NPASS Natural Product

Natural Product: NPC320012

Natural Product ID:	NPC320012
Common Name:	Glucoputranjivin
IUPAC Name:	[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-methyl-N-sulfooxypropanimidothioate
Synonyms:	Glucoputranjivin
Molecular Formula:	C10H19NO9S2
Standard InCHIKey:	WGIQZGDVCQDPTG-WUBUQRIPSA-N
Standard InCHI:	InChI=1S/C10H19NO9S2/c1-4(2)9(11-20-22(16,17)18)21-10-8(15)7(14)6(13)5(3-12)19-10/h4-8,10,12-15H,3H2,1-2H3,(H,16,17,18)/b11-9-/t5-,6-,7+,8-,10+/m1/s1
Canonical SMILES:	OC[C@H]1O[C@@H](S/C(=NOS(=O)(=O)O)/C(C)C)[C@@H]([C@H]([C@@H]1O)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO13741	Sisymbrium officinale	Species	Brassicaceae	Eukaryota				PMID[23193942]

Biological Activity

Activity Type	# Activity
Others	15

Activity Type	# Activity
Organism	15

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT19	Organism	Escherichia coli	Escherichia coli	Activity	=	93	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Activity	=	77	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	61.6	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	21.5	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Activity	=	82	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	80.1	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Activity	=	80	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	38.5	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	44.6	%	23193942
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	32.8	%	23193942

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 NPC320012 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	55
0.1-0.2	6925
0.2-0.3	16160
0.3-0.4	6916
0.4-0.5	736
0.5-0.6	96
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.6197	Remote Similarity	NPC327257
0.5876	Remote Similarity	NPC313821
0.5789	Remote Similarity	NPC143326
0.5692	Remote Similarity	NPC266553

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC320012 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	73
0.1-0.2	4698
0.2-0.3	3380
0.3-0.4	770
0.4-0.5	186
0.5-0.6	52
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6462	Remote Similarity	NPD8994	Approved
0.6418	Remote Similarity	NPD9669	Clinical (unspecified phase)
0.5876	Remote Similarity	NPD3190	Approved
0.5876	Remote Similarity	NPD3191	Approved
0.5876	Remote Similarity	NPD3189	Approved
0.5775	Remote Similarity	NPD1399	Approved
0.5775	Remote Similarity	NPD1400	Approved
0.5676	Remote Similarity	NPD9390	Phase 2
0.5641	Remote Similarity	NPD5375	Phase 3

Structure

CID320012 OpenBabel06191716152D 22 22 0 0 1 0 0 0 0 0999 V2000 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 2 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 -2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 9 1 0 0 0 0 5 3 1 6 0 0 0 5 6 1 0 0 0 0 5 19 1 0 0 0 0 6 7 1 0 0 0 0 6 13 1 1 0 0 0 7 8 1 0 0 0 0 7 14 1 6 0 0 0 8 10 1 0 0 0 0 8 15 1 1 0 0 0 9 11 2 0 0 0 0 9 21 1 0 0 0 0 10 19 1 0 0 0 0 10 21 1 6 0 0 0 11 20 1 0 0 0 0 16 22 1 0 0 0 0 17 22 2 0 0 0 0 18 22 2 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	20843337
ChEMBL	CHEMBL2208210
ZINC

Physicochemical Properties

Molecular Weight:	361.05
ALogP:	-1.2026
MLogP:	1.24
XLogP:	-1.939
# Rotatable Bonds:	13
Polar Surface Area:	199.79
# H-Bond Aceptor:	8
# H-Bond Donor:	5
# Rings:	1
# Heavy Atoms:	22

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