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

  

  Phenylthiourea

  Check on pubchem

  

  PHENYLTHIOUREA

  Check on drugmap

  

  2

  

  2-methoxy-1-naphthal...

  Check on drugmap

  

  3

  

  BDBM50363780

  Check on drugmap

  

  4

  

  o-Tolylthiourea

  Check on pubchem

  49.3%

  ---

  5

  

  1-(1-(pyrazin-2-yl)e...

  Check on drugmap

  49.3%

  ---

  6

  

  LY063518

  Check on drugmap

  49.3%

  ---

  7

  

  Bis(3-Fluorophenyl)-...

  Check on drugmap

  49.3%

  ---

  8

  

  5-(4-bromophenyl)-2-...

  Check on drugmap

  49.3%

  ---

  9

  

  PV-1019

  Check on drugmap

  49.2%

  ---

  10

  

  [2-Phenylacetophenon...

  Check on drugmap

  49.2%

  ---

  11

  

  1-(1-(thiophen-2-yl)...

  Check on drugmap

  49.2%

  ---

  12

  

  1-(1,4-diacetylpheny...

  Check on drugmap

  49.2%

  ---

  13

  

  1-(1,3-diphenylpropy...

  Check on drugmap

  49.2%

  ---

  14

  

  1-(phenyl(p-tolyl)me...

  Check on drugmap

  49.2%

  ---

  15

  

  3',4'-dichloroacetop...

  Check on drugmap

  49.2%

  ---

  16

  

  1-(1-(3-nitrophenyl)...

  Check on drugmap

  49.1%

  ---

  17

  

  Bis(3-bromophenyl)(5...

  Check on drugmap

  49.1%

  ---

  18

  

  (3-Bromobenzoylpyrid...

  Check on drugmap

  49.1%

  ---

  19

  

  Bis(3-bromophenyl)(4...

  Check on drugmap

  49.1%

  ---

  20

  

  KGP94

  Check on drugmap

  49.1%

  ---

  21

  

  1-(bis(3-bromophenyl...

  Check on drugmap

  49.1%

  ---

  22

  

  1-(1-(pyridin-3-yl)e...

  Check on drugmap

  49.1%

  ---

  23

  

  SRI-224

  Check on drugmap

  49.1%

  ---

  24

  

  [(3-Bromophenyl)-p-t...

  Check on drugmap

  49.1%

  ---

  25

  

  [(3-Bromophenyl)-m-t...

  Check on drugmap

  49.1%

  ---

  26

  

  1-(1-(4-fluorophenyl...

  Check on drugmap

  49.1%

  ---

  27

  

  1-(1-phenylethyliden...

  Check on drugmap

  49.1%

  ---

  28

  

  1-(1-p-tolylethylide...

  Check on drugmap

  49.1%

  ---

  29

  

  1-(1-(4-bromophenyl)...

  Check on drugmap

  48.9%

  ---

  30

  

  3'-bromopropiophenon...

  Check on drugmap

  0.0%

  ---

• 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

    

    coronaridine

    

    Coronaridine

    

    CORONARIDINE

    

    Coronaridine

    

    2

    

    RTI-240

    

    3

    

    Desmethylnitrazolam

    

    4

    

    6-Br-APB

    

    6-Br-APB

    84.7%

    ---

    5

    

    prazepam

    

    Prazepam

    

    Prazepam

    

    Prazepam

    84.6%

    ---

    6

    

    SKF-82958

    

    SKF-82,958

    84.5%

    ---

    7

    

    RTI-117

    84.5%

    ---

    8

    

    Ro-22-8515

    84.5%

    ---

    9

    

    Desmethylmoramide

    

    Desmethylmoramide

    84.4%

    ---

    10

    

    Dosulepine

    

    Dosulepin

    

    Dosulepin

    84.4%

    ---

    11

    

    N-Benzylfentanyl

    

    Benzylfentanyl

    84.4%

    ---

    12

    

    O-4210

    

    O-4210

    84.3%

    ---

    13

    

    Alimemazine

    

    Trimeprazine

    

    Trimeprazine

    

    Alimemazine

    84.3%

    ---

    14

    

    Maprotiline

    

    Maprotiline

    

    Maprotiline

    84.3%

    ---

    15

    

    WF-23

    

    2β-Propanoyl-3β-(2-n...

