Compound Detail

CHEMBL311226

CASTANOSPERMINE

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O[C@H]1[C@H](O)[C@@H](O)CN2CC[C@H](O)[C@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL311226
Name	CASTANOSPERMINE
Phase	Preclinical
Structure Type	MOL
InChI Key	JDVVGAQPNNXQDW-TVNFTVLESA-N

Castanospermine NSC-625381

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

189.2

MW (Da)

-2.48

ALogP

HBA

HBD

84.2

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Natural Product

IC50 7 meas. best 6.0

Ki 5 meas. best 7.82

EC50 1 meas. best 4.55

Kd 1 meas. best 4.03

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	7.82	6.91	15.0	4
Dengue virus CHEMBL613757	IC50	6.0	6.0	1000.0	1
Unchecked CHEMBL612545	IC50	5.96	5.65	1100.0	3
JM1 CHEMBL614589	IC50	5.14	5.1	7300.0	2
Beta-glucosidase CHEMBL3761	IC50	4.72	4.72	19000.0	1
dengue virus type 2 CHEMBL613966	EC50	4.55	4.55	28000.0	1
Peptide-N(4)-(N-acetyl-beta-glucosaminyl)asparagine amidase CHEMBL4523429	Kd	4.03	4.03	94300.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	15.0	nM	7.82	Inhibition of rice alpha-glucosidase using 10 mM p-nitrophenyl-alpha-D-glucopyra...	26375725
Unchecked	Ki	=	100.0	nM	7.0	Inhibition of lysosomal alpha-glucosidase	21862336
Unchecked	Ki	=	100.0	nM	7.0	Inhibition of lysosomal beta-glucosidase	21862336
Dengue virus	IC50	=	1000.0	nM	6.0	Antiviral activity against Dengue virus	19739651
Unchecked	IC50	=	1100.0	nM	5.96	Inhibition of rat liver glucosidase 2 assessed as inhibition of conversion of G1...	20674348
Unchecked	IC50	=	1300.0	nM	5.89	Inhibition of rat liver glucosidase 2 assessed as inhibition of conversion of G2...	20674348
Unchecked	Ki	=	1500.0	nM	5.82	Inhibition of almond beta-glucosidase	26375725
JM1	IC50	=	7300.0	nM	5.14	Tested for antiviral activity of compound against HIV (Strain GB 8) in JM cells	-
Unchecked	IC50	=	8000.0	nM	5.1	Inhibition of Aspergillus niger amyloglucosidase	23545138
JM1	IC50	=	8800.0	nM	5.06	Tested for antiviral activity of compound against HIV (Strain GB 8) in JM cells	-
Beta-glucosidase	IC50	=	19000.0	nM	4.72	Inhibition of beta glucosidase (unknown origin)	23363020
dengue virus type 2	EC50	=	28000.0	nM	4.55	Antiviral activity against Dengue virus 2 3295 infected in BHK21 cells after 48 ...	26771861
Peptide-N(4)-(N-acetyl-beta-glucosaminyl)asparagine amidase	Kd	=	94300.0	nM	4.03	Binding affinity to recombinant hexa-histidine-tagged human full-length N-GLY1 c...	27567076

PubMed	DOI	Target Context	# Activities
18024584	10.1073/pnas.0709695104	H4	11
-	10.1016/S0960-894X(01)80958-6	JM1	6
21862336	10.1016/j.bmc.2011.07.019	Unchecked	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
27567076	10.1016/j.bmc.2016.08.019	Peptide-N(4)-(N-acetyl-beta-glucosaminyl)asparagine amidase	2
26375725	10.1021/acs.jmedchem.5b00951	Unchecked	2
20674348	10.1016/j.bmcl.2009.05.125	Unchecked	2
2213032	10.1021/np50069a011	Unchecked	2
23062825	10.1016/j.bmc.2012.09.040	Acetylcholinesterase	1
23062825	10.1016/j.bmc.2012.09.040	Cholinesterase	1
23363020	10.1021/jm301557k	Beta-glucosidase	1
23545138	10.1016/j.bmc.2013.03.004	Unchecked	1
18408714	10.1038/nchembio.81	Unchecked	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
26771861	10.1021/acs.jmedchem.5b01653	dengue virus type 2	1
19739651	10.1021/jm900652e	Dengue virus	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
9544568	10.1021/np970277l	Mus musculus	1

Data from ChEMBL 36 via Core Engine