NPASS Natural Product

Natural Product: NPC74881

Natural Product ID:	NPC74881
Common Name:	Robinetin
IUPAC Name:	3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
Synonyms:	NSC-407331
Molecular Formula:	C15H10O7
Standard InCHIKey:	SOEDEYVDCDYMMH-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H10O7/c16-7-1-2-8-11(5-7)22-15(14(21)12(8)19)6-3-9(17)13(20)10(18)4-6/h1-5,16-18,20-21H
Canonical SMILES:	Oc1ccc2c(c1)oc(c(c2=O)O)c1cc(O)c(c(c1)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10325	Boletus pini	Species	Boletaceae	Eukaryota	UNPD*
NPO12021	Artemisia incanescens	Species	Asteraceae	Eukaryota	UNPD*
NPO12213	Perriera orientalis	Species	Simaroubaceae	Eukaryota	UNPD*
NPO12564	Sinularia facile	Species	Alcyoniidae	Eukaryota	UNPD*
NPO12716	Stocksia brahuica	NA	NA	NA	UNPD*
NPO13600	Ichthyothere latifolia	Species	Asteraceae	Eukaryota	UNPD*
NPO13651	Chondodendron toxicoferum	NA	NA	NA	UNPD*
NPO13685	Scrophularia umbrosa	Species	Scrophulariaceae	Eukaryota	UNPD*
NPO13726	Agrobacterium tumefaciens	Species	Rhizobiaceae	Bacteria	UNPD*
NPO13790	Abedus herberti	Species	Belostomatidae	Eukaryota	UNPD*

Showing 1 to 10 of 61 entries

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Biological Activity

Activity Type	# Activity
EC50	1
ED50	1
IC50	7
Ki	1
Others	13
Potency	13

Activity Type	# Activity
Cell Line	6
Individual Protein	18
Organism	1
Others	9
Protein-Protein Interaction	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1	Others	Radical scavenging activity		Inhibition	=	82.3	%	10.1007/s00044-007-9060-5
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	5900	nM	7699704
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	1600	nM	7699704
NPT1310	Individual Protein	Xanthine dehydrogenase	Bos taurus	Inhibition	=	82.9	%	3379415
NPT1310	Individual Protein	Xanthine dehydrogenase	Bos taurus	IC50	=	4300	nM	3379415
NPT1380	Individual Protein	Avian myoblastosis virus polyprotein II	Avian myeloblastosis virus	Inhibition	=	87.5	%	10.1007/s00044-011-9570-z
NPT1594	Individual Protein	Multidrug resistance-associated protein 1	Homo sapiens	Ki	=	5000	nM	19725578
NPT1629	Cell Line	CWR22R	Homo sapiens	Activity	=	111	%	22789812
NPT1629	Cell Line	CWR22R	Homo sapiens	Activity	=	69	%	22789812
NPT1629	Cell Line	CWR22R	Homo sapiens	Activity	=	102	%	22789812

Showing 1 to 10 of 36 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 NPC74881 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	340
0.1-0.2	1398
0.2-0.3	3474
0.3-0.4	7629
0.4-0.5	4670
0.5-0.6	2521
0.6-0.7	3751
0.7-0.8	3970
0.8-0.85	1681
0.85-0.9	1032
0.9-0.95	384
0.95-1	39

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Similarity Score	Similarity Level	Natural Product ID
0.9205	High Similarity	NPC288669
0.9205	High Similarity	NPC204854
0.9205	High Similarity	NPC191459
0.9205	High Similarity	NPC193842
0.9205	High Similarity	NPC130894

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 NPC74881 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	370
0.1-0.2	937
0.2-0.3	1742
0.3-0.4	2653
0.4-0.5	1766
0.5-0.6	1086
0.6-0.7	441
0.7-0.8	111
0.8-0.85	33
0.85-0.9	16
0.9-0.95	4
0.95-1	2

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6906	Remote Similarity	NPD8150	Discontinued
0.6909	Remote Similarity	NPD5049	Phase 3
0.6911	Remote Similarity	NPD7584	Approved
0.6919	Remote Similarity	NPD4361	Phase 2
0.6919	Remote Similarity	NPD4362	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID74881 OpenBabel06191715412D 22 24 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 1.7321 -2.0000 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 1.7321 0.0000 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 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 -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 0.8660 -0.5000 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 -3.4641 1.0000 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 -0.8660 -0.5000 0.0000 C 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 -4.3301 -0.5000 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 -4.3301 1.5000 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 2 2 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 6 1 0 0 0 0 4 10 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 19 2 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5281692
ChEMBL	CHEMBL170405
ZINC

Physicochemical Properties

Molecular Weight:	302.04
ALogP:	-2.8012
MLogP:	2.34
XLogP:	1.81
# Rotatable Bonds:	6
Polar Surface Area:	127.45
# H-Bond Aceptor:	2
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	22

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