    84.3%

    ---

    16

    

    RTI-114

    84.1%

    ---

    17

    

    Dextromethorphan

    

    dxm

    

    DXM

    

    Levomethorphan

    

    Racemethorphan

    

    Dextromethorphan

    

    Dextrométhorphane

    

    Dextromethorphan

    

    Methorphan

    

    Levomethorphan

    

    Dextromethorphan

    83.8%

    ---

    18

    

    LY-2183240

    

    LY-2183240

    83.6%

    ---

    19

    

    RTI-183

    83.5%

    ---

  • 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

    

    4-TM

    

    3

    

    3-MeO-MA

    

    3-Methoxymethampheta...

    

    4

    

    6-Fluoro-AMT

    

    6-Fluoro-AMT

    88.6%

    ---

    5

    

    5-Carbamoyl-T

    

    [3H]5-CT

    

    5-Carboxamidotryptam...

    88.6%

    ---

    6

    

    4-FPO

    88.6%

    ---

    7

    

    β,3,4-TMPEA

    88.6%

    ---

    8

    

    N-Methylmetanephrine

    88.6%

    ---

    9

    

    1-(2,6-Dimethoxyphen...

    88.6%

    ---

    10

    

    2C-TMA-5

    88.6%

    ---

    11

    

    mpa

    

    2-MeO-MA

    

    Methoxyphenamine

    

    Methoxyphenamine

    88.6%

    ---

    12

    

    MM-GEA

    88.6%

    ---

    13

    

    N-Methylhomoveratryl...

    88.6%

    ---

    14

    

    2,3-HMeMMPEA

    88.6%

    ---

    15

    

    1-(3,5-Dimethoxyphen...

    88.6%

    ---

    16

    

    BO3MM

    88.5%

    ---

    17

    

    N-Me-3,5-DMPEA

    88.5%

    ---

    18

    

    Tryptophol

    88.5%

    ---

    19

    

    IM

    

    Isomescaline

    88.5%

    ---

    20

    

    β,N-Me-2-MPEA

    88.5%

    ---

  • 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

    

    25B-NBOH

    

    25b-nboh

    

    25B-NBOH

    

    25B-NBOH

    

    25B-NBOH

    

    2

    

    5F-PB-22

    

    5f-pb-22

    

    5F-PB-22

    

    5F-PB-22

    

    5F-PB-22

    

    3

    

    methoxypiperamide

    

    Methoxypiperamide

    

    Methoxypiperamide

    

    4

    

    aleph

    

    ALEPH

    

    Aleph (psychedelic)

    38.1%

    ---

    5

    

    ethketamine

    

    Ethketamine

    

    N-Ethylnorketamine

    38.1%

    ---

    6

    

    1P-LSD

    

    1p-lsd

    

    1P-LSD

    

    1P-LSD

    

    1P-LSD

    38.0%

    ---

    7

    

    brotizolam

    

    Brotizolam

    

    Brotizolam

    37.9%

    ---

    8

    

    1cP-MiPLA

    

    1cP-MIPLA

    37.8%

    ---

    9

    

    Sufentanil

    

    sufentanil

    

    Sufentanil

    

    Sufentanil

    

    Sufentanil

    

    Sufentanil

    

    Sufentanil

    37.7%

    ---

    10

    

    Salvinorin A

    

    Salvinorin A

    

    Salvinorin A

    

    Salvinorin A

    

    Salvinorin A

    37.7%

    ---

    11

    

    PCP

    

    pcp

    

    PCP

    

    Phencyclidine

    

    PCP

    

    Phencyclidine

    

    Phencyclidine

    37.6%

    ---

    12

    

    JWH-018

    

    JWH-018

    

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

    

    JWH-018

    37.6%

    ---

    13

    

    THJ-2201

    

    THJ-2201

    

    THJ-2201

    37.5%

    ---

    14

    

    diclofensine

    

    Diclofensine

    

