NPASS Natural Product

Natural Product: NPC108288

Natural Product ID:	NPC108288
Common Name:	Juglone
IUPAC Name:	5-hydroxynaphthalene-1,4-dione
Synonyms:	5-Hydroxy-[1,4]Naphthoquinone; Juglone
Molecular Formula:	C10H6O3
Standard InCHIKey:	KQPYUDDGWXQXHS-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H
Canonical SMILES:	O=C1C=CC(=O)c2c1c(O)ccc2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO17213	Carya illinoinensis	Species	Juglandaceae	Eukaryota	TCMID*
NPO17588	Carya ovata	Species	Juglandaceae	Eukaryota	TCM_Taiwan*
NPO17588	Carya ovata	Species	Juglandaceae	Eukaryota	HerDing*
NPO17588	Carya ovata	Species	Juglandaceae	Eukaryota	TCMID*
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	TCM_Taiwan*
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	HerDing*
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	TCMID*
NPO22578	Speranskia tuberculata	Species	Euphorbiaceae	Eukaryota	HerDing*
NPO22578	Speranskia tuberculata	Species	Euphorbiaceae	Eukaryota	TCMID*
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	TCM_Taiwan*

Showing 1 to 10 of 22 entries

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Biological Activity

Activity Type	# Activity
GI50	6
IC50	32
LD50	2
MIC	29
Others	25
Potency	56

Activity Type	# Activity
Cell Line	31
Individual Protein	56
Organism	33
Others	23
Protein-Protein Interaction	7

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1019	Organism	Trichomonas vaginalis	Trichomonas vaginalis	Inhibition	=	39	%	20667728
NPT1078	Individual Protein	Indoleamine 2,3-dioxygenase	Homo sapiens	IC50	=	1000	nM	18318466
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT113	Cell Line	RAW264.7	Mus musculus	LD50	>	0.01	nM	21903399
NPT1139	Individual Protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency		3162.3	nM	PubChem BioAssay data set
NPT1183	Cell Line	WiDr	Homo sapiens	GI50	=	81000	nM	20304655
NPT1217	Individual Protein	Botulinum neurotoxin type A	Clostridium botulinum	Ratio	=	3.35	/M/s	24984937
NPT1217	Individual Protein	Botulinum neurotoxin type A	Clostridium botulinum	Ratio	=	5.3	/M/s	24984937
NPT1217	Individual Protein	Botulinum neurotoxin type A	Clostridium botulinum	Ratio	=	3.71	/M/s	24984937
NPT1226	Individual Protein	Caspase-7	Homo sapiens	Potency	=	1000	nM	PubChem BioAssay data set

Showing 1 to 10 of 130 entries

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Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC108288 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	249
0.1-0.2	1355
0.2-0.3	2787
0.3-0.4	7561
0.4-0.5	5985
0.5-0.6	5365
0.6-0.7	5808
0.7-0.8	1534
0.8-0.85	167
0.85-0.9	61
0.9-0.95	14
0.95-1	3

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Similarity Score	Similarity Level	Natural Product ID
0.8092	Intermediate Similarity	NPC254847
0.8092	Intermediate Similarity	NPC86524
0.8095	Intermediate Similarity	NPC72667
0.8099	Intermediate Similarity	NPC188814
0.8099	Intermediate Similarity	NPC161617

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC108288 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	315
0.1-0.2	985
0.2-0.3	1322
0.3-0.4	2676
0.4-0.5	2226
0.5-0.6	1182
0.6-0.7	385
0.7-0.8	60
0.8-0.85	7
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6466	Remote Similarity	NPD5691	Approved
0.6467	Remote Similarity	NPD6273	Approved
0.6471	Remote Similarity	NPD9260	Approved
0.6471	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD1933	Approved

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	3806
ChEMBL	CHEMBL43612
ZINC

Physicochemical Properties

Molecular Weight:	174.03
ALogP:	-0.7335
MLogP:	2.23
XLogP:	0.575
# Rotatable Bonds:	1
Polar Surface Area:	54.37
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	13

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