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

  

  ADTN

  Check on isomerdesign

  

  (+)-ADTN

  Check on drugmap

  

  2

  

  4-(3-Hydroxy-piperid...

  Check on drugmap

  

  3

  

  Threo-ritalinol meth...

  Check on drugmap

  

  4

  

  SKF-38393

  

  SKF 38393

  

  SKF-38,393

  49.3%

  ---

  5

  

  Ritalinamide

  

  (+/-)-threo-Methylph...

  49.3%

  ---

  6

  

  PMID26815044-Compoun...

  Check on drugmap

  49.3%

  ---

  7

  

  1,2,3,7,12,12a-hexah...

  Check on drugmap

  49.3%

  ---

  8

  

  Norsalsolinol

  49.3%

  ---

  9

  

  Norsalsolinol

  Check on wiki

  49.3%

  ---

  10

  

  4-(4-Isopropyl-morph...

  Check on drugmap

  49.3%

  ---

  11

  

  PMID26815044-Compoun...

  Check on drugmap

  49.3%

  ---

  12

  

  Fenoldopam

  

  Fenoldopam

  

  Fenoldopam

  49.3%

  ---

  13

  

  (+/-)-threo-3',4'-Di...

  Check on drugmap

  49.3%

  ---

  14

  

  NSC-119910

  Check on drugmap

  49.3%

  ---

  15

  

  Resorcinol compound ...

  Check on drugmap

  49.3%

  ---

  16

  

  (RS/SR)-2-[1-(4-chlo...

  Check on drugmap

  49.3%

  ---

  17

  

  (RS/SR)-2-[1-(4-chlo...

  Check on drugmap

  49.2%

  ---

  18

  

  Tetrahydropapaveroli...

  Check on wiki

  49.2%

  ---

  19

  

  Dihydrexidine

  

  Dihydrexidine

  

  Dihydrexidine

  49.2%

  ---

  20

  

  (+)-3,3'-bisdemethyl...

  Check on drugmap

  49.2%

  ---

  21

  

  Higenamine

  49.2%

  ---

  22

  

  JDTic

  Check on wiki

  49.2%

  ---

  23

  

  Ritalinic acid

  

  Ritalinic acid

  49.2%

  ---

  24

  

  4-Morpholin-2-yl-ben...

  Check on drugmap

  49.2%

  ---

  25

  

  Salsolinol

  Check on isomerdesign

  

  1-Methyl-1,2,3,4-tet...

  Check on drugmap

  49.2%

  ---

  26

  

  Threo-3,4-dichlorori...

  Check on drugmap

  49.2%

  ---

  27

  

  Threo-ritalinol hydr...

  Check on drugmap

  49.2%

  ---

  28

  

  (+/-)-threo-3-Fluoro...

  Check on drugmap

  49.2%

  ---

  29

  

  AT-076

  Check on wiki

  49.2%

  ---

  30

  

  Rimiterol

  

  Rimiterol

  

  Rimiterol

  46.2%

  ---

• Similarities computed based on affinities of molecules with selected proteins docking site.
  Similar affinitiesLess addictive similar moleculesLess addictive similar molecules bisAffinities Profile
  • 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

    

    5-Methyl-MIPT

    

    5,N-Dimethyl-N-isopr...

    

    2

    

    5-Nitro-DMT

    

    3

    

    2-Methyl-DET

    

    2-Me-DET

    

    4

    

    5-MeO-AET

    

    5-MeO-AET

    84.5%

    ---

    5

    

    N,N-Me-DOB

    84.5%

    ---

    6

    

    5-Chloro-DMT

    

    5-Chloro-DMT

    84.4%

    ---

    7

    

    pyr-T

    

    Pyr-T

    84.4%

    ---

    8

    

    DET

    

    det

    

    DET

    

    DET

    

    N,N-diethyl-2-(1H-in...

