Compounds.

depiction of RXQCGGRTAILOIN-UHFFFAOYSA-N.svg

Mephentermine

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Mephentermine

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Mephentermine

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Mephentermine

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Data

InChI: InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3

Synonyms: BDBM81455,N,.alpha.,.alpha.-Trimethylbenzeneethanamine,CAS-1212-72-2,KBioSS_002091,KBio3_002140, Mephentermine [INN:BAN],GTPL7222, Mephenterminum [INN-Latin],N,2-dimethyl-1-phenylpropan-2-amine;N,2-dimethyl-1-phenylpropan-2-amine,Mepheteiecloral,DB01365,BSPBio_000652,Prestwick2_000726,CHEMBL1201234,Mefentermina,Mephetedrine, Mephenterdrinum, N-Methyl-omega-phenyl-t-butylamine,N-Methylphentermine,Mephentermine (INN),MEPHENTERMINE [VANDF],2-Methylamino-2-methyl-1-phenylpropane,Prestwick0_000726,HSDB 2172,BRD-K18194590-065-05-6,MEPHENTERMINE [INN],Prestwick1_000726, N-Methylphentermine,N,2-dimethyl-1-phenyl-propan-2-amine,BPBio1_000718, N,alpha,alpha-Trimethylbenzeneethanamine,Spectrum_001611,NCGC00016570-03,N,alpha,alpha-Trimethylbenzeneethanamine,omega-Phenyl-tert-butyl-methylamine,Spectrum4_000188,Benzeneethanamine, N,.alpha.,.alpha.-trimethyl-,Mephenterdrine,Spectrum3_001220,Mefentermin,BRN 1363850,Prestwick3_000726,NCGC00016570-02, 2-Methylamino-2-methyl-1-phenylpropane,Vialin,TEZ91L71V4, N,alpha,alpha-Trimethylphenethylamine, 2-Methyl-2-methylamino-1-phenylpropane,KBioGR_000735,DTXSID4023256,CAS_3677,methyl(2-methyl-1-phenylpropan-2-yl)amine,Mefentermina [INN-Spanish],Phenethylamine, N,alpha,alpha-trimethyl-,UNII-TEZ91L71V4,MEPHENTERMINE [WHO-DD],ZINC8132748,C07889,WY-585,SBI-0051802.P002, Mephentermine Sulfate (2:1),Mephentermine,.omega.-Phenyl-tert-butyl-methylamine,Spectrum2_000474, Mefentermina [INN-Spanish], Wyfentermina,N-Methyl-omega-phenyl-t-butylamine,Wyfentermina,SPBio_000608,KBio1_000229, N,2-dimethyl-1-phenylpropan-2-amine, Mefentermin,N-Methyl-omega-phenyl-tert-butylamine,Mephentermine sulfate,N-Methyl-phentermine,AB00053662, Mephenterdrine, Wyamine,N,alpha,alpha-Trimethylphenethylamine,Mephenterdrinum,Wyamine, Mephentermine (INN),Mephentermine [INN:BAN],2-Methyl-2-methylamino-1-phenylpropane, Mephenterminum,N,.alpha.,.alpha.-Trimethyl-.beta.-phenethylamine,AB00053662_08,Mefenterdrin,N-Methyl-.omega.-phenyl-t-butylamine,N,2-Dimethyl-1-phenyl-2-propanamine #,N,2-dimethyl-1-phenylpropan-2-amine,D08180,Benzeneethanamine, N,alpha,alpha-trimethyl-, Mephetedrine,MEPHENTERMINE [MI],SCHEMBL121178,100M925,DivK1c_000229,Mephenterminum [INN-Latin],IDI1_000229,Mephenterminum,100-92-5,BSPBio_002640, WY-585,NSC_3677,KBio2_002091,Mephenterdrin, Vialin,CHEBI:6755,(1,1-dimethyl-2-phenylethyl)methylamine,Mephentermine sodium,AKOS006281398, N-Methyl-omega-phenyl-tert-butylamine,Phenethylamine, N,.alpha.,.alpha.-trimethyl-,EINECS 202-901-6,Mephine,N,.alpha.,.alpha.-Trimethylphenethylamine, Mephine,Q6817800,N,α,α-MePEA, Mefentermina, Omega-Phenyl-tert-butyl-methylamine,SPBio_002591,N-Methyl-.omega.-phenyl-tert-butylamine,MEPHENTERMINE [HSDB],Fentermin (Salt/Mix),NINDS_000229,KBio2_004659,NCGC00016570-01,MEPHENTERMINE,KBio2_007227,Spectrum5_001008

Estimated data

Solubility: -1.36 (log(S) in mol/L prediction using SolTranNet)

Blood Brain Barrier Permeability: Yes (prediction using frontiersin.org)

Addictivity Prediction: 63.0% (prediction based on www.mdpi.com)

