NPASS Natural Product

Natural Product: NPC101051

Natural Product ID:	NPC101051
Common Name:	Swertiamarin
IUPAC Name:	(3S,4R,4aR)-4-ethenyl-4a-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one
Synonyms:
Molecular Formula:	C16H22O10
Standard InCHIKey:	HEYZWPRKKUGDCR-QBXMEVCASA-N
Standard InCHI:	InChI=1S/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2/t7-,9+,10+,11-,12+,14-,15-,16+/m0/s1
Canonical SMILES:	C=C[C@H]1[C@@H](OC=C2[C@@]1(O)CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)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
NPO10429	Gentiana scabra	Species	Gentianaceae	Eukaryota	TM-MC*
NPO11200.1	Paenibacillus larvae subsp. pulvifaciens	Subspecies	Paenibacillaceae	Bacteria	UNPD*
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	TCMSP*
NPO12588	Cornus officinalis	Species	Cornaceae	Eukaryota	TM-MC*
NPO13318	Euphorbiae helioscopiae herba	NA	NA	NA	TCMSP*
NPO13459	Nitraria tangutorum	Species	Nitrariaceae	Eukaryota	UNPD*
NPO13483	Silene praemixta	Species	Caryophyllaceae	Eukaryota	UNPD*
NPO14381	Swertia pseudochinensis	Species	Gentianaceae	Eukaryota	TM-MC*
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	TM-MC*
NPO17857	Leptogorgia alba	Species	Gorgoniidae	Eukaryota	UNPD*

Showing 1 to 10 of 40 entries

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Biological Activity

Activity Type	# Activity
IC50	1
Potency	1

Activity Type	# Activity
Individual Protein	1
Organism	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		23109.3	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	>	50	ug/ml	19053508

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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 NPC101051 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	149
0.1-0.2	1075
0.2-0.3	3546
0.3-0.4	7015
0.4-0.5	11023
0.5-0.6	5718
0.6-0.7	2169
0.7-0.8	157
0.8-0.85	22
0.85-0.9	10
0.9-0.95	4
0.95-1	1

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Similarity Score	Similarity Level	Natural Product ID
0.6981	Remote Similarity	NPC476320
0.6989	Remote Similarity	NPC229655
0.699	Remote Similarity	NPC477348
0.699	Remote Similarity	NPC238264
0.699	Remote Similarity	NPC256368

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 NPC101051 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	155
0.1-0.2	1791
0.2-0.3	3937
0.3-0.4	2259
0.4-0.5	756
0.5-0.6	199
0.6-0.7	58
0.7-0.8	6
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	NPD6009	Approved
0.5615	Remote Similarity	NPD8273	Phase 1
0.5625	Remote Similarity	NPD5988	Approved
0.5636	Remote Similarity	NPD5785	Approved
0.5641	Remote Similarity	NPD1407	Approved

Showing 1 to 5 of 112 entries

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Structure

CID101051 OpenBabel06191715442D 26 28 0 0 1 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 3.4641 -1.0000 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 6.0622 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 1 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 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 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 0.5000 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 3.0000 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 5.1962 3.0000 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 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 16 1 0 0 0 0 4 23 1 0 0 0 0 5 17 1 0 0 0 0 6 8 2 0 0 0 0 6 24 1 0 0 0 0 7 14 1 0 0 0 0 7 16 1 1 0 0 0 8 13 1 0 0 0 0 8 16 1 0 0 0 0 9 5 1 6 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 1 0 0 0 11 12 1 0 0 0 0 11 19 1 6 0 0 0 12 15 1 0 0 0 0 12 20 1 1 0 0 0 13 21 2 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 14 26 1 6 0 0 0 15 25 1 0 0 0 0 15 26 1 6 0 0 0 16 22 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	442435
ChEMBL	CHEMBL456138
ZINC

Physicochemical Properties

Molecular Weight:	374.12
ALogP:	-3.1892
MLogP:	2.12
XLogP:	-1.4
# Rotatable Bonds:	9
Polar Surface Area:	155.14
# H-Bond Aceptor:	10
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	26

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