Compound Detail

CHEMBL504404

PHYSALIN B

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C[C@]12C(=O)C=CCC1=CC[C@@H]1[C@@H]2CC[C@]2(O)C(=O)O[C@@]3(C)[C@H]4C[C@]5(C)[C@@H](CO[C@@]16O[C@@]32[C@H]5C6=O)C(=O)O4

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL504404
Name	PHYSALIN B
Phase	Preclinical
Structure Type	MOL
InChI Key	HVTFEHJSUSPQBK-DNJDGUCCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

510.5

MW (Da)

1.56

ALogP

HBA

HBD

125.4

PSA (Å²)

0.38

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	C28H30O9
MW	510.54
Aromatic Rings	0
Heavy Atoms	37
NP-Likeness	3.95

Activity Summary

IC50 17 meas. best 6.22

Kd 1 meas. best 4.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Zinc finger protein GLI1 CHEMBL5461	IC50	6.22	6.215	600.0	2
SF-268 CHEMBL613977	IC50	6.22	6.22	600.0	1
RAW264.7 CHEMBL612557	IC50	6.08	6.08	840.0	1
NCI-H460 CHEMBL396	IC50	6.05	6.05	900.0	1
MCF7 CHEMBL387	IC50	6.0	5.475	1000.0	2
PC-3 CHEMBL390	IC50	6.0	6.0	1000.0	1
Isocitrate dehydrogenase [NADP] cytoplasmic CHEMBL2007625	IC50	5.9	5.9	1260.0	1
HeLa CHEMBL399	IC50	5.7	5.7	2000.0	1
Plasmodium falciparum CHEMBL364	IC50	5.55	5.55	2800.0	1
WI-38 CHEMBL614391	IC50	5.48	5.48	3300.0	1
Unchecked CHEMBL612545	IC50	5.22	5.22	6070.0	1
HepG2 CHEMBL395	IC50	4.93	4.93	11700.0	1
A549 CHEMBL392	IC50	4.92	4.92	11900.0	1
SGC-7901 CHEMBL614909	IC50	4.92	4.92	12100.0	1
NF-kappa-B inhibitor alpha CHEMBL2898	IC50	4.43	4.43	37500.0	1
Isocitrate dehydrogenase [NADP] cytoplasmic CHEMBL2007625	Kd	4.34	4.34	45300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Zinc finger protein GLI1	IC50	=	600.0	nM	6.22	Inhibition of GLI1 (unknown origin) transcriptional activity	36332550
SF-268	IC50	=	600.0	nM	6.22	Cytotoxicity against human SF-268 cells assessed as cell growth inhibition measu...	33586438
Zinc finger protein GLI1	IC50	=	620.0	nM	6.21	Inhibition of Gli1-mediated transcription expressed in human PANC1 cells	19309080
RAW264.7	IC50	=	840.0	nM	6.08	Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells assess...	18348534
NCI-H460	IC50	=	900.0	nM	6.05	Cytotoxicity against human NCI-H460 cells assessed as cell growth inhibition mea...	33586438
PC-3	IC50	=	1000.0	nM	6.0	Cytotoxicity against human PC-3 cells assessed as cell growth inhibition measure...	33586438
MCF7	IC50	=	1000.0	nM	6.0	Cytotoxicity against human MCF7 cells assessed as cell growth inhibition measure...	33586438
Isocitrate dehydrogenase [NADP] cytoplasmic	IC50	=	1260.0	nM	5.9	Inhibition of C-terminal His6-tagged IDH1 R132H mutant (unknown origin) expresse...	33735687
HeLa	IC50	=	2000.0	nM	5.7	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	16562828
Plasmodium falciparum	IC50	=	2800.0	nM	5.55	Antimalarial activity against chloroquine-resistant and mefloquine-sensitive Pla...	21954931
WI-38	IC50	=	3300.0	nM	5.48	Cytotoxicity against human WI-38 cells assessed as cell growth inhibition measur...	33586438
Unchecked	IC50	=	6070.0	nM	5.22	Inhibition of TNFalpha-induced NF-kappaB activation (unknown origin) expressed i...	24900739
MCF7	IC50	=	11200.0	nM	4.95	Antiproliferative activity against human MCF7 cells assessed as reduction in cel...	35608269
HepG2	IC50	=	11700.0	nM	4.93	Antiproliferative activity against human HepG2 cells assessed as reduction in ce...	35608269
A549	IC50	=	11900.0	nM	4.92	Antiproliferative activity against human A549 cells assessed as reduction in cel...	35608269
SGC-7901	IC50	=	12100.0	nM	4.92	Antiproliferative activity against human SGC-7901 cells assessed as reduction in...	35608269
NF-kappa-B inhibitor alpha	IC50	=	37500.0	nM	4.43	Inhibition of TNFalpha-induced IkappaBalpha (unknown origin) phosphorylation exp...	24900739
Isocitrate dehydrogenase [NADP] cytoplasmic	Kd	=	45300.0	nM	4.34	Binding affinity to C-terminal His6-tagged IDH1 R132H mutant (unknown origin) ex...	33735687

Literature References

PubMed	DOI	Target Context	# Activities
25396337	10.1021/np5003093	Mus musculus	7
16562828	10.1021/np050225t	Jurkat	6
24900739	10.1021/ml400144e	Unchecked	5
22206869	10.1016/j.bmc.2011.11.066	Unchecked	3
16562828	10.1021/np050225t	HeLa	3
33735687	10.1016/j.bmc.2021.116095	Isocitrate dehydrogenase [NADP] cytoplasmic	3
7320739	10.1021/np50017a013	NON-PROTEIN TARGET	3
35608269	10.1021/acs.jnatprod.2c00101	RAW264.7	2
16562828	10.1021/np050225t	Unchecked	2
24900739	10.1021/ml400144e	NF-kappa-B inhibitor alpha	2
17580910	10.1021/np0701374	ZR-75-1	1
36332550	10.1016/j.ejmech.2022.114867	Zinc finger protein GLI1	1
19309080	10.1021/jm801420y	Unchecked	1
19309080	10.1021/jm801420y	Zinc finger protein GLI1	1
18348534	10.1021/np700713r	RAW264.7	1
17580910	10.1021/np0701374	HCT-8	1
17580910	10.1021/np0701374	A549	1
17580910	10.1021/np0701374	NON-PROTEIN TARGET	1
17580910	10.1021/np0701374	KB	1
17580910	10.1021/np0701374	HCT-116	1

Data from ChEMBL 36 via Core Engine