Compounds.

Similarities

The following is a set of comparisons to understand the properties of this compound. This is still higly experimental and is still under active development. Please refer to our series of blog posts to fully understand our approach and its limitations. This information is for informational purposes only and should not be construed as medical advice.

Most structurally similar compounds. The percentage is a measure of how structurally similar those molecules are, which is often strongly correlated with their effects.

1

5-Methoxy-1-phenyl-1...

Check on drugmap

2

3-Amino-9-ethylcarba...

Check on pubchem

3

1-Phenyl-1H-benzoimi...

Check on drugmap

4

Mardepodect

PF-02545920

49.0%

5

NSC-677939

Check on drugmap

49.0%

6

9-[5-(beta-Carboline...

Check on drugmap

49.0%

7

Mebroqualone

mebroqualone

Mebroqualone

Mebroqualone

49.0%

8

IM-094882

Check on drugmap

49.0%

9

NSC-86715

Check on drugmap

49.0%

10

Ephinazone

49.0%

11

RTB101

Check on drugmap

RTB101

Check on drugmap

49.0%

12

1-Phenyl-1H-benzoimi...

Check on drugmap

49.0%

13

3-Phenanthren-9-yl-p...

Check on drugmap

49.0%

14

Mecloqualone

Mecloqualone

49.0%

15

ANTAQ

Check on drugmap

49.0%

16

N-Phenyl-5-phenylimi...

Check on drugmap

49.0%

17

1-benzyl-1H-pyrrolo[...

Check on drugmap

49.0%

18

4-Methylquinoline

Check on pubchem

49.0%

19

ROSETTACIN

Check on drugmap

49.0%

20

JWH-070

49.0%

21

4-(4-chlorobenzyl)-2...

Check on drugmap

49.0%

22

2-Phenyl-2H-pyrazolo...

Check on drugmap

49.0%

23

(1-Benzyl-1H-indol-5...

Check on drugmap

49.0%

24

N-(1-Methyl-1H-indol...

Check on drugmap

49.0%

25

(1-Benzyl-1H-indazol...

Check on drugmap

49.0%

26

4-benzyl-2-methylpht...

Check on drugmap

49.0%

27

RS-14491

Check on drugmap

49.0%

28

6-bromo-1-methyl-3-(...

Check on drugmap

49.0%

29

9-Ethyl-beta-carboli...

Check on drugmap

48.8%

30

9-Methyl-β-carboline

Check on isomerdesign

9-Methyl-β-carboline

Check on wiki

46.2%
Similarities computed based on affinities of molecules with selected proteins docking site.
- List of compounds which have the most similar docking sites affinities. The percentage is a measure of how similar the binding affinities of the molecules are, which should be a proxy to how similarly they interact with the brain.
  
  1
  
  THA
  
  2
  
  N-Me-2,5-DMeA
  
  3
  
  4-HO-MA
  
  Pholedrine
  
  4
  
  N-Methylmetanephrine
  
  84.2%
  
  5
  
  4-NH2-MA
  
  84.2%
  
  6
  
  2,5-DMeA
  
  84.2%
  
  7
  
  N-Me-3,5-DMPEA
  
  84.2%
  
  8
  
  β,3,4-TMPEA
  
  84.1%
  
  9
  
  β,3,4-HO-N-Et-PEA
  
  84.0%
  
  10
  
  2-(Thiophen-2-yl)-3-...
  
  84.0%
  
  11
  
  3,4-HHMA
  
  84.0%
  
  12
  
  Serotonin
  
  [3H]5-HT
  
  84.0%
  
  13
  
  4,5-HO-2-AA
  
  83.9%
  
  14
  
  2,5-DES-Me-DOM
  
  83.8%
  
  15
  
  3-Hydroxy-4-methylam...
  
  83.8%
  
  16
  
  2,4,5-Trihydroxyamph...
  
  2,4,5-Trihydroxyamph...
  
  83.8%
  
  17
  
  6-(2-Aminopropyl)-2H...
  
  83.7%
  
  18
  
  β-Me-GEA
  
  83.3%
  
  19
  
  3,4-DESMETHYL
  
  82.9%
- List of compounds which have the most similar docking sites affinities and have also high dopamine receptor interactions, but now using addictive data predicted by a Machine Learning model. In practive this one is slightly more reliable than the other approach. This is thus a proxy to how much this molecule stimulates the dopamine receptors.
  
  1
  
  Methoxphenidine
  
  methoxphenidine
  
  MXP
  
  Méthoxphénidine
  
  Methoxphenidine
  
  2
  
  25B-NBOH
  
  25b-nboh
  
  25B-NBOH
  
  25B-NBOH
  
  25B-NBOH
  
  3
  
  4-FA
  
  4-fa
  
  4-FA
  
  4-FA
  
  4-Fluoroamphetamine
  
  4
  
  Oxycodone
  
  oxycodone
  
  Oxycodone
  
  14-Hydroxy-3-methoxy...
  