    Diclofensine

    37.4%

    ---

    15

    

    THJ-018

    

    THJ-018

    

    THJ-018

    37.4%

    ---

    16

    

    Risperidone

    

    Risperidone

    

    Risperidone

    

    Risperidone

    

    Risperidone

    37.4%

    ---

    17

    

    JWH-073

    

    JWH-073

    

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

    

    JWH-073

    37.4%

    ---

    18

    

    5F-AKB48

    

    5f-akb48

    

    5F-APINACA

    

    5F-AKB48

    

    5F-APINACA

    37.4%

    ---

    19

    

    Salvinorin B methoxy...

    

    Methoxymethyl salvin...

    

    Salvinorin B methoxy...

    

    Salvinorin B methoxy...

    37.4%

    ---

    20

    

    THC-O

    

    Δ9-THC acetate

    

    THC-O-acetate

    37.4%

    ---

    21

    

    4-AcO-DMT

    

    4-aco-dmt

    

    4-AcO-DMT

    

    4-AcO-DMT

    

    O-Acetylpsilocin

    37.4%

    ---

    22

    

    2-Aminoindane

    

    2-ai

    

    2-AI

    

    2-Aminoindane

    37.2%

    ---

    23

    

    ALD-52

    

    ald-52

    

    1-Acetyl-LSD

    

    ALD-52

    

    ALD-52

    36.6%

    ---

    24

    

    3-Me-PCP

    

    3-Me-PCP

    

    3-Methyl-PCP

    36.3%

    ---

    25

    

    4-fpp

    

    pFPP

    

    Para-Fluorophenylpip...

    36.2%

    ---

    26

    

    Acetylfentanyl

    

    acetylfentanyl

    

    Acetylfentanyl

    

    Acétylfentanyl

    

    Acetylfentanyl

    36.0%

    ---

    27

    

    Benzydamine

    

    benzydamine

    

    Benzydamine

    

    Benzydamine

    

    Benzydamine

    

    Benzydamine

    35.2%

    ---

    28

    

    rolicyclidine

    

    PCPy

    

    Rolicyclidine

    

    Rolicyclidine

    

    Rolicyclidine

    35.2%

    ---

    29

    

    Diphenidine

    

    diphenidine

    

    Diphenidine

    

    Diphénidine

    

    Diphenidine

    35.0%

    ---

    30

    

    Naloxone

    

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

    

    Naloxone

    

    Naloxone

    

    Naloxone

    35.0%

    ---

  • 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

  O-Hydroxylation of monosubstituted benzene

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2C19, CYP3A4

  N-Oxidation of alicyclic tertiary amine

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2C8, CYP2C19, CYP2D6, CYP3A4

  Hydroxylation of benzene on carbon para to electron donating group

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

  Hydroxylation of heteroalicyclic secondary carbon

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2A6, CYP2C9, CYP2D6, CYP3A4

  Hydroxylation of heteroalicyclic secondary carbon

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2

  Hydroxylation of terminal methyl

  Product:

  Metabolite: InChI=1S/C21H27...

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

  Formation of imminium ion from N-substituted piperidine

  Product:

  InChI=1S/C21H26N/c1-...

  Enzymes: CYP2C19, CYP3A4
  Reactions that metabolism produce from this molecule

  O-Hydroxylation of monosubstituted benzene

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2C19, CYP3A4

  N-Oxidation of alicyclic tertiary amine

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2C8, CYP2C19, CYP2D6, CYP3A4

  Hydroxylation of benzene on carbon para to electron donating group

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

  Hydroxylation of heteroalicyclic secondary carbon

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2, CYP2A6, CYP2C9, CYP2D6, CYP3A4

  Hydroxylation of heteroalicyclic secondary carbon

  Product:

  InChI=1S/C21H27NO/c1...

  Enzymes: CYP1A2

  Hydroxylation of terminal methyl

  Product:

  Metabolite: InChI=1S/C21H27...

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

  Formation of imminium ion from N-substituted piperidine

  Product:

  InChI=1S/C21H26N/c1-...

  Enzymes: CYP2C19, CYP3A4