Compound Detail

CHEMBL258394

NARCISSIN

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COc1cc(-c2oc3cc(O)cc(O)c3c(=O)c2O[C@@H]2O[C@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL258394
Name	NARCISSIN
Phase	Preclinical
Structure Type	MOL
InChI Key	UIDGLYUNOUKLBM-GEBJFKNCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

624.5

MW (Da)

-1.38

ALogP

HBA

HBD

258.4

PSA (Å²)

0.15

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 5 meas. best 5.42

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.42	5.22	3800.0	2
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	4.92	4.92	12100.0	1
Aorta CHEMBL613606	IC50	4.78	4.78	16800.0	1
Unchecked CHEMBL612545	IC50	4.21	4.21	62100.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NON-PROTEIN TARGET	IC50	=	3800.0	nM	5.42	Antioxidant activity assessed as authentic peroxynitrite free radical scavenging...	15844957
NON-PROTEIN TARGET	IC50	=	9600.0	nM	5.02	Antioxidant activity assessed as 3-morpholinosydnonimine-derived peroxynitrite f...	15844957
Aldo-keto reductase family 1 member B1	IC50	=	12100.0	nM	4.92	Inhibition of Sprague-Dawley rat lens aldose reductase	22264115
Aorta	IC50	=	16800.0	nM	4.78	Vasorelaxation activity in Sprague-Dawley rat aortic assessed as inhibition of p...	18217715
Unchecked	IC50	=	62100.0	nM	4.21	Inhibition of Streptococcus mutans OMZ65 sortase A lacking N-terminal membrane a...	25746812

PubMed	DOI	Target Context	# Activities
27623545	10.1016/j.bmcl.2016.08.094	NON-PROTEIN TARGET	5
17190444	10.1021/np068016b	Unchecked	5
17190444	10.1021/np068016b	Raji	4
25769817	10.1016/j.bmcl.2015.02.048	Unchecked	3
15844957	10.1021/np0495985	NON-PROTEIN TARGET	2
22137340	10.1016/j.bmcl.2011.11.041	Estrogen receptor	2
20822902	10.1016/j.bmcl.2010.08.054	3T3-L1	1
32118424	10.1021/acs.jnatprod.9b01120	RAW264.7	1
25746812	10.1016/j.bmcl.2015.02.051	Streptococcus mutans	1
-	10.1007/s00044-011-9767-1	Entamoeba histolytica	1
22264115	10.1021/np200646e	Aldo-keto reductase family 1 member B1	1
22264115	10.1021/np200646e	No relevant target	1
20822902	10.1016/j.bmcl.2010.08.054	Peroxisome proliferator-activated receptor gamma	1
20822902	10.1016/j.bmcl.2010.08.054	5'-AMP-activated protein kinase catalytic subunit alpha-2	1
17287127	10.1016/j.bmc.2007.01.035	Tyrosinase	1
16562853	10.1021/np058114h	Cytochrome P450 3A4	1
15844957	10.1021/np0495985	Radical scavenging activity	1
11374974	10.1021/np000442o	Giardia intestinalis	1
11374974	10.1021/np000442o	Entamoeba histolytica	1
3379415	10.1021/np50056a030	Xanthine dehydrogenase/oxidase	1

Data from ChEMBL 36 via Core Engine