NPASS Natural Product

Natural Product: NPC281004

Natural Product ID:	NPC281004
Common Name:	Rathbunioside R1
IUPAC Name:	(2S,3R,4S,5R)-2-[(3S,6R)-2-methyl-6-[(3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl]oxyoxane-3,4,5-triol
Synonyms:	rathbunioside R1
Molecular Formula:	C32H56O8
Standard InCHIKey:	WRGWWNXPGRAMSC-CJSYLMLXSA-N
Standard InCHI:	InChI=1S/C32H56O8/c1-16(2)26(40-30-29(38)28(37)25(36)15-39-30)7-6-17(3)21-14-24(35)27-19-13-23(34)22-12-18(33)8-10-31(22,4)20(19)9-11-32(21,27)5/h16-30,33-38H,6-15H2,1-5H3/t17-,18+,19-,20+,21-,22-,23+,24-,25-,26+,27-,28+,29-,30+,31-,32-/m1/s1
Canonical SMILES:	O[C@H]1CC[C@]2([C@H](C1)[C@@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1[C@H](O)C[C@@H]2[C@@H](CC[C@@H](C(C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)C)C)C
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
NPO9446	Asterias rathbuni	Species	Asteriidae	Eukaryota				PMID[11473430]

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Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT27	Others	Unspecified		Inhibition	=	100	%	21958738

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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 NPC281004 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	278
0.1-0.2	2551
0.2-0.3	6567
0.3-0.4	10203
0.4-0.5	4721
0.5-0.6	3287
0.6-0.7	2078
0.7-0.8	851
0.8-0.85	163
0.85-0.9	67
0.9-0.95	97
0.95-1	26

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Similarity Score	Similarity Level	Natural Product ID
0.8421	Intermediate Similarity	NPC88000
0.8421	Intermediate Similarity	NPC4831
0.8462	Intermediate Similarity	NPC224003
0.8462	Intermediate Similarity	NPC171741
0.8462	Intermediate Similarity	NPC470623

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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 NPC281004 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	323
0.1-0.2	3762
0.2-0.3	3403
0.3-0.4	976
0.4-0.5	352
0.5-0.6	262
0.6-0.7	62
0.7-0.8	18
0.8-0.85	1
0.85-0.9	1
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.56	Remote Similarity	NPD7604	Phase 2
0.5636	Remote Similarity	NPD4755	Approved
0.5641	Remote Similarity	NPD7290	Approved
0.5641	Remote Similarity	NPD6883	Approved
0.5641	Remote Similarity	NPD7102	Approved

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Structure

NPC281004 OpenBabel07101719142D 40 44 0 0 1 0 0 0 0 0999 V2000 1.9052 3.0611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5525 2.5258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2727 -0.8626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0351 -2.3727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7152 -1.1817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9126 0.8316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7671 -3.3727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1690 -1.8727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9011 -2.8727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3030 -1.3727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6331 -1.8727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9011 0.1273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9666 1.2100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5817 0.0885 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.6331 -2.8727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0351 -0.3727 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.0351 -1.3727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5599 0.2964 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.7671 -1.3727 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.7671 -0.3727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9611 1.1054 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3601 -1.6942 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2653 1.3669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1690 0.1273 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3383 -1.4863 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6473 -0.5352 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9011 -1.8727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3030 -0.3727 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.4992 -3.3727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6331 0.1273 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6303 1.8486 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 -2.6453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0074 -2.2294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6254 -0.3273 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 1.2872 1.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 6 7 1 0 0 0 0 6 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 20 1 0 0 0 0 10 31 1 0 0 0 0 11 32 1 0 0 0 0 12 18 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 21 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 15 39 1 0 0 0 0 16 26 1 0 0 0 0 17 3 1 6 0 0 0 17 21 1 0 0 0 0 18 33 1 1 0 0 0 19 13 1 6 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 31 1 1 0 0 0 21 32 1 1 0 0 0 22 23 1 0 0 0 0 22 31 1 1 0 0 0 23 34 1 6 0 0 0 24 27 1 0 0 0 0 24 35 1 1 0 0 0 25 28 1 0 0 0 0 25 36 1 6 0 0 0 26 7 1 6 0 0 0 26 40 1 0 0 0 0 27 32 1 1 0 0 0 28 29 1 0 0 0 0 28 37 1 1 0 0 0 29 30 1 0 0 0 0 29 38 1 6 0 0 0 30 39 1 0 0 0 0 30 40 1 1 0 0 0 31 4 1 1 0 0 0 32 5 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	15517666
ChEMBL	CHEMBL442824
ZINC

Physicochemical Properties

Molecular Weight:	568.40
ALogP:	-1.9166
MLogP:	4.1
XLogP:	4.663
# Rotatable Bonds:	18
Polar Surface Area:	139.84
# H-Bond Aceptor:	8
# H-Bond Donor:	6
# Rings:	5
# Heavy Atoms:	40

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