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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:43:17 UTC

Update Date

2021-09-26 22:59:56 UTC

HMDB ID

HMDB0249217

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Binedaline

Description

N-[2-(dimethylamino)ethyl]-N-methyl-3-phenyl-1H-indol-1-amine belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond. N-[2-(dimethylamino)ethyl]-N-methyl-3-phenyl-1H-indol-1-amine is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Binedaline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Binedaline is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249217
     RDKit          3D
Binedaline
 45 47  0  0  0  0  0  0  0  0999 V2000
   -5.4647    0.2099   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976   -0.8819   -0.1688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.3006    1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.5014   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    0.5362   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    0.8409   -0.8432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    1.5709   -2.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005    0.4528   -0.4655 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809    0.8831    0.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.2198    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520    0.3665    1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    0.5899    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5018    0.7040    1.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524    0.5917    3.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040    0.3673    3.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.2548    2.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -0.6377   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.5350   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -2.2789   -2.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180   -2.1553   -2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274   -1.2488   -2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -0.5007   -1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    1.1435    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3481   -0.1337    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7590    0.3454   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -0.3815    1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121   -1.9701    1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097   -1.8128    1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206   -1.4210   -0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206   -0.1744   -1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    1.4858    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.2126    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    2.3871   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209    1.9502   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    0.8737   -2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926    1.6425    1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5202    0.6806   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5113    0.8840    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2547    0.6868    3.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.2807    4.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    0.0778    3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -1.6418   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520   -2.9982   -2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9882   -2.7603   -3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418   -1.1359   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  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
 14 15  1  0
 15 16  2  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 16 11  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

  Mrv1533004261506452D          

 22 24  0  0  0  0            999 V2000
    2.4820    0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964    0.1631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964   -0.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109    0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254    0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    0.5756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0543    0.1631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8080    0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -0.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9475   -0.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2025   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6504   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8435   -2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5885   -1.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1406   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1805   -0.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5161    0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3366    0.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8215    0.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4859   -0.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6654   -0.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  8 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249217

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCN(C)N1C=C(C2=CC=CC=C12)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H23N3/c1-20(2)13-14-21(3)22-15-18(16-9-5-4-6-10-16)17-11-7-8-12-19(17)22/h4-12,15H,13-14H2,1-3H3

> <INCHI_KEY>
SXYFFMXPDDGOEK-UHFFFAOYSA-N

> <FORMULA>
C19H23N3

> <MOLECULAR_WEIGHT>
293.414

> <EXACT_MASS>
293.189197753

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.509263786955316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(dimethylamino)ethyl]-N-methyl-3-phenyl-1H-indol-1-amine

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
2.938048833

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.992833104251448

> <JCHEM_POLAR_SURFACE_AREA>
11.41

> <JCHEM_REFRACTIVITY>
94.80390000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
binedaline

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249217
     RDKit          3D
Binedaline
 45 47  0  0  0  0  0  0  0  0999 V2000
   -5.4647    0.2099   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976   -0.8819   -0.1688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.3006    1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.5014   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    0.5362   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    0.8409   -0.8432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    1.5709   -2.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005    0.4528   -0.4655 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809    0.8831    0.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.2198    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520    0.3665    1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    0.5899    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5018    0.7040    1.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524    0.5917    3.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040    0.3673    3.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.2548    2.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -0.6377   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.5350   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -2.2789   -2.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180   -2.1553   -2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274   -1.2488   -2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -0.5007   -1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    1.1435    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3481   -0.1337    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7590    0.3454   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -0.3815    1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121   -1.9701    1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097   -1.8128    1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206   -1.4210   -0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206   -0.1744   -1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    1.4858    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.2126    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    2.3871   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209    1.9502   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    0.8737   -2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926    1.6425    1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5202    0.6806   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5113    0.8840    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2547    0.6868    3.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.2807    4.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    0.0778    3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -1.6418   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520   -2.9982   -2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9882   -2.7603   -3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418   -1.1359   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  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
 14 15  1  0
 15 16  2  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 16 11  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       4.633   1.075   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.967   0.305   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.967  -1.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.300   1.075   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.634   0.305   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.968   1.075   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.968   2.615   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      11.301   0.305   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.708   0.931   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.739  -0.214   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.969  -1.547   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.445  -3.012   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.414  -4.156   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.908  -3.836   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.432  -2.371   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.462  -1.227   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.270  -0.053   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.897   1.354   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.428   1.515   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.333   0.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.707  -1.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.175  -1.298   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11    8                                                  
CONECT   17   10   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0249217
HETATM    1  C1  UNL     1      -5.465   0.210  -0.198  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.498  -0.882  -0.169  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.270  -1.301   1.204  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.262  -0.501  -0.831  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.486   0.536  -0.073  1.00  0.00           C  
HETATM    6  N2  UNL     1      -1.289   0.841  -0.843  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.501   1.571  -2.099  1.00  0.00           C  
HETATM    8  N3  UNL     1      -0.001   0.453  -0.465  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.781   0.883   0.550  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.979   0.220   0.516  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.152   0.367   1.409  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.401   0.590   0.883  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.502   0.704   1.688  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.352   0.592   3.056  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.104   0.367   3.596  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.999   0.255   2.766  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.887  -0.638  -0.573  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.785  -1.535  -1.084  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.450  -2.279  -2.200  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.218  -2.155  -2.838  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.327  -1.249  -2.310  1.00  0.00           C  
HETATM   22  C19 UNL     1       0.663  -0.501  -1.190  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.108   1.144   0.232  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.348  -0.134   0.378  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.759   0.345  -1.265  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.234  -0.382   1.833  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.112  -1.970   1.522  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.310  -1.813   1.310  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.621  -1.421  -0.860  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.421  -0.174  -1.861  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.057   1.486   0.050  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.234   0.213   0.959  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.236   2.387  -1.946  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.521   1.950  -2.460  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.946   0.874  -2.839  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.493   1.643   1.279  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.520   0.681  -0.199  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.511   0.884   1.268  1.00  0.00           H  
HETATM   39  H17 UNL     1       6.255   0.687   3.648  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.018   0.281   4.669  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.024   0.078   3.211  1.00  0.00           H  
HETATM   42  H20 UNL     1       3.757  -1.642  -0.588  1.00  0.00           H  
HETATM   43  H21 UNL     1       3.152  -2.998  -2.624  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.988  -2.760  -3.717  1.00  0.00           H  
HETATM   45  H23 UNL     1      -0.642  -1.136  -2.793  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7    8
CONECT    7   33   34   35
CONECT    8    9   22
CONECT    9   10   10   36
CONECT   10   11   17
CONECT   11   12   12   16
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15   39
CONECT   15   16   16   40
CONECT   16   41
CONECT   17   18   18   22
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21   44
CONECT   21   22   22   45
END

