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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015498

Secondary Accession Numbers

HMDB15498

Metabolite Identification

Common Name

Aprindine

Description

Aprindine, also known as compound 99170 or fiboran, belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring. Aprindine is a very strong basic compound (based on its pKa).

Structure

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

HMDB0015498
     RDKit          3D
Aprindine
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.9442    0.4148    1.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4651   -0.6557    0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1285   -0.9967    0.8148 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492   -2.0533    0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.8409   -1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037   -0.3992    1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8338    1.0354    1.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850    1.3746    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007    0.9810   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    2.1063   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    2.3793    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    3.4353    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187    4.1882   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    3.9370   -1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1470    2.8701   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7189   -0.2693   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418   -1.1080    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793   -1.7846    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -2.8638    0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -3.2996   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320   -2.6638   -1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9826   -1.6032   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684   -1.1769   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -0.0685   -1.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0118    0.1178    2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082    0.4608    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743    1.3995    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0618   -1.6110    1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114   -0.3117   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2464   -2.9892    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076   -2.2772    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -2.2410   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.7955   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -2.4740   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.9704    1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -0.4423    2.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441    1.4223    2.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    1.6269    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    2.5265    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447    1.1375   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    1.8058    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3577    3.6813    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    5.0293   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593    4.5523   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5337    2.6463   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129   -0.9057   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.5454    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6128   -1.9727    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -3.3489    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555   -4.1167    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -3.0215   -1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.1206   -2.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363   -0.0778   -2.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205    0.8768   -1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 15 10  1  0
 24 16  1  0
 23 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
M  END

1429
  Mrv0541 02231215292D          

 24 26  0  0  1  0            999 V2000
    5.1662    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412    1.4290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537    2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788    2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  8  1  0  0  0  0
  1 10  1  0  0  0  0
  2 13  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  2  0  0  0  0
  8  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 16  2  0  0  0  0
 10 17  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 14 15  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015498

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N2/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3

> <INCHI_KEY>
NZLBHDRPUJLHCE-UHFFFAOYSA-N

> <FORMULA>
C22H30N2

> <MOLECULAR_WEIGHT>
322.487

> <EXACT_MASS>
322.24089897

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.02181814751677

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[3-(diethylamino)propyl]-N-phenyl-2,3-dihydro-1H-inden-2-amine

> <ALOGPS_LOGP>
5.58

> <JCHEM_LOGP>
4.986299744

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.938192563040205

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
105.21570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[3-(diethylamino)propyl]-N-phenyl-2,3-dihydro-1H-inden-2-amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015498
     RDKit          3D
Aprindine
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.9442    0.4148    1.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4651   -0.6557    0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1285   -0.9967    0.8148 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492   -2.0533    0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.8409   -1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037   -0.3992    1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8338    1.0354    1.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850    1.3746    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007    0.9810   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    2.1063   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    2.3793    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    3.4353    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187    4.1882   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    3.9370   -1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1470    2.8701   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7189   -0.2693   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418   -1.1080    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793   -1.7846    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -2.8638    0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -3.2996   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320   -2.6638   -1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9826   -1.6032   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684   -1.1769   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -0.0685   -1.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0118    0.1178    2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082    0.4608    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743    1.3995    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0618   -1.6110    1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114   -0.3117   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2464   -2.9892    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076   -2.2772    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -2.2410   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.7955   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -2.4740   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.9704    1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -0.4423    2.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441    1.4223    2.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    1.6269    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    2.5265    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447    1.1375   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    1.8058    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3577    3.6813    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    5.0293   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593    4.5523   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5337    2.6463   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129   -0.9057   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.5454    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6128   -1.9727    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -3.3489    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555   -4.1167    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -3.0215   -1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.1206   -2.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363   -0.0778   -2.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205    0.8768   -1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 15 10  1  0
 24 16  1  0
 23 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1429                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       9.644   0.000   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0      14.264   2.667   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.104   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.205  -1.239   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.205   1.239   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.748  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.748   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.414   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.954   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.414  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.724   2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.954  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.644  -2.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.034   1.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.034   4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.724  -2.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.414  -4.001   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.574   1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.574   4.001   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.954  -4.001   0.000  0.00  0.00           C+0
CONECT    1    3    8   10                                                  
CONECT    2   13   18   19                                                  
CONECT    3    1    4    5                                                  
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7   11                                                  
CONECT    7    5    6   12                                                  
CONECT    8    1    9                                                       
CONECT    9    8   13                                                       
CONECT   10    1   16   17                                                  
CONECT   11    6   14                                                       
CONECT   12    7   15                                                       
CONECT   13    2    9                                                       
CONECT   14   11   15                                                       
CONECT   15   12   14                                                       
CONECT   16   10   20                                                       
CONECT   17   10   21                                                       
CONECT   18    2   22                                                       
CONECT   19    2   23                                                       
CONECT   20   16   24                                                       
CONECT   21   17   24                                                       
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0015498
HETATM    1  C1  UNL     1      -4.944   0.415   1.776  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.465  -0.656   0.837  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.128  -0.997   0.815  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.649  -2.053   0.039  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.737  -1.841  -1.454  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.204  -0.399   1.676  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.834   1.035   1.417  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.185   1.375   0.148  1.00  0.00           C  
HETATM    9  N2  UNL     1       0.101   0.981  -0.225  1.00  0.00           N  
HETATM   10  C8  UNL     1       1.041   2.106  -0.322  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.810   2.379   0.755  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.731   3.435   0.759  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.819   4.188  -0.391  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.054   3.937  -1.496  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.147   2.870  -1.453  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.719  -0.269  -0.538  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.242  -1.108   0.551  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.479  -1.785   0.032  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.223  -2.864   0.519  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.344  -3.300  -0.166  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.732  -2.664  -1.340  1.00  0.00           C  
HETATM   22  C20 UNL     1       3.983  -1.603  -1.798  1.00  0.00           C  
HETATM   23  C21 UNL     1       2.868  -1.177  -1.109  1.00  0.00           C  
HETATM   24  C22 UNL     1       1.954  -0.069  -1.429  1.00  0.00           C  
HETATM   25  H1  UNL     1      -6.012   0.118   2.079  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.408   0.461   2.723  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.074   1.400   1.260  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.062  -1.611   1.080  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.811  -0.312  -0.187  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.246  -2.989   0.236  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.608  -2.277   0.301  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.813  -2.241  -1.910  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.848  -0.796  -1.749  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.559  -2.474  -1.912  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.247  -0.970   1.787  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.606  -0.442   2.768  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.244   1.422   2.317  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.793   1.627   1.536  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.254   2.527   0.092  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.945   1.138  -0.705  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.746   1.806   1.646  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.358   3.681   1.595  1.00  0.00           H  
HETATM   43  H19 UNL     1       3.525   5.029  -0.447  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.159   4.552  -2.365  1.00  0.00           H  
HETATM   45  H21 UNL     1       0.534   2.646  -2.298  1.00  0.00           H  
HETATM   46  H22 UNL     1       0.013  -0.906  -1.156  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.613  -0.545   1.450  1.00  0.00           H  
HETATM   48  H24 UNL     1       0.613  -1.973   0.865  1.00  0.00           H  
HETATM   49  H25 UNL     1       2.919  -3.349   1.423  1.00  0.00           H  
HETATM   50  H26 UNL     1       4.955  -4.117   0.152  1.00  0.00           H  
HETATM   51  H27 UNL     1       5.625  -3.021  -1.874  1.00  0.00           H  
HETATM   52  H28 UNL     1       4.315  -1.121  -2.729  1.00  0.00           H  
HETATM   53  H29 UNL     1       1.636  -0.078  -2.485  1.00  0.00           H  
HETATM   54  H30 UNL     1       2.420   0.877  -1.100  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4    6
CONECT    4    5   30   31
CONECT    5   32   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   41
CONECT   12   13   13   42
CONECT   13   14   43
CONECT   14   15   15   44
CONECT   15   45
CONECT   16   17   24   46
CONECT   17   18   47   48
CONECT   18   19   19   23
CONECT   19   20   49
CONECT   20   21   21   50
CONECT   21   22   51
CONECT   22   23   23   52
CONECT   23   24
CONECT   24   53   54
END

HMDB0015498
     RDKit          3D
Aprindine
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.9442    0.4148    1.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4651   -0.6557    0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1285   -0.9967    0.8148 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492   -2.0533    0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.8409   -1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037   -0.3992    1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8338    1.0354    1.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850    1.3746    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007    0.9810   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    2.1063   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    2.3793    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313    3.4353    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8187    4.1882   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    3.9370   -1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1470    2.8701   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7189   -0.2693   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418   -1.1080    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793   -1.7846    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -2.8638    0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -3.2996   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320   -2.6638   -1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9826   -1.6032   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684   -1.1769   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -0.0685   -1.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0118    0.1178    2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4082    0.4608    2.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743    1.3995    1.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0618   -1.6110    1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114   -0.3117   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2464   -2.9892    0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076   -2.2772    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135   -2.2410   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.7955   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -2.4740   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.9704    1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -0.4423    2.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441    1.4223    2.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    1.6269    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    2.5265    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447    1.1375   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    1.8058    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3577    3.6813    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    5.0293   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593    4.5523   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5337    2.6463   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129   -0.9057   -1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.5454    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6128   -1.9727    0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -3.3489    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555   -4.1167    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -3.0215   -1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147   -1.1206   -2.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363   -0.0778   -2.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205    0.8768   -1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 15 10  1  0
 24 16  1  0
 23 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Compound 99170	HMDB
Aprindin	HMDB
Aprinidine	HMDB
Christiaens brand OF aprindine hydrochloride	HMDB
Fiboran	HMDB
Nycomed brand OF aprindine hydrochloride	HMDB
Amidonal	HMDB
PCR Brand OF aprindine hydrochloride	HMDB

Chemical Formula

C₂₂H₃₀N₂

Average Molecular Weight

322.487

Monoisotopic Molecular Weight

322.24089897

IUPAC Name

N-[3-(diethylamino)propyl]-N-phenyl-2,3-dihydro-1H-inden-2-amine

Traditional Name

N-[3-(diethylamino)propyl]-N-phenyl-2,3-dihydro-1H-inden-2-amine

CAS Registry Number

37640-71-4

SMILES

CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H30N2/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3

InChI Key

NZLBHDRPUJLHCE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indanes

Sub Class

Not Available

Direct Parent

Indanes

Alternative Parents

Substituents

Indane
Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Aralkylamine
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0015498)
Membrane (HMDB: HMDB0015498)

Source

Exogenous

Exogenous (HMDB: HMDB0015498)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 - 121 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0078 g/L	Not Available
LogP	4.86	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	5.58	ALOGPS
logP	4.99	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	9.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.22 m³·mol⁻¹	ChemAxon
Polarizability	40.02 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	179.47	31661259
DarkChem	[M-H]-	177.47	31661259
DeepCCS	[M+H]+	177.868	30932474
DeepCCS	[M-H]-	175.51	30932474
DeepCCS	[M-2H]-	208.396	30932474
DeepCCS	[M+Na]+	184.02	30932474
AllCCS	[M+H]+	182.4	32859911
AllCCS	[M+H-H2O]+	179.5	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	185.9	32859911
AllCCS	[M-H]-	185.7	32859911
AllCCS	[M+Na-2H]-	185.5	32859911
AllCCS	[M+HCOO]-	185.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.91 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4888 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.19 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1794.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	259.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	124.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	548.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	489.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1288.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	465.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1459.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	359.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	400.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	248.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	179.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aprindine	CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1	3219.2	Standard polar	33892256
Aprindine	CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1	2504.9	Standard non polar	33892256
Aprindine	CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1	2430.1	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 - Aprindine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9581000000-398e96ca144138626ef2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aprindine 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 - Aprindine 10V, Positive-QTOF	splash10-00di-0119000000-0bba42cb527180a4b5b6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 20V, Positive-QTOF	splash10-02mi-2944000000-9acecdd3e695bf7a708f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 40V, Positive-QTOF	splash10-01b9-9820000000-5684566fe54fde3cdaa9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 10V, Negative-QTOF	splash10-00di-0019000000-f9125b405b821f02e940	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 20V, Negative-QTOF	splash10-05fr-2198000000-d4943044e5978a489d7e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 40V, Negative-QTOF	splash10-0abc-9540000000-f3b77bb45f18f9b525a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 10V, Positive-QTOF	splash10-00di-0119000000-754d6957909ca916b53c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 20V, Positive-QTOF	splash10-01b9-2935000000-b4cbf2144dbd9f27d31e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 40V, Positive-QTOF	splash10-001r-6900000000-01800133db2598d35773	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 10V, Negative-QTOF	splash10-00di-0009000000-75a8eae5906ccf85d9d9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 20V, Negative-QTOF	splash10-00di-0259000000-5f24c1a0dcf5fd081161	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprindine 40V, Negative-QTOF	splash10-066r-3980000000-493d2113129e43e1cb7c	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01429	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01429	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01429

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2132

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aprindine

METLIN ID

Not Available

PubChem Compound

2218

PDB ID

Not Available

ChEBI ID

784872

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

Enzymes

Enzyme Details

1. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Calmodulin

General function:: Involved in calcium ion binding
Specific function:: Calmodulin mediates the control of a large number of enzymes and other proteins by Ca(2+). Among the enzymes to be stimulated by the calmodulin-Ca(2+) complex are a number of protein kinases and phosphatases. Together with CEP110 and centrin, is involved in a genetic pathway that regulates the centrosome cycle and progression through cytokinesis
Gene Name:: CALM1
Uniprot ID:: P62158
Molecular weight:: 16837.5

References

Levine SN, Hollier B: Aprindine inhibits calmodulin-stimulated phosphodiesterase and Ca-ATPase activities. J Cardiovasc Pharmacol. 1983 Jan-Feb;5(1):151-6. [PubMed:6186851 ]

Enzyme Details

3. Sodium channel protein type 5 subunit alpha

General function:: Involved in ion channel activity
Specific function:: This protein mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient. It is a tetrodotoxin-resistant Na(+) channel isoform. This channel is responsible for the initial upstroke of the action potential in the electrocardiogram
Gene Name:: SCN5A
Uniprot ID:: Q14524
Molecular weight:: 226937.5

References

Sato R, Hisatome I, Tanaka Y, Sasaki N, Kotake H, Mashiba H, Katori R: Aprindine blocks the sodium current in guinea-pig ventricular myocytes. Naunyn Schmiedebergs Arch Pharmacol. 1991 Sep;344(3):331-6. [PubMed:1660104 ]
Kamiya K, Kodama I, Toyama J: A combination of inactivated sodium channel blockers causes competitive interaction on dV/dtmax of single ventricular myocytes. Cardiovasc Res. 1991 Jun;25(6):516-22. [PubMed:1653644 ]

Showing metabocard for Aprindine (HMDB0015498)

MOL for HMDB0015498 (Aprindine)

3D MOL for HMDB0015498 (Aprindine)

3D SDF for HMDB0015498 (Aprindine)

3D-SDF for HMDB0015498 (Aprindine)

PDB for HMDB0015498 (Aprindine)

3D PDB for HMDB0015498 (Aprindine)

SMILES for HMDB0015498 (Aprindine)

INCHI for HMDB0015498 (Aprindine)

Structure for HMDB0015498 (Aprindine)

3D Structure for HMDB0015498 (Aprindine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References