NPASS Natural Product

Natural Product: NPC247325

Natural Product ID:	NPC247325
Common Name:	Lawsaritol
IUPAC Name:	(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms:	Lawsaritol
Molecular Formula:	C29H50O
Standard InCHIKey:	BBTIMXAYZRWPNG-VJSFXXLFSA-N
Standard InCHI:	InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,23-27,30H,7-17H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
Canonical SMILES:	CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=C[C@H](CC[C@]12C)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO11919	Hyrtios reticulatus	Species	Thorectidae	Eukaryota	UNPD*
NPO13851	Garberia heterophylla	Species	Asteraceae	Eukaryota	UNPD*
NPO13888	Austrocylindropuntia cylindrica	Species	Cactaceae	Eukaryota	UNPD*
NPO14224	Haloxylon recurvum	Species	Chenopodiaceae	Eukaryota	PMID[16274989]
NPO1666	Radopholus similis	Species	Pratylenchidae	Eukaryota	UNPD*
NPO16944	Schizopelte californica	Species	Opegraphaceae	Eukaryota	UNPD*
NPO17428	Mimusops manilkara	Species	Sapotaceae	Eukaryota	UNPD*
NPO18766	Inonotus obliquus	Species	Hymenochaetaceae	Eukaryota	PMID[24359303]
NPO18941	Teucrium canadense	Species	Lamiaceae	Eukaryota	UNPD*
NPO20173	Aristolochia triangularis	Species	Aristolochiaceae	Eukaryota	UNPD*

Showing 1 to 10 of 18 entries

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Biological Activity

Activity Type	# Activity
IC50	2
Ki	2
Others	2

Activity Type	# Activity
Individual Protein	4
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Inhibition	=	40.6	%	24359303
NPT2	Others	Unspecified		Survival	=	81	%	24359303
NPT2569	Individual Protein	Butyrylcholinesterase	Equus caballus	IC50	=	3900	nM	16274989
NPT2569	Individual Protein	Butyrylcholinesterase	Equus caballus	Ki	=	3700	nM	16274989
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	15200	nM	16274989
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Ki	=	16100	nM	16274989

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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 NPC247325 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	95
0.1-0.2	858
0.2-0.3	3708
0.3-0.4	11298
0.4-0.5	6066
0.5-0.6	4294
0.6-0.7	3136
0.7-0.8	1086
0.8-0.85	202
0.85-0.9	81
0.9-0.95	56
0.95-1	9

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Similarity Score	Similarity Level	Natural Product ID
0.8333	Intermediate Similarity	NPC295668
0.8333	Intermediate Similarity	NPC48010
0.8333	Intermediate Similarity	NPC3345
0.8333	Intermediate Similarity	NPC171225
0.8333	Intermediate Similarity	NPC11216

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 NPC247325 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	135
0.1-0.2	1259
0.2-0.3	4111
0.3-0.4	2493
0.4-0.5	689
0.5-0.6	187
0.6-0.7	194
0.7-0.8	65
0.8-0.85	24
0.85-0.9	2
0.9-0.95	2
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6346	Remote Similarity	NPD6013	Approved
0.6346	Remote Similarity	NPD6014	Approved
0.6364	Remote Similarity	NPD4821	Approved
0.6364	Remote Similarity	NPD4822	Approved
0.6364	Remote Similarity	NPD4820	Approved

Showing 1 to 5 of 200 entries

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Structure

CID247325 OpenBabel06191716052D 30 33 0 0 1 0 0 0 0 0999 V2000 -2.6329 5.3937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9993 6.3858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5418 5.6986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8089 3.7142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5364 2.4740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2057 4.6047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3514 3.0269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7482 3.9175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8448 -1.4642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6902 -0.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2254 1.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2251 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6893 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8456 1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8445 0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6910 1.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5721 5.5969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3817 2.9253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1753 4.7064 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6895 -0.9755 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6905 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3815 1.9503 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5358 0.4872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8454 0.4877 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 -2.5361 1.4626 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5557 -1.4752 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 20 4 1 1 0 0 0 20 25 1 0 0 0 0 21 7 1 6 0 0 0 22 28 1 0 0 0 0 23 30 1 6 0 0 0 24 11 1 1 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 25 29 1 6 0 0 0 26 29 1 6 0 0 0 27 28 1 6 0 0 0 28 5 1 6 0 0 0 29 6 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	14890646
ChEMBL	CHEMBL202496
ZINC

Physicochemical Properties

Molecular Weight:	414.39
ALogP:	1.4932
MLogP:	4.54
XLogP:	11.861
# Rotatable Bonds:	13
Polar Surface Area:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	30

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