NPASS Natural Product

Natural Product: NPC265181

Natural Product ID:	NPC265181
Common Name:	2-Acetyl Furanonapthoquinone
IUPAC Name:	2-acetylbenzo[f][1]benzofuran-4,9-dione
Synonyms:	2-Acetylfuranonaphthoquinone; BBI-608; Napabucasin
Molecular Formula:	C14H8O4
Standard InCHIKey:	DPHUWDIXHNQOSY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C14H8O4/c1-7(15)11-6-10-12(16)8-4-2-3-5-9(8)13(17)14(10)18-11/h2-6H,1H3
Canonical SMILES:	CC(=O)c1cc2c(o1)C(=O)c1c(C2=O)cccc1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO12083	Hydnellum zonatum	Species	Thelephoraceae	Eukaryota		UNPD*
NPO20768	Ekmanianthe longiflora	Species	Bignoniaceae	Eukaryota	roots	PMID[10785421]
NPO3751	Orthantha lutea	NA	NA	NA		UNPD*
NPO487	Tabebuia avellanedae	Species	Bignoniaceae	Eukaryota		UNPD*

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Biological Activity

Activity Type	# Activity
ED50	13
IC50	3
MIC	4
Others	14

Activity Type	# Activity
Cell Line	19
Individual Protein	2
Organism	5
Others	8

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT136	Cell Line	SK-N-SH	Homo sapiens	ED50	=	0.8	ug/ml	10785421
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	325500	nM	10.1007/s00044-011-9788-9
NPT1851	Cell Line	Col2	Homo sapiens	ED50	=	0.4	ug/ml	10785421
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	78.12	ug/ml	10.1007/s00044-011-9788-9
NPT2	Others	Unspecified		ED50	=	0.4	ug/ml	10785421
NPT2	Others	Unspecified		ED50	=	0.3	ug/ml	10785421
NPT2	Others	Unspecified		ED50	=	0.9	ug/ml	10785421
NPT2	Others	Unspecified		Inhibition	=	32.7	%	2558164
NPT2	Others	Unspecified		Inhibition	=	0	%	2558164
NPT2345	Cell Line	SW626	Homo sapiens	ED50	=	0.2	ug/ml	10785421

Showing 1 to 10 of 30 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 NPC265181 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	312
0.1-0.2	1414
0.2-0.3	2754
0.3-0.4	6957
0.4-0.5	6415
0.5-0.6	4631
0.6-0.7	5447
0.7-0.8	2892
0.8-0.85	47
0.85-0.9	16
0.9-0.95	4
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7748	Intermediate Similarity	NPC17262
0.7748	Intermediate Similarity	NPC189650
0.7748	Intermediate Similarity	NPC225884
0.775	Intermediate Similarity	NPC56358
0.775	Intermediate Similarity	NPC472664

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 NPC265181 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	347
0.1-0.2	999
0.2-0.3	1271
0.3-0.4	2669
0.4-0.5	2213
0.5-0.6	1197
0.6-0.7	373
0.7-0.8	89
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6536	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD7390	Discontinued
0.6552	Remote Similarity	NPD7177	Discontinued
0.6552	Remote Similarity	NPD9092	Discovery

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	10331844
ChEMBL	CHEMBL64130
ZINC

Physicochemical Properties

Molecular Weight:	240.04
ALogP:	-0.9356
MLogP:	2.56
XLogP:	2.152
# Rotatable Bonds:	2
Polar Surface Area:	64.35
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	18

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