NPASS Natural Product

Natural Product: NPC192686

Natural Product ID:	NPC192686
Common Name:	(2S)-6-(Gamma,Gamma-Dimethylallyl)-5-3'-Dihydroxy-4'-Methoxy-6'',6''dimethylpyran[2'',3''7,8]Flavanone
IUPAC Name:	(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
Synonyms:
Molecular Formula:	C26H28O6
Standard InCHIKey:	RGXSRPKLOMKRQU-NRFANRHFSA-N
Standard InCHI:	InChI=1S/C26H28O6/c1-14(2)6-8-16-23(29)22-19(28)13-21(15-7-9-20(30-5)18(27)12-15)31-25(22)17-10-11-26(3,4)32-24(16)17/h6-7,9-12,21,27,29H,8,13H2,1-5H3/t21-/m0/s1
Canonical SMILES:	COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1c(c2O)CC=C(C)C)(C)C
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
NPO12750	Cordia americana	Species	Cordiaceae	Eukaryota		UNPD*
NPO26220	Lonchocarpus utilis	Species	Fabaceae	Eukaryota	Root	PMID[10075742]
NPO2671	Pedicularis semitorta	Species	Orobanchaceae	Eukaryota		UNPD*
NPO3890	Scopolia japonica	Species	Solanaceae	Eukaryota		UNPD*
NPO4562	Lonchocarpus urucu	Species	Fabaceae	Eukaryota	Root	PMID[10075742]
NPO5368	Achillea cretica	Species	Asteraceae	Eukaryota		UNPD*
NPO5753	Glycosmis montana	Species	Rutaceae	Eukaryota		UNPD*
NPO6147	Eupatorium riparium	Species	Asteraceae	Eukaryota		UNPD*

Showing 1 to 8 of 8 entries

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Biological Activity

Activity Type	# Activity
IC50	4

Activity Type	# Activity
Cell Line	1
Individual Protein	1
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	2000	nM	10075742
NPT2	Others	Unspecified		IC50	=	3900	nM	10075742
NPT2680	Individual Protein	Ornithine decarboxylase	Homo sapiens	IC50	=	2100	nM	10075742
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	6900	nM	10075742

Showing 1 to 4 of 4 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 NPC192686 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	316
0.1-0.2	1163
0.2-0.3	2390
0.3-0.4	5850
0.4-0.5	7061
0.5-0.6	2645
0.6-0.7	3165
0.7-0.8	4255
0.8-0.85	1744
0.85-0.9	1340
0.9-0.95	866
0.95-1	94

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Similarity Score	Similarity Level	Natural Product ID
0.9363	High Similarity	NPC229632
0.9363	High Similarity	NPC219927
0.9363	High Similarity	NPC81679
0.9363	High Similarity	NPC472964
0.9363	High Similarity	NPC78332

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 NPC192686 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	322
0.1-0.2	855
0.2-0.3	1603
0.3-0.4	2577
0.4-0.5	1929
0.5-0.6	1115
0.6-0.7	532
0.7-0.8	171
0.8-0.85	24
0.85-0.9	22
0.9-0.95	9
0.95-1	2

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7095	Intermediate Similarity	NPD2403	Approved
0.7097	Intermediate Similarity	NPD422	Phase 1
0.7099	Intermediate Similarity	NPD6355	Discontinued
0.7107	Intermediate Similarity	NPD7874	Approved
0.7107	Intermediate Similarity	NPD7875	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID192686 OpenBabel06191715582D 32 35 0 0 1 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 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 -6.0622 -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 -6.9282 -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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 -5.1962 -0.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 1 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 -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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -7.7942 1.5000 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 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 30 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 20 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 26 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 13 21 1 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 27 1 0 0 0 0 19 22 1 0 0 0 0 19 28 2 0 0 0 0 20 30 1 0 0 0 0 21 15 1 1 0 0 0 21 31 1 0 0 0 0 22 23 1 0 0 0 0 22 25 2 0 0 0 0 23 29 1 0 0 0 0 24 32 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44559037
ChEMBL	CHEMBL451703
ZINC

Physicochemical Properties

Molecular Weight:	436.19
ALogP:	1.3793
MLogP:	3.66
XLogP:	3.323
# Rotatable Bonds:	11
Polar Surface Area:	85.22
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	32

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