  Oxycodone
  
  Oxycodone
  
  Oxycodone
  
  Oxycodone
  
  39.2%
  
  5
  
  Prochlorperazine
  
  Prochlorperazine
  
  Prochlorperazine
  
  Prochlorperazine
  
  Prochlorperazine
  
  39.2%
  
  6
  
  Iso-LSD
  
  LSD
  
  lsd
  
  LSD
  
  l-LSD
  
  d-iso-LSD
  
  l-iso-LSD
  
  Lysergide
  
  LSD
  
  LYSERGIC ACID DIETHY...
  
  LSD
  
  39.2%
  
  7
  
  4-MeO-PCP
  
  4-meo-pcp
  
  4-MeO-PCP
  
  4-MeO-PCP
  
  4-MeO-PCP
  
  39.1%
  
  8
  
  brotizolam
  
  Brotizolam
  
  Brotizolam
  
  39.1%
  
  9
  
  3-FA
  
  3-fa
  
  3-FA
  
  3-FA
  
  3-Fluoroamphetamine
  
  39.0%
  
  10
  
  Cyclobenzaprine
  
  cyclobenzaprine
  
  Cyclobenzaprine
  
  Cyclobenzaprine
  
  Cyclobenzaprine
  
  Cyclobenzaprine
  
  39.0%
  
  11
  
  Hydrocodone
  
  hydrocodone
  
  3-Methoxy-17-methyl-...
  
  Hydrocodone
  
  Hydrocodone
  
  Hydrocodone
  
  Hydrocodone
  
  39.0%
  
  12
  
  tolibut
  
  Tolibut
  
  Tolibut
  
  39.0%
  
  13
  
  4-cmc
  
  4-CMC
  
  4-CMC
  
  4-Chloromethcathinon...
  
  38.9%
  
  14
  
  ALD-52
  
  ald-52
  
  1-Acetyl-LSD
  
  ALD-52
  
  ALD-52
  
  38.9%
  
  15
  
  Cinolazepam
  
  cinolazepam
  
  Cinolazepam
  
  Cinolazepam
  
  Cinolazepam
  
  38.9%
  
  16
  
  Ibogaine
  
  Tabernanthe iboga (b...
  
  ibogaine
  
  Ibogaine
  
  Epiibogaine
  
  Ibogaine
  
  Ibogaine
  
  Ibogaine
  
  Ibogaine
  
  38.9%
  
  17
  
  Zolpidem
  
  zolpidem
  
  Zolpidem
  
  Zolpidem
  
  Zolpidem
  
  38.8%
  
  18
  
  Haloperidol
  
  Haloperidol
  
  Haloperidol
  
  Haloperidol
  
  Haloperidol
  
  38.8%
  
  19
  
  Heroin
  
  heroin
  
  Heroin
  
  Heroin
  
  Héroïne
  
  Heroin diacetylmorph...
  
  Heroin
  
  38.8%
  
  20
  
  Methiopropamine
  
  Methiopropamine
  
  Méthiopropamine
  
  Methiopropamine
  
  38.7%
  
  21
  
  bzp
  
  BZP
  
  Benzylpiperazine
  
  38.6%
  
  22
  
  ethketamine
  
  Ethketamine
  
  N-Ethylnorketamine
  
  38.6%
  
  23
  
  MiPLA
  
  MIPLA
  
  Methylisopropyllyser...
  
  38.5%
  
  24
  
  PCP
  
  pcp
  
  PCP
  
  Phencyclidine
  
  PCP
  
  Phencyclidine
  
  Phencyclidine
  
  38.3%
  
  25
  
  Alpha-GPC
  
  Choline alfoscerate
  
  Glycerophosphorylcho...
  
  38.3%
  
  26
  
  Fentanyl
  
  fentanyl
  
  Fentanyl
  
  Fentanyl
  
  Fentanyl
  
  Fentanyl
  
  Fentanyl
  
  38.2%
  
  27
  
  PARGY-LAD
  
  PARGY-LAD
  
  PARGY-LAD
  
  38.0%
  
  28
  
  LSZ
  
  lsz
  
  LA-RR-Az
  
  LA-cis-AZ
  
  LSZ
  
  LSZ
  
  Lysergic acid 2,4-di...
  
  37.9%
  
  29
  
  2-Aminoindane
  
  2-ai
  
  2-AI
  
  2-Aminoindane
  
  36.9%
  
  30
  
  3-Me-PCP
  
  3-Me-PCP
  
  3-Methyl-PCP
  
  36.5%
- Binding affinities with a list of 34 predefined docking sites. Those affinities are used to compute the interactions similarities.
  
