NPASS Natural Product

Natural Product: NPC294300

Natural Product ID:	NPC294300
Common Name:	8-Hydroxy-2-[(1S)-1-Hydroxyethyl]-Naphtho[2,3-B]Furan-4,9-Dione
IUPAC Name:	8-hydroxy-2-[(1S)-1-hydroxyethyl]benzo[f][1]benzofuran-4,9-dione
Synonyms:
Molecular Formula:	C14H10O5
Standard InCHIKey:	CKCXAMWUYPZVFL-LURJTMIESA-N
Standard InCHI:	InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)7-3-2-4-9(16)11(7)13(18)14(8)19-10/h2-6,15-16H,1H3/t6-/m0/s1
Canonical SMILES:	C[C@@H](c1cc2c(o1)C(=O)c1c(C2=O)cccc1O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Collection Location	Reference
NPO12083	Hydnellum zonatum	Species	Thelephoraceae	Eukaryota		UNPD*
NPO1254	Cynanchum bungei	Species	Apocynaceae	Eukaryota		TCMID*
NPO16767	Kigelia africana	Species	Bignoniaceae	Eukaryota		TCMID*
NPO29177	Crescentia cujete	Species	Bignoniaceae	Eukaryota		TCMID*
NPO3751	Orthantha lutea	NA	NA	NA		UNPD*
NPO487	Tabebuia avellanedae	Species	Bignoniaceae	Eukaryota	Brazil	PMID[19674905]
NPO487	Tabebuia avellanedae	Species	Bignoniaceae	Eukaryota		UNPD*

Showing 1 to 7 of 7 entries

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Biological Activity

Activity Type	# Activity
EC50	3
IC50	1
MIC	12
Others	5

Activity Type	# Activity
Cell Line	4
Organism	12
Others	5

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	6.25	ug/ml	19674905
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	100	ug/ml	19674905
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100	ug/ml	19674905
NPT2	Others	Unspecified		Activity	=	58.2	%	19674905
NPT2	Others	Unspecified		Activity	=	26.5	%	19674905
NPT2	Others	Unspecified		Activity	=	7.4	%	19674905
NPT2	Others	Unspecified		Activity	=	80.5	%	19674905
NPT2	Others	Unspecified		IC50	=	271000	nM	19674905
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	25	ug/ml	19674905
NPT306	Cell Line	PC-3	Homo sapiens	EC50	=	1570	nM	19674905

Showing 1 to 10 of 21 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 NPC294300 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	300
0.1-0.2	1130
0.2-0.3	2342
0.3-0.4	5340
0.4-0.5	7462
0.5-0.6	3415
0.6-0.7	4892
0.7-0.8	5442
0.8-0.85	536
0.85-0.9	21
0.9-0.95	3
0.95-1	6

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Similarity Score	Similarity Level	Natural Product ID
0.8176	Intermediate Similarity	NPC176869
0.8176	Intermediate Similarity	NPC472584
0.8176	Intermediate Similarity	NPC40086
0.8176	Intermediate Similarity	NPC230619
0.8176	Intermediate Similarity	NPC3779

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 NPC294300 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	295
0.1-0.2	861
0.2-0.3	1588
0.3-0.4	2574
0.4-0.5	2049
0.5-0.6	1157
0.6-0.7	469
0.7-0.8	161
0.8-0.85	6
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6883	Remote Similarity	NPD1651	Approved
0.6886	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD7177	Discontinued
0.6907	Remote Similarity	NPD3057	Approved
0.6907	Remote Similarity	NPD6823	Phase 2

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	442752
ChEMBL	CHEMBL611052
ZINC

Physicochemical Properties

Molecular Weight:	258.05
ALogP:	-1.6014
MLogP:	2.45
XLogP:	0.702
# Rotatable Bonds:	4
Polar Surface Area:	87.74
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	19

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