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

2C-T-14

2

Buscaline

Buscaline

3

3-TASB

4

3-TSB

49.1%

5

2C-O-19

49.1%

6

2-Fluoroescaline

49.1%

7

3-TME

49.0%

8

2C-T-2

2c-t-2

2C-T-2

2C-T-2

2C-T-2

49.0%

9

2C-BU

49.0%

10

3,6,2-2C-T-7

49.0%

11

2,4,3-2C-T-7

49.0%

12

3,4,2-2C-T-7

49.0%

13

2C-EF

2C-EF

49.0%

14

2C-T-13

2C-T-13

49.0%

15

2,3,4-2C-T-7

49.0%

16

3,5,2-2C-T-7

49.0%

17

TP

Thioproscaline

49.0%

18

2,3,6-2C-T-7

49.0%

19

2,6,3-2C-T-7

49.0%

20

ψ-2C-T-7

49.0%

21

2,3,5-2C-T-7

49.0%

22

3,4,5-2C-T-7

48.9%

23

4,6,2-2C-T-7

48.9%

24

2C-T-7

2c-t-7

2C-T-7

2,5-Dimethoxy-4-prop...

2C-T-7

2C-T-7

48.9%

25

4,5,2-2C-T-7

48.9%

26

TB

Thiobuscaline

48.9%

27

2C-T-19

2C-T-19

48.9%

28

2C-T-21

2c-t-21

2C-T-21

2C-T-21

48.7%

29

2C-T-28

2C-T-28

48.3%

30

2C-T-30

0.0%
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
  
  TMePEA-2
  
  2
  
  Pentorex
  
  Pentorex
  
  3
  
  homo-β,N-MePEA
  
  4
  
  3-MeO-MA
  
  3-Methoxymethampheta...
  
  82.7%
  
  5
  
  4-Anilinopiperidine
  
  82.7%
  
  6
  
  mpa
  
  2-MeO-MA
  
  Methoxyphenamine
  
  Methoxyphenamine
  
  82.4%
  
  7
  
  Etafedrine
  
  Etafedrine
  
  82.4%
  
  8
  
  3-fmc
  
  3-FMC
  
  3-Fluoromethcathinon...
  
  82.4%
  
  9
  
  Tolazoline
  
  Tolazoline
  
  Tolazoline
  
  82.4%
  
  10
  
  g-130
  
  G-130
  
  G-130
  
  82.4%
  
  11
  
  4-Me-MA
  
  Mephedrine
  
  82.4%
  
  12
  
  5-Methylthiopropamin...
  
  82.3%
  
  13
  
  3′-F-4-MAR
  
  82.2%
  
  14
  
  NNDMA
  
  Dimethylamphetamine
  
  82.2%
  
  15
  
  3-FMA
  
  3-fma
  
  3-FMA
  
  3-FMA
  
  3-Fluoromethamphetam...
  
  82.1%
  
  16
  
  4F-MAR
  
  4'-Fluoro-4-methylam...
  
  82.1%
  
  17
  
  phentermine
  
  Phentermine
  
  Phentermine
  
  Phentermine
  
  Phentermine
  
  81.8%
  
  18
  
  3-Me-MA
  
  Metaphedrine
  
  81.5%
  
  19
  
  1-Chloro-N-methyl-1-...
  
  80.9%
- 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
  
  2Me3Ph glycidate
- 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
  
  1cP-MiPLA
  
  1cP-MIPLA
  
  2
  
  ethketamine
  
  Ethketamine
  
  N-Ethylnorketamine
  
  3
  
  Pregabalin
  
  pregabalin
  
  Pregabalin
  
  Pregabalin
  
  Prégabaline
  
  Pregabalin
  
  Pregabalin
  
  4
  
  Alpha-GPC
  
  Choline alfoscerate
  
  Glycerophosphorylcho...
  
  39.2%
  
  5
  
  25B-NBOH
  
  25b-nboh
  
  25B-NBOH
  
  25B-NBOH
  
  25B-NBOH
  
  39.2%
  
  6
  
  MiPLA
  
  MIPLA
  
  Methylisopropyllyser...
  
  39.2%
  
  7
  
  Sufentanil
  
  sufentanil
  
  Sufentanil
  
  Sufentanil
  
  Sufentanil
  
  Sufentanil
  
  Sufentanil
  
  39.1%
  
  8
  
  1P-LSD
  
  1p-lsd
  
  1P-LSD
  
  1P-LSD
  
  1P-LSD
  
  39.1%
  
  9
  
  4-fea
  
  4-FEA
  
  39.0%
  
  10
  
  4-FA
  
  4-fa
  
  4-FA
  
  4-FA
  
  4-Fluoroamphetamine
  
  38.9%
  
  11
  
  JWH-018
  
  JWH-018
  
  1-Pentyl-3-(1-naphth...
  
  JWH-018
  
  38.9%
  
  12
  
  2-FA
  
  2-fa
  
  2-FA
  
  2-FA
  
  2-Fluoroamphetamine
  
  38.9%
  
  13
  
  Salvinorin A
  
  Salvinorin A
  
  Salvinorin A
  
  Salvinorin A
  
  Salvinorin A
  
  38.8%
  
  14
  
  brotizolam
  
  Brotizolam
  
  Brotizolam
  
  38.8%
  
  15
  
  5F-AKB48
  
  5f-akb48
  
  5F-APINACA
  
  5F-AKB48
  
  5F-APINACA
  
  38.7%
  
  16
  
  THC-O
  
  Δ9-THC acetate
  
  THC-O-acetate
  
  38.7%
  
  17
  
  Salvinorin B methoxy...
  
