NPASS Natural Product

Natural Product: NPC475419

Natural Product ID:	NPC475419
Common Name:	Echujin
IUPAC Name:	3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:	Echujin
Molecular Formula:	C42H66O17
Standard InCHIKey:	ITKDSJDYFJAVTJ-AVQXZIHCSA-N
Standard InCHI:	InChI=1S/C42H66O17/c1-19-37(59-39-36(50)34(48)32(46)28(58-39)18-54-38-35(49)33(47)31(45)27(16-43)57-38)26(52-4)15-30(55-19)56-22-7-10-40(2)21(14-22)5-6-25-24(40)8-11-41(3)23(9-12-42(25,41)51)20-13-29(44)53-17-20/h13,19,21-28,30-39,43,45-51H,5-12,14-18H2,1-4H3/t19-,21-,22+,23-,24+,25-,26-,27-,28-,30+,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42+/m1/s1
Canonical SMILES:	CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@H]1O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO32958	streptocaulon juventas	Species	Apocynaceae	Eukaryota		Vietnam		PMID[14640513]

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell Line	HT-1080	Homo sapiens	IC50	=	55	nM	20483615

Showing 1 to 1 of 1 entries

Previous1Next

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 NPC475419 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	178
0.1-0.2	1124
0.2-0.3	3154
0.3-0.4	6229
0.4-0.5	8926
0.5-0.6	5391
0.6-0.7	3502
0.7-0.8	1665
0.8-0.85	466
0.85-0.9	166
0.9-0.95	54
0.95-1	34

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.8618	High Similarity	NPC251866
0.8618	High Similarity	NPC469752
0.8618	High Similarity	NPC471359
0.8618	High Similarity	NPC180079
0.8618	High Similarity	NPC469754

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475419 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	183
0.1-0.2	1498
0.2-0.3	3950
0.3-0.4	2400
0.4-0.5	633
0.5-0.6	310
0.6-0.7	141
0.7-0.8	31
0.8-0.85	0
0.85-0.9	4
0.9-0.95	3
0.95-1	8

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5931	Remote Similarity	NPD7260	Phase 2
0.5932	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.5932	Remote Similarity	NPD3669	Approved
0.5935	Remote Similarity	NPD5284	Approved
0.5935	Remote Similarity	NPD5281	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

NPC475419 OpenBabel07101718322D 59 66 0 0 1 0 0 0 0 0999 V2000 2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4538 -1.3090 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 2.5981 -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 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3305 0.6303 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 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9941 -0.9523 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 3.4641 -6.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 C 0 0 0 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 3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6092 0.1691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.2583 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9282 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1965 0.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2583 -6.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9282 -9.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3923 -6.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -9.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5263 -6.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -9.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -6.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.5263 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 2 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 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9904 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1100 0.5371 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -10.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9886 -0.8478 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 41 1 0 0 0 0 4 52 1 0 0 0 0 5 6 1 0 0 0 0 5 21 1 0 0 0 0 6 25 1 0 0 0 0 7 10 1 0 0 0 0 7 22 1 0 0 0 0 8 11 1 0 0 0 0 8 24 1 0 0 0 0 9 12 1 0 0 0 0 9 23 1 0 0 0 0 10 40 1 0 0 0 0 11 41 1 0 0 0 0 12 42 1 0 0 0 0 13 20 2 0 0 0 0 13 29 1 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 15 26 1 0 0 0 0 15 30 1 0 0 0 0 16 43 1 0 0 0 0 17 20 1 0 0 0 0 17 53 1 0 0 0 0 18 54 1 0 0 0 0 19 1 1 1 0 0 0 19 37 1 0 0 0 0 19 55 1 0 0 0 0 20 23 1 0 0 0 0 21 40 1 6 0 0 0 22 56 1 1 0 0 0 23 41 1 1 0 0 0 24 25 1 0 0 0 0 24 40 1 1 0 0 0 25 42 1 6 0 0 0 26 37 1 0 0 0 0 26 52 1 1 0 0 0 27 16 1 1 0 0 0 27 31 1 0 0 0 0 27 57 1 0 0 0 0 28 18 1 6 0 0 0 28 32 1 0 0 0 0 28 58 1 0 0 0 0 29 44 2 0 0 0 0 29 53 1 0 0 0 0 30 55 1 0 0 0 0 30 56 1 1 0 0 0 31 33 1 0 0 0 0 31 45 1 6 0 0 0 32 34 1 0 0 0 0 32 46 1 1 0 0 0 33 35 1 0 0 0 0 33 47 1 1 0 0 0 34 36 1 0 0 0 0 34 48 1 6 0 0 0 35 38 1 0 0 0 0 35 49 1 6 0 0 0 36 39 1 0 0 0 0 36 50 1 1 0 0 0 37 59 1 6 0 0 0 38 54 1 1 0 0 0 38 57 1 0 0 0 0 39 58 1 0 0 0 0 39 59 1 6 0 0 0 40 2 1 1 0 0 0 41 42 1 1 0 0 0 42 51 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	44566920
ChEMBL	CHEMBL505275
ZINC

Physicochemical Properties

Molecular Weight:	842.43
ALogP:	-4.142
MLogP:	4.21
XLogP:	1.326
# Rotatable Bonds:	22
Polar Surface Area:	252.75
# H-Bond Aceptor:	17
# H-Bond Donor:	8
# Rings:	8
# Heavy Atoms:	59

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs