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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014338

Secondary Accession Numbers

HMDB14338

Metabolite Identification

Common Name

Indecainide

Description

Indecainide is only found in individuals that have used or taken this drug. It is a rarely used antidysrhythmic. Indecainide has local anesthetic activity and belongs to the membrane stabilizing (Class 1) group of antiarrhythmic agents; it has electrophysiologic effects characteristic of the IC class of antiarrhythmics.Indecainide acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. The antiarrhythmic actions are mediated through effects on sodium channels in Purkinje fibers.

Structure

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

HMDB0014338
     RDKit          3D
Indecainide
 47 49  0  0  0  0  0  0  0  0999 V2000
    3.2919   -1.8712    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5924   -0.7668   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -1.3695   -1.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562    0.1858   -0.6680 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897    0.8614    0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059    1.9720    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181    1.7645   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    0.9119    0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    1.2797    1.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    0.8108    2.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103    1.9937    2.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -0.5279    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.5384    0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -2.8538    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -3.2271   -0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.2374   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473   -0.9280   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    0.2460   -0.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763    0.3148   -1.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    1.5268   -1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1040    2.6245   -1.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981    2.5029   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302    1.3148   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2216   -2.4853    0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -1.5423    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -2.5974   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -0.2136   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -0.5742   -2.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.7967   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544   -2.1718   -2.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804   -0.2305   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911    0.2380    1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    1.3661    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601    2.8054   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    2.4397    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.8158   -0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601    1.4668   -1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -0.2008    3.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662    1.4660    3.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5951   -1.3536    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621   -3.6398    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -4.2592   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202   -2.5133   -1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2367   -0.5157   -2.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    1.5938   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    3.5487   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    3.3640    0.1589 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  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  8  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
M  END

192
  Mrv0541 02231214302D          

 23 25  0  0  0  0            999 V2000
    6.8716    0.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9554    0.8291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156    1.0879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5662   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0813    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336   -0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8988   -0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -1.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537   -1.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759    0.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -0.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0611   -0.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5439   -2.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5887   -2.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6513   -1.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -1.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3858   -2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4705    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    2.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  2  0  0  0  0
  2 12  1  0  0  0  0
  2 21  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4 11  1  0  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
  6 13  2  0  0  0  0
  7  9  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 15  2  0  0  0  0
  9 16  2  0  0  0  0
 10 12  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014338

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N2O/c1-14(2)22-13-7-12-20(19(21)23)17-10-5-3-8-15(17)16-9-4-6-11-18(16)20/h3-6,8-11,14,22H,7,12-13H2,1-2H3,(H2,21,23)

> <INCHI_KEY>
UCEWGESNIULAGX-UHFFFAOYSA-N

> <FORMULA>
C20H24N2O

> <MOLECULAR_WEIGHT>
308.4174

> <EXACT_MASS>
308.1888634

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.559437215246476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-{3-[(propan-2-yl)amino]propyl}-9H-fluorene-9-carboxamide

