NPASS Natural Product

Natural Product: NPC261732

Natural Product ID:	NPC261732
Common Name:	Lehualide I
IUPAC Name:	3,4-dimethoxy-5-methyl-6-(10-methylsulfanyldecyl)pyran-2-one
Synonyms:	Lehualide I
Molecular Formula:	C19H32O4S
Standard InCHIKey:	KEAOWFVPPJUFOW-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H32O4S/c1-15-16(23-19(20)18(22-3)17(15)21-2)13-11-9-7-5-6-8-10-12-14-24-4/h5-14H2,1-4H3
Canonical SMILES:	CSCCCCCCCCCCc1oc(=O)c(c(c1C)OC)OC
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO31509	Plakortis	Genus	Plakinidae	Eukaryota				PMID[21351759]

Biological Activity

Activity Type	# Activity
IC50	1
Others	1

Activity Type	# Activity
Cell Line	1
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	GI	=	67	%	21351759
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	10800	nM	21351759

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 NPC261732 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	1224
0.2-0.3	5728
0.3-0.4	16359
0.4-0.5	6067
0.5-0.6	1341
0.6-0.7	66
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9859	High Similarity	NPC47069
0.7	Intermediate Similarity	NPC66365
0.6667	Remote Similarity	NPC64234
0.6667	Remote Similarity	NPC315285
0.6667	Remote Similarity	NPC37929
0.6625	Remote Similarity	NPC134593
0.6588	Remote Similarity	NPC471225
0.6579	Remote Similarity	NPC429928
0.6543	Remote Similarity	NPC232812
0.6538	Remote Similarity	NPC477457
0.6538	Remote Similarity	NPC477456
0.6512	Remote Similarity	NPC315765
0.65	Remote Similarity	NPC132286
0.6463	Remote Similarity	NPC315597
0.6463	Remote Similarity	NPC316029
0.6456	Remote Similarity	NPC471556
0.642	Remote Similarity	NPC313444
0.642	Remote Similarity	NPC475760
0.642	Remote Similarity	NPC238223
0.642	Remote Similarity	NPC134385
0.6395	Remote Similarity	NPC315394
0.6282	Remote Similarity	NPC15193
0.6277	Remote Similarity	NPC142159
0.6277	Remote Similarity	NPC95364
0.6267	Remote Similarity	NPC86948
0.625	Remote Similarity	NPC248193
0.625	Remote Similarity	NPC271632
0.6224	Remote Similarity	NPC173329
0.6224	Remote Similarity	NPC288350
0.6207	Remote Similarity	NPC316324
0.619	Remote Similarity	NPC475762
0.6173	Remote Similarity	NPC315115
0.6173	Remote Similarity	NPC191233
0.6163	Remote Similarity	NPC329826
0.6163	Remote Similarity	NPC469414
0.6154	Remote Similarity	NPC26223
0.6154	Remote Similarity	NPC288281
0.6154	Remote Similarity	NPC299730
0.6154	Remote Similarity	NPC475714
0.6146	Remote Similarity	NPC193396
0.6146	Remote Similarity	NPC166110
0.6146	Remote Similarity	NPC32944
0.6145	Remote Similarity	NPC473277
0.6145	Remote Similarity	NPC470693
0.6098	Remote Similarity	NPC472266
0.6092	Remote Similarity	NPC301525
0.6087	Remote Similarity	NPC475706
0.6071	Remote Similarity	NPC469660
0.6053	Remote Similarity	NPC221763
0.6049	Remote Similarity	NPC471565
0.6049	Remote Similarity	NPC471566
0.6049	Remote Similarity	NPC182794
0.6049	Remote Similarity	NPC220766
0.6049	Remote Similarity	NPC476589
0.6044	Remote Similarity	NPC471326
0.6044	Remote Similarity	NPC221231
0.6036	Remote Similarity	NPC315974
0.6026	Remote Similarity	NPC159650
0.6026	Remote Similarity	NPC22897
0.6024	Remote Similarity	NPC79220
0.6023	Remote Similarity	NPC475711
0.6023	Remote Similarity	NPC180290
0.6022	Remote Similarity	NPC67081
0.6022	Remote Similarity	NPC471223
0.6	Remote Similarity	NPC133098
0.6	Remote Similarity	NPC181587
0.6	Remote Similarity	NPC84038
0.6	Remote Similarity	NPC47653
0.598	Remote Similarity	NPC471699
0.5957	Remote Similarity	NPC291712
0.5955	Remote Similarity	NPC248775
0.5952	Remote Similarity	NPC475004
0.5949	Remote Similarity	NPC79756
0.593	Remote Similarity	NPC185186
0.593	Remote Similarity	NPC474705
0.593	Remote Similarity	NPC327383
0.593	Remote Similarity	NPC329914
0.593	Remote Similarity	NPC329890
0.593	Remote Similarity	NPC144419
0.5926	Remote Similarity	NPC148233
0.5926	Remote Similarity	NPC308457
0.5926	Remote Similarity	NPC25747
0.5921	Remote Similarity	NPC173157
0.5918	Remote Similarity	NPC475098
0.5918	Remote Similarity	NPC189651
0.5914	Remote Similarity	NPC474251
0.5904	Remote Similarity	NPC474619
0.5895	Remote Similarity	NPC125925
0.5895	Remote Similarity	NPC45409
0.5889	Remote Similarity	NPC180725
0.5889	Remote Similarity	NPC1180
0.5889	Remote Similarity	NPC470149
0.5889	Remote Similarity	NPC470148
0.5889	Remote Similarity	NPC471537
0.5882	Remote Similarity	NPC473361
0.5882	Remote Similarity	NPC329904
0.587	Remote Similarity	NPC474028
0.587	Remote Similarity	NPC10080
0.587	Remote Similarity	NPC123908
0.587	Remote Similarity	NPC474439
0.5862	Remote Similarity	NPC470686
0.5862	Remote Similarity	NPC107654
0.5862	Remote Similarity	NPC477204
0.5854	Remote Similarity	NPC98897
0.5851	Remote Similarity	NPC99395
0.5851	Remote Similarity	NPC281172
0.5851	Remote Similarity	NPC197903
0.5844	Remote Similarity	NPC150717
0.5843	Remote Similarity	NPC54996
0.5843	Remote Similarity	NPC473825
0.5843	Remote Similarity	NPC474026
0.5833	Remote Similarity	NPC475739
0.5833	Remote Similarity	NPC218477
0.5833	Remote Similarity	NPC60765
0.5833	Remote Similarity	NPC474823
0.5833	Remote Similarity	NPC125578
0.5833	Remote Similarity	NPC146376
0.5833	Remote Similarity	NPC263382
0.5824	Remote Similarity	NPC470147
0.5824	Remote Similarity	NPC133226
0.5823	Remote Similarity	NPC133600
0.5823	Remote Similarity	NPC474267
0.5802	Remote Similarity	NPC210303
0.5802	Remote Similarity	NPC217940
0.5802	Remote Similarity	NPC44343
0.5802	Remote Similarity	NPC155849
0.5802	Remote Similarity	NPC179087
0.58	Remote Similarity	NPC471698
0.5795	Remote Similarity	NPC285840
0.5795	Remote Similarity	NPC327041
0.5789	Remote Similarity	NPC478120
0.5789	Remote Similarity	NPC472009
0.5789	Remote Similarity	NPC61527
0.5783	Remote Similarity	NPC284447
0.5783	Remote Similarity	NPC124586
0.5783	Remote Similarity	NPC16119
0.5783	Remote Similarity	NPC248125
0.5773	Remote Similarity	NPC280833
0.5765	Remote Similarity	NPC101622
0.5765	Remote Similarity	NPC151481
0.5765	Remote Similarity	NPC94488
0.5761	Remote Similarity	NPC474894
0.5761	Remote Similarity	NPC112868
0.5755	Remote Similarity	NPC469852
0.5753	Remote Similarity	NPC234084
0.575	Remote Similarity	NPC45097
0.5747	Remote Similarity	NPC222244
0.5747	Remote Similarity	NPC16349
0.5745	Remote Similarity	NPC474359
0.5743	Remote Similarity	NPC255410
0.5733	Remote Similarity	NPC191643
0.5732	Remote Similarity	NPC474400
0.5732	Remote Similarity	NPC34622
0.573	Remote Similarity	NPC469880
0.573	Remote Similarity	NPC188860
0.573	Remote Similarity	NPC477202
0.5729	Remote Similarity	NPC472007
0.5714	Remote Similarity	NPC203335
0.5714	Remote Similarity	NPC139712
0.5714	Remote Similarity	NPC224270
0.5714	Remote Similarity	NPC243272
0.5714	Remote Similarity	NPC471569
0.5714	Remote Similarity	NPC473947
0.5699	Remote Similarity	NPC329829
0.5699	Remote Similarity	NPC473712
0.5699	Remote Similarity	NPC475159
0.5699	Remote Similarity	NPC145914
0.5699	Remote Similarity	NPC131002
0.5699	Remote Similarity	NPC73310
0.5699	Remote Similarity	NPC11332
0.5699	Remote Similarity	NPC473780
0.5699	Remote Similarity	NPC65930
0.5699	Remote Similarity	NPC94875
0.5699	Remote Similarity	NPC473529
0.5699	Remote Similarity	NPC180363
0.5698	Remote Similarity	NPC291062
0.5698	Remote Similarity	NPC59558
0.5698	Remote Similarity	NPC476037
0.5698	Remote Similarity	NPC4299
0.5698	Remote Similarity	NPC476012
0.5698	Remote Similarity	NPC94743
0.5686	Remote Similarity	NPC120299
0.5684	Remote Similarity	NPC130030
0.5684	Remote Similarity	NPC474424
0.5684	Remote Similarity	NPC471494
0.5684	Remote Similarity	NPC77971
0.5684	Remote Similarity	NPC182383
0.5682	Remote Similarity	NPC315843
0.5679	Remote Similarity	NPC217537
0.5673	Remote Similarity	NPC469851
0.567	Remote Similarity	NPC472008
0.567	Remote Similarity	NPC472302
0.567	Remote Similarity	NPC471956
0.567	Remote Similarity	NPC26078
0.567	Remote Similarity	NPC473658
0.567	Remote Similarity	NPC233997
0.5667	Remote Similarity	NPC477203
0.5667	Remote Similarity	NPC68156
0.5667	Remote Similarity	NPC233071
0.5663	Remote Similarity	NPC96414

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC261732 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	116
0.1-0.2	1826
0.2-0.3	4536
0.3-0.4	2256
0.4-0.5	389
0.5-0.6	37
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6395	Remote Similarity	NPD4756	Discovery
0.5854	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5783	Remote Similarity	NPD3704	Approved
0.5783	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD6422	Discontinued
0.5618	Remote Similarity	NPD8039	Approved

Structure

CID261732 OpenBabel06191716062D 24 24 0 0 0 0 0 0 0 0999 V2000 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 6.9282 -4.0000 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 4.3301 0.5000 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 -0.0000 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 5.1962 -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 6.0622 -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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 6.9282 -3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 16 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	52952639
ChEMBL	CHEMBL1773933
ZINC

Physicochemical Properties

Molecular Weight:	356.20
ALogP:	-1.497
MLogP:	3
XLogP:	6.1
# Rotatable Bonds:	17
Polar Surface Area:	70.06
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	24

Download Data

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Biological Activities
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