Compound Detail

CHEMBL55415

SCUTELLAREIN

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O=c1cc(-c2ccc(O)cc2)oc2cc(O)c(O)c(O)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL55415
Name	SCUTELLAREIN
Phase	Preclinical
Structure Type	MOL
InChI Key	JVXZRQGOGOXCEC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

286.2

MW (Da)

2.28

ALogP

HBA

HBD

111.1

PSA (Å²)

0.51

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	C15H10O6
MW	286.24
Aromatic Rings	3
Heavy Atoms	21
NP-Likeness	1.45

Activity Summary

IC50 28 meas. best 6.46

Ki 5 meas. best 6.66

EC50 4 meas. best 4.87

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1B1 CHEMBL4878	Ki	6.66	6.66	220.0	1
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	IC50	6.46	6.46	346.7	2
Receptor-type tyrosine-protein phosphatase S CHEMBL2396508	IC50	6.22	6.22	600.0	1
Unchecked CHEMBL612545	IC50	6.07	5.1175	860.0	4
Cytochrome P450 1A1 CHEMBL2231	Ki	5.79	5.79	1640.0	1
Histone-lysine N-methyltransferase SETD7 CHEMBL5523	IC50	5.71	5.71	1960.0	1
Histone-lysine N-methyltransferase NSD2 CHEMBL3108645	IC50	5.58	5.58	2650.0	1
Histone-lysine N-methyltransferase 2A CHEMBL1293299	IC50	5.54	5.54	2920.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.24	5.24	5800.0	1
G protein-coupled receptor kinase 6 CHEMBL6144	IC50	5.18	5.18	6610.0	2
Histone-lysine N-methyltransferase EZH1 CHEMBL2189116	IC50	5.06	5.06	8770.0	1
Alpha-amylase 1A CHEMBL2478	IC50	5.02	5.02	9640.0	1
GABA-A receptor; anion channel CHEMBL2093872	Ki	4.92	4.92	12022.6	1
Pyruvate kinase PKM CHEMBL1075189	IC50	4.9	4.6	12500.0	3
Xanthine dehydrogenase/oxidase CHEMBL3649	IC50	4.9	4.9	12600.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.87	4.87	13370.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL2459	EC50	4.79	4.79	16400.0	1
Histone-lysine N-methyltransferase SMYD3 CHEMBL2321643	IC50	4.74	4.74	18230.0	1
Radical scavenging activity CHEMBL613712	EC50	4.7	4.7	20020.0	1
No relevant target CHEMBL2362975	IC50	4.65	4.65	22580.0	2
Radical scavenging activity CHEMBL613712	IC50	4.62	4.62	24040.0	1
MV4-11 CHEMBL613835	IC50	4.57	4.57	27070.0	1
Fructose-1,6-bisphosphatase 1 CHEMBL3975	IC50	4.42	4.42	38200.0	1
UDP-glucuronosyltransferase 1A1 CHEMBL1287617	Ki	4.38	4.38	41300.0	1
Sialidase-2 CHEMBL3200	IC50	4.26	4.26	55000.0	1
RBL-2H3 CHEMBL614632	IC50	4.17	4.17	67200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	5.5	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1B1	Ki	=	220.0	nM	6.66	Inhibition of CYP1B1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
Solute carrier organic anion transporter family member 2B1	IC50	=	350.0	nM	6.46	Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition...	37252098
Solute carrier organic anion transporter family member 2B1	IC50	=	346.74	nM	6.46	Inhibition of human OATP2B1 expressed in Flp-In-CHO cells assessed as inhibition...	37252098
Receptor-type tyrosine-protein phosphatase S	IC50	=	600.0	nM	6.22	Inhibition of recombinant human PTP-sigma (residues 1367 to 1948) using para-nit...	26602279
Unchecked	IC50	=	860.0	nM	6.07	Inhibition of SARS coronavirus nsP13 ATP hydrolysis activity expressed in Escher...	22578462
Cytochrome P450 1A1	Ki	=	1640.0	nM	5.79	Inhibition of CYP1A1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
Histone-lysine N-methyltransferase SETD7	IC50	=	1960.0	nM	5.71	Inhibition of human SET7 overexpressed in Escherichia coli BL21 (DE3) cells prei...	32088124
Histone-lysine N-methyltransferase NSD2	IC50	=	2650.0	nM	5.58	Inhibition of NSD2 (unknown origin) preincubated for 15 mins followed by additio...	32088124
Histone-lysine N-methyltransferase 2A	IC50	=	2920.0	nM	5.54	Inhibition of MLL1 (unknown origin) preincubated for 15 mins followed by additio...	32088124
Replicase polyprotein 1ab	IC50	=	5800.0	nM	5.24	Inhibition of N-terminal full length GST-tagged SARS-CoV-2 3CLpro expressed in E...	37244162
Unchecked	IC50	=	5760.0	nM	5.24	Inhibition of Escherichia coli K-12 beta-glucuronidase using PNPG as substrate p...	31835168
G protein-coupled receptor kinase 6	IC50	=	6610.0	nM	5.18	Inhibition of human recombinant full-length GST-tagged human GRK6 using peptide ...	-
G protein-coupled receptor kinase 6	IC50	=	6610.0	nM	5.18	TBD: TBD	-
Histone-lysine N-methyltransferase EZH1	IC50	=	8770.0	nM	5.06	Inhibition of Ezh1 (unknown origin) preincubated for 15 mins followed by additio...	32088124
Alpha-amylase 1A	IC50	=	9640.0	nM	5.02	Inhibition of human salivary alpha-amylase	18507367
GABA-A receptor; anion channel	Ki	=	12022.64	nM	4.92	Binding affinity towards benzodiazepine site in GABAA receptor	11384234
Xanthine dehydrogenase/oxidase	IC50	=	12600.0	nM	4.9	Inhibition of cow milk xanthine oxidase	3379415
Pyruvate kinase PKM	IC50	=	12500.0	nM	4.9	Inhibition of recombinant human N-terminal His6/SUMO-tagged PKM2 expressed in Es...	29157862
Pyruvate kinase PKM	IC50	=	12500.0	nM	4.9	Inhibition of PKM2 (unknown origin) Lys207, Hie78, Asp177, Asn75, Thr129, Gly128...	34726055
NON-PROTEIN TARGET	EC50	=	13370.0	nM	4.87	Antioxidant activity assessed as ABTS radical scavenging activity	20932762

Literature References

PubMed	DOI	Target Context	# Activities
29157862	10.1016/j.bmcl.2017.11.011	HeLa	13
22822035	10.1124/dmd.112.047183	Liver microsome	12
22822035	10.1124/dmd.112.047183	ADMET	10
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1A1	7
26455656	10.1016/j.bmc.2015.09.047	NON-PROTEIN TARGET	6
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1A9	6
29157862	10.1016/j.bmcl.2017.11.011	Unchecked	6
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1A10	6
26523667	10.1016/j.ejmech.2015.10.039	No relevant target	5
22578462	10.1016/j.bmcl.2012.04.081	Unchecked	5
23131413	10.1016/j.bmc.2012.10.015	Plasma	4
26523667	10.1016/j.ejmech.2015.10.039	Plasma	4
31444086	10.1016/j.bmcl.2019.08.012	Plasma	4
37252098	10.1039/d3md00078h	Solute carrier organic anion transporter family member 2B1	4
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1A3	3
29157862	10.1016/j.bmcl.2017.11.011	Pyruvate kinase PKM	3
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1A8	3
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 2B7	3
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1A7	3
22822035	10.1124/dmd.112.047183	UDP-glucuronosyltransferase 1-6	3

Data from ChEMBL 36 via Core Engine