NPASS Natural Product

Natural Product: NPC47069

Natural Product ID:	NPC47069
Common Name:	Lehualide H
IUPAC Name:	S-[10-(4,5-dimethoxy-3-methyl-6-oxopyran-2-yl)decyl] ethanethioate
Synonyms:	Lehualide H
Molecular Formula:	C20H32O5S
Standard InCHIKey:	OSDVFVPBWCZVHJ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H32O5S/c1-15-17(25-20(22)19(24-4)18(15)23-3)13-11-9-7-5-6-8-10-12-14-26-16(2)21/h5-14H2,1-4H3
Canonical SMILES:	COc1c(=O)oc(c(c1OC)C)CCCCCCCCCCSC(=O)C
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

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	14600	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 NPC47069 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	108
0.1-0.2	1266
0.2-0.3	5880
0.3-0.4	16508
0.4-0.5	5859
0.5-0.6	1219
0.6-0.7	47
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	NPC261732
0.7125	Intermediate Similarity	NPC66365
0.6585	Remote Similarity	NPC64234
0.6585	Remote Similarity	NPC315285
0.6585	Remote Similarity	NPC37929
0.6543	Remote Similarity	NPC134593
0.6512	Remote Similarity	NPC471225
0.6494	Remote Similarity	NPC429928
0.6463	Remote Similarity	NPC232812
0.6456	Remote Similarity	NPC477457
0.6456	Remote Similarity	NPC477456
0.6437	Remote Similarity	NPC315765
0.642	Remote Similarity	NPC132286
0.6386	Remote Similarity	NPC315597
0.6386	Remote Similarity	NPC316029
0.6375	Remote Similarity	NPC471556
0.6341	Remote Similarity	NPC475760
0.6341	Remote Similarity	NPC238223
0.6341	Remote Similarity	NPC134385
0.6341	Remote Similarity	NPC313444
0.6322	Remote Similarity	NPC315394
0.6211	Remote Similarity	NPC142159
0.6211	Remote Similarity	NPC95364
0.6203	Remote Similarity	NPC15193
0.6186	Remote Similarity	NPC248193
0.6184	Remote Similarity	NPC86948
0.618	Remote Similarity	NPC271632
0.6162	Remote Similarity	NPC288350
0.6162	Remote Similarity	NPC173329
0.6136	Remote Similarity	NPC316324
0.6126	Remote Similarity	NPC315974
0.6118	Remote Similarity	NPC475762
0.6098	Remote Similarity	NPC191233
0.6098	Remote Similarity	NPC315115
0.6092	Remote Similarity	NPC469414
0.6092	Remote Similarity	NPC329826
0.6087	Remote Similarity	NPC288281
0.6087	Remote Similarity	NPC475714
0.6082	Remote Similarity	NPC32944
0.6082	Remote Similarity	NPC193396
0.6082	Remote Similarity	NPC166110
0.6076	Remote Similarity	NPC26223
0.6076	Remote Similarity	NPC299730
0.6071	Remote Similarity	NPC470693
0.6071	Remote Similarity	NPC473277
0.6024	Remote Similarity	NPC472266
0.6023	Remote Similarity	NPC301525
0.6022	Remote Similarity	NPC475706
0.6	Remote Similarity	NPC469660
0.5978	Remote Similarity	NPC471326
0.5978	Remote Similarity	NPC221231
0.5976	Remote Similarity	NPC476589
0.5976	Remote Similarity	NPC471566
0.5976	Remote Similarity	NPC471565
0.5976	Remote Similarity	NPC182794
0.5976	Remote Similarity	NPC220766
0.5974	Remote Similarity	NPC221763
0.5957	Remote Similarity	NPC471223
0.5957	Remote Similarity	NPC67081
0.5955	Remote Similarity	NPC475711
0.5955	Remote Similarity	NPC180290
0.5952	Remote Similarity	NPC79220
0.5949	Remote Similarity	NPC159650
0.5949	Remote Similarity	NPC22897
0.5934	Remote Similarity	NPC47653
0.593	Remote Similarity	NPC133098
0.593	Remote Similarity	NPC181587
0.593	Remote Similarity	NPC84038
0.5922	Remote Similarity	NPC471699
0.5895	Remote Similarity	NPC291712
0.5889	Remote Similarity	NPC248775
0.5882	Remote Similarity	NPC475004
0.5875	Remote Similarity	NPC79756
0.5862	Remote Similarity	NPC329890
0.5862	Remote Similarity	NPC144419
0.5862	Remote Similarity	NPC329914
0.5862	Remote Similarity	NPC327383
0.5862	Remote Similarity	NPC474705
0.5862	Remote Similarity	NPC185186
0.5859	Remote Similarity	NPC189651
0.5859	Remote Similarity	NPC475098
0.5854	Remote Similarity	NPC148233
0.5854	Remote Similarity	NPC25747
0.5854	Remote Similarity	NPC308457
0.5851	Remote Similarity	NPC474251
0.5844	Remote Similarity	NPC173157
0.5833	Remote Similarity	NPC45409
0.5833	Remote Similarity	NPC474619
0.5833	Remote Similarity	NPC125925
0.5824	Remote Similarity	NPC471537
0.5824	Remote Similarity	NPC180725
0.5824	Remote Similarity	NPC470148
0.5824	Remote Similarity	NPC1180
0.5824	Remote Similarity	NPC470149
0.5814	Remote Similarity	NPC329904
0.5814	Remote Similarity	NPC473361
0.5806	Remote Similarity	NPC10080
0.5806	Remote Similarity	NPC123908
0.5806	Remote Similarity	NPC474028
0.5806	Remote Similarity	NPC474439
0.5795	Remote Similarity	NPC107654
0.5795	Remote Similarity	NPC477204
0.5795	Remote Similarity	NPC470686
0.5789	Remote Similarity	NPC281172
0.5789	Remote Similarity	NPC197903
0.5789	Remote Similarity	NPC99395
0.5783	Remote Similarity	NPC98897
0.5778	Remote Similarity	NPC474026
0.5778	Remote Similarity	NPC54996
0.5778	Remote Similarity	NPC473825
0.5773	Remote Similarity	NPC475739