HMDB0249217
     RDKit          3D
Binedaline
 45 47  0  0  0  0  0  0  0  0999 V2000
   -5.4647    0.2099   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976   -0.8819   -0.1688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.3006    1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.5014   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    0.5362   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    0.8409   -0.8432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    1.5709   -2.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005    0.4528   -0.4655 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809    0.8831    0.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.2198    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520    0.3665    1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    0.5899    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5018    0.7040    1.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524    0.5917    3.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040    0.3673    3.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.2548    2.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -0.6377   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.5350   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -2.2789   -2.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180   -2.1553   -2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274   -1.2488   -2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -0.5007   -1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    1.1435    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3481   -0.1337    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7590    0.3454   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -0.3815    1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121   -1.9701    1.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097   -1.8128    1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206   -1.4210   -0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206   -0.1744   -1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0573    1.4858    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.2126    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    2.3871   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209    1.9502   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    0.8737   -2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926    1.6425    1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5202    0.6806   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5113    0.8840    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2547    0.6868    3.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.2807    4.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    0.0778    3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570   -1.6418   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520   -2.9982   -2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9882   -2.7603   -3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418   -1.1359   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  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
 14 15  1  0
 15 16  2  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 16 11  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Binodaline	ChEMBL

Chemical Formula

C₁₉H₂₃N₃

Average Molecular Weight

293.414

Monoisotopic Molecular Weight

293.189197753

IUPAC Name

N-[2-(dimethylamino)ethyl]-N-methyl-3-phenyl-1H-indol-1-amine

Traditional Name

binedaline

CAS Registry Number

Not Available

SMILES

CN(C)CCN(C)N1C=C(C2=CC=CC=C12)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H23N3/c1-20(2)13-14-21(3)22-15-18(16-9-5-4-6-10-16)17-11-7-8-12-19(17)22/h4-12,15H,13-14H2,1-3H3

InChI Key

SXYFFMXPDDGOEK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Phenylpyrroles

Alternative Parents

Substituents

3-phenylpyrrole
Indole or derivatives
Indole
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

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
logP	3.91	ALOGPS
logP	2.94	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	8.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	11.41 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.8 m³·mol⁻¹	ChemAxon
Polarizability	34.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M-2H]-	199.869	30932474
DeepCCS	[M+Na]+	175.435	30932474
AllCCS	[M+H]+	170.6	32859911
AllCCS	[M+H-H2O]+	167.1	32859911
AllCCS	[M+NH4]+	173.9	32859911
AllCCS	[M+Na]+	174.8	32859911
AllCCS	[M-H]-	179.9	32859911
AllCCS	[M+Na-2H]-	179.5	32859911
AllCCS	[M+HCOO]-	179.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Binedaline	CN(C)CCN(C)N1C=C(C2=CC=CC=C12)C1=CC=CC=C1	3300.7	Standard polar	33892256
Binedaline	CN(C)CCN(C)N1C=C(C2=CC=CC=C12)C1=CC=CC=C1	2393.5	Standard non polar	33892256
Binedaline	CN(C)CCN(C)N1C=C(C2=CC=CC=C12)C1=CC=CC=C1	2394.9	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 - Binedaline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9350000000-44f54795519a9a09a1f9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Binedaline 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 - Binedaline 10V, Positive-QTOF	splash10-0006-0090000000-17c809870e2548bb519a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Binedaline 20V, Positive-QTOF	splash10-006w-0190000000-a53ef5f91ff5d58aaa19	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Binedaline 40V, Positive-QTOF	splash10-00di-9480000000-74ba789761d9cf4884cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Binedaline 10V, Negative-QTOF	splash10-0006-0090000000-bdc697d2413469daba70	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Binedaline 20V, Negative-QTOF	splash10-0006-0960000000-b4c17ed0f4f03c2141e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Binedaline 40V, Negative-QTOF	splash10-0006-0900000000-a9eeef22e6ba00892404	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42510

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Binedaline (HMDB0249217)

MOL for HMDB0249217 (Binedaline)

3D MOL for HMDB0249217 (Binedaline)

3D SDF for HMDB0249217 (Binedaline)

3D-SDF for HMDB0249217 (Binedaline)

PDB for HMDB0249217 (Binedaline)

3D PDB for HMDB0249217 (Binedaline)

SMILES for HMDB0249217 (Binedaline)

INCHI for HMDB0249217 (Binedaline)

Structure for HMDB0249217 (Binedaline)

3D Structure for HMDB0249217 (Binedaline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra