NPASS Natural Product

Natural Product: NPC281132

Natural Product ID:	NPC281132
Common Name:	(6S,7R,8S)-8,15-Diacetoxy-14-Oxomelampa-1(10),4,11(13)-Trien-12,6-Olide
IUPAC Name:	[(3aR,4S,6E,10Z,11aR)-4-acetyloxy-6-formyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate
Synonyms:
Molecular Formula:	C19H22O7
Standard InCHIKey:	SNYUMMZVPJTQOU-KJYAUEFBSA-N
Standard InCHI:	InChI=1S/C19H22O7/c1-11-18-16(25-13(3)22)7-14(9-20)5-4-6-15(10-24-12(2)21)8-17(18)26-19(11)23/h5,8-9,16-18H,1,4,6-7,10H2,2-3H3/b14-5+,15-8-/t16-,17+,18+/m0/s1
Canonical SMILES:	O=C/C/1=C/CC/C(=C/[C@@H]2[C@@H]([C@H](C1)OC(=O)C)C(=C)C(=O)O2)/COC(=O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO23784	Lasiodiplodia theobromae	Species	Botryosphaeriaceae	Eukaryota	UNPD*
NPO25689	Mikania minima	Species	Asteraceae	Eukaryota	UNPD*
NPO429	Chrysosporium merdarium	Species	NA	Eukaryota	UNPD*
NPO533	Heterophragma adenophyllum	Species	Bignoniaceae	Eukaryota	UNPD*
NPO5671	Streptomyces davawensis	Species	Streptomycetaceae	Bacteria	UNPD*
NPO7685	Ormosia indurata	Species	Limoniidae	Eukaryota	UNPD*
NPO8847	Aconitum kusnezoffii	Species	Ranunculaceae	Eukaryota	UNPD*
NPO9890	Pleurobranchus membranaceus	Species	Pleurobranchidae	Eukaryota	UNPD*

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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
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	2800	nM	10757707
NPT168	Cell Line	P388	Mus musculus	IC50	=	1400	nM	10757707
NPT81	Cell Line	A549	Homo sapiens	IC50	=	2800	nM	10757707

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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 NPC281132 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	113
0.1-0.2	856
0.2-0.3	3598
0.3-0.4	9621
0.4-0.5	8814
0.5-0.6	5242
0.6-0.7	2031
0.7-0.8	502
0.8-0.85	66
0.85-0.9	33
0.9-0.95	9
0.95-1	4

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Similarity Score	Similarity Level	Natural Product ID
0.764	Intermediate Similarity	NPC268298
0.764	Intermediate Similarity	NPC206001
0.764	Intermediate Similarity	NPC295312
0.764	Intermediate Similarity	NPC475971
0.7654	Intermediate Similarity	NPC329852

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 NPC281132 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	132
0.1-0.2	1426
0.2-0.3	3884
0.3-0.4	2582
0.4-0.5	796
0.5-0.6	268
0.6-0.7	65
0.7-0.8	8
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.56	Remote Similarity	NPD5208	Approved
0.562	Remote Similarity	NPD7507	Approved
0.5625	Remote Similarity	NPD6883	Approved
0.5625	Remote Similarity	NPD7290	Approved
0.5625	Remote Similarity	NPD7102	Approved

Showing 1 to 5 of 137 entries

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Structure

CID281132 OpenBabel06191716092D 26 27 0 0 1 0 0 0 0 0999 V2000 -0.8364 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9095 0.6338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4807 -4.3480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8765 -1.1399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6685 -2.1180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4697 -0.2263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9309 -2.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3321 -3.7007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8116 1.2518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1174 1.6119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -4.0390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9254 -2.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6037 0.2737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0649 -2.3917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3267 -3.8052 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3743 2.2811 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2135 -4.7081 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 1.9209 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3217 -3.0608 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 2 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 14 2 0 0 0 0 6 15 1 0 0 0 0 7 14 1 0 0 0 0 7 16 1 0 0 0 0 8 15 2 0 0 0 0 9 14 1 0 0 0 0 9 20 2 0 0 0 0 10 15 1 0 0 0 0 10 24 1 0 0 0 0 11 19 1 0 0 0 0 12 21 2 0 0 0 0 12 24 1 0 0 0 0 13 22 2 0 0 0 0 13 25 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 6 0 0 0 17 8 1 6 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 18 11 1 1 0 0 0 19 23 2 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10428712
ChEMBL	CHEMBL481827
ZINC

Physicochemical Properties

Molecular Weight:	362.14
ALogP:	0.5955
MLogP:	2.78
XLogP:	0.925
# Rotatable Bonds:	8
Polar Surface Area:	95.97
# H-Bond Aceptor:	7
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	26

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