General Information of the Compound
Compound ID
CP0006631
Compound Name
(2R)-N-methyl-1-phenyl-N-prop-2-ynylpropan-2-amine
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Synonyms
(-)-selegiline
(R)-(-)-N,alpha-Dimethyl-N-2-propinylphenethylamine
(R)-(-)-N-Methyl-N-(1-phenyl-2-propyl)-2-propinylamin
14611-51-9
2K1V7GP655
Benzeneethanamine, N,alpha-dimethyl-N-2-propynyl-, (R)-
CHEBI:9086
CHEMBL972
Carbex
Emsam
L-Deprenalin
N-methyl-N-[(2R)-1-phenylpropan-2-yl]prop-2-yn-1-amine
Selegilina
Selegilina [INN-Spanish]
Selegiline
Selegiline (transdermal, Parkinson's/depression)
Selegilinum
Selegilinum [INN-Latin]
Selegyline
UNII-2K1V7GP655
Zalapar
Zunrisa/Rezonic
l-E 250
selegiline
selgene
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Structure
Formula
C13H17N
Molecular Weight
187.286
Canonical SMILES
C[C@H](Cc1ccccc1)N(C)CC#C
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InChI
InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3/t12-/m1/s1
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InChIKey
MEZLKOACVSPNER-GFCCVEGCSA-N
CAS
14611-51-9
Physicochemical Property
logP
2.1826
Rotatable Bonds
4
Heavy Atom Count
14
Polar Areas
3.24
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Complexity
14

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 26757
SID: 14797266
ChEMBL ID
CHEMBL972
DrugBank ID
DB01037
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00918, Amine oxidase [flavin-containing] A
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4
 Cell Line Info 
Trichoplusia ni (Cabbage looper)  8
1
IC50 = 67.25 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 1424 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 2089 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
4
IC50 = 2984 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
5
IC50 = 20100 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
6
IC50 = 67250 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
7
IC50 = 68700 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
8
IC50 = 68730 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1200 nM
2 IC50 = 1500 nM
3 IC50 = 2000 nM
4 IC50 = 47900 nM
5 IC50 = 55400 nM
6 IC50 = 62820 nM
7 IC50 = 67250 nM
8 IC50 = 68700 nM
9 IC50 = 68730 nM
10 IC50 = 70200 nM
11 IC50 = 81500 nM
12 IC50 > 60000 nM
13 Ki = 3600 nM
14 Ki = 16890 nM
15 Ki = 24060 nM
16 Ki = 67250 nM
Protein ID: PT01362, Amine oxidase [flavin-containing] B
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4
 Cell Line Info 
Trichoplusia ni (Cabbage looper)  8
1
IC50 = 5.5 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 7 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 16.73 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
4
IC50 = 17 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
5
IC50 = 19 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
6
IC50 = 19.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
7
IC50 = 20 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
8
IC50 = 38.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 221 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1.3 nM
2 IC50 = 6.13 nM
3 IC50 = 6.8 nM
4 IC50 = 7 nM
5 IC50 = 8 nM
6 IC50 = 9 nM
7 IC50 < 10 nM
8 IC50 = 11 nM
9 IC50 = 17 nM
10 IC50 = 18 nM
11 IC50 = 18.5 nM
12 IC50 = 19.6 nM
13 IC50 = 20 nM
14 IC50 = 35.6 nM
15 IC50 = 36 nM
16 IC50 = 42.84 nM
17 IC50 = 44 nM
18 IC50 = 45 nM
19 IC50 = 48 nM
20 IC50 = 56 nM
21 IC50 = 70 nM
22 IC50 = 71 nM
23 IC50 = 79 nM
24 IC50 = 94 nM
25 IC50 = 95 nM
26 IC50 = 270 nM
27 IC50 = 334 nM
28 IC50 = 2820 nM
29 IC50 = 2890 nM
30 IC50 = 10960 nM
31 IC50 = 14800 nM
32 Ki = 9 nM
33 Ki = 255 nM
34 Ki = 380 nM
35 Ki = 970 nM
36 Ki = 1960 nM
Clinical Information about the Compound
Drug 1 ( Selegiline )
Drug Name Selegiline
Company Syntropharma
Indication
Major depressive disorder
Approved
Skin imperfections
Patented
Chemotherapy-induced nausea
Discontinued in Phase 3
Target(s)
Monoamine oxidase type B (MAO-B)
 Target Info 
Inhibitor
Substance-P receptor (TACR1)
 Target Info 
Antagonist