    

    Diethyltryptamine

    84.3%

    ---

    9

    

    MCPT

    84.3%

    ---

    10

    

    5-Fluoro-DET

    

    5-Fluoro-DET

    84.3%

    ---

    11

    

    MTDEA

    84.2%

    ---

    12

    

    Ergoline

    

    Ergoline

    84.2%

    ---

    13

    

    N-Me-4C-T

    84.1%

    ---

    14

    

    5-Fluoro-AET

    

    5-Fluoro-AET

    83.9%

    ---

    15

    

    7-Methyl-5-MeO-DMT

    

    5-Methoxy-7,N,N-trim...

    83.9%

    ---

    16

    

    indapex

    

    2-Methyl-5-MeO-DMT

    

    5-MeO-2-TMT

    83.9%

    ---

    17

    

    6-HO-DET

    83.8%

    ---

    18

    

    MPMI

    

    MPMI (drug)

    83.5%

    ---

    19

    

    5-Fluoro-MET

    

    5-Fluoro-MET

    82.5%

    ---

  • List of compounds which have the most similar docking sites affinities and have also high dopamine receptor interactions. This is thus a proxy to how much this molecule stimulates the dopamine receptors.
    1

    

    F2-MDA

    

    DiFMDA

    

    2

    

    N-Methylmetanephrine

    

    3

    

    DESMETHYL-M

    

    4

    

    Tryptophol

    88.6%

    ---

    5

    

    β,3,4-TMPEA

    88.5%

    ---

    6

    

    N,N-Me-2,5-HMPEA

    88.5%

    ---

    7

    

    2,3-HMeMMPEA

    88.5%

    ---

    8

    

    4C-MAR

    88.5%

    ---

    9

    

    2C-SE

    

    2C-Se

    88.5%

    ---

    10

    

    4F-MAR

    

    4'-Fluoro-4-methylam...

    88.5%

    ---

    11

    

    4-FPO

    88.5%

    ---

    12

    

    BODM

    88.5%

    ---

    13

    

    β,N-Me-2-MPEA

    88.5%

    ---

    14

    

    N-Methylhomoveratryl...

    88.5%

    ---

    15

    

    N-Me-DMPEA-3

    88.4%

    ---

    16

    

    1-(2,6-Dimethoxyphen...

    88.4%

    ---

    17

    

    BO3MM

    88.4%

    ---

    18

    

    1-(3,5-Dimethoxyphen...

    88.4%

    ---

    19

    

    5-Carbamoyl-T

    

    [3H]5-CT

    

    5-Carboxamidotryptam...

    88.4%

    ---

    20

    

    N-Me-3,5-DMPEA

    88.4%

    ---

  • 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

    

    1P-LSD

    

    1p-lsd

    

    1P-LSD

    

    1P-LSD

    

    1P-LSD

    

    2

    

    bzp

    

    BZP

    

    Benzylpiperazine

    

    3

    

    Cinolazepam

    

    cinolazepam

    

    Cinolazepam

    

    Cinolazepam

    

    Cinolazepam

    

    4

    

    2C-T-2

    

    2c-t-2

    

    2C-T-2

    

    2C-T-2

    

    2C-T-2

    39.0%

    ---

    5

    

    MiPLA

    

    MIPLA

    

    Methylisopropyllyser...

    39.0%

    ---

    6

    

    JWH-018

    

    JWH-018

    

    1-Pentyl-3-(1-naphth...

    

    JWH-018

    38.9%

    ---

    7

    

    Salvinorin A

    

    Salvinorin A

    

    Salvinorin A

    

    Salvinorin A

    

    Salvinorin A

    38.9%

    ---

    8

    

    PARGY-LAD

    

    PARGY-LAD

    

    PARGY-LAD

    38.9%

    ---

    9

    

    Sufentanil

    

    sufentanil

    

    Sufentanil

    

    Sufentanil

    

    Sufentanil

    

    Sufentanil

    

    Sufentanil

    38.7%

    ---

    10

    

    3-FA

    

    3-fa

    

    3-FA

    

    3-FA

    

    3-Fluoroamphetamine

    38.6%

    ---

    11

    

    4-AcO-DMT

    

    4-aco-dmt

    

    4-AcO-DMT

    

    4-AcO-DMT

    

    O-Acetylpsilocin

    38.6%

    ---

    12

    

    25B-NBOH

    

    25b-nboh

    

    25B-NBOH

    

    25B-NBOH

    

    25B-NBOH

    38.6%

    ---

    13

    

    THJ-2201

    

    THJ-2201

    

    THJ-2201

    38.6%

    ---

    14

    

    PCP

    

    pcp

    

    PCP

    

    Phencyclidine

    

    PCP

    

    Phencyclidine

    

    Phencyclidine

    38.6%

    ---

    15

    

    JWH-073

    

    JWH-073

    

    1-Butyl-3-(1-naphtho...

    

    JWH-073

    38.6%

    ---

    16

    

    Risperidone

    

    Risperidone

    

    Risperidone

    

    Risperidone

    

    Risperidone

    38.6%

    ---

    17

    

    5F-AKB48

    

    5f-akb48

    

    5F-APINACA

    

    5F-AKB48

    

    5F-APINACA

    38.6%

    ---

    18

    

    THC-O

    

    Δ9-THC acetate

    

    THC-O-acetate

    38.6%

    ---

    19

    

    Salvinorin B methoxy...

    

    Methoxymethyl salvin...

    

    Salvinorin B methoxy...

    

    Salvinorin B methoxy...

    38.6%

    ---

    20

    

    THJ-018

    

    THJ-018

    

    THJ-018

    38.6%

    ---

    21

    

    brotizolam

    

    Brotizolam

    

    Brotizolam

    38.5%

    ---

    22

    

    LSZ

    

    lsz

    

    LA-RR-Az

    

    LA-cis-AZ

    

    LSZ

    

    LSZ

    

    Lysergic acid 2,4-di...

    38.5%

    ---

    23

    

    ethketamine

    

    Ethketamine

    

    N-Ethylnorketamine

    38.4%

    ---

    24

    

    ALD-52

    

    ald-52

    

    1-Acetyl-LSD

    

    ALD-52

    

    ALD-52

    38.3%

    ---

    25

    

    2-Aminoindane

    

    2-ai

    

    2-AI

    

    2-Aminoindane

    38.0%

    ---

    26

    

    rolicyclidine

    

    PCPy

    

    Rolicyclidine

    

    Rolicyclidine

    

    Rolicyclidine

    38.0%

    ---

    27

    

    Benzydamine

    

    benzydamine

    

    Benzydamine

    

    Benzydamine

    

    Benzydamine

    

    Benzydamine

    37.9%

    ---

    28

    

    Naloxone

    

    3,14-Dihydroxy-17-(p...

    

    Naloxone

    

    Naloxone

    

    Naloxone

    37.7%

    ---

    29

    

    Diphenidine

    

    diphenidine

    

    Diphenidine

    

    Diphénidine

    

    Diphenidine

    37.7%

    ---

    30

    

    3-Me-PCP

    

    3-Me-PCP

    

    3-Methyl-PCP

    36.9%

    ---

  • 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

  Hydroxylation of aromatic carbon para to halide group

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2E1, CYP3A4

  Aromatic hydroxylation of fused benzene ring

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP3A4

  Hydroxylation of terminal methyl

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4

  Terminal desaturation

  Product:

  InChI=1S/C11H10ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2C9, CYP2D6, CYP3A4

  Hydroxylation of aromatic carbon ortho to halide group

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4

  Hydroxylation of aromatic carbon ortho to halide group

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4
  Reactions that metabolism produce from this molecule

  Hydroxylation of aromatic carbon para to halide group

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2E1, CYP3A4

  Aromatic hydroxylation of fused benzene ring

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP3A4

  Hydroxylation of terminal methyl

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4

  Terminal desaturation

  Product:

  InChI=1S/C11H10ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2C9, CYP2D6, CYP3A4

  Hydroxylation of aromatic carbon ortho to halide group

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4

  Hydroxylation of aromatic carbon ortho to halide group

  Product:

  InChI=1S/C11H12ClFN2...

  Enzymes: CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, CYP3A4