Compound Detail

CHEMBL71851

SCOPOLETIN

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COc1cc2ccc(=O)oc2cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL71851
Name	SCOPOLETIN
Phase	Preclinical
Structure Type	MOL
InChI Key	RODXRVNMMDRFIK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

192.2

MW (Da)

1.51

ALogP

HBA

HBD

59.7

PSA (Å²)

0.70

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	C10H8O4
MW	192.17
Aromatic Rings	2
Heavy Atoms	14
NP-Likeness	1.08

Activity Summary

IC50 28 meas. best 5.99

Ki 6 meas. best 6.02

EC50 2 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 9 CHEMBL3594	Ki	6.02	6.02	960.0	1
No relevant target CHEMBL2362975	IC50	5.99	5.99	1030.0	1
SK-MEL3 CHEMBL614920	IC50	5.82	5.82	1500.0	1
Unchecked CHEMBL612545	IC50	5.8	4.902	1600.0	5
SK-MEL-28 CHEMBL614919	IC50	5.46	5.46	3430.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.39	5.39	4050.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.3	5.3	5000.0	1
LoVo CHEMBL614721	IC50	5.14	4.935	7300.0	2
Carbonic anhydrase 7 CHEMBL2326	Ki	5.06	5.06	8710.0	1
HL-60 CHEMBL383	IC50	5.02	5.02	9500.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	4.98	4.98	10560.0	1
HT-1080 CHEMBL614580	IC50	4.9	4.9	12500.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Ki	4.87	4.87	13450.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	4.78	4.78	16500.0	1
Carbonic anhydrase 13 CHEMBL3912	Ki	4.75	4.75	17800.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	4.65	4.65	22590.0	1
Acetylcholinesterase CHEMBL4078	IC50	4.45	4.45	35800.0	1
PC-3 CHEMBL390	IC50	4.14	4.14	72190.0	1
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	4.13	4.13	74400.0	1
Alpha amylase CHEMBL6066863	IC50	2.89	2.89	1300000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 9	Ki	=	960.0	nM	6.02	Inhibition of human carbonic anhydrase 9 preincubated for 6 hrs by CO2 hydration...	22892213
No relevant target	IC50	=	1030.0	nM	5.99	Antioxidant activity assessed as ONOO scavenging activity	31784199
SK-MEL3	IC50	=	1500.0	nM	5.82	Anticancer activity against human SK-MEL3 cells assessed as reduction in cell vi...	37197457
Unchecked	IC50	=	1600.0	nM	5.8	Cytotoxicity against human C3PV cells assessed as reduction in cell viability in...	37197457
SK-MEL-28	IC50	=	3430.0	nM	5.46	Anticancer activity against human SK-MEL-28 cells assessed as reduction in cell ...	37197457
Carbonic anhydrase 12	Ki	=	4050.0	nM	5.39	Inhibition of human carbonic anhydrase 12 preincubated for 6 hrs by CO2 hydratio...	22892213
Unchecked	IC50	=	4600.0	nM	5.34	Inhibition of saccharomyces cerevisiae alpha-glucosidase using PNPG as substrate...	35367706
NON-PROTEIN TARGET	IC50	=	5000.0	nM	5.3	Antiinflammatory activity in NMRI mouse macrophages assessed as inhibition of A2...	8988605
LoVo	IC50	=	7300.0	nM	5.14	Cytotoxicity against human LoVo cells after 72 hrs by MTT assay	15387667
Carbonic anhydrase 7	Ki	=	8710.0	nM	5.06	Inhibition of human carbonic anhydrase 7 preincubated for 6 hrs by CO2 hydration...	22892213
HL-60	IC50	=	9500.0	nM	5.02	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	15387667
Carbonic anhydrase 1	Ki	=	10560.0	nM	4.98	Inhibition of human carbonic anhydrase 1 preincubated for 6 hrs by CO2 hydration...	22892213
HT-1080	IC50	=	12500.0	nM	4.9	Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay	15387667
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	13450.0	nM	4.87	Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M...	33218896
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	16500.0	nM	4.78	Inhibition of 15LOX in rabbit reticulocytes by EIA assay	17378609
Carbonic anhydrase 13	Ki	=	17800.0	nM	4.75	Inhibition of human carbonic anhydrase 13 preincubated for 6 hrs by CO2 hydratio...	22892213
LoVo	IC50	=	18500.0	nM	4.73	Cytotoxicity against human doxorubicin-resistant LoVo cells after 72 hrs by MTT ...	15387667
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	22590.0	nM	4.65	Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M...	33218896
Unchecked	IC50	=	23000.0	nM	4.64	Inhibition of Escherichia coli FtsZ GTPase activity expressed in Escherichia col...	27189886
Acetylcholinesterase	IC50	=	35800.0	nM	4.45	Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei...	30686752

Literature References

PubMed	DOI	Target Context	# Activities
15387675	10.1021/np040129c	Unchecked	8
23510022	10.1021/np300824h	RAW264.7	6
23218780	10.1016/j.bmc.2012.10.059	HUVEC	6
23306152	10.3390/ijms14011293	Aspergillus fumigatus	5
22925447	10.1016/j.bmc.2012.07.043	U-937	5
23306152	10.3390/ijms14011293	Aspergillus flavus	4
9214732	10.1021/np970163+	NON-PROTEIN TARGET	4
18060791	10.1016/j.bmc.2007.11.038	U-937	4
10395498	10.1021/np980471n	NON-PROTEIN TARGET	4
23218780	10.1016/j.bmc.2012.10.059	PANC-1	3
24485122	10.1016/j.bmc.2014.01.010	Acetylcholinesterase	3
23510022	10.1021/np300824h	NON-PROTEIN TARGET	3
31711783	10.1016/j.bmcl.2019.126759	Mesenteric artery	3
27956344	10.1016/j.bmcl.2016.11.089	NON-PROTEIN TARGET	3
10395498	10.1021/np980471n	Aorta	3
15826040	10.1021/jf0482461	Fusarium verticillioides	3
20805028	10.1016/j.bmcl.2010.08.038	Unchecked	3
30686752	10.1016/j.bmcl.2019.01.016	Amine oxidase [flavin-containing] A	3
8988605	10.1021/np960422f	NON-PROTEIN TARGET	3
21106454	10.1016/j.bmcl.2010.10.058	NON-PROTEIN TARGET	2

Data from ChEMBL 36 via Core Engine