NPASS Natural Product

Natural Product: NPC245546

Natural Product ID:	NPC245546
Common Name:	Gnaphaliin
IUPAC Name:	5,7-dihydroxy-3,8-dimethoxy-2-phenylchromen-4-one
Synonyms:	Gnaphaliin
Molecular Formula:	C17H14O6
Standard InCHIKey:	OWQLBLNRUZULFV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C17H14O6/c1-21-15-11(19)8-10(18)12-13(20)17(22-2)14(23-16(12)15)9-6-4-3-5-7-9/h3-8,18-19H,1-2H3
Canonical SMILES:	COc1c(oc2c(c1=O)c(O)cc(c2OC)O)c1ccccc1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO13516	Sorangium cellulosum	Species	Polyangiaceae	Bacteria	UNPD*
NPO20174	Limonium aureum	Species	Plumbaginaceae	Eukaryota	UNPD*
NPO22159	Anaphalis velutina	Species	Asteraceae	Eukaryota	UNPD*
NPO23454	Aplidium lobatum	Species	Polyclinidae	Eukaryota	UNPD*
NPO23699	Salvia nemorosa	Species	Lamiaceae	Eukaryota	UNPD*
NPO24695	Campanula kolenatiana	Species	Campanulaceae	Eukaryota	UNPD*
NPO24948	Stevia lemmoni	Species	Asteraceae	Eukaryota	UNPD*
NPO25018	Pterocaulon lanatum	Species	Asteraceae	Eukaryota	UNPD*
NPO25148	Helichrysum italicum	Species	Asteraceae	Eukaryota	TCMID*
NPO25297	Rosellinia necatrix	Species	Xylariaceae	Eukaryota	UNPD*

Showing 1 to 10 of 13 entries

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Biological Activity

Activity Type	# Activity
EC50	1
MIC	7

Activity Type	# Activity
Organism	7
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1204	Organism	Enterococcus faecalis ATCC 29212	Enterococcus faecalis ATCC 29212	MIC	>	128000	nM	25517209
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	128000	nM	25517209
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	128000	nM	25517209
NPT2	Others	Unspecified		EC50	=	43.1	ug/ml	19505084
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	128000	nM	25517209
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	>	128000	nM	25517209
NPT554	Organism	Candida glabrata	Candida glabrata	MIC	>	128000	nM	25517209

Showing 1 to 7 of 7 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 NPC245546 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	336
0.1-0.2	1327
0.2-0.3	3210
0.3-0.4	7277
0.4-0.5	5276
0.5-0.6	2526
0.6-0.7	3676
0.7-0.8	4010
0.8-0.85	1693
0.85-0.9	935
0.9-0.95	453
0.95-1	170

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Similarity Score	Similarity Level	Natural Product ID
0.9412	High Similarity	NPC471479
0.9416	High Similarity	NPC476980
0.9423	High Similarity	NPC470457
0.9427	High Similarity	NPC76482
0.9459	High Similarity	NPC275772

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 NPC245546 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	351
0.1-0.2	914
0.2-0.3	1776
0.3-0.4	2681
0.4-0.5	1762
0.5-0.6	1031
0.6-0.7	473
0.7-0.8	123
0.8-0.85	29
0.85-0.9	14
0.9-0.95	6
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6923	Remote Similarity	NPD3688	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD2983	Phase 2
0.6923	Remote Similarity	NPD3146	Approved
0.6928	Remote Similarity	NPD1652	Phase 2
0.6931	Remote Similarity	NPD6535	Approved

Showing 1 to 5 of 200 entries

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Structure

CID245546 OpenBabel06191716042D 23 25 0 0 0 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 9 2 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 12 16 2 0 0 0 0 13 17 1 0 0 0 0 13 20 2 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	9972910
ChEMBL	CHEMBL560724
ZINC

Physicochemical Properties

Molecular Weight:	314.08
ALogP:	-1.8679
MLogP:	2.67
XLogP:	2.959
# Rotatable Bonds:	7
Polar Surface Area:	85.22
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	23

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