Compound Detail

CHEMBL471474

HYPOTHEMYCIN

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COc1cc(O)c2c(c1)[C@H]1O[C@@H]1C[C@H](O)[C@H](O)C(=O)/C=C\C[C@H](C)OC2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL471474
Name	HYPOTHEMYCIN
Phase	Preclinical
Structure Type	MOL
InChI Key	SSNQAUBBJYCSMY-KNTMUCJRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

378.4

MW (Da)

1.03

ALogP

HBA

HBD

125.8

PSA (Å²)

0.49

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	C19H22O8
MW	378.38
Aromatic Rings	1
Heavy Atoms	27
NP-Likeness	2.52

Activity Summary

IC50 21 meas. best 7.82

EC50 1 meas. best 6.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MV4-11 CHEMBL613835	IC50	7.82	7.82	15.0	1
Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1 CHEMBL3885612	IC50	7.52	7.52	30.0	1
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	IC50	7.48	7.48	33.0	2
SK-OV-3 CHEMBL614925	IC50	7.16	7.16	70.0	1
COLO-829 CHEMBL2366275	IC50	6.82	6.82	150.0	1
Unchecked CHEMBL612545	IC50	6.82	6.82	150.0	1
Trypanosoma brucei CHEMBL612849	EC50	6.77	6.77	170.0	1
Serine/threonine-protein kinase D1 CHEMBL3863	IC50	6.3	6.3	500.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.18	5.565	663.0	2
HeLa CHEMBL399	IC50	6.0	6.0	1000.0	1
A549 CHEMBL392	IC50	6.0	6.0	1000.0	1
Fusarium verticillioides CHEMBL613823	IC50	5.96	5.96	1100.0	1
Phytophthora litchii CHEMBL4296591	IC50	5.72	5.72	1900.0	1
MDA-MB-435 CHEMBL614697	IC50	5.72	5.72	1900.0	1
OVCAR-3 CHEMBL614213	IC50	5.58	5.58	2600.0	1
MCF7 CHEMBL387	IC50	5.48	5.135	3300.0	2
NCI-H460 CHEMBL396	IC50	5.37	5.37	4300.0	1
HT-29 CHEMBL384	IC50	5.23	5.23	5900.0	1
SF-268 CHEMBL613977	IC50	4.9	4.9	12700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
t1/2	-	-	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MV4-11	IC50	=	15.0	nM	7.82	Cytotoxicity in human MV4-11 cells assessed as inhibition of cellular viability ...	30742435
Nuclear receptor subfamily 2 group C member 2/TGF-beta-activated kinase 1 and MAP3K7-binding protein 1	IC50	=	30.0	nM	7.52	Inhibition of recombinant human N-terminal GST-tagged TAK1 (1 to 303 residues)/T...	35834411
Mitogen-activated protein kinase kinase kinase 7	IC50	=	33.0	nM	7.48	Inhibition of TAK1 (unknown origin)	26481152
Mitogen-activated protein kinase kinase kinase 7	IC50	=	33.0	nM	7.48	TaK1-TaB1 Inhibitor Assays: The assay was performed at BSP Biosience Inc. (5Z)-7...	-
SK-OV-3	IC50	=	70.0	nM	7.16	Cytotoxicity against human SKOV3 cells	17067161
COLO-829	IC50	=	150.0	nM	6.82	Cytotoxicity against human COLO829 cells	17067161
Unchecked	IC50	=	150.0	nM	6.82	Inhibition of Trypanosoma brucei CLK1	30234295
Trypanosoma brucei	EC50	=	170.0	nM	6.77	Antitrypanosomal activity against bloodstream form of Trypanosoma brucei assesse...	30234295
Serine/threonine-protein kinase D1	IC50	=	500.0	nM	6.3	Inhibition of PKD1 (unknown origin)	36538005
Glycogen synthase kinase-3 beta	IC50	=	663.0	nM	6.18	Inhibition of human GSK-3beta preincubated for 3 hrs followed by ATP and substra...	33991821
A549	IC50	=	1000.0	nM	6.0	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	28749671
HeLa	IC50	=	1000.0	nM	6.0	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	28749671
Fusarium verticillioides	IC50	=	1100.0	nM	5.96	Antifungal activity against Fusarium verticillioides after 8 hrs by conidial ger...	28749671
Phytophthora litchii	IC50	=	1900.0	nM	5.72	Antifungal activity against Peronophythora litchii after 8 hrs by conidial germi...	28749671
MDA-MB-435	IC50	=	1900.0	nM	5.72	Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viabil...	35834411
OVCAR-3	IC50	=	2600.0	nM	5.58	Cytotoxicity against human OVCAR-3 cells assessed as reduction in cell viability...	35834411
MCF7	IC50	=	3300.0	nM	5.48	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	28749671
NCI-H460	IC50	=	4300.0	nM	5.37	Cytotoxicity against human H460 cells after 72 hrs by MTS assay	21513293
HT-29	IC50	=	5900.0	nM	5.23	Cytotoxicity against human HT-29 cells	17067161
Glycogen synthase kinase-3 beta	IC50	=	11300.0	nM	4.95	Inhibition of human GSK-3beta incubated with substrate in presence of ATP measur...	33991821

Literature References

PubMed	DOI	Target Context	# Activities
33991821	10.1016/j.bmc.2021.116179	Glycogen synthase kinase-3 beta	10
30742435	10.1021/acs.jmedchem.8b01714	Receptor-type tyrosine-protein kinase FLT3	5
30234295	10.1021/acs.jnatprod.8b00159	Trypanosoma brucei	2
36538005	10.1021/acs.jmedchem.2c01599	Serine/threonine-protein kinase D1	2
28749671	10.1021/acs.jnatprod.7b00066	Phytophthora litchii	1
30742435	10.1021/acs.jmedchem.8b01714	THP-1	1
30742435	10.1021/acs.jmedchem.8b01714	MV4-11	1
28749671	10.1021/acs.jnatprod.7b00066	MCF7	1
28749671	10.1021/acs.jnatprod.7b00066	A549	1
28749671	10.1021/acs.jnatprod.7b00066	HeLa	1
28749671	10.1021/acs.jnatprod.7b00066	Fusarium verticillioides	1
17067161	10.1021/np060258o	SK-OV-3	1
26481152	10.1016/j.bmc.2015.09.037	Mitogen-activated protein kinase kinase kinase 7	1
24900361	10.1021/ml200067t	Unchecked	1
21513293	10.1021/np200062x	MDA-MB-435	1
21513293	10.1021/np200062x	HT-29	1
21513293	10.1021/np200062x	SF-268	1
21513293	10.1021/np200062x	NCI-H460	1
21513293	10.1021/np200062x	MCF7	1
17067161	10.1021/np060258o	HT-29	1

Data from ChEMBL 36 via Core Engine