Compound Detail

CHEMBL450916

PROANTHOCYANIDIN A1

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Oc1cc(O)c2c(c1)O[C@@]1(c3ccc(O)c(O)c3)Oc3cc(O)c4c(c3[C@@H]2[C@H]1O)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C4

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL450916
Name	PROANTHOCYANIDIN A1
Phase	Preclinical
Structure Type	MOL
InChI Key	NSEWTSAADLNHNH-TXZJYACMSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

576.5

MW (Da)

2.79

ALogP

HBA

HBD

209.8

PSA (Å²)

0.16

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 6 meas. best 5.29

Kd 2 meas. best 6.41

EC50 1 meas. best 5.29

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Placenta growth factor CHEMBL1697671	Kd	6.41	6.41	394.0	1
Vascular endothelial growth factor A, long form CHEMBL1783	Kd	6.32	6.32	476.0	1
5'-AMP-activated protein kinase catalytic subunit alpha-2 CHEMBL2116	EC50	5.29	5.29	5100.0	1
PBMC CHEMBL613107	IC50	5.29	4.8	5100.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.83	4.83	14700.0	1
Molecular identity unknown CHEMBL612546	IC50	4.24	4.24	57100.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Placenta growth factor	Kd	=	394.0	nM	6.41	Binding affinity to recombinant PIGF1 (unknown origin) measured for 60 seconds b...	23268742
Vascular endothelial growth factor A, long form	Kd	=	476.0	nM	6.32	Binding affinity to recombinant VEGFA (unknown origin) measured for 60 seconds b...	23268742
5'-AMP-activated protein kinase catalytic subunit alpha-2	EC50	=	5100.0	nM	5.29	Agonist activity at AMPK (unknown origin)	38295689
PBMC	IC50	=	5100.0	nM	5.29	Immunomodulatory activity in PHA-stimulated human PBMC assessed as inhibition of...	11975489
NON-PROTEIN TARGET	IC50	=	14700.0	nM	4.83	Antioxidant activity assessed as superoxide radical anion scavenging activity	10425115
PBMC	IC50	=	25000.0	nM	4.6	Immunomodulatory activity in PHA-stimulated human PBMC assessed as inhibition of...	11975489
PBMC	IC50	=	30600.0	nM	4.51	Inhibition of PHA-stimulated human PBMC proliferation assessed as [3H]thymidine ...	11975489
Molecular identity unknown	IC50	=	57100.0	nM	4.24	Modulation of classical complement pathway system assessed as hemoglobin release...	10425115

PubMed	DOI	Target Context	# Activities
11975489	10.1021/np010414l	PBMC	5
10425115	10.1021/np980481o	Escherichia coli	2
10425115	10.1021/np980481o	Pseudomonas aeruginosa	2
10425115	10.1021/np980481o	Salmonella paratyphi	2
10425115	10.1021/np980481o	Enterobacter cloacae	2
10425115	10.1021/np980481o	Mycolicibacterium fortuitum	2
10425115	10.1021/np980481o	Staphylococcus aureus	2
10425115	10.1021/np980481o	Candida albicans	2
10425115	10.1021/np980481o	Molecular identity unknown	2
38295689	10.1016/j.ejmech.2023.116117	5'-AMP-activated protein kinase catalytic subunit alpha-2	1
25517504	10.1021/np500715x	No relevant target	1
23268742	10.1021/np300614u	Placenta growth factor	1
23268742	10.1021/np300614u	Vascular endothelial growth factor A, long form	1
23268742	10.1021/np300614u	Jurkat	1
23268742	10.1021/np300614u	MCF7	1
10425115	10.1021/np980481o	NON-PROTEIN TARGET	1
10425115	10.1021/np980481o	Human immunodeficiency virus	1
10425115	10.1021/np980481o	MT4	1
10425115	10.1021/np980481o	Unchecked	1
10425115	10.1021/np980481o	Proteus vulgaris	1

Data from ChEMBL 36 via Core Engine