0.5773	Remote Similarity	NPC60765
0.5769	Remote Similarity	NPC150717
0.5765	Remote Similarity	NPC146376
0.5765	Remote Similarity	NPC218477
0.5765	Remote Similarity	NPC125578
0.5765	Remote Similarity	NPC474823
0.5765	Remote Similarity	NPC263382
0.5761	Remote Similarity	NPC470147
0.5761	Remote Similarity	NPC133226
0.575	Remote Similarity	NPC474267
0.575	Remote Similarity	NPC133600
0.5743	Remote Similarity	NPC471698
0.5732	Remote Similarity	NPC179087
0.5732	Remote Similarity	NPC217940
0.5732	Remote Similarity	NPC210303
0.5732	Remote Similarity	NPC44343
0.5732	Remote Similarity	NPC155849
0.573	Remote Similarity	NPC285840
0.573	Remote Similarity	NPC327041
0.5729	Remote Similarity	NPC472009
0.5729	Remote Similarity	NPC61527
0.5714	Remote Similarity	NPC478120
0.5714	Remote Similarity	NPC284447
0.5714	Remote Similarity	NPC248125
0.5714	Remote Similarity	NPC124586
0.5714	Remote Similarity	NPC16119
0.5714	Remote Similarity	NPC280833
0.5701	Remote Similarity	NPC469852
0.5699	Remote Similarity	NPC112868
0.5699	Remote Similarity	NPC474894
0.5698	Remote Similarity	NPC94488
0.5698	Remote Similarity	NPC101622
0.5698	Remote Similarity	NPC151481
0.5686	Remote Similarity	NPC255410
0.5684	Remote Similarity	NPC474359
0.5682	Remote Similarity	NPC16349
0.5682	Remote Similarity	NPC222244
0.5679	Remote Similarity	NPC45097
0.5676	Remote Similarity	NPC234084
0.567	Remote Similarity	NPC472007
0.5667	Remote Similarity	NPC188860
0.5667	Remote Similarity	NPC477202
0.5667	Remote Similarity	NPC469880
0.5663	Remote Similarity	NPC34622
0.5663	Remote Similarity	NPC474400
0.5658	Remote Similarity	NPC191643
0.5657	Remote Similarity	NPC224270
0.5657	Remote Similarity	NPC471569
0.5652	Remote Similarity	NPC139712
0.5652	Remote Similarity	NPC473947
0.5647	Remote Similarity	NPC243272
0.5647	Remote Similarity	NPC203335
0.5638	Remote Similarity	NPC180363
0.5638	Remote Similarity	NPC73310
0.5638	Remote Similarity	NPC94875
0.5638	Remote Similarity	NPC473529
0.5638	Remote Similarity	NPC145914
0.5638	Remote Similarity	NPC11332
0.5638	Remote Similarity	NPC65930
0.5638	Remote Similarity	NPC473712
0.5638	Remote Similarity	NPC131002
0.5638	Remote Similarity	NPC329829
0.5638	Remote Similarity	NPC475159
0.5638	Remote Similarity	NPC473780
0.5632	Remote Similarity	NPC94743
0.5632	Remote Similarity	NPC59558
0.5632	Remote Similarity	NPC476037
0.5632	Remote Similarity	NPC476012
0.5632	Remote Similarity	NPC291062
0.5632	Remote Similarity	NPC4299
0.5631	Remote Similarity	NPC120299
0.5625	Remote Similarity	NPC182383
0.5625	Remote Similarity	NPC474424
0.5625	Remote Similarity	NPC130030
0.5625	Remote Similarity	NPC471494
0.5625	Remote Similarity	NPC77971
0.5619	Remote Similarity	NPC469851
0.5618	Remote Similarity	NPC315843
0.5612	Remote Similarity	NPC26078
0.5612	Remote Similarity	NPC233997
0.5612	Remote Similarity	NPC472008
0.5612	Remote Similarity	NPC473658
0.5612	Remote Similarity	NPC472302
0.5612	Remote Similarity	NPC471956
0.561	Remote Similarity	NPC217537
0.5604	Remote Similarity	NPC68156
0.5604	Remote Similarity	NPC477203
0.5604	Remote Similarity	NPC233071
0.56	Remote Similarity	NPC469410

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC47069 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	120
0.1-0.2	1855
0.2-0.3	4567
0.3-0.4	2216
0.4-0.5	368
0.5-0.6	34
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
0.6322	Remote Similarity	NPD4756	Discovery
0.5783	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD6422	Discontinued
0.5714	Remote Similarity	NPD3704	Approved
0.5714	Remote Similarity	NPD6108	Clinical (unspecified phase)

Structure

CID47069 OpenBabel06191715382D 26 26 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 6.0622 -1.5000 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 3.0000 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 2.0000 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 0.5000 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 6.9282 -1.0000 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 -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 7.7942 -1.5000 0.0000 O 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 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 23 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 17 1 0 0 0 0 14 26 1 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 16 21 2 0 0 0 0 16 26 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	52952638
ChEMBL	CHEMBL1773932
ZINC

Physicochemical Properties

Molecular Weight:	384.20
ALogP:	-1.7129
MLogP:	3
XLogP:	5.49
# Rotatable Bonds:	18
Polar Surface Area:	87.13
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	26

Download Data

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