5F-NNE1

{{Short description|Chemical compound}}

{{Drugbox

| IUPAC_name = 1-(5-Fluoropentyl)-N-(naphthalen-1-yl)-1H-indole-3-carboxamide

| image = 5F-NNE1_structure.png

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| legal_CA = Schedule II

| legal_DE = NpSG

| legal_UK = Class B

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| CAS_number = 1445580-60-8

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| PubChem = 118796566

| ChemSpiderID = 29341632

| smiles = FCCCCCn1cc(c2c1cccc2)C(=O)Nc1cccc2c1cccc2

| StdInChI = 1S/C24H23FN2O/c25-15-6-1-7-16-27-17-21(20-12-4-5-14-23(20)27)24(28)26-22-13-8-10-18-9-2-3-11-19(18)22/h2-5,8-14,17H,1,6-7,15-16H2,(H,26,28)

| StdInChIKey = DJKVOBZLMBHFKX-UHFFFAOYSA-N

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 3T22QDP4D9

| C=24 | H=23 | F=1 | N=2 | O=1

}}

5F-NNE1 (also known as 5F-NNEI and 5F-MN-24) is an indole-based synthetic cannabinoid that is presumed to be a potent agonist of the CB₁ receptor and has been sold online as a designer drug.{{cite web | url=http://forendex.southernforensic.org/index.php/detail/index/1237 | title=5F-NNEI | publisher=Southern Association of Forensic Scientists | access-date=24 July 2015 | archive-url=https://web.archive.org/web/20150527205851/http://forendex.southernforensic.org/index.php/detail/index/1237 | archive-date=27 May 2015 | url-status=dead | df=dmy-all }}{{cite journal | vauthors = Wohlfarth A, Castaneto MS, Zhu M, Pang S, Scheidweiler KB, Kronstrand R, Huestis MA | title = Pentylindole/Pentylindazole Synthetic Cannabinoids and Their 5-Fluoro Analogs Produce Different Primary Metabolites: Metabolite Profiling for AB-PINACA and 5F-AB-PINACA | journal = The AAPS Journal | volume = 17 | issue = 3 | pages = 660–77 | date = May 2015 | pmid = 25721194 | pmc = 4406957 | doi = 10.1208/s12248-015-9721-0 }} Given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, it is suspected that metabolic hydrolysis of the amide group of 5F-NNE1 may release 1-naphthylamine, a known carcinogen.