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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-18 18:42:24 UTC

Update Date

2021-09-14 15:46:16 UTC

HMDB ID

HMDB0060672

Secondary Accession Numbers

HMDB60672

Metabolite Identification

Common Name

2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline

Description

2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline is a metabolite of methadone. Methadone (also known as Symoron, Dolophine, Amidone, Methadose, Physeptone, Heptadon, Phy and many other names) is a synthetic opioid, used medically as an analgesic and a maintenance anti-addictive for use in patients with opioid dependency. It was developed in Germany in 1937. Although chemically unlike morphine or heroin, methadone acts on the same opioid receptors as these drugs, and thus has many of the same effects. (Wikipedia)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060672
     RDKit          3D
2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline
 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.9631   -2.2597   -2.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231   -1.0141   -2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5664   -1.1299   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -2.2135   -0.0544 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180   -2.3415    1.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -2.5828    2.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -1.0874    1.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -0.2459    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.2750   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0728    1.2823    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    1.8718    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    1.4540   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637    0.4768   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -0.1291   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416    0.9099    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2489    1.0871    1.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0580    2.1705    1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426    3.1122    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482    2.9736   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435    1.8620   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626   -2.4025   -3.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922   -3.1271   -1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131   -2.2188   -2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -0.7893   -2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840   -0.2161   -2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -3.2515    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1677   -3.6753    2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -2.1135    2.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -2.2099    3.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -1.3879    1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -0.5781    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    1.6340    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7289    2.6437    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8688    1.8921   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.1644   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065   -0.9037   -2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062    0.3554    2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    2.2893    2.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723    3.9676    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038    3.7141   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681    1.7419   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8  3  1  0
 14  9  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

 
  Mrv0541 06181311422D          
 
 20 22  0  0  0  0            999 V2000
    7.8253  -11.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8253  -11.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5364  -12.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2475  -11.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2475  -11.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5364  -10.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6278  -11.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6278  -11.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9167  -10.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3389  -12.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0499  -11.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0499  -11.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3389  -10.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5500  -10.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2958   -9.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4695   -9.4221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2550  -10.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7801   -8.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5305   -9.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8090  -10.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060672

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=NC(C)CC1(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H21N/c1-3-18-19(14-15(2)20-18,16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15H,3,14H2,1-2H3

> <INCHI_KEY>
UPZKJIHNKKJIKX-UHFFFAOYSA-N

> <FORMULA>
C19H21N

> <MOLECULAR_WEIGHT>
263.3767

> <EXACT_MASS>
263.167399677

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.000430961504712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-ethyl-2-methyl-4,4-diphenyl-3,4-dihydro-2H-pyrrole

> <ALOGPS_LOGP>
5.56

> <JCHEM_LOGP>
5.053339748666666

> <ALOGPS_LOGS>
-5.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
6.731587449866996

> <JCHEM_POLAR_SURFACE_AREA>
12.36

> <JCHEM_REFRACTIVITY>
94.8495

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.72e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
EMDP

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060672
     RDKit          3D
2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline
 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.9631   -2.2597   -2.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231   -1.0141   -2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5664   -1.1299   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -2.2135   -0.0544 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180   -2.3415    1.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -2.5828    2.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -1.0874    1.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -0.2459    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.2750   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0728    1.2823    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    1.8718    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    1.4540   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637    0.4768   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -0.1291   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416    0.9099    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2489    1.0871    1.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0580    2.1705    1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426    3.1122    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482    2.9736   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435    1.8620   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626   -2.4025   -3.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922   -3.1271   -1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131   -2.2188   -2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -0.7893   -2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840   -0.2161   -2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -3.2515    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1677   -3.6753    2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -2.1135    2.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -2.2099    3.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -1.3879    1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -0.5781    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    1.6340    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7289    2.6437    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8688    1.8921   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.1644   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065   -0.9037   -2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062    0.3554    2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    2.2893    2.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723    3.9676    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038    3.7141   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681    1.7419   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8  3  1  0
 14  9  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 18-JUN-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-JUN-13         0                                  
HETATM    1  C   UNK     0      14.607 -20.542   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.607 -22.103   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.935 -22.884   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.262 -22.103   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.262 -20.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.935 -19.839   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.839 -22.103   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.839 -20.542   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.511 -19.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.166 -22.884   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.493 -22.103   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.493 -20.542   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.166 -19.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.693 -18.969   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.219 -17.578   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      17.676 -17.588   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      17.276 -18.974   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.123 -16.305   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.924 -18.193   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.577 -18.971   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    8   10                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    5   14   17                                             
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    9   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16    9   19                                                  
CONECT   18   15                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0060672
HETATM    1  C1  UNL     1      -1.963  -2.260  -2.452  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.223  -1.014  -2.018  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.566  -1.130  -0.679  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.721  -2.214  -0.054  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.118  -2.342   1.196  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.080  -2.583   2.314  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.652  -1.087   1.296  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.231  -0.246   0.129  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.510   0.275  -0.390  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.073   1.282   0.418  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.266   1.872   0.098  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.912   1.454  -1.044  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.364   0.477  -1.825  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.154  -0.129  -1.511  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.642   0.910   0.482  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.249   1.087   1.689  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.058   2.171   1.990  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.243   3.112   0.987  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.648   2.974  -0.248  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.843   1.862  -0.494  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.963  -2.403  -3.539  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.492  -3.127  -1.904  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.013  -2.219  -2.068  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.502  -0.789  -2.819  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.984  -0.216  -2.052  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.552  -3.252   1.138  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.168  -3.675   2.466  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.078  -2.113   2.176  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.638  -2.210   3.286  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.745  -1.388   1.182  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.636  -0.578   2.267  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.584   1.634   1.330  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.729   2.644   0.690  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.869   1.892  -1.346  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.890   0.164  -2.722  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.707  -0.904  -2.103  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.106   0.355   2.455  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.529   2.289   2.957  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.872   3.968   1.201  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.804   3.714  -1.012  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.368   1.742  -1.466  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    4    8
CONECT    4    5
CONECT    5    6    7   26
CONECT    6   27   28   29
CONECT    7    8   30   31
CONECT    8    9   15
CONECT    9   10   10   14
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   14   36
CONECT   15   16   16   20
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   41
END

