While scouring the depths of compounds based off tryptamines on wikipedia I came across a rather intriguing receptor called the peripheral benzodiazepine receptor/translocator protein, which is believed to be responsible in the steroidogenesis of gabaergic nueactive steroids like allopregnanolone.

The compound FGIN-127



I find this exciting because i believe it could lead to the development of 'laid back' psychedelics(this receptor along with the sigma1 receptor).
I specifically think that the 2 position flourophenyl and the long N,N-dialkyl chains block it from agonizing the usual tryptamine receptors like 5ht1a and 5ht2a. With this in mind, i do feel this TSPO agonism/modulation? would go especially well with 5ht1a agonism. However one runs into the problem of which part(s) of the structure is responsible for the TSPO activity?

Not the same mode of action as the "Z" drugs, PBR(TSPO) =/= CBR.
However on the structure, I do notice a pattern of halobenzenes and amides with other TSPO agonists.
Check it out:
http://en.wikipedia.org/wiki/DAA-1097
http://en.wikipedia.org/wiki/DAA-1106
http://en.wikipedia.org/wiki/FGIN-143

Which makes me wonder if something like 5-bromo-dipropyltryptamide would also be a TSPO agonist(maybe not as strong?), im really hoping there could be a workaround to that damn 2 position.

im with sedit that alkyl group same to be of no value for activity wrt amide for example. also fused system is not essential  ......

halobenzene is present in all agonist and antagonist so it may be essential in some way or may just added to hinder metabolism of the aromatic compounds.

Quite honestly after some more research im on the fence as to the role the chain plays but it will take some more digging for that.

In many substances halogens are inplace as more or less a directing group or region of hydrophobic action in order to align the substate like a lock and key, perhaps thats the use of the floro here in order to align the negative and positive charge so that it goes into the receptor at the angle of attack its ment for.

@Naphyrone
What is your basis as to why this does not show the same mode of action as you imply? A reference would be nice. I honestly feel what we are seeing here is just a steric substitute for a simular drug and my reasons for this belief are obvious. Please convince me otherwise.