  AF-A5X5Y0
  
  AF-O95264
  
  AF-P08588
  
  AF-P08908
  
  AF-P13945
  
  AF-P18089
  
  AF-P21728
  
  AF-P21918
  
  AF-P25100
  
  AF-P28221
  
  AF-P28566
  
  AF-P46098
  
  AF-Q9Y2T6
  
  P08913_6KUX
  
  P14416_6CM4
  
  P18825_6KUW
  
  P21917_5WIU
  
  P28222_4IAR
  
  P28223_6WGT
  
  P28335_6BQH
  
  P35462_3PBL
  
  P41595_4IB4
Interaction of this molecule with metabolism ?

Reactions that metabolize this molecule

Aromatic OH-glucuronidation

Product:

InChI=1S/C16H23NO10/...

Enzymes: EC 2.4.1.17

Aromatic OH-glucuronidation

Product:

InChI=1S/C16H23NO10/...

Enzymes: EC 2.4.1.17

Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring

Product:

InChI=1S/C10H15NO5/c...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

O-Dealkylation

Product:

InChI=1S/C9H13NO4/c1...

Enzymes: CYP1A2, CYP2A6, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4

O-Dealkylation of dialkylether

Product:

Metabolite: InChI=1S/C9H13N...

Enzymes: CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP3A4

3'-Dehydroxylation of substituted benzene

Product:

InChI=1S/C10H15NO3/c...

Enzymes: Unspecified bacterial dehydroxylase

4'-Dehydroxylation of substituted benzene

Product:

InChI=1S/C10H15NO3/c...

Enzymes: Unspecified bacterial dehydroxylase

Reactions that metabolism produce from this molecule

Aromatic OH-glucuronidation

Product:

InChI=1S/C16H23NO10/...

Enzymes: EC 2.4.1.17

Aromatic OH-glucuronidation

Product:

InChI=1S/C16H23NO10/...

Enzymes: EC 2.4.1.17

Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring

Product:

InChI=1S/C10H15NO5/c...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

O-Dealkylation

Product:

InChI=1S/C9H13NO4/c1...

Enzymes: CYP1A2, CYP2A6, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4

O-Dealkylation of dialkylether

Product:

Metabolite: InChI=1S/C9H13N...

Enzymes: CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP3A4

3'-Dehydroxylation of substituted benzene

Product:

InChI=1S/C10H15NO3/c...

Enzymes: Unspecified bacterial dehydroxylase

4'-Dehydroxylation of substituted benzene

Product:

InChI=1S/C10H15NO3/c...

Enzymes: Unspecified bacterial dehydroxylase

β-M-3,4-DESMETHYL

Similarities

5-Methoxy-1-phenyl-1...

3-Amino-9-ethylcarba...

1-Phenyl-1H-benzoimi...

Mardepodect

PF-02545920

NSC-677939

9-[5-(beta-Carboline...

Mebroqualone

mebroqualone

Mebroqualone

Mebroqualone

IM-094882

NSC-86715

Ephinazone

RTB101

RTB101

1-Phenyl-1H-benzoimi...

3-Phenanthren-9-yl-p...

Mecloqualone

Mecloqualone

ANTAQ

N-Phenyl-5-phenylimi...

1-benzyl-1H-pyrrolo[...

4-Methylquinoline

ROSETTACIN

JWH-070

4-(4-chlorobenzyl)-2...

2-Phenyl-2H-pyrazolo...

(1-Benzyl-1H-indol-5...

N-(1-Methyl-1H-indol...

(1-Benzyl-1H-indazol...

4-benzyl-2-methylpht...

RS-14491

6-bromo-1-methyl-3-(...

9-Ethyl-beta-carboli...

9-Methyl-β-carboline

9-Methyl-β-carboline

THA

N-Me-2,5-DMeA

4-HO-MA

Pholedrine

N-Methylmetanephrine

4-NH2-MA

2,5-DMeA

N-Me-3,5-DMPEA

β,3,4-TMPEA

β,3,4-HO-N-Et-PEA

2-(Thiophen-2-yl)-3-...

3,4-HHMA

Serotonin

[3H]5-HT

4,5-HO-2-AA

2,5-DES-Me-DOM

3-Hydroxy-4-methylam...

2,4,5-Trihydroxyamph...

2,4,5-Trihydroxyamph...

6-(2-Aminopropyl)-2H...

β-Me-GEA

3,4-DESMETHYL

Methoxphenidine

methoxphenidine

MXP

Méthoxphénidine

Methoxphenidine

25B-NBOH

25b-nboh

25B-NBOH

25B-NBOH

25B-NBOH

4-FA

4-fa

4-FA

4-FA

4-Fluoroamphetamine

Oxycodone

oxycodone

Oxycodone

14-Hydroxy-3-methoxy...