NPASS Natural Product

Natural Product: NPC298317

Natural Product ID:	NPC298317
Common Name:	(1R,2S,5R,6S)-2-(3,4-Methylenedioxyphenyl)-6-(4-Hydroxy-3,5-Dimethoxyphenyl)-3,7-Dioxabicyclo[3.3.0]Octane
IUPAC Name:	4-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol
Synonyms:
Molecular Formula:	C21H22O7
Standard InCHIKey:	WQXZSCSXVJCPOG-BMHXQBNDSA-N
Standard InCHI:	InChI=1S/C21H22O7/c1-23-17-6-12(7-18(24-2)19(17)22)21-14-9-25-20(13(14)8-26-21)11-3-4-15-16(5-11)28-10-27-15/h3-7,13-14,20-22H,8-10H2,1-2H3/t13-,14-,20+,21+/m0/s1
Canonical SMILES:	COc1cc(cc(c1O)OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc2c(c1)OCO2
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	Collection Location	Collection Time	Reference
NPO17040	Peperomia duclouxii	Species	Piperaceae	Eukaryota				PMID[17358082]

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Biological Activity

Activity Type	# Activity
IC50	3

Activity Type	# Activity
Cell Line	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1374	Cell Line	WI-38	Homo sapiens	IC50	>	100	ug/ml	18257532
NPT1475	Cell Line	WI-38 VA13	Homo sapiens	IC50	>	100	ug/ml	25337628
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	100	ug/ml	14987052

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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 NPC298317 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	286
0.1-0.2	1104
0.2-0.3	2469
0.3-0.4	6440
0.4-0.5	6975
0.5-0.6	2990
0.6-0.7	5446
0.7-0.8	3834
0.8-0.85	739
0.85-0.9	476
0.9-0.95	123
0.95-1	7

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Similarity Score	Similarity Level	Natural Product ID
0.8904	High Similarity	NPC293757
0.8904	High Similarity	NPC174512
0.8904	High Similarity	NPC668
0.8904	High Similarity	NPC240521
0.8904	High Similarity	NPC474965

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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 NPC298317 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	266
0.1-0.2	843
0.2-0.3	1644
0.3-0.4	2763
0.4-0.5	1864
0.5-0.6	1099
0.6-0.7	569
0.7-0.8	101
0.8-0.85	10
0.85-0.9	2
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6742	Remote Similarity	NPD4577	Approved
0.6742	Remote Similarity	NPD7313	Approved
0.6742	Remote Similarity	NPD4578	Approved
0.6744	Remote Similarity	NPD7229	Phase 3
0.6748	Remote Similarity	NPD2532	Approved

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Structure

NPC298317 OpenBabel07101719122D 28 32 0 0 1 0 0 0 0 0999 V2000 3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2577 -0.4351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1237 -0.9351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1237 1.0649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 2.2673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5286 0.0649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2577 0.5649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9898 -0.4351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9898 0.5649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3917 1.0649 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5686 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 2.0594 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 -5.9408 -0.7442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9408 0.8739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 15 1 0 0 0 0 5 11 2 0 0 0 0 5 16 1 0 0 0 0 6 12 2 0 0 0 0 6 17 1 0 0 0 0 7 12 1 0 0 0 0 7 18 2 0 0 0 0 8 26 1 0 0 0 0 9 25 1 0 0 0 0 10 27 1 0 0 0 0 10 28 1 0 0 0 0 13 8 1 6 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 9 1 6 0 0 0 14 21 1 0 0 0 0 15 16 2 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 19 22 1 0 0 0 0 20 11 1 1 0 0 0 20 25 1 0 0 0 0 21 12 1 1 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	16215278
ChEMBL	CHEMBL225119
ZINC

Physicochemical Properties

Molecular Weight:	386.14
ALogP:	-1.8646
MLogP:	3
XLogP:	1.686
# Rotatable Bonds:	7
Polar Surface Area:	75.61
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	28

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