NPASS Natural Product

Natural Product: NPC476082

Natural Product ID:	NPC476082
Common Name:	(2S,6S,8As)-2-[(1S,2R,3R)-3-[(2R)-5,6-Dimethylheptan-2-Yl]-2-(2-Hydroxyethyl)-2-Methylcyclopentyl]-6-Hydroxy-8A-Methyl-2,3,5,6,7,8-Hexahydronaphthalen-1-One
IUPAC Name:	(2S,6S,8aS)-2-[(1S,2R,3R)-3-[(2R)-5,6-dimethylheptan-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-6-hydroxy-8a-methyl-2,3,5,6,7,8-hexahydronaphthalen-1-one
Synonyms:
Molecular Formula:	C28H48O3
Standard InCHIKey:	IWHGIUPHPWHJHD-SFEXJKSVSA-N
Standard InCHI:	InChI=1S/C28H48O3/c1-18(2)19(3)7-8-20(4)24-11-12-25(28(24,6)15-16-29)23-10-9-21-17-22(30)13-14-27(21,5)26(23)31/h9,18-20,22-25,29-30H,7-8,10-17H2,1-6H3/t19?,20-,22+,23+,24-,25+,27+,28-/m1/s1
Canonical SMILES:	OCC[C@]1(C)[C@H](CC[C@H]1[C@@H]1CC=C2[C@](C1=O)(C)CC[C@@H](C2)O)[C@@H](CCC(C(C)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
NPO15548	Sinularia leptoclados	Species	Alcyoniidae	Eukaryota				PMID[16724859]
NPO7825	Sinularia lochmodes	Species	Alcyoniidae	Eukaryota				PMID[16724859]

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Biological Activity

Activity Type	# Activity
IC50	4

Activity Type	# Activity
Cell Line	4

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	14.1	ug/ml	11140723
NPT81	Cell Line	A549	Homo sapiens	IC50	=	16.8	ug/ml	16413779
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	15	ug/ml	10354396
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	15.7	ug/ml	10.6019/CHEMBL1201861

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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 NPC476082 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	102
0.1-0.2	692
0.2-0.3	3205
0.3-0.4	9247
0.4-0.5	7416
0.5-0.6	3977
0.6-0.7	4005
0.7-0.8	1899
0.8-0.85	266
0.85-0.9	62
0.9-0.95	16
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.8202	Intermediate Similarity	NPC86266
0.8202	Intermediate Similarity	NPC233116
0.8214	Intermediate Similarity	NPC212083
0.8214	Intermediate Similarity	NPC310989
0.8214	Intermediate Similarity	NPC133391

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 NPC476082 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	122
0.1-0.2	1193
0.2-0.3	3878
0.3-0.4	2665
0.4-0.5	758
0.5-0.6	207
0.6-0.7	141
0.7-0.8	175
0.8-0.85	18
0.85-0.9	1
0.9-0.95	3
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6979	Remote Similarity	NPD5133	Approved
0.6988	Remote Similarity	NPD3698	Phase 2
0.699	Remote Similarity	NPD6412	Phase 2
0.7	Intermediate Similarity	NPD4269	Approved
0.7	Intermediate Similarity	NPD4270	Approved

Showing 1 to 5 of 200 entries

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Structure

NPC476082 OpenBabel07101718202D 31 33 0 0 1 0 0 0 0 0999 V2000 -8.7466 1.2273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5656 -0.4953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7576 1.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7631 1.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5765 -0.2862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5820 -0.1817 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2026 -0.8578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8717 -1.6009 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 -8.1588 0.4183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1643 0.5228 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.1753 0.7319 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 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 -4.1808 0.8364 0.0000 C 0 0 2 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 0 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 -3.5116 0.0933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8499 -1.3930 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 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 19 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 21 2 0 0 0 0 11 12 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 22 1 0 0 0 0 14 27 1 0 0 0 0 15 16 1 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 20 4 1 1 0 0 0 20 24 1 0 0 0 0 21 27 1 0 0 0 0 22 30 1 6 0 0 0 23 10 1 1 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 28 1 1 0 0 0 25 28 1 1 0 0 0 26 27 1 0 0 0 0 26 31 2 0 0 0 0 27 5 1 6 0 0 0 28 6 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	44583849
ChEMBL	CHEMBL525172
ZINC

Physicochemical Properties

Molecular Weight:	432.36
ALogP:	1.397
MLogP:	4.21
XLogP:	7.572
# Rotatable Bonds:	16
Polar Surface Area:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	31

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