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
3.262375880333332

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.505978990594087

> <JCHEM_PKA_STRONGEST_BASIC>
10.404717133138073

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
94.04620000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.96e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indecainide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014338
     RDKit          3D
Indecainide
 47 49  0  0  0  0  0  0  0  0999 V2000
    3.2919   -1.8712    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5924   -0.7668   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -1.3695   -1.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562    0.1858   -0.6680 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897    0.8614    0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059    1.9720    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181    1.7645   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    0.9119    0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    1.2797    1.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    0.8108    2.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103    1.9937    2.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -0.5279    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.5384    0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -2.8538    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -3.2271   -0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.2374   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473   -0.9280   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    0.2460   -0.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763    0.3148   -1.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    1.5268   -1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1040    2.6245   -1.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981    2.5029   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302    1.3148   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2216   -2.4853    0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -1.5423    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -2.5974   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -0.2136   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -0.5742   -2.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.7967   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544   -2.1718   -2.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804   -0.2305   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911    0.2380    1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    1.3661    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601    2.8054   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    2.4397    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.8158   -0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601    1.4668   -1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -0.2008    3.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662    1.4660    3.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5951   -1.3536    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621   -3.6398    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -4.2592   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202   -2.5133   -1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2367   -0.5157   -2.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    1.5938   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    3.5487   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    3.3640    0.1589 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  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  8  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 192                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.827   0.463   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       5.517   1.548   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      10.669   2.031   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      10.390  -0.622   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.485   0.624   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.636  -1.527   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.144  -1.527   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.160  -2.992   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.620  -2.992   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.953   0.463   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.296   0.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.048   1.709   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.200  -1.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.581  -1.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.215  -4.201   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.566  -4.201   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.282  -2.353   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.498  -2.353   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.787  -3.879   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.994  -3.879   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.612   2.794   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080   2.633   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.238   4.201   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   12   21                                                       
CONECT    3   11                                                            
CONECT    4    5    6    7   11                                             
CONECT    5    4   10                                                       
CONECT    6    4    8   13                                                  
CONECT    7    4    9   14                                                  
CONECT    8    6    9   15                                                  
CONECT    9    7    8   16                                                  
CONECT   10    5   12                                                       
CONECT   11    1    3    4                                                  
CONECT   12    2   10                                                       
CONECT   13    6   17                                                       
CONECT   14    7   18                                                       
CONECT   15    8   19                                                       
CONECT   16    9   20                                                       
CONECT   17   13   19                                                       
CONECT   18   14   20                                                       
CONECT   19   15   17                                                       
CONECT   20   16   18                                                       
CONECT   21    2   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0014338
HETATM    1  C1  UNL     1       3.292  -1.871   0.438  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.592  -0.767  -0.506  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.034  -1.369  -1.830  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.556   0.186  -0.668  1.00  0.00           N  
HETATM    5  C4  UNL     1       2.290   0.861   0.581  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.306   1.972   0.437  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.018   1.765  -0.084  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.066   0.912   0.514  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.426   1.280   1.903  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.636   0.811   2.976  1.00  0.00           N  
HETATM   11  O1  UNL     1      -2.410   1.994   2.139  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.998  -0.528   0.266  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.166  -1.538   0.756  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.289  -2.854   0.339  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.240  -3.227  -0.579  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.063  -2.237  -1.063  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.947  -0.928  -0.653  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.767   0.246  -0.977  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.876   0.315  -1.829  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.532   1.527  -1.945  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.104   2.625  -1.243  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.998   2.503  -0.412  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.330   1.315  -0.280  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.222  -2.485   0.623  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.984  -1.542   1.441  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.549  -2.597  -0.005  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.491  -0.214  -0.116  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.133  -0.574  -2.608  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.037  -1.797  -1.682  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.354  -2.172  -2.154  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.680  -0.230  -1.035  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.091   0.238   1.446  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.300   1.366   0.888  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.860   2.805  -0.141  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.230   2.440   1.471  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.484   2.816  -0.227  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.060   1.467  -1.201  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.556  -0.201   3.241  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.066   1.466   3.592  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.595  -1.354   1.500  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.362  -3.640   0.724  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.319  -4.259  -0.892  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.820  -2.513  -1.789  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.237  -0.516  -2.390  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.406   1.594  -2.616  1.00  0.00           H  
HETATM   46  H23 UNL     1      -4.628   3.549  -1.351  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.638   3.364   0.159  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   12   23
CONECT    9   10   11   11
CONECT   10   38   39
CONECT   12   13   13   17
CONECT   13   14   40
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   17   43
CONECT   17   18
CONECT   18   19   19   23
CONECT   19   20   44
CONECT   20   21   21   45
CONECT   21   22   46
CONECT   22   23   23   47
END

HMDB0014338
     RDKit          3D
Indecainide
 47 49  0  0  0  0  0  0  0  0999 V2000
    3.2919   -1.8712    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5924   -0.7668   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -1.3695   -1.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562    0.1858   -0.6680 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897    0.8614    0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059    1.9720    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181    1.7645   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    0.9119    0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    1.2797    1.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    0.8108    2.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103    1.9937    2.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -0.5279    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.5384    0.7564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -2.8538    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -3.2271   -0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.2374   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473   -0.9280   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671    0.2460   -0.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8763    0.3148   -1.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    1.5268   -1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1040    2.6245   -1.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981    2.5029   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302    1.3148   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2216   -2.4853    0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -1.5423    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -2.5974   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -0.2136   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -0.5742   -2.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0368   -1.7967   -1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544   -2.1718   -2.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804   -0.2305   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911    0.2380    1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    1.3661    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601    2.8054   -0.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    2.4397    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.8158   -0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601    1.4668   -1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -0.2008    3.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662    1.4660    3.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5951   -1.3536    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621   -3.6398    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -4.2592   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202   -2.5133   -1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2367   -0.5157   -2.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    1.5938   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    3.5487   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    3.3640    0.1589 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  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  8  1  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 10 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-(3-(Isopropylamino)propyl))fluorene-9-carboxamide	HMDB
9-(3-(Isopropylamino)propyl)-9-fluorenylcarboxamid	HMDB
Ricainid	HMDB
Ricainide	HMDB
9-(3-((1-Methylethyl)amino)propyl)-9H-fluorene-9-carboxamide	HMDB
Indecainide hydrochloride	HMDB
9-{3-[(propan-2-yl)amino]propyl}-9H-fluorene-9-carboximidate	HMDB
Indecainide	MeSH

