBL1453

DIGITOXIGENIN

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C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1453
Name	DIGITOXIGENIN
Phase	Preclinical
Structure Type	MOL
InChI Key	XZTUSOXSLKTKJQ-CESUGQOBSA-N

Known Names

Digoxigenin

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

374.5

MW (Da)

3.60

ALogP

HBA

HBD

66.8

PSA (Å²)

0.69

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	C23H34O4
MW	374.52
Aromatic Rings	0
Heavy Atoms	27
NP-Likeness	3.17

Activity Summary

IC50 48 meas. best 8.1

EC50 4 meas. best 7.24

Ki 2 meas. best 6.06

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium/potassium-transporting ATPase CHEMBL2095186	IC50	8.1	7.1457	8.0	7
Cavia porcellus CHEMBL369	EC50	7.24	6.485	57.0	4
Unchecked CHEMBL612545	IC50	7.2	6.291	63.1	10
TK-10 CHEMBL614056	IC50	7.12	7.12	76.5	1
Potassium-transporting ATPase alpha chain 2 CHEMBL2933	IC50	7.1	7.1	80.0	1
ADMET CHEMBL612558	IC50	6.82	5.56	150.0	2
MCF7 CHEMBL387	IC50	6.71	5.99	194.4	3
UACC-62 CHEMBL614610	IC50	6.46	6.46	348.8	1
Sodium/potassium-transporting ATPase subunit alpha-1 CHEMBL4838	IC50	6.3	6.3	500.0	2
A549 CHEMBL392	IC50	6.21	5.995	620.0	2
Monoclonal antibody (mAb) CHEMBL613294	Ki	6.06	6.03	880.0	2
NCI-H460 CHEMBL396	IC50	6.04	6.04	920.0	1
Hs-578T CHEMBL614645	IC50	5.99	5.015	1022.0	2
Human alphaherpesvirus 1 CHEMBL377	IC50	5.99	5.975	1020.0	2
MRC5 CHEMBL614181	IC50	5.94	5.94	1160.0	1
HT-1080 CHEMBL614580	IC50	5.82	5.82	1500.0	1
PC-3 CHEMBL390	IC50	5.62	5.62	2410.0	1
HCT-8 CHEMBL613510	IC50	5.61	5.61	2480.0	1
T47D CHEMBL614361	IC50	5.6	5.6	2530.0	1
Human alphaherpesvirus 2 CHEMBL370	IC50	5.49	5.49	3230.0	1
LNCaP CHEMBL612518	IC50	5.43	5.43	3700.0	1
SK-BR-3 CHEMBL613834	IC50	5.36	5.36	4420.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.05	5.05	8950.0	1
KB CHEMBL398	IC50	5.02	5.02	9610.0	1
NCI-H187 CHEMBL2366276	IC50	5.01	5.01	9770.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.05	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium/potassium-transporting ATPase	IC50	=	8.0	nM	8.1	Inhibition of [3H]- ouabain binding to digitalis receptor	8421289
Sodium/potassium-transporting ATPase	IC50	=	20.0	nM	7.7	Inhibition of [3H]ouabain binding to Na/K ATP-ase in dog heart muscle	1895297
Cavia porcellus	EC50	=	57.0	nM	7.24	In vitro increase in contractile force of the guine pig atrium.	11689068
Sodium/potassium-transporting ATPase	IC50	=	63.0	nM	7.2	Binding affinity towards Na+,K+ -ATPase isolated from dog kidney.	11689068
Sodium/potassium-transporting ATPase	IC50	=	63.0	nM	7.2	50% displacement of the specific [3H]ouabain binding from the dog kidney Na+/K+ ...	11754591
Unchecked	IC50	=	63.1	nM	7.2	Displacement of [3H]ouabain binding from Na+,K+ -ATPase receptor isolated from d...	-
TK-10	IC50	=	76.5	nM	7.12	Cytotoxicity against human TK10 cells after 48 hrs by SRB assay	16309315
Potassium-transporting ATPase alpha chain 2	IC50	=	80.0	nM	7.1	Compound was evaluated for its ability to inhibit the specific [3H]-ouabain bind...	9685243
Unchecked	IC50	=	117.0	nM	6.93	Inhibitory activity against Hog kidney Na+, K+ -Dependent ATPase	6321733
Sodium/potassium-transporting ATPase	IC50	=	120.0	nM	6.92	Inhibition of hog kidney Na+, K+-dependent ATPase	3020248
ADMET	IC50	=	150.0	nM	6.82	Cytotoxicity against human Hs578Bst cells after 72 hrs by CellTiter-Glo assay	22316168
MCF7	IC50	=	194.4	nM	6.71	Cytotoxicity against human MCF7 cells after 48 hrs by SRB assay	16309315
Sodium/potassium-transporting ATPase	IC50	=	250.0	nM	6.6	50% displacement of the specific [3H]ouabain binding from the dog kidney Na+/K+ ...	11754591
UACC-62	IC50	=	348.8	nM	6.46	Cytotoxicity against human UACC62 cells after 48 hrs by SRB assay	16309315
Unchecked	IC50	=	350.0	nM	6.46	Inhibition of rat brain (Na+,K+)ATPase in presence of appropriate Mg2+ and Na+	222907
Unchecked	IC50	=	350.0	nM	6.46	Inhibition of rat brain (Na+,K+)ATPase incubated for 10 mins followed by Kcl add...	222907
Unchecked	IC50	=	460.0	nM	6.34	Inhibition of rat brain sodium/potassium-transporting ATPase in presence of Mg2+...	141522
Sodium/potassium-transporting ATPase subunit alpha-1	IC50	=	500.0	nM	6.3	Inhibition of Na+/K+ ATPase from dog kidney	9341924
Sodium/potassium-transporting ATPase	IC50	=	500.0	nM	6.3	Inhibitory activity against Na+/K+ ATPase was determined	12904068
Sodium/potassium-transporting ATPase subunit alpha-1	IC50	=	500.0	nM	6.3	In vitro inhibitory concentration against dog kidney Na+,K+-ATPase	10882359

Literature References

PubMed	DOI	Target Context	# Activities
12109909	10.1021/jm0102811	Monoclonal antibody (mAb)	11
30798081	10.1016/j.ejmech.2019.01.076	Unchecked	4
11754591	10.1021/jm011001k	Cavia porcellus	3
3950906	10.1021/jm00152a012	Cavia porcellus	3
9341924	10.1021/jm970312l	Cavia porcellus	3
17595134	10.1021/np068066g	Unchecked	3
17595134	10.1021/np068066g	A549	3
141522	10.1021/jm00216a022	Unchecked	2
3981544	10.1021/jm00382a023	Cavia porcellus	2
12459012	10.1021/jm0202066	Unchecked	2
22316168	10.1021/np2008076	Hs-578T	2
22316168	10.1021/np2008076	ADMET	2
20081854	10.1038/nchembio.307	Danio rerio	2
18066055	10.1038/nchembio.2007.53	HeLa	2
10882359	10.1021/jm990627w	Unchecked	2
146738	10.1021/jm00201a010	Unchecked	2
214561	10.1021/jm00210a027	Unchecked	2
222907	10.1021/jm00191a014	Unchecked	2
30798081	10.1016/j.ejmech.2019.01.076	Human alphaherpesvirus 1	2
11754591	10.1021/jm011001k	Sodium/potassium-transporting ATPase	2

Data from ChEMBL 36 via Core Engine