Compound Detail

CHEMBL63677

ROBUSTAFLAVONE

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O=c1cc(-c2ccc(O)c(-c3c(O)cc4oc(-c5ccc(O)cc5)cc(=O)c4c3O)c2)oc2cc(O)cc(O)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL63677
Name	ROBUSTAFLAVONE
Phase	Preclinical
Structure Type	MOL
InChI Key	BORWSEZUWHQTOK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

538.5

MW (Da)

5.13

ALogP

HBA

HBD

181.8

PSA (Å²)

0.18

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	C30H18O10
MW	538.46
Aromatic Rings	6
Heavy Atoms	40
NP-Likeness	1.18

Activity Summary

IC50 17 meas. best 6.6

EC50 1 meas. best 6.6

Ki 1 meas. best 5.17

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HepG2 CHEMBL395	EC50	6.6	6.6	250.0	1
Hepatitis B virus CHEMBL613497	IC50	6.6	6.6	250.0	1
Nonstructural protein 5 CHEMBL4295629	IC50	6.48	6.48	330.0	1
Neutrophil CHEMBL5314326	IC50	6.35	6.175	450.0	2
Neutrophil elastase CHEMBL248	IC50	5.88	5.88	1330.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	5.21	5.21	6200.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	Ki	5.17	5.17	6800.0	1
72 kDa type IV collagenase CHEMBL333	IC50	4.99	4.99	10220.0	1
Matrix metalloproteinase-9 CHEMBL321	IC50	4.93	4.93	11850.0	1
MGC-803 CHEMBL3706566	IC50	4.81	4.81	15570.0	1
HepG2 CHEMBL395	IC50	4.72	4.72	19150.0	1
T-24 CHEMBL614774	IC50	4.68	4.68	21090.0	1
A549 CHEMBL392	IC50	4.67	4.67	21380.0	1
Spinacia oleracea CHEMBL612824	IC50	4.36	4.21	44000.0	2
Human immunodeficiency virus type 1 reverse transcriptase CHEMBL247	IC50	4.19	4.19	65000.0	1
PBMC CHEMBL613107	IC50	4.11	4.11	77000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Hepatitis B virus	IC50	=	250.0	nM	6.6	Antiviral activity against HBV infected in human HepG2(2.2.15) cells assessed as...	28383274
HepG2	EC50	=	250.0	nM	6.6	Effective concentration necessary to decrease extracellular Hepatitis B virus DN...	-
Nonstructural protein 5	IC50	=	330.0	nM	6.48	Inhibition of DENV C-terminal histidine-tagged NS5/RNA-dependent RNA polymerase	37159959
Neutrophil	IC50	=	450.0	nM	6.35	Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/CB...	29381070
Neutrophil	IC50	=	1010.0	nM	6.0	Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/C...	29381070
Neutrophil elastase	IC50	=	1330.0	nM	5.88	Inhibition of human neutrophil elastase using N-Methoxysuccinyl-Ala-Ala-Pro-Val-...	29381070
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	6200.0	nM	5.21	Inhibition of human recombinant PTP1B using p-NPP as substrate preincubated for ...	25907369
Tyrosine-protein phosphatase non-receptor type 1	Ki	=	6800.0	nM	5.17	Mixed-competitive inhibition of human recombinant PTP1B using p-NPP as substrate...	25907369
72 kDa type IV collagenase	IC50	=	10220.0	nM	4.99	Inhibition of recombinant human MMP2 preincubated for 30 mins followed by McaPro...	29921475
Matrix metalloproteinase-9	IC50	=	11850.0	nM	4.93	Inhibition of recombinant human MMP9 preincubated for 30 mins followed by McaPro...	29921475
MGC-803	IC50	=	15570.0	nM	4.81	Cytotoxicity against human MGC803 cells assessed as reduction in cell viability ...	29921475
HepG2	IC50	=	19150.0	nM	4.72	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability a...	29921475
T-24	IC50	=	21090.0	nM	4.68	Cytotoxicity against human T24 cells assessed as reduction in cell viability aft...	29921475
A549	IC50	=	21380.0	nM	4.67	Cytotoxicity against human A549 cells assessed as reduction in cell viability af...	29921475
Spinacia oleracea	IC50	=	44000.0	nM	4.36	Inhibition of ATP synthesis in Spinacia oleracea (spinach) leaves intact chlorop...	18646760
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	65000.0	nM	4.19	Inhibition of HIV1 recombinant reverse transcriptase p66/p51 expressed in Escher...	9322359
PBMC	IC50	=	77000.0	nM	4.11	Cytotoxicity against uninfected PHA-stimulated human PBMC assessed as thymidine ...	9322359
Spinacia oleracea	IC50	=	88000.0	nM	4.06	Inhibition of uncoupled electron transport flow in Spinacia oleracea (spinach) l...	18646760

Literature References

PubMed	DOI	Target Context	# Activities
29381070	10.1021/acs.jnatprod.7b00476	RBL-2H3	11
-	10.1016/S0960-894X(97)00422-8	HepG2	10
18646760	10.1021/jf8010432	Photosystem II protein D1	10
18646760	10.1021/jf8010432	Photosystem I iron-sulfur center	6
25907369	10.1016/j.bmc.2015.04.007	Tyrosine-protein phosphatase non-receptor type 1	4
29381070	10.1021/acs.jnatprod.7b00476	Neutrophil	4
18029185	10.1016/j.bmc.2007.10.036	Fibroblast	3
18646760	10.1021/jf8010432	Spinacia oleracea	3
18646760	10.1021/jf8010432	Unchecked	3
9322359	10.1021/np9700275	Human immunodeficiency virus type 1 reverse transcriptase	2
10843573	10.1021/np990538m	Calu-1	1
10843573	10.1021/np990538m	K562	1
10843573	10.1021/np990538m	Vero	1
37159959	10.1016/j.ejmech.2023.115416	Nonstructural protein 5	1
10843573	10.1021/np990538m	HeLa	1
9322359	10.1021/np9700275	Human immunodeficiency virus 1	1
9322359	10.1021/np9700275	PBMC	1
10843573	10.1021/np990538m	Raji	1
18029185	10.1016/j.bmc.2007.10.036	72 kDa type IV collagenase	1
-	10.1016/S0960-894X(97)00422-8	Unchecked	1

Data from ChEMBL 36 via Core Engine