NPASS Natural Product

Natural Product: NPC286038

Natural Product ID:	NPC286038
Common Name:	Filifolinol
IUPAC Name:	methyl (2R,3'R,6'S)-3'-hydroxy-2',2',6'-trimethylspiro[3H-1-benzofuran-2,1'-cyclohexane]-5-carboxylate
Synonyms:	Filifolinol
Molecular Formula:	C18H24O4
Standard InCHIKey:	BGEVVKDFAMDZGO-BKGUAONASA-N
Standard InCHI:	InChI=1S/C18H24O4/c1-11-5-8-15(19)17(2,3)18(11)10-13-9-12(16(20)21-4)6-7-14(13)22-18/h6-7,9,11,15,19H,5,8,10H2,1-4H3/t11-,15+,18+/m0/s1
Canonical SMILES:	COC(=O)c1ccc2c(c1)C[C@@]1(O2)[C@@H](C)CC[C@H](C1(C)C)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
NPO28015	Carpesium glossophyllum	Species	Asteraceae	Eukaryota	UNPD*
NPO28089	Pueraria pseudohirsuta	Species	Fabaceae	Eukaryota	UNPD*
NPO28250	Dichapetalum guineense	Species	Dichapetalaceae	Eukaryota	UNPD*
NPO28361	Erythrina salviiflora	Species	Fabaceae	Eukaryota	UNPD*
NPO28472	Quercus petraea	Species	Fagaceae	Eukaryota	UNPD*
NPO28485	Bursera schlechtendalii	Species	Burseraceae	Eukaryota	UNPD*
NPO28742	Pleurotus mutilus	Species	Pleurotaceae	Eukaryota	UNPD*

Showing 1 to 7 of 7 entries

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Biological Activity

Activity Type	# Activity
EC50	3
IC50	1
Others	8

Activity Type	# Activity
Organism	11
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1275	Organism	Leptinotarsa decemlineata	Leptinotarsa decemlineata	Activity	=	16.82	%	11575941
NPT1275	Organism	Leptinotarsa decemlineata	Leptinotarsa decemlineata	Activity	=	20	%	11575941
NPT1275	Organism	Leptinotarsa decemlineata	Leptinotarsa decemlineata	Activity	=	42.4	%	11575941
NPT1275	Organism	Leptinotarsa decemlineata	Leptinotarsa decemlineata	EC50	>	50	ug.cm'-2	11575941
NPT2	Others	Unspecified		IC50	=	2000000	nM	19793652
NPT21	Organism	Aspergillus niger	Aspergillus niger	GI	=	36	%	11575941
NPT2781	Organism	Fusarium moniliforme	Gibberella moniliformis	GI	=	61	%	11575941
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	Activity	=	34.6	%	11575941
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	Activity	=	120.2	%	11575941
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	Activity	=	120.9	%	11575941

Showing 1 to 10 of 11 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 NPC286038 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	219
0.1-0.2	956
0.2-0.3	1798
0.3-0.4	3395
0.4-0.5	6740
0.5-0.6	5967
0.6-0.7	3649
0.7-0.8	6909
0.8-0.85	1183
0.85-0.9	70
0.9-0.95	2
0.95-1	1

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Similarity Score	Similarity Level	Natural Product ID
0.8344	Intermediate Similarity	NPC473015
0.8344	Intermediate Similarity	NPC134621
0.8344	Intermediate Similarity	NPC472620
0.8344	Intermediate Similarity	NPC131579
0.8344	Intermediate Similarity	NPC131568

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 NPC286038 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	221
0.1-0.2	808
0.2-0.3	1409
0.3-0.4	2177
0.4-0.5	2156
0.5-0.6	1462
0.6-0.7	654
0.7-0.8	245
0.8-0.85	26
0.85-0.9	3
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7208	Intermediate Similarity	NPD5735	Approved
0.7211	Intermediate Similarity	NPD1610	Phase 2
0.7215	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD1247	Approved
0.7222	Intermediate Similarity	NPD7427	Discontinued

Showing 1 to 5 of 200 entries

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Structure

CID286038 OpenBabel06191716092D 22 24 0 0 1 0 0 0 0 0999 V2000 0.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2218 -2.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -2.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 0.0570 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -1.6750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5491 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5878 -2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 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 11 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 21 1 0 0 0 0 5 8 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 13 1 0 0 0 0 11 18 1 1 0 0 0 12 16 1 0 0 0 0 13 14 2 0 0 0 0 14 22 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 1 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 18 10 1 1 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44567192
ChEMBL	CHEMBL449167
ZINC

Physicochemical Properties

Molecular Weight:	304.17
ALogP:	0.3979
MLogP:	3
XLogP:	3.317
# Rotatable Bonds:	7
Polar Surface Area:	55.76
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	22

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