NPASS Natural Product

Natural Product: NPC18249

Natural Product ID:	NPC18249
Common Name:	(E)-N-4-Methoxycoumaroyltyramine 4-O-[6-O-Acetyl-Beta-D-Glucopyranosyl-(1->2)]-[Beta-D-Glucopyranosyl-(1->3)]-4-O-Acetyl-Alpha-L-Rhamnopyranoside
IUPAC Name:	[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5S,6S)-5-acetyloxy-2-[4-[2-[[(E)-3-(4-methoxyphenyl)prop-2-enoyl]amino]ethyl]phenoxy]-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Synonyms:
Molecular Formula:	C40H53NO19
Standard InCHIKey:	UXBPANAHJBELID-WFAVAHKXSA-N
Standard InCHI:	InChI=1S/C40H53NO19/c1-19-35(55-21(3)44)36(59-38-33(50)31(48)29(46)26(17-42)57-38)37(60-39-34(51)32(49)30(47)27(58-39)18-53-20(2)43)40(54-19)56-25-12-7-23(8-13-25)15-16-41-28(45)14-9-22-5-10-24(52-4)11-6-22/h5-14,19,26-27,29-40,42,46-51H,15-18H2,1-4H3,(H,41,45)/b14-9+/t19-,26+,27+,29+,30+,31-,32-,33+,34+,35-,36+,37+,38-,39-,40-/m0/s1
Canonical SMILES:	COc1ccc(cc1)/C=C/C(=NCCc1ccc(cc1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)OC(=O)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	Isolation Part	Collection Location	Collection Time	Reference
NPO1371	Teucrium viscidum	Species	Lamiaceae	Eukaryota				PMID[24484201]

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Biological Activity

Activity Type	# Activity
Others	2

Activity Type	# Activity
Cell Line	1
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		FC	=	1.6		Open TG-GATES in vivo data: Hematology
NPT65	Cell Line	HepG2	Homo sapiens	FC	=	1.7		Open TG-GATES in vivo data: Hematology

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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 NPC18249 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	123
0.1-0.2	857
0.2-0.3	2503
0.3-0.4	7029
0.4-0.5	6113
0.5-0.6	6550
0.6-0.7	6433
0.7-0.8	1231
0.8-0.85	40
0.85-0.9	3
0.9-0.95	0
0.95-1	7

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Similarity Score	Similarity Level	Natural Product ID
0.7669	Intermediate Similarity	NPC212699
0.7669	Intermediate Similarity	NPC207675
0.7669	Intermediate Similarity	NPC215060
0.7669	Intermediate Similarity	NPC476352
0.7671	Intermediate Similarity	NPC55608

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 NPC18249 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	124
0.1-0.2	564
0.2-0.3	960
0.3-0.4	2333
0.4-0.5	2592
0.5-0.6	1731
0.6-0.7	800
0.7-0.8	57
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
0.6647	Remote Similarity	NPD6386	Approved
0.6647	Remote Similarity	NPD2541	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD5557	Phase 1
0.6648	Remote Similarity	NPD7075	Discontinued
0.6649	Remote Similarity	NPD7090	Clinical (unspecified phase)

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Structure

NPC18249 OpenBabel07101719142D 60 64 0 0 1 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 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 4.3301 -1.5000 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 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 -6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 C 0 0 0 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 4.3301 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 1 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 -0.0000 4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 N 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 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 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 -2.5981 4.5000 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 -0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 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 -0.0000 -0.0000 0.0000 O 0 0 0 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 -0.8660 1.5000 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 -0.8660 2.5000 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 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 52 1 0 0 0 0 5 10 1 0 0 0 0 5 22 2 0 0 0 0 6 11 2 0 0 0 0 6 22 1 0 0 0 0 7 12 1 0 0 0 0 7 23 2 0 0 0 0 8 13 2 0 0 0 0 8 23 1 0 0 0 0 9 14 2 0 0 0 0 9 22 1 0 0 0 0 10 24 2 0 0 0 0 11 24 1 0 0 0 0 12 25 2 0 0 0 0 13 25 1 0 0 0 0 14 28 1 0 0 0 0 15 16 1 0 0 0 0 15 23 1 0 0 0 0 16 41 1 0 0 0 0 17 42 1 0 0 0 0 18 53 1 0 0 0 0 19 1 1 6 0 0 0 19 35 1 0 0 0 0 19 54 1 0 0 0 0 20 43 2 0 0 0 0 20 53 1 0 0 0 0 21 44 2 0 0 0 0 21 55 1 0 0 0 0 24 52 1 0 0 0 0 25 56 1 0 0 0 0 26 17 1 1 0 0 0 26 29 1 0 0 0 0 26 57 1 0 0 0 0 27 18 1 6 0 0 0 27 30 1 0 0 0 0 27 58 1 0 0 0 0 28 41 2 3 0 0 0 28 45 1 0 0 0 0 29 31 1 0 0 0 0 29 46 1 6 0 0 0 30 32 1 0 0 0 0 30 47 1 1 0 0 0 31 33 1 0 0 0 0 31 48 1 1 0 0 0 32 34 1 0 0 0 0 32 49 1 6 0 0 0 33 38 1 0 0 0 0 33 50 1 6 0 0 0 34 39 1 0 0 0 0 34 51 1 1 0 0 0 35 36 1 0 0 0 0 35 55 1 1 0 0 0 36 37 1 0 0 0 0 36 59 1 6 0 0 0 37 40 1 0 0 0 0 37 60 1 6 0 0 0 38 57 1 0 0 0 0 38 59 1 1 0 0 0 39 58 1 0 0 0 0 39 60 1 6 0 0 0 40 54 1 0 0 0 0 40 56 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	76328402
ChEMBL	CHEMBL3109407
ZINC

Physicochemical Properties

Molecular Weight:	851.32
ALogP:	-4.1721
MLogP:	3.66
XLogP:	1.855
# Rotatable Bonds:	30
Polar Surface Area:	291.41
# H-Bond Aceptor:	18
# H-Bond Donor:	8
# Rings:	5
# Heavy Atoms:	60

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