NPASS Natural Product

Natural Product: NPC53596

Natural Product ID:	NPC53596
Common Name:	N-(3-Methoxybenzyl)Oleamide
IUPAC Name:	(Z)-N-[(3-methoxyphenyl)methyl]octadec-9-enamide
Synonyms:
Molecular Formula:	C26H43NO2
Standard InCHIKey:	ZMKZIKHBSPDWEF-KHPPLWFESA-N
Standard InCHI:	InChI=1S/C26H43NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-26(28)27-23-24-19-18-20-25(22-24)29-2/h10-11,18-20,22H,3-9,12-17,21,23H2,1-2H3,(H,27,28)/b11-10-
Canonical SMILES:	CCCCCCCC/C=CCCCCCCCC(=NCc1cccc(c1)OC)O
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
NPO18988	Lepidium meyenii	Species	Brassicaceae	Eukaryota				PMID[23891163]

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Biological Activity

Activity Type	# Activity
IC50	2
Others	2

Activity Type	# Activity
Individual Protein	4

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1418	Individual Protein	Anandamide amidohydrolase	Homo sapiens	Inhibition	=	46.8	%	22027951
NPT1418	Individual Protein	Anandamide amidohydrolase	Homo sapiens	IC50	=	11100	nM	PubChem BioAssay data set
NPT1418	Individual Protein	Anandamide amidohydrolase	Homo sapiens	IC50	=	11000	nM	PubChem BioAssay data set
NPT1418	Individual Protein	Anandamide amidohydrolase	Homo sapiens	Inhibition	=	78.4	%	DrugMatrix in vitro pharmacology data

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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 NPC53596 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	104
0.1-0.2	845
0.2-0.3	3433
0.3-0.4	9241
0.4-0.5	3846
0.5-0.6	9433
0.6-0.7	3550
0.7-0.8	398
0.8-0.85	23
0.85-0.9	10
0.9-0.95	0
0.95-1	6

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Similarity Score	Similarity Level	Natural Product ID
0.7302	Intermediate Similarity	NPC22610
0.7304	Intermediate Similarity	NPC3358
0.7304	Intermediate Similarity	NPC306884
0.7304	Intermediate Similarity	NPC162314
0.7304	Intermediate Similarity	NPC147284

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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 NPC53596 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	112
0.1-0.2	574
0.2-0.3	960
0.3-0.4	1571
0.4-0.5	2510
0.5-0.6	2183
0.6-0.7	1037
0.7-0.8	196
0.8-0.85	14
0.85-0.9	4
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7016	Intermediate Similarity	NPD290	Approved
0.7023	Intermediate Similarity	NPD4093	Discontinued
0.7025	Intermediate Similarity	NPD7493	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD7131	Phase 3
0.7029	Intermediate Similarity	NPD5111	Phase 2

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Structure

NPC53596 OpenBabel07101719252D 29 29 0 0 0 0 0 0 0 0999 V2000 -1.7321 15.0000 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 -2.5981 15.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 14.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 13.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 7.5000 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 0.8660 1.5000 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 0.5000 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 -0.8660 0.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 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 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 29 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 1 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 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 21 26 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 23 27 1 0 0 0 0 25 29 1 0 0 0 0 26 27 2 3 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	73346080
ChEMBL	CHEMBL2415105
ZINC

Physicochemical Properties

Molecular Weight:	401.33
ALogP:	-2.4489
MLogP:	3.99
XLogP:	10.231
# Rotatable Bonds:	21
Polar Surface Area:	41.82
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	29

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