NPASS Natural Product

Natural Product: NPC42477

Natural Product ID:	NPC42477
Common Name:	1-[(2E,4E,8Z)-Tetradecatrienoyl]Piperidine
IUPAC Name:	(2E,4E,8Z)-1-piperidin-1-yltetradeca-2,4,8-trien-1-one
Synonyms:
Molecular Formula:	C19H31NO
Standard InCHIKey:	DHGGORSOUREXQR-INAOPUJYSA-N
Standard InCHI:	InChI=1S/C19H31NO/c1-2-3-4-5-6-7-8-9-10-11-13-16-19(21)20-17-14-12-15-18-20/h6-7,10-11,13,16H,2-5,8-9,12,14-15,17-18H2,1H3/b7-6-,11-10+,16-13+
Canonical SMILES:	CCCCC/C=CCC/C=C/C=C/C(=O)N1CCCCC1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO26712	Cladrastis kentukea	Species	Fabaceae	Eukaryota	UNPD*
NPO15166	Cephalotaxus hainanensis	Species	Taxaceae	Eukaryota	UNPD*
NPO13320	Glycosmis puberula	Species	Rutaceae	Eukaryota	UNPD*
NPO10210	Artabotrys uncinatus	Species	Annonaceae	Eukaryota	UNPD*
NPO9734	Vincetoxicum hirundinaria	Species	Apocynaceae	Eukaryota	UNPD*
NPO12121	Streptomyces naraensis	Species	Streptomycetaceae	Bacteria	UNPD*
NPO7042	Myrica arborea	Species	Myricaceae	Eukaryota	UNPD*
NPO11151	Arnebia decumbens	Species	Boraginaceae	Eukaryota	UNPD*
NPO5469	Pseudoxandra sclerocarpa	Species	Annonaceae	Eukaryota	UNPD*
NPO15066	Iridaea membranacea	Species	Gigartinaceae	Eukaryota	UNPD*
NPO3974	Ferula gummosa	Species	Apiaceae	Eukaryota	UNPD*
NPO6367	Cortinarius viola	Species	Cortinariaceae	Eukaryota	UNPD*
NPO4503	Bryonopsis laciniosa	NA	NA	NA	UNPD*
NPO4699	Dracaena ombet	Species	Asparagaceae	Eukaryota	UNPD*
NPO20070	Crinum stuhlmannii	Species	Amaryllidaceae	Eukaryota	UNPD*
NPO8392	Iryanthera polyneura	Species	Myristicaceae	Eukaryota	UNPD*
NPO1027	Scrophularia leucoclada	Species	Scrophulariaceae	Eukaryota	UNPD*
NPO14191	Berkheya rhapontica	Species	Asteraceae	Eukaryota	UNPD*
NPO22084	Stypandra imbricata	Species	Asphodelaceae	Eukaryota	UNPD*
NPO12993	Polypodium vulgare	Species	Polypodiaceae	Eukaryota	UNPD*
NPO4518.1	Saccharothrix mutabilis subsp. capreolus	Subspecies	Pseudonocardiaceae	Bacteria	UNPD*
NPO19872	Achillea magnifica	Species	Asteraceae	Eukaryota	UNPD*
NPO15548	Sinularia leptoclados	Species	Alcyoniidae	Eukaryota	UNPD*
NPO12539	Lissoclinum japonicum	Species	Didemnidae	Eukaryota	UNPD*
NPO12347	Pseudomonas syringae	Species	Pseudomonadaceae	Bacteria	UNPD*
NPO13549	Otanthus maritimus	Species	Asteraceae	Eukaryota	UNPD*
NPO11505	Nigella aristata	Species	Ranunculaceae	Eukaryota	UNPD*
NPO14864	Clerodendrum cyrtophyllum	Species	Lamiaceae	Eukaryota	UNPD*
NPO9338	Polygala aureocauda	Species	Polygalaceae	Eukaryota	UNPD*
NPO14989	Acanthothamnus aphyllus	Species	Celastraceae	Eukaryota	UNPD*
NPO11683	Crotalaria mitchellii	Species	Fabaceae	Eukaryota	UNPD*

