Compound Detail

CHEMBL549359

GLAUCOCALYXIN A

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C=C1C(=O)[C@@]23[C@H](O)C[C@@H]4C(C)(C)C(=O)CC[C@@]4(C)[C@@H]2CC[C@@H]1[C@H]3O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL549359
Name	GLAUCOCALYXIN A
Phase	Preclinical
Structure Type	MOL
InChI Key	UCDVIBNDYLUWFP-MJTHGBBVSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

332.4

MW (Da)

2.28

ALogP

HBA

HBD

74.6

PSA (Å²)

0.67

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	C20H28O4
MW	332.44
Aromatic Rings	0
Heavy Atoms	24
NP-Likeness	3.63

Activity Summary

IC50 15 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Platelet glycoprotein VI CHEMBL3308912	IC50	8.7	8.19	2.0	2
NB-4 CHEMBL614188	IC50	5.54	5.54	2900.0	1
Unchecked CHEMBL612545	IC50	5.36	5.0233	4400.0	3
B16 CHEMBL381	IC50	5.32	5.32	4840.0	1
A549 CHEMBL392	IC50	5.27	5.195	5390.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.26	5.0933	5520.0	3
KB CHEMBL398	IC50	5.19	5.19	6470.0	1
MCF7 CHEMBL387	IC50	5.06	5.06	8730.0	1
ADMET CHEMBL612558	IC50	5.06	5.06	8620.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Platelet glycoprotein VI	IC50	=	2.0	nM	8.7	Antagonist activity at GP6 in human platelet assessed as reduction in CRP-induce...	32463237
Platelet glycoprotein VI	IC50	=	21.0	nM	7.68	Antagonist activity at GP6 in human platelet assessed as reduction in collagen-i...	32463237
NB-4	IC50	=	2900.0	nM	5.54	Cytotoxicity against human NB4 cells after 48 hrs by SRB method	19425589
Unchecked	IC50	=	4400.0	nM	5.36	Inhibition of ADP-induced platelet aggregation in rabbit platelet suspension pre...	32463237
B16	IC50	=	4840.0	nM	5.32	Antiproliferative activity against mouse B16 cells after 48 hrs by MTT assay	25164762
A549	IC50	=	5390.0	nM	5.27	Cytotoxicity against human A549 cells after 48 hrs by SRB method	19425589
NON-PROTEIN TARGET	IC50	=	5520.0	nM	5.26	Antiproliferative activity against human HL60 cells after 48 hrs by MTT assay	25164762
KB	IC50	=	6470.0	nM	5.19	Antiproliferative activity against human KB cells after 48 hrs by MTT assay	25164762
A549	IC50	=	7500.0	nM	5.12	Antiproliferative activity against human A549 cells after 48 hrs by MTT assay	25164762
NON-PROTEIN TARGET	IC50	=	8110.0	nM	5.09	Antiproliferative activity against human SMMC7721 cells after 48 hrs by MTT assa...	25164762
MCF7	IC50	=	8730.0	nM	5.06	Cytotoxicity against human MCF7 cells after 48 hrs by SRB method	19425589
ADMET	IC50	=	8620.0	nM	5.06	Antiproliferative activity against human HL7702 cells after 48 hrs by MTT assay	25164762
NON-PROTEIN TARGET	IC50	=	11700.0	nM	4.93	Antiproliferative activity against human SGC7901 cells after 48 hrs by MTT assay	25164762
Unchecked	IC50	=	13700.0	nM	4.86	Inhibition of PAF-induced platelet aggregation in rabbit platelet suspension pre...	32463237
Unchecked	IC50	=	14100.0	nM	4.85	Inhibition of arachidonic acid-induced platelet aggregation in rabbit platelet s...	32463237

Literature References

PubMed	DOI	Target Context	# Activities
25164762	10.1016/j.ejmech.2014.08.061	KB	16
25164762	10.1016/j.ejmech.2014.08.061	NON-PROTEIN TARGET	3
32463237	10.1021/acs.jmedchem.0c00262	Unchecked	3
32463237	10.1021/acs.jmedchem.0c00262	Platelet glycoprotein VI	2
19425589	10.1021/np9000366	NB-4	1
19425589	10.1021/np9000366	A549	1
19425589	10.1021/np9000366	SH-SY5Y	1
19425589	10.1021/np9000366	PC-3	1
19425589	10.1021/np9000366	MCF7	1
25164762	10.1016/j.ejmech.2014.08.061	B16	1
25164762	10.1016/j.ejmech.2014.08.061	A549	1
25164762	10.1016/j.ejmech.2014.08.061	ADMET	1
25164762	10.1016/j.ejmech.2014.08.061	No relevant target	1
25164762	10.1016/j.ejmech.2014.08.061	Plasma	1

Data from ChEMBL 36 via Core Engine