Compound Detail

CHEMBL485818

BAICALIN

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O=C(O)[C@H]1O[C@@H](Oc2cc3oc(-c4ccccc4)cc(=O)c3c(O)c2O)[C@H](O)[C@@H](O)[C@@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL485818
Name	BAICALIN
Phase	Preclinical
Structure Type	MOL
InChI Key	IKIIZLYTISPENI-ZFORQUDYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

446.4

MW (Da)

0.14

ALogP

HBA

HBD

187.1

PSA (Å²)

0.30

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	C21H18O11
MW	446.36
Aromatic Rings	3
Heavy Atoms	32
NP-Likeness	1.72

Activity Summary

IC50 37 meas. best 5.52

EC50 11 meas. best 5.1

Kd 4 meas. best 4.94

Ki 4 meas. best 7.19

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	7.19	7.19	64.0	1
Lysine-specific histone demethylase 1A CHEMBL6136	IC50	5.52	5.5025	3010.0	4
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	5.44	5.44	3610.0	1
Unchecked CHEMBL612545	IC50	5.41	5.255	3890.0	2
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.19	4.96	6410.0	8
Chikungunya virus CHEMBL4296563	IC50	5.16	5.16	6997.0	1
ATP-binding cassette sub-family C member 2 CHEMBL2073676	Ki	5.1	5.1	7950.0	1
SARS-CoV-2 CHEMBL4303835	EC50	5.1	4.8367	8000.0	9
MGC-803 CHEMBL3706566	IC50	5.06	5.06	8780.0	2
Replicase polyprotein 1ab CHEMBL4523582	EC50	4.99	4.99	10270.0	1
Replicase polyprotein 1ab CHEMBL4523582	Kd	4.94	4.9325	11500.0	4
Prolyl endopeptidase CHEMBL3202	IC50	4.92	4.915	12000.0	2
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	4.84	4.84	14360.0	1
Cytochrome P450 1A2 CHEMBL3356	Ki	4.59	4.59	25400.0	1
Glyceraldehyde-3-phosphate dehydrogenase CHEMBL2284	IC50	4.39	4.39	40900.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	4.25	4.25	55580.0	1
H9 CHEMBL614806	IC50	4.14	4.14	72000.0	1
GABA-A receptor; anion channel CHEMBL2093872	Ki	4.11	4.11	77624.7	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1943.7	nM.min/ml	Rattus norvegicus
Cmax	2900.0	nM	Rattus norvegicus
F	62.0	%	Rattus norvegicus
F	2.2	%	Rattus norvegicus
Tmax	6.6	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	64.0	nM	7.19	Binding affinity to Chikungunya virus NS3	28689975
Lysine-specific histone demethylase 1A	IC50	=	3010.0	nM	5.52	Inhibition of LSD1 (unknown origin) expressed in human MGC-803 cells incubated f...	33479691
Lysine-specific histone demethylase 1A	IC50	=	3010.0	nM	5.52	Inhibition of LSD1 (unknown origin)	33945992
Lysine-specific histone demethylase 1A	IC50	=	3010.0	nM	5.52	Inhibition of LSD1 (unknown origin) using H3K4me2 peptide as substrate	33619958
Lysine-specific histone demethylase 1A	IC50	=	3550.0	nM	5.45	Inhibition of LSD1 (unknown origin)	30552007
Serine/threonine-protein kinase PLK1	IC50	=	3610.0	nM	5.44	Inhibition of PLK1 T210D mutant kinase domain (unknown origin) using casein as s...	35878418
Unchecked	IC50	=	3890.0	nM	5.41	Inhibition of NDM-1 (unknown origin) by HPLC analysis	34225181
Replicase polyprotein 1ab	IC50	=	6410.0	nM	5.19	Inhibition of SARS-CoV-2 MPro	33191083
Replicase polyprotein 1ab	IC50	=	6410.0	nM	5.19	Inhibition of SARS-CoV-2 MPro using Dabcyl-KTSAVLQSGFRKME-Edans as substrate pre...	37659195
Replicase polyprotein 1ab	IC50	=	6410.0	nM	5.19	Inhibition of C-terminal GST-tagged full-length recombinant SARS-CoV-2 3CLpro ex...	37437351
Replicase polyprotein 1ab	IC50	=	6410.0	nM	5.19	Inhibition of C-terminal GST-tagged full length SARS CoV-2 3CL protease expresse...	33186044
Replicase polyprotein 1ab	IC50	=	6410.0	nM	5.19	Inhibition of SARS-CoV-2 (BetaCoV/Wuhan/WIV04/2019) MPro expressed in Escherichi...	33191083
Replicase polyprotein 1ab	IC50	=	6412.1	nM	5.19	Inhibition of SARS-CoV-2 MPro	33191083
Chikungunya virus	IC50	=	6997.0	nM	5.16	Antiviral activity against Chikungunya virus MY/065/08/FN295485 infected in Afri...	28689975
ATP-binding cassette sub-family C member 2	Ki	=	7950.0	nM	5.1	TP_TRANSPORTER: inhibition of DNP-SG uptake in bile canalicular membrane vesicle...	15618649
SARS-CoV-2	EC50	=	8000.0	nM	5.1	Antiviral activity against SARS-CoV-2 infected in human Calu-3 cells pretreated ...	36965227
Unchecked	IC50	=	7980.0	nM	5.1	Inhibition of SARS-CoV-2 nsp15 endonuclease activity using 5'-FAM-dArUdAdAdA-TAM...	37437351
SARS-CoV-2	EC50	=	8000.0	nM	5.1	Antiviral activity against SARS-CoV-2 infected in human Calu-3 cells assessed as...	37437351
MGC-803	IC50	=	8780.0	nM	5.06	Antiproliferative activity against human MGC-803 cells assessed as inhibition of...	33945992
MGC-803	IC50	=	8780.0	nM	5.06	Antiproliferative activity against human MGC-803 cells assessed as reduction in ...	33619958