Biological Activity

Activity Type	# Activity
Ki	4
Others	2

Activity Type	# Activity
Individual Protein	4
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Ratio Ki	=	0.51		24095014
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	=	3800	nM	24095014
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ki	=	7400	nM	24095014
NPT2	Others	Unspecified		Ratio Ki	=	5		24095014
NPT1169	Individual Protein	Cannabinoid CB2 receptor	Mus musculus	Ki	=	160	nM	24095014
NPT1170	Individual Protein	Cannabinoid CB1 receptor	Mus musculus	Ki	=	800	nM	24095014

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 NPC42477 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	40
0.1-0.2	2833
0.2-0.3	20796
0.3-0.4	6057
0.4-0.5	963
0.5-0.6	157
0.6-0.7	33
0.7-0.8	6
0.8-0.85	0
0.85-0.9	3
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9492	High Similarity	NPC206660
0.8814	High Similarity	NPC133923
0.8644	High Similarity	NPC385
0.8525	High Similarity	NPC252684
0.7857	Intermediate Similarity	NPC34672
0.75	Intermediate Similarity	NPC214125
0.75	Intermediate Similarity	NPC320667
0.7361	Intermediate Similarity	NPC63284
0.7333	Intermediate Similarity	NPC209232
0.7246	Intermediate Similarity	NPC96272
0.697	Remote Similarity	NPC470738
0.6933	Remote Similarity	NPC86452
0.6933	Remote Similarity	NPC244256
0.6753	Remote Similarity	NPC120699
0.6753	Remote Similarity	NPC132858
0.6753	Remote Similarity	NPC77890
0.6753	Remote Similarity	NPC127430
0.6753	Remote Similarity	NPC267203
0.675	Remote Similarity	NPC234822
0.675	Remote Similarity	NPC61321
0.675	Remote Similarity	NPC78058
0.675	Remote Similarity	NPC143344
0.675	Remote Similarity	NPC135639
0.6618	Remote Similarity	NPC477461
0.6618	Remote Similarity	NPC477459
0.6582	Remote Similarity	NPC226982
0.6582	Remote Similarity	NPC277341
0.6543	Remote Similarity	NPC475975
0.6533	Remote Similarity	NPC470994
0.6528	Remote Similarity	NPC23721
0.6506	Remote Similarity	NPC305602
0.6506	Remote Similarity	NPC17497
0.6341	Remote Similarity	NPC207048
0.6329	Remote Similarity	NPC471768
0.6282	Remote Similarity	NPC308050
0.6164	Remote Similarity	NPC76869
0.6164	Remote Similarity	NPC477460
0.6133	Remote Similarity	NPC97614
0.6104	Remote Similarity	NPC470992
0.6104	Remote Similarity	NPC470993
0.6076	Remote Similarity	NPC25513
0.6026	Remote Similarity	NPC281154
0.6	Remote Similarity	NPC28529
0.5974	Remote Similarity	NPC26932
0.5972	Remote Similarity	NPC476559
0.5897	Remote Similarity	NPC473588
0.5897	Remote Similarity	NPC78562
0.5843	Remote Similarity	NPC145707
0.5833	Remote Similarity	NPC208936
0.5814	Remote Similarity	NPC157479
0.5806	Remote Similarity	NPC120203
0.5789	Remote Similarity	NPC90782
0.5778	Remote Similarity	NPC473661
0.5769	Remote Similarity	NPC326126
0.5714	Remote Similarity	NPC474974
0.5714	Remote Similarity	NPC231129
0.5698	Remote Similarity	NPC147513
0.5634	Remote Similarity	NPC82919

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC42477 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	61
0.1-0.2	556
0.2-0.3	5116
0.3-0.4	2906
0.4-0.5	502
0.5-0.6	17
0.6-0.7	3
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
0.6753	Remote Similarity	NPD529	Approved
0.6053	Remote Similarity	NPD816	Approved
0.6053	Remote Similarity	NPD815	Approved

Structure

CID42477 OpenBabel06191715372D 21 21 0 0 0 0 0 0 0 0999 V2000 -7.7942 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -1.5000 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 -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 -0.0000 0.0000 N 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 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 19 21 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11173777
ChEMBL	CHEMBL2442643
ZINC

Physicochemical Properties

Molecular Weight:	289.24
ALogP:	-0.2248
MLogP:	3.33
XLogP:	6.157
# Rotatable Bonds:	11
Polar Surface Area:	20.31
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	21

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