HMDB0060672
     RDKit          3D
2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline
 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.9631   -2.2597   -2.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231   -1.0141   -2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5664   -1.1299   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -2.2135   -0.0544 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180   -2.3415    1.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -2.5828    2.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -1.0874    1.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -0.2459    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.2750   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0728    1.2823    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    1.8718    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    1.4540   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637    0.4768   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -0.1291   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416    0.9099    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2489    1.0871    1.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0580    2.1705    1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426    3.1122    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482    2.9736   -0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435    1.8620   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626   -2.4025   -3.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922   -3.1271   -1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131   -2.2188   -2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5021   -0.7893   -2.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840   -0.2161   -2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -3.2515    1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1677   -3.6753    2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -2.1135    2.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -2.2099    3.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -1.3879    1.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -0.5781    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    1.6340    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7289    2.6437    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8688    1.8921   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    0.1644   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065   -0.9037   -2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062    0.3554    2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    2.2893    2.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723    3.9676    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038    3.7141   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681    1.7419   -1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8  3  1  0
 14  9  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
EMDP	Kegg
2-Ethyl-5-methyl-3,3-diphenylpyrroline	HMDB
EMDP-3,3	HMDB

Chemical Formula

C₁₉H₂₁N

Average Molecular Weight

263.3767

Monoisotopic Molecular Weight

263.167399677

IUPAC Name

5-ethyl-2-methyl-4,4-diphenyl-3,4-dihydro-2H-pyrrole

Traditional Name

EMDP

CAS Registry Number

Not Available

SMILES

CCC1=NC(C)CC1(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H21N/c1-3-18-19(14-15(2)20-18,16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15H,3,14H2,1-2H3

InChI Key

UPZKJIHNKKJIKX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
3-phenylpyrroline
Pyrroline
Pyrrole
Ketimine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Imine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diarylmethane (CHEBI:80646 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060672)

Organ

Liver (HMDB: HMDB0060672)
Kidney (HMDB: HMDB0060672)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060672)

Cellular substructure

Membrane (HMDB: HMDB0060672)

Source

Endogenous

Endogenous (HMDB: HMDB0060672)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Methadone Action Pathway (PathBank: SMP0000408)

Metabolic pathway

Methadone Metabolism Pathway (PathBank: SMP0000624)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00027 g/L	ALOGPS
logP	5.56	ALOGPS
logP	5.05	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	6.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.85 m³·mol⁻¹	ChemAxon
Polarizability	31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	163.395	31661259
DarkChem	[M-H]-	163.997	31661259
DeepCCS	[M+H]+	167.295	30932474
DeepCCS	[M-H]-	164.937	30932474
DeepCCS	[M-2H]-	197.823	30932474
DeepCCS	[M+Na]+	173.388	30932474
AllCCS	[M+H]+	163.6	32859911
AllCCS	[M+H-H2O]+	159.8	32859911
AllCCS	[M+NH4]+	167.2	32859911
AllCCS	[M+Na]+	168.2	32859911
AllCCS	[M-H]-	172.2	32859911
AllCCS	[M+Na-2H]-	171.9	32859911
AllCCS	[M+HCOO]-	171.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline	CCC1=NC(C)CC1(C1=CC=CC=C1)C1=CC=CC=C1	2736.7	Standard polar	33892256
2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline	CCC1=NC(C)CC1(C1=CC=CC=C1)C1=CC=CC=C1	1932.2	Standard non polar	33892256
2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline	CCC1=NC(C)CC1(C1=CC=CC=C1)C1=CC=CC=C1	1971.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline GC-MS (Non-derivatized) - 70eV, Positive	splash10-00o1-2790000000-f8d27b09936ac747df65	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline 10V, Positive-QTOF	splash10-03di-0090000000-23bdb7656f6f493e2b64	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline 20V, Positive-QTOF	splash10-03k9-1090000000-0b3db8d5e0b3320b2ae4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline 40V, Positive-QTOF	splash10-054x-9870000000-5d91989611d288405b34	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline 10V, Negative-QTOF	splash10-03di-0090000000-283562a2b5ae12b23985	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline 20V, Negative-QTOF	splash10-03di-0090000000-81e514d7facd1461aa54	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline 40V, Negative-QTOF	splash10-00uv-3090000000-35193535e6dc3fca99a2	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Methadone Action Pathway		Not Available
Methadone Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C16660

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9879368

PDB ID

Not Available

ChEBI ID

80646

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline (HMDB0060672)

MOL for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

3D MOL for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

3D SDF for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

3D-SDF for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

PDB for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

3D PDB for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

SMILES for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

INCHI for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

Structure for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

3D Structure for HMDB0060672 (2-Ethyl-5-methyl-3,3-diphenyl-1-pyrroline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra