Compound Detail

CHEMBL363535

TANSHINONE I

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Cc1coc2c1C(=O)C(=O)c1c-2ccc2c(C)cccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL363535
Name	TANSHINONE I
Phase	Preclinical
Structure Type	MOL
InChI Key	AIGAZQPHXLWMOJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

276.3

MW (Da)

4.10

ALogP

HBA

HBD

47.3

PSA (Å²)

0.58

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	C18H12O3
MW	276.29
Aromatic Rings	3
Heavy Atoms	21
NP-Likeness	1.23

Activity Summary

IC50 24 meas. best 6.47

EC50 7 meas. best 5.65

Ki 4 meas. best 5.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	6.47	5.6975	336.0	4
Replicase polyprotein 1a CHEMBL3927	IC50	6.16	5.1425	700.0	4
Cocaine esterase CHEMBL3180	Ki	5.85	5.345	1410.0	2
Tyrosine-protein phosphatase non-receptor type 6 CHEMBL3166	IC50	5.71	5.71	1970.0	1
Histone deacetylase 6 CHEMBL1865	IC50	5.67	5.67	2149.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.66	5.66	2210.0	1
SARS-CoV-2 CHEMBL4303835	EC50	5.65	5.65	2260.0	1
Tyrosine-protein phosphatase non-receptor type 11 CHEMBL3864	IC50	5.59	5.59	2570.0	1
Streptokinase A CHEMBL1293228	EC50	5.56	5.56	2753.0	1
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.33	5.33	4649.0	1
KB CHEMBL398	IC50	5.23	5.23	5870.0	1
HepG2 CHEMBL395	EC50	5.2	5.2	6300.0	1
Streptococcus CHEMBL612313	EC50	5.12	5.12	7626.0	1
MCF7 CHEMBL387	IC50	5.1	5.1	7927.0	1
MDA-MB-231 CHEMBL400	IC50	5.1	5.1	7962.0	1
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha CHEMBL2221345	IC50	5.07	4.985	8510.0	2
EZH2/SUZ12/EED complex CHEMBL3137286	IC50	5.05	5.05	8900.0	1
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	5.0	5.0	10000.0	1
MIA PaCa-2 CHEMBL614725	IC50	4.98	4.98	10500.0	1
Replicase polyprotein 1a CHEMBL3927	Ki	4.86	4.86	13700.0	1
Lysine-specific histone demethylase 1A CHEMBL6136	IC50	4.78	4.78	16450.0	2
ADMET CHEMBL612558	EC50	4.64	4.64	22900.0	1
Liver carboxylesterase 1 CHEMBL2265	Ki	4.58	4.58	26250.0	1
Protease CHEMBL2366517	IC50	4.34	4.34	45900.0	1
Unchecked CHEMBL612545	EC50	4.1	4.1	78757.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	290.0	mL.min-1.g-1	Homo sapiens
CL	65.6	mL.min-1.g-1	Mus musculus
F	-	%	Rattus norvegicus
T1/2	0.17	hr	Rattus norvegicus
T1/2	0.1075	hr	Homo sapiens
T1/2	0.04183	hr	Rattus norvegicus
t1/2	-	-	Mus musculus
T1/2	0.0795	hr	Homo sapiens
T1/2	0.3517	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	336.0	nM	6.47	PUBCHEM_BIOASSAY: High Throughput Screen to Identify Inhibitors of Mycobacterium...	-
Replicase polyprotein 1a	IC50	=	700.0	nM	6.16	Inhibition of SARS-CoV PLpro deubiququitination expressed in Escherichia coli BL...	22884354
Cocaine esterase	Ki	=	1410.0	nM	5.85	Inhibition of human iCE using CPT-11 as substrate by spectrophotometric assay	23286284
Tyrosine-protein phosphatase non-receptor type 6	IC50	=	1970.0	nM	5.71	Inhibition of GST-tagged SHP1 PTP domain (unknown origin) using phospho-EGFR Asp...	23957426
Histone deacetylase 6	IC50	=	2149.0	nM	5.67	Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi...	-
Replicase polyprotein 1ab	IC50	=	2210.0	nM	5.66	Inhibition of full-length SARS-CoV-2 papain-like protease (1564 to 1878 residues...	35620927
SARS-CoV-2	EC50	=	2260.0	nM	5.65	Antiviral activity against SARS-CoV-2 nCoV-2019BetaCoV/Wuhan/WIV04/2019 infected...	35620927
Tyrosine-protein phosphatase non-receptor type 11	IC50	=	2570.0	nM	5.59	Inhibition of GST-tagged SHP2 PTP domain (unknown origin) using phospho-EGFR Asp...	23957426
Streptokinase A	EC50	=	2753.0	nM	5.56	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Unchecked	IC50	=	2800.0	nM	5.55	PUBCHEM_BIOASSAY: HTS Counterscreen for Detection of Compound Cytotoxicity in MI...	-
Unchecked	IC50	=	3910.0	nM	5.41	PUBCHEM_BIOASSAY: HCS for Compounds that Down-Regulate Insulin Promoter Activity...	-
Unchecked	IC50	=	4400.0	nM	5.36	Antiproliferative activity against human KB/VCR cells after 72 hrs by sulforhoda...	29294282
Streptococcus sp. 'group A'	EC50	=	4649.0	nM	5.33	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
KB	IC50	=	5870.0	nM	5.23	Antiproliferative activity against human KB cells after 72 hrs by sulforhodamine...	29294282
HepG2	EC50	=	6300.0	nM	5.2	Cytotoxicity against human HepG2 cells expressing wild type p53 gene by MTT assa...	20455578
Streptococcus	EC50	=	7626.0	nM	5.12	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify...	-
MDA-MB-231	IC50	=	7962.0	nM	5.1	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil...	33751939
MCF7	IC50	=	7927.0	nM	5.1	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability af...	33751939
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	IC50	=	8510.0	nM	5.07	Inhibition of HIF1 activation in human Hep3B cells assessed as inhibition of hyp...	17583950
Replicase polyprotein 1a	IC50	=	8800.0	nM	5.06	Inhibition of SARS-CoV PLpro expressed in Escherichia coli BL21 (DE3) using Arg-...	22884354

Literature References

PubMed	DOI	Target Context	# Activities
22884354	10.1016/j.bmc.2012.07.038	Replicase polyprotein 1a	11
29294282	10.1021/acs.jmedchem.7b01259	HCT-116	10
29294282	10.1021/acs.jmedchem.7b01259	Liver	6
20455578	10.1021/np900792p	HepG2	6
33751939	10.1016/j.bmc.2021.116112	MCF7	6
33751939	10.1016/j.bmc.2021.116112	MDA-MB-231	5
36786612	10.1021/acs.jmedchem.2c01967	Peritoneal macrophage	4
36786612	10.1021/acs.jmedchem.2c01967	ADMET	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
-	10.1039/C4MD00186A	Monoglyceride lipase	4
23286284	10.1021/np300628a	Cocaine esterase	3
29294282	10.1021/acs.jmedchem.7b01259	Rattus norvegicus	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
20455578	10.1021/np900792p	Hep 3B2	2
20455578	10.1021/np900792p	NON-PROTEIN TARGET	2
24767850	10.1016/j.bmcl.2014.04.010	EZH2/SUZ12/EED complex	2
23286284	10.1021/np300628a	Acetylcholinesterase	2
17583950	10.1021/np060482d	Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	2
21775156	10.1016/j.bmc.2011.06.067	MIA PaCa-2	1
21775156	10.1016/j.bmc.2011.06.067	NON-PROTEIN TARGET	1

Data from ChEMBL 36 via Core Engine