NPASS Natural Product

Natural Product: NPC288669

Natural Product ID:	NPC288669
Common Name:	5,7-Dihydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-3,6,8-Trimethoxychromen-4-One
IUPAC Name:	5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,8-trimethoxychromen-4-one
Synonyms:
Molecular Formula:	C19H18O9
Standard InCHIKey:	DEQJJTUOVGHXHW-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H18O9/c1-24-10-7-8(5-6-9(10)20)15-18(26-3)13(22)11-12(21)17(25-2)14(23)19(27-4)16(11)28-15/h5-7,20-21,23H,1-4H3
Canonical SMILES:	COc1cc(ccc1O)c1oc2c(OC)c(O)c(c(c2c(=O)c1OC)O)OC
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10241	Afrocarpus falcatus	Species	Podocarpaceae	Eukaryota	UNPD*
NPO11199	Agelas nakamurai	Species	Agelasidae	Eukaryota	UNPD*
NPO18359	Canella winterana	Species	Canellaceae	Eukaryota	UNPD*
NPO20052	Flemingia chappar	Species	Fabaceae	Eukaryota	UNPD*
NPO21594	Sporobolus cynosuroides	Species	Poaceae	Eukaryota	UNPD*
NPO21702	Decachaeta thieleana	NA	NA	NA	UNPD*
NPO22785	Nicotiana debneyi	Species	Solanaceae	Eukaryota	UNPD*
NPO23546	Clausena lansium	Species	Rutaceae	Eukaryota	UNPD*
NPO23684	Narcissus obesus	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO24171	Chaetomium globosum	Species	Chaetomiaceae	Eukaryota	UNPD*

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Biological Activity

Activity Type	# Activity
GI50	57
IC50	1
Others	1

Activity Type	# Activity
Cell Line	57
Protein Complex	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	GI50	58613.82	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	95499.26	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	Homo sapiens	GI50	33496.54	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50	68076.94	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	17947.34	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	24774.22	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	28840.32	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	56754.46	nM	PubChem BioAssay data set
NPT306	Cell Line	PC-3	Homo sapiens	GI50	48865.24	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	24774.22	nM	PubChem BioAssay data set

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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 NPC288669 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	333
0.1-0.2	1282
0.2-0.3	3013
0.3-0.4	6987
0.4-0.5	5694
0.5-0.6	2582
0.6-0.7	3567
0.7-0.8	4026
0.8-0.85	1745
0.85-0.9	974
0.9-0.95	530
0.95-1	156

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Similarity Score	Similarity Level	Natural Product ID
0.9416	High Similarity	NPC471479
0.9416	High Similarity	NPC78225
0.9416	High Similarity	NPC474836
0.9416	High Similarity	NPC472910
0.9416	High Similarity	NPC471515

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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 NPC288669 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	343
0.1-0.2	898
0.2-0.3	1745
0.3-0.4	2667
0.4-0.5	1817
0.5-0.6	1038
0.6-0.7	468
0.7-0.8	135
0.8-0.85	27
0.85-0.9	13
0.9-0.95	9
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6935	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7801	Approved
0.6941	Remote Similarity	NPD3146	Approved
0.6941	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD3688	Clinical (unspecified phase)

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Structure

CID288669 OpenBabel06191716092D 28 30 0 0 0 0 0 0 0 0999 V2000 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 2.5981 0.5000 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 1.7321 0.0000 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 -0.8660 1.5000 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 -0.0000 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 0.5000 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 -2.5981 1.5000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 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 -0.0000 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 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -1.7321 -1.0000 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 24 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 24 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 21 1 0 0 0 0 13 18 1 0 0 0 0 13 22 2 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 14 23 1 0 0 0 0 15 18 2 0 0 0 0 15 28 1 0 0 0 0 16 19 2 0 0 0 0 16 28 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5386959
ChEMBL	CHEMBL77156
ZINC

Physicochemical Properties

Molecular Weight:	390.10
ALogP:	-2.4318
MLogP:	2.56
XLogP:	0.475
# Rotatable Bonds:	12
Polar Surface Area:	123.91
# H-Bond Aceptor:	2
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	28

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