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I Like to Draw Pictures of Random Molecules

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C1=CC=C2CC(N(C)CC(C)C(=O)N(CC)CC)CC3=CNC1=C23

asfasdfafasdfsaowoejriowjrowejrowewow
such molecule
oiawoeirjlkwlekrjlkllkmlkma.mlwkemlkwmr.,malkmslkdmflkmwerill make you smiles
aowjojoijojoijoijijiiejrojvery chemical

ajjwfused rings bling bling
aiweojrowjrojlaklaldkfoijooijoijjiojoijlkmalamaze

aoiwoejrojweorjwomuch structure
 
Here's one for everyone. I got the inspiration from the BOX series and phenmetrazine. The first one is BOB with the beta-methoxy lengthened by one carbon and bonded to the amine nitrogen to form a kind of 2C-B-phenmetrazine. The second one came from an observation that 2C-B took on a significantly different 3D structure than my analogue did. By cyclizing the 2-methoxy onto the position that is analogous to the alpha-carbon in PEAs, I ended up with a compound that is almost a perfect 3D overlay with 2C-B. I would be VERY interested in trying either of these out. I have a hunch that either or both may be active, and interesting...

4d4bd5d3-7120-4111-a8a4-a938ff22aaec.png
 
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Interesting about that last one because DFLYs methyl from methoxys are fixed to the other side of the ring so that the carbon sits kind of above the C2-C3 bond, but in yours it's the other side (C1-C2). Don't know if it's comparable though because of DFLYs aromatic rings
 
MrPorter said:
Interesting about that last one because DFLYs methyl from methoxys are fixed to the other side of the ring so that the carbon sits kind of above the C2-C3 bond, but in yours it's the other side (C1-C2). Don't know if it's comparable though because of DFLYs aromatic rings
Click to expand...

The chromanamines are interesting, but I wouldn't expect them to be potent psychedelics. Jimscaline and TCB-2 (and Br-DFLY) seem to more closely represent the optimal spatial relationship between the nitrogen and the methoxys. In chromanamines the nitrogen is too close to the oxygen -- in TCB-2 the ring closure pushes the N away from the ring and increases potency, whereas the chroman brings the N closer.

However, they could still be active SERT ligands. There's some similarity to e.g. MDAT.
 
atara said:
The chromanamines are interesting, but I wouldn't expect them to be potent psychedelics. Jimscaline and TCB-2 (and Br-DFLY) seem to more closely represent the optimal spatial relationship between the nitrogen and the methoxys. In chromanamines the nitrogen is too close to the oxygen -- in TCB-2 the ring closure pushes the N away from the ring and increases potency, whereas the chroman brings the N closer.

However, they could still be active SERT ligands. There's some similarity to e.g. MDAT.
Click to expand...

I noticed this as well, that the conformation changes significantly in the chromamines. However, when I combined the chromamine and morpholine structure, I ended up with a conformation extremely close to the 2C-Xs, even more of a match than when I modeled the BOX series and compared them to various 2Cs. I am not implying that they will be equipotent to the unsaturated FLYs or the beta-cyclized PEA analogues, but I think there may be potential there for something interesting. Then again, you could very well be absolutely correct. Predicting the 3D conformations of novel compounds in silico, even using something like Chem3D is incredibly inexact! You did bring up an excellent point about the tetralins and related compounds though. I will do some comparison to their conformation and see what comes up.
 
atara said:
C1=CC=C2CC(N(C)CC(C)C(=O)N(CC)CC)CC3=CNC1=C23

asfasdfafasdfsaowoejriowjrowejrowewow
such molecule
oiawoeirjlkwlekrjlkllkmlkma.mlwkemlkwmr.,malkmslkdmflkmwerill make you smiles
aowjojoijojoijoijijiiejrojvery chemical

ajjwfused rings bling bling
aiweojrowjrojlaklaldkfoijooijoijjiojoijlkmalamaze

aoiwoejrojweorjwomuch structure
Click to expand...

i lol'd seriously hard when i got to "fused rings bling bling" :D
 
MrKhazar said:
71pp8z.jpg


Man, to hell with 5-MeO-aMT amino acid! I don't know if you've tried 5-MeO-aET, but this is what its L-amino acid counterpart looks like. The thing is, the addition of an ethyl group on the alpha-carbon might turn this molecule into a competitive inhibitor of AADC, or it might simply nullify its potential to act as a substrate altogether. If it does act as a pro-drug to 5-MeO-aET, the sky's the limit. I've already compiled the amino acid versions of mescaline, 2C-B, 2C-E, 2C-T-2 and 2C-T-7, so this one might be added to my ever-growing collection of pro-drugs. Honestly, if none of these pro-drugs work in vitro or in vivo, I wouldn't bat an eye. Instead, I'll just focus on N-hydroxylated analogues of our favourite chemicals.
Click to expand...

My understanding is that the only way to produce a prodrug is if the molecule is simply cleaved off into the active chemical. Correct?
 
SwampFox56 said:
My understanding is that the only way to produce a prodrug is if the molecule is simply cleaved off into the active chemical. Correct?
Click to expand...

Not necessarily. 1,4-butanediol is a prodrug to GHB through dehydrogenation and hydroxylation. Similarly, primidone is metabolized into phenobarbital through dehydrogenation and hydroxylation. In regards to the post about 5-meo-aet amino acid, there's some info on using a-methyltryptophan as a prodrug for a-methylserotonin, so the concept is definitely a good one! However, I don't know how the 5-methoxy group would affect metabolism. Could it inhibit tryptophan hydroxylase (which wouldn't be fun)?

Also, here is death on a stick:

0l4YTM4.png
 
Don't know if it's already been posted, just wanted to test out the chemdraw I just installed

343hx6s.png


isopropyl version of eph

21e3myp.png


mdai like version of 6-apb

this chem draw stuff is fun
 
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the eph or apb?

also:



sulfur analogues of mdma





allyl versions of 2c-p and 2c-e along with their sulfur analogues
 
The allyl stuff shouldn't be too bad imo, the sulfur analogues... who knows could be anything from inactive to dangerous.
 
in particular imo you should lose the methyl from the nitrogens on those

i think n-alkylated MDMA analogues is barking up the wrong tree. hard to top that one.
 
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