It was interesting to see that molecules with the same elements and the same number of carbon atoms often came in clusters of famous medicines or chemicals. For example, there is the group starting with vitamin B3 and ending with lysine and the group from morphine to atropine. The gaps were interesting too. Certainly, many of them would get filled in if I did more research. The most intriguing gaps were the ones between vitamin K and ivermectin and the one between oxytocin and vitamin B12.
For molecules that have the same elements, there is no reason for there to be forbidden numbers of carbon atoms. Most chemical databases are listed in the form of functional groups like alcohols, ketones, amino acids, etc. However, there are insights to be had from organizing formulas as I have. It's possible that some of the gaps cannot be filled because the compound in question either doesn't exist in nature or can't be synthesized. In the list below, X stands for any other element besides C, H, N, and O.
If you have info on how to fill in this list, please leave a comment or email me at:
harty.thomas@gmail.com
CH, CN, CHX, CNX
hydrogen cyanide HCN
methane CH₄
phosgene COCl₂
freon CCl₂F₂
teflon (C2F2)n
PVC (C2H3Cl)n
propane C₃H₈
butane C₄H₁₀
histamine C₅H₉N₃
benzene C₆H₆
dichlorobenzene C₆H₄Cl₂
heptane C7H16
styrene C₈H₈
hydralazine C₈H₈N₄
amphetamine C₉H₁₃N
tear gas C10H5ClN2
C11
C12
C13
DDT C₁₄H₉Cl₅
C15
C16
C17
midazolam C₁₈H₁₃ClFN₃
Prussian blue C₁₈Fe₇N₁₈
C19 to C21
clotrimazole C₂₂H₁₇ClN₂
chlorhexidine C₂₂H₃₀Cl₂N₁₀
CHO, CHOX
methanol CH₃OH
formic acid CH₂O₂
ethanol C₂H₆O
acetone C₃H₆O
propylene glycol C₃H₈O₂
ethyl ether C₄H₁₀O
sarin C₄H₁₀FO₂P
MTBE C₅H₁₂O
vitamin C C₆H₈O₆
vitamin B8 C₆H₁₂O₆
isoamyl acetate C₇H₁₄O₂
vanillin C₈H₈O₃
aspirin C₉H₈O₄
polyester (C10H8O4)n
C11
C12
ibuprofen C₁₃H₁₈O₂
C14
C15
C16
aflatoxin C17H12O6
estrogen C₁₈H₂₄O₂
testosterone C₁₉H₂₈O₂
vitamin A C₂₀H₃₀O
prostacyclin C₂₀H₃₂O₅
permethrin C21H20Cl2O3
prednisone C₂₁H₂₆O₅
aldosterone C₂₁H₂₈O₅
prednisolone C₂₁H₂₈O₅
progesterone C₂₁H₃₀O₂
cortisol C₂₁H₃₀O₅
C22 to C27
vitamin D C₂₈H₄₄O
vitamin E C₂₉H₅₀O₂
C30
vitamin K C₃₁H₄₆O₂
C32 to C47
ivermectin C48H74O14
CHNO
urea CO(NH₂)₂
glycine C₂H₅NO₂
polyacrylamide (C₃H₅NO)n
GABA C₄H₉NO₂
threonine C₄H₉NO₃
glutamic acid C₅H₉NO₄
valine C₅H₁₁NO₂
vitamin B3 C₆H₅NO₂
hystidine C₆H₉N₃O₂
nylon (C6H11NO)n
isoleucine C₆H₁₃NO₂
metronidazole C₆H₉N₃O₃
leucine C₆H₁₃NO₂
lysine C₆H₁₄N₂O₂
acetylcholine C₇H₁₆NO₂
acetaminophen C₈H₉NO₂
caffeine C₈H₁₀N₄O₂
dopamine C₈H₁₁NO₂
vitamin B6 C₈H₁₁NO₃
norepinephine C₈H₁₁NO₃
aciclovir C₈H₁₁N₅O₃
ribavirin C₈H₁₂N₄O₅
phenylalanine C₉H₁₁NO₂
epinephrine C₉H₁₃NO₃
vitamin B5 C₉H₁₇NO₅
auxin C₁₀H₉NO₂
seratonin C₁₀H₁₂N₂O
ethambutol C₁₀H₂₄N₂O₂
tryptophan C₁₁H₁₂N₂O₂
tetrodotoxin C₁₁H₁₇N₃O₈
choline [(CH₃)₃NCH₂CH₂OH]+
phenobarbital C₁₂H₁₂N₂O₃
melatonin C₁₃H₁₆N₂O₂
lidocaine C₁₄H₂₂N₂O
C15
C16
morphine C₁₇H₁₉NO₃
scopolamine C₁₇H₂₁NO₄
vitamin B2 C₁₇H₂₀N₄O₆
cocaine C₁₇H₂₁NO₄
atropine C17H23NO3
odansetron C18H19N3O
codeine C₁₈H₂₁NO₃
bisoprolol C₁₈H₃₁NO₄
vitamin B9 C₁₉H₁₉N₇O₆
naloxone C₁₉H₂₁NO₄
quinine C₂₀H₂₄N₂O₂
LSD C₂₀H₂₅N₃O
heroin C₂₁H₂₃NO₅
streptomycin C₂₁H₃₉N₇O₁₂
doxycycline C₂₂H₂₄N₂O₈
fentanyl C₂₂H₂₈N₂O
C23 to C26
verapramil C₂₇H₃₈N₂O₄
azithromycin C₃₈H₇₂N₂O₁₂
C39
C40
digoxin C₄₁H₆₄O₁₄
CHNOX
C1
keratin C2H2BrClO2
glyphosate C₃H₈NO₅P
C4
tioguanine C₅H₅N₅S
methionine C₅H₁₁NO₂S
C6 to C9
cladribine C10H12ClN5O3
vitamin B7 C₁₀H₁₆N₂O₃S
chloramphenicol C₁₁H₁₂Cl₂N₂O₅
VX C₁₁H₂₆NO₂PS
albendazole C₁₂H₁₅N₃O₂S
vitamin B1 C₁₂H₁₇N₄OS+
ketamine C13H16ClNO
metoclopramide C₁₄H₂₂ClN₃O₂
triiodothyrinine C₁₅H₁₂I₃NO₄
diazepam C₁₆H₁₃ClN₂O
penicillin C₁₆H₁₈N₂O₄S
ampicillin C₁₆H₁₉N₃O₄S
amoxicillin C₁₆H₁₉N₃O₅S
mefloquine C17H16F6N2O
fluoxetine C₁₇H₁₈F₃NO
ciprofloxacin C₁₇H₁₈FN₃O₃
C18 to C21
clotrimazole C₂₂H₁₇ClN₂
sildenafil C22H30N6O4S
ritanovir C₃₇H₄₈N₆O₅S₂
C38 to C42
oxytocin C₄₃H₆₆N₁₂O₁₂S₂
C44 to C62
vitamin B12 C₆₃H₈₈CoN₁₄O₁₄P
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