Literature References

PubMed	DOI	Target Context	# Activities
26605988	10.1021/acs.jnatprod.5b00868	Mus musculus	37
21087019	10.1021/np100389z	Rattus norvegicus	30
33069077	10.1016/j.bmc.2020.115697	Mus musculus	13
35835380	10.1016/j.bmcl.2022.128886	i-motif DNA	12
37320992	10.1016/j.bmc.2023.117362	Glyceraldehyde-3-phosphate dehydrogenase	12
22051066	10.1016/j.ejmech.2011.10.016	Unchecked	11
37437351	10.1016/j.ejmech.2023.115629	ADMET	10
28288320	10.1016/j.ejmech.2017.03.004	Rattus norvegicus	8
29028535	10.1016/j.ejmech.2017.09.049	AMP-activated protein kinase, AMPK	8
18650094	10.1016/j.bmc.2008.04.067	Prolyl endopeptidase	7
35835380	10.1016/j.bmcl.2022.128886	quadruplex DNA	6
37437351	10.1016/j.ejmech.2023.115629	Replicase polyprotein 1ab	6
37437351	10.1016/j.ejmech.2023.115629	SARS-CoV-2	5
27165854	10.1016/j.bmcl.2016.04.082	Unchecked	5
29028535	10.1016/j.ejmech.2017.09.049	HepG2	5
33186044	10.1021/acs.jmedchem.0c01140	Replicase polyprotein 1ab	5
29028535	10.1016/j.ejmech.2017.09.049	RAC-alpha serine/threonine-protein kinase	4
18650094	10.1016/j.bmc.2008.04.067	ADMET	4
37778427	10.1016/j.bmcl.2023.129491	RAW264.7	3
35835380	10.1016/j.bmcl.2022.128886	dsDNA	3

Data from ChEMBL 36 via Core Engine