From the taking jokes too seriously department…
Havidol is a fake drug campaign by Justine Cooper that’s on display in NY at the Daneyal Mahmood gallery (warning, slow loading, natively embedded video). It seems like a pretty well-done faux-drug site, and the gist seems to be mocking the idea that “lifestyle drugs” are becoming more and more ubiquitous.
I could go on about on the social aspects of this kind of drug and this kind of commentary, but that’s not what I’m aiming for. (Besides, plenty of people are on that; even Reuters covered it.) I write about structures. What’s the problem with Havidol? They’re more than a little off on their chemistry.
From the “prescribing information” (PDF):
HAVIDOL® (avafynetyme HCl), an oral or anal treatment for dysphoric social attention consumption deficit anxiety disorder, is a selective inhibitor of cyclic guanosine monophosphate (cGMP)-specific phosphodiesterase type 5 (PDE5).
avafynetyme HCl has the empirical formula C22H19N3O4 representing a molecular weight of 389.41. The
structural formula is:
(subtitles mine, structure recreated manually from PDF)
The chemical designation is pyrazino[1?,2?:1,6]pyrido[3,4-b]indole-1,4-dione,6-(1,3-benzodioxol-5-yl)-
The given structure has empirical (more appropriately, molecular) formula C21H18O2. No nitrogens, not a hydrochloride salt, certainly posessing miserable solubility, and PDE5 isn’t probably the target you’re after for “DSACDAD.” The molecular weight is 302.37, not 389.41. The nomenclature also doesn’t match; the true nomenclature for the structure illustrated in the PDF is given in the graphic above.
The IUPAC-type nomenclature given looks like an obfuscated version of that of Cialis. A molecular formula of C22H19N3O4 and molecular weight of 389.41 match as well. Here is Cialis, along with its (correct) nomenclature:
I know it’s a joke, I get the point, and I know that a tiny fraction of people noticed or cared. However, artists: consider consulting a chemist before you do a parody that relies on chemistry.