  Methoxymethyl salvin...
  
  Salvinorin B methoxy...
  
  Salvinorin B methoxy...
  
  38.7%
  
  18
  
  THJ-018
  
  THJ-018
  
  THJ-018
  
  38.7%
  
  19
  
  JWH-073
  
  JWH-073
  
  1-Butyl-3-(1-naphtho...
  
  JWH-073
  
  38.7%
  
  20
  
  Risperidone
  
  Risperidone
  
  Risperidone
  
  Risperidone
  
  Risperidone
  
  38.7%
  
  21
  
  2C-T-2
  
  2c-t-2
  
  2C-T-2
  
  2C-T-2
  
  2C-T-2
  
  38.7%
  
  22
  
  4-AcO-DMT
  
  4-aco-dmt
  
  4-AcO-DMT
  
  4-AcO-DMT
  
  O-Acetylpsilocin
  
  38.7%
  
  23
  
  THJ-2201
  
  THJ-2201
  
  THJ-2201
  
  38.7%
  
  24
  
  Benzydamine
  
  benzydamine
  
  Benzydamine
  
  Benzydamine
  
  Benzydamine
  
  Benzydamine
  
  37.4%
  
  25
  
  2-Aminoindane
  
  2-ai
  
  2-AI
  
  2-Aminoindane
  
  37.4%
  
  26
  
  rolicyclidine
  
  PCPy
  
  Rolicyclidine
  
  Rolicyclidine
  
  Rolicyclidine
  
  37.4%
  
  27
  
  ALD-52
  
  ald-52
  
  1-Acetyl-LSD
  
  ALD-52
  
  ALD-52
  
  37.3%
  
  28
  
  Diphenidine
  
  diphenidine
  
  Diphenidine
  
  Diphénidine
  
  Diphenidine
  
  37.3%
  
  29
  
  Naloxone
  
  3,14-Dihydroxy-17-(p...
  
  Naloxone
  
  Naloxone
  
  Naloxone
  
  37.3%
  
  30
  
  3-Me-PCP
  
  3-Me-PCP
  
  3-Methyl-PCP
  
  37.3%
- 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:

Metabolite: InChI=1S/C11H17...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2C19, CYP3A4

Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring

Product:

InChI=1S/C11H17NO/c1...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

Hydroxylation of benzene on carbon para to electron donating group

Product:

Metabolite: InChI=1S/C11H17...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

Hydroxylation of terminal methyl

Product:

InChI=1S/C11H17NO/c1...

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

N-Dealkylation of acyclic secondary amine

Product:

Metabolite: Phentermine

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

Reactions that metabolism produce from this molecule

O-Hydroxylation of monosubstituted benzene

Product:

Metabolite: InChI=1S/C11H17...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2C19, CYP3A4

Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring

Product:

InChI=1S/C11H17NO/c1...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

Hydroxylation of benzene on carbon para to electron donating group

Product:

Metabolite: InChI=1S/C11H17...

Enzymes: CYP1A2, CYP2C8, CYP2C9, CYP2D6, CYP3A4

Hydroxylation of terminal methyl

Product:

InChI=1S/C11H17NO/c1...

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

N-Dealkylation of acyclic secondary amine

Product:

Metabolite: Phentermine

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

Mephentermine

Mephentermine

Mephentermine

Mephentermine

Similarities

2C-T-14

Buscaline

Buscaline

3-TASB

3-TSB

2C-O-19

2-Fluoroescaline

3-TME

2C-T-2

2c-t-2

2C-T-2

2C-T-2

2C-T-2

2C-BU

3,6,2-2C-T-7

2,4,3-2C-T-7

3,4,2-2C-T-7

2C-EF

2C-EF

2C-T-13

2C-T-13

2,3,4-2C-T-7

3,5,2-2C-T-7

TP

Thioproscaline

2,3,6-2C-T-7

2,6,3-2C-T-7

ψ-2C-T-7

2,3,5-2C-T-7

3,4,5-2C-T-7

4,6,2-2C-T-7

2C-T-7

2c-t-7

2C-T-7

2,5-Dimethoxy-4-prop...

2C-T-7

2C-T-7

4,5,2-2C-T-7

TB

Thiobuscaline

2C-T-19

2C-T-19

2C-T-21

2c-t-21

2C-T-21

2C-T-21

2C-T-28

2C-T-28

2C-T-30

TMePEA-2

Pentorex

Pentorex

homo-β,N-MePEA

3-MeO-MA

3-Methoxymethampheta...

4-Anilinopiperidine

mpa

2-MeO-MA

Methoxyphenamine

Methoxyphenamine

Etafedrine

Etafedrine

3-fmc

3-FMC

3-Fluoromethcathinon...

Tolazoline

Tolazoline

Tolazoline

g-130

G-130

G-130

4-Me-MA

Mephedrine

5-Methylthiopropamin...

3′-F-4-MAR