NPASS Natural Product

Natural Product: NPC319709

Natural Product ID:	NPC319709
Common Name:	N-(2-Hydroxyethyl)Stearamide
IUPAC Name:	N-(2-hydroxyethyl)octadecanamide
Synonyms:	N-(2-Hydroxyethyl)Stearamide; N-Stearoylethanolamide
Molecular Formula:	C20H41NO2
Standard InCHIKey:	OTGQIQQTPXJQRG-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)
Canonical SMILES:	CCCCCCCCCCCCCCCCCC(=NCCO)O
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
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood			PMID[21359215]

Biological Activity

Activity Type	# Activity
GI50	5
Ki	1
Others	13

Activity Type	# Activity
Cell Line	10
Individual Protein	1
Organism	4
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1361	Individual Protein	Cannabinoid CB1 receptor	Rattus norvegicus	Ki	=	217	nM	10072686
NPT193	Organism	Brassica napus	Brassica napus	Activity	=	35.3	%	17382542
NPT1102	Organism	Cucumis sativus	Cucumis sativus	Activity	=	6.2	%	17382542
NPT119	Organism	Triticum aestivum	Triticum aestivum	Activity	=	2.1	%	17382542
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	5.65	%	10.1007/s00044-010-9357-7
NPT2	Others	Unspecified		GI50	=	75.6	ug/ml	25510639
NPT83	Cell Line	MCF7	Homo sapiens	TGI	>	250	ug/ml	25510639
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	TGI	>	250	ug/ml	25510639
NPT401	Cell Line	786-0	Homo sapiens	TGI	>	250	ug/ml	25510639
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	>	250	ug/ml	25510639
NPT2	Others	Unspecified		TGI	>	250	ug/ml	25510639
NPT941	Cell Line	HaCaT	Homo sapiens	TGI	>	250	ug/ml	25510639
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	=	157.7	ug/ml	25510639
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	129.5	ug/ml	25510639
NPT75	Cell Line	U251	Homo sapiens	GI50	=	116.9	ug/ml	25510639
NPT75	Cell Line	U251	Homo sapiens	TGI	>	250	ug/ml	25510639
NPT941	Cell Line	HaCaT	Homo sapiens	LC50	=	117.7	ug/ml	25510639
NPT2	Others	Unspecified		GI50	=	157.7	ug/ml	25510639

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 NPC319709 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	26
0.1-0.2	11127
0.2-0.3	12429
0.3-0.4	5981
0.4-0.5	1006
0.5-0.6	226
0.6-0.7	80
0.7-0.8	9
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC289484
0.8837	High Similarity	NPC241279
0.84	Intermediate Similarity	NPC270041
0.8163	Intermediate Similarity	NPC329181
0.8163	Intermediate Similarity	NPC319110
0.7818	Intermediate Similarity	NPC325550
0.7818	Intermediate Similarity	NPC329003
0.7818	Intermediate Similarity	NPC326524
0.7636	Intermediate Similarity	NPC321030
0.7556	Intermediate Similarity	NPC31557
0.7556	Intermediate Similarity	NPC28394
0.7544	Intermediate Similarity	NPC145627
0.7111	Intermediate Similarity	NPC277333
0.7091	Intermediate Similarity	NPC242930
0.6977	Remote Similarity	NPC181516
0.6977	Remote Similarity	NPC139131
0.6977	Remote Similarity	NPC205141
0.6977	Remote Similarity	NPC12231
0.6977	Remote Similarity	NPC272998
0.6977	Remote Similarity	NPC152759
0.6977	Remote Similarity	NPC291158
0.6977	Remote Similarity	NPC185538
0.6935	Remote Similarity	NPC195165
0.6889	Remote Similarity	NPC474392
0.6889	Remote Similarity	NPC474914
0.6885	Remote Similarity	NPC474402
0.6852	Remote Similarity	NPC123814
0.6852	Remote Similarity	NPC474322
0.6825	Remote Similarity	NPC28348
0.6825	Remote Similarity	NPC474299
0.6825	Remote Similarity	NPC473985
0.6825	Remote Similarity	NPC475808
0.6825	Remote Similarity	NPC474298
0.6744	Remote Similarity	NPC126915
0.6739	Remote Similarity	NPC74352
0.6719	Remote Similarity	NPC103712
0.6719	Remote Similarity	NPC291196
0.6667	Remote Similarity	NPC97967
0.6615	Remote Similarity	NPC477200
0.6604	Remote Similarity	NPC80350
0.6557	Remote Similarity	NPC316674
0.6552	Remote Similarity	NPC472578
0.6545	Remote Similarity	NPC137327
0.6512	Remote Similarity	NPC163556
0.6512	Remote Similarity	NPC112242
0.6512	Remote Similarity	NPC185041
0.6512	Remote Similarity	NPC225783
0.6512	Remote Similarity	NPC147096
0.6512	Remote Similarity	NPC24506
0.6512	Remote Similarity	NPC236797
0.65	Remote Similarity	NPC477644
0.6441	Remote Similarity	NPC476537
0.6441	Remote Similarity	NPC216415
0.6415	Remote Similarity	NPC29222
0.6415	Remote Similarity	NPC121062
0.6415	Remote Similarity	NPC96966
0.6379	Remote Similarity	NPC8979
0.6324	Remote Similarity	NPC288086
0.6316	Remote Similarity	NPC471917
0.625	Remote Similarity	NPC197039
0.625	Remote Similarity	NPC111686
0.6232	Remote Similarity	NPC264417
0.6232	Remote Similarity	NPC217095
0.623	Remote Similarity	NPC130807
0.6222	Remote Similarity	NPC319034
0.6222	Remote Similarity	NPC72324
0.6222	Remote Similarity	NPC66124
0.6222	Remote Similarity	NPC1748
0.6222	Remote Similarity	NPC193062
0.6176	Remote Similarity	NPC43219
0.6154	Remote Similarity	NPC470110
0.6129	Remote Similarity	NPC29468
0.6122	Remote Similarity	NPC471282
0.6122	Remote Similarity	NPC221022
0.6111	Remote Similarity	NPC87359
0.6111	Remote Similarity	NPC180402
0.6102	Remote Similarity	NPC471443
0.6102	Remote Similarity	NPC471605
0.6087	Remote Similarity	NPC86064
0.6066	Remote Similarity	NPC474627
0.6066	Remote Similarity	NPC201338
0.6066	Remote Similarity	NPC328786
0.6066	Remote Similarity	NPC319131
0.6061	Remote Similarity	NPC474812
0.6047	Remote Similarity	NPC279895
0.6029	Remote Similarity	NPC320865
0.6029	Remote Similarity	NPC477643
0.6029	Remote Similarity	NPC477641
0.6029	Remote Similarity	NPC474403
0.6	Remote Similarity	NPC267243
0.6	Remote Similarity	NPC470109
0.6	Remote Similarity	NPC122962
0.6	Remote Similarity	NPC95174
0.6	Remote Similarity	NPC152008
0.5972	Remote Similarity	NPC473984
0.597	Remote Similarity	NPC477642
0.5965	Remote Similarity	NPC473872
0.5965	Remote Similarity	NPC49494
0.5965	Remote Similarity	NPC188341
0.5902	Remote Similarity	NPC325734
0.5893	Remote Similarity	NPC326283
0.5893	Remote Similarity	NPC321394
0.5873	Remote Similarity	NPC17455
0.5849	Remote Similarity	NPC469781
0.5846	Remote Similarity	NPC470108
0.5833	Remote Similarity	NPC316242
0.5789	Remote Similarity	NPC261571
0.5781	Remote Similarity	NPC477106
0.5763	Remote Similarity	NPC471442
0.5763	Remote Similarity	NPC470666
0.5763	Remote Similarity	NPC471423
0.5753	Remote Similarity	NPC478017
0.5753	Remote Similarity	NPC315131
0.5753	Remote Similarity	NPC315535
0.5745	Remote Similarity	NPC474089
0.5745	Remote Similarity	NPC474120
0.5741	Remote Similarity	NPC12438
0.5741	Remote Similarity	NPC30195
0.5735	Remote Similarity	NPC478256
0.5733	Remote Similarity	NPC82799
0.5714	Remote Similarity	NPC150560
0.5714	Remote Similarity	NPC177022
0.5714	Remote Similarity	NPC25237
0.5686	Remote Similarity	NPC160261
0.5686	Remote Similarity	NPC469759
0.566	Remote Similarity	NPC326521
0.5658	Remote Similarity	NPC477730
0.5658	Remote Similarity	NPC474312
0.5645	Remote Similarity	NPC471421
0.5645	Remote Similarity	NPC233364
0.5645	Remote Similarity	NPC254541
0.5636	Remote Similarity	NPC324004
0.5636	Remote Similarity	NPC328497
0.5614	Remote Similarity	NPC224624
0.5606	Remote Similarity	NPC477525
0.5606	Remote Similarity	NPC238646

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC319709 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	42
0.1-0.2	3623
0.2-0.3	4053
0.3-0.4	1044
0.4-0.5	316
0.5-0.6	65
0.6-0.7	16
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD3211	Approved
0.8889	High Similarity	NPD1152	Phase 2
0.6977	Remote Similarity	NPD2272	Approved
0.6977	Remote Similarity	NPD5383	Approved
0.6863	Remote Similarity	NPD379	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD3215	Phase 1
0.6792	Remote Similarity	NPD3214	Discontinued
0.6515	Remote Similarity	NPD3187	Discontinued
0.6508	Remote Similarity	NPD5380	Approved
0.6415	Remote Similarity	NPD4840	Approved
0.6212	Remote Similarity	NPD2704	Phase 3
0.6212	Remote Similarity	NPD2702	Phase 1
0.6111	Remote Similarity	NPD362	Phase 1
0.6071	Remote Similarity	NPD7348	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD1830	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7536	Approved
0.6	Remote Similarity	NPD2263	Discontinued
0.5938	Remote Similarity	NPD1831	Phase 3
0.5893	Remote Similarity	NPD9677	Phase 3
0.5893	Remote Similarity	NPD9678	Approved
0.5821	Remote Similarity	NPD3724	Clinical (unspecified phase)
0.5797	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.5753	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.5753	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD6950	Discontinued
0.5667	Remote Similarity	NPD6706	Discontinued
0.5625	Remote Similarity	NPD4283	Discontinued
0.5614	Remote Similarity	NPD324	Approved

Structure

CID319709 OpenBabel06191716152D 23 22 0 0 0 0 0 0 0 0999 V2000 13.8564 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 6.0622 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 1.7321 1.0000 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 -1.7321 1.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 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 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 1 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 20 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 21 2 3 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	27902
ChEMBL	CHEMBL171447
ZINC

Physicochemical Properties

Molecular Weight:	327.31
ALogP:	-4.9768
MLogP:	3.33
XLogP:	8.207
# Rotatable Bonds:	21
Polar Surface Area:	52.82
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	23

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs