Compound Detail

CHEMBL412437

DISOGENIN

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C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL412437
Name	DISOGENIN
Phase	Preclinical
Structure Type	MOL
InChI Key	WQLVFSAGQJTQCK-VKROHFNGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

414.6

MW (Da)

5.71

ALogP

HBA

HBD

38.7

PSA (Å²)

0.52

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	C27H42O3
MW	414.63
Aromatic Rings	0
Heavy Atoms	30
NP-Likeness	3.36

Activity Summary

IC50 18 meas. best 5.16

EC50 1 meas. best 5.42

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Hepatitis C virus CHEMBL379	EC50	5.42	5.42	3800.0	1
THP-1 CHEMBL614245	IC50	5.16	5.16	6960.0	1
HT-29 CHEMBL384	IC50	4.97	4.97	10800.0	1
A549 CHEMBL392	IC50	4.97	4.6767	10800.0	3
HCT-116 CHEMBL394	IC50	4.97	4.5933	10800.0	3
HBL-100 CHEMBL614811	IC50	4.97	4.97	10800.0	1
MCF7 CHEMBL387	IC50	4.62	4.58	23910.0	2
T-24 CHEMBL614774	IC50	4.54	4.54	28850.0	1
K562 CHEMBL385	IC50	4.52	4.52	30040.0	1
HepG2 CHEMBL395	IC50	4.47	4.395	33870.0	2
ASPC1 CHEMBL612588	IC50	4.2	4.2	63110.0	1
MKN-45 CHEMBL614354	IC50	4.11	4.11	78320.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Hepatitis C virus	EC50	=	3800.0	nM	5.42	Antiviral activity against Hepatitis C virus infected in human Ava5 cells expres...	21391660
THP-1	IC50	=	6960.0	nM	5.16	Anticoagulant activity in human THP1 cells assessed as inhibition of TNF-alpha-s...	20561785
HCT-116	IC50	=	10800.0	nM	4.97	Antiproliferative activity against human HCT116 cells assessed as reduction in c...	31546197
A549	IC50	=	10800.0	nM	4.97	Antiproliferative activity against human A549 cells assessed as reduction in cel...	31546197
HT-29	IC50	=	10800.0	nM	4.97	Antiproliferative activity against human HT-29 cells assessed as reduction in ce...	31546197
HBL-100	IC50	=	10800.0	nM	4.97	Antiproliferative activity against human HBL100 cells assessed as reduction in c...	31546197
MCF7	IC50	=	23910.0	nM	4.62	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability me...	31761382
A549	IC50	=	26410.0	nM	4.58	Cytotoxicity against human A549 cells assessed as reduction in cell viability me...	31761382
MCF7	IC50	=	28520.0	nM	4.54	Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth incu...	33740546
T-24	IC50	=	28850.0	nM	4.54	Cytotoxicity against human T24 cells assessed as inhibition of cell growth incub...	33740546
K562	IC50	=	30040.0	nM	4.52	Cytotoxicity against human K562 cells assessed as inhibition of cell growth incu...	33740546
HCT-116	IC50	=	31410.0	nM	4.5	Antiproliferative activity against human HCT-116 cells assessed as inhibition of...	35586422
A549	IC50	=	32850.0	nM	4.48	Cytotoxicity against human A549 cells assessed as inhibition of cell growth incu...	33740546
HepG2	IC50	=	33870.0	nM	4.47	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability m...	31761382
HepG2	IC50	=	48360.0	nM	4.32	Cytotoxicity against human HepG2 cells assessed as inhibition of cell growth inc...	33740546
HCT-116	IC50	=	49110.0	nM	4.31	Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability...	31761382
ASPC1	IC50	=	63110.0	nM	4.2	Antiproliferative activity against human ASPC1 cells assessed as inhibition of c...	35586422
MKN-45	IC50	=	78320.0	nM	4.11	Cytotoxicity against human MNK45 cells assessed as inhibition of cell growth inc...	33740546

Literature References

PubMed	DOI	Target Context	# Activities
20465230	10.1021/np900690z	Mus musculus	12
31761382	10.1016/j.ejmech.2019.111897	A549	12
22704886	10.1016/j.bmcl.2012.05.094	Mus musculus	8
21391660	10.1021/np100578u	Hepatitis C virus	7
27217000	10.1016/j.bmcl.2016.05.032	Rattus norvegicus	7
27217000	10.1016/j.bmcl.2016.05.032	Mus musculus	5
12643921	10.1016/s0960-894x(03)00052-0	Rattus norvegicus	4
33848787	10.1016/j.ejmech.2021.113426	SH-SY5Y	3
17350838	10.1016/j.bmcl.2007.02.039	RAW	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
21391660	10.1021/np100578u	Signal transducer and activator of transcription 3	2
21391660	10.1021/np100578u	ADMET	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
37787457	10.1021/acs.jmedchem.3c01068	ADMET	1
15921418	10.1021/np040203r	Streptococcus pneumoniae	1
15921418	10.1021/np040203r	Micrococcus luteus	1
15921418	10.1021/np040203r	Cryptococcus neoformans	1
15921418	10.1021/np040203r	Candida albicans	1
15921418	10.1021/np040203r	MCF7	1

Data from ChEMBL 36 via Core Engine