Chemical Formula

C₂₀H₂₄N₂O

Average Molecular Weight

308.4174

Monoisotopic Molecular Weight

308.1888634

IUPAC Name

9-{3-[(propan-2-yl)amino]propyl}-9H-fluorene-9-carboxamide

Traditional Name

indecainide

CAS Registry Number

74517-78-5

SMILES

CC(C)NCCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H24N2O/c1-14(2)22-13-7-12-20(19(21)23)17-10-5-3-8-15(17)16-9-4-6-11-18(16)20/h3-6,8-11,14,22H,7,12-13H2,1-2H3,(H2,21,23)

InChI Key

UCEWGESNIULAGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Delta amino acid or derivatives
Fluorene
Aralkylamine
Fatty amide
Fatty acyl
Amino acid or derivatives
Carboxamide group
Primary carboxylic acid amide
Carboxylic acid derivative
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Amine
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
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

Membrane (HMDB: HMDB0014338)

Source

Exogenous

Exogenous (HMDB: HMDB0014338)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 - 95 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0009 g/L	Not Available
LogP	3.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0009 g/L	ALOGPS
logP	3.24	ALOGPS
logP	3.26	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	16.51	ChemAxon
pKa (Strongest Basic)	10.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	94.05 m³·mol⁻¹	ChemAxon
Polarizability	35.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.545	31661259
DarkChem	[M-H]-	171.688	31661259
DeepCCS	[M-2H]-	205.054	30932474
DeepCCS	[M+Na]+	180.62	30932474
AllCCS	[M+H]+	175.6	32859911
AllCCS	[M+H-H2O]+	172.5	32859911
AllCCS	[M+NH4]+	178.5	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	180.3	32859911
AllCCS	[M+Na-2H]-	180.4	32859911
AllCCS	[M+HCOO]-	180.5	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.	6.59 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7264 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.14 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	117.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1434.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	211.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	117.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	305.5 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	350.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	379.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	858.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	344.1 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	742.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	230.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	282.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	329.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	455.0 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	28.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Indecainide	CC(C)NCCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C12	3758.3	Standard polar	33892256
Indecainide	CC(C)NCCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C12	2808.0	Standard non polar	33892256
Indecainide	CC(C)NCCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C12	2543.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Indecainide,1TMS,isomer #1	CC(C)NCCCC1(C(=O)N[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2540.1	Semi standard non polar	33892256
Indecainide,1TMS,isomer #1	CC(C)NCCCC1(C(=O)N[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2657.0	Standard non polar	33892256
Indecainide,1TMS,isomer #1	CC(C)NCCCC1(C(=O)N[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	3051.6	Standard polar	33892256
Indecainide,1TMS,isomer #2	CC(C)N(CCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2771.3	Semi standard non polar	33892256
Indecainide,1TMS,isomer #2	CC(C)N(CCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2776.4	Standard non polar	33892256
Indecainide,1TMS,isomer #2	CC(C)N(CCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	3433.4	Standard polar	33892256
Indecainide,2TMS,isomer #1	CC(C)N(CCCC1(C(=O)N[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2716.6	Semi standard non polar	33892256
Indecainide,2TMS,isomer #1	CC(C)N(CCCC1(C(=O)N[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2849.4	Standard non polar	33892256
Indecainide,2TMS,isomer #1	CC(C)N(CCCC1(C(=O)N[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2994.6	Standard polar	33892256
Indecainide,2TMS,isomer #2	CC(C)NCCCC1(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2615.9	Semi standard non polar	33892256
Indecainide,2TMS,isomer #2	CC(C)NCCCC1(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2832.6	Standard non polar	33892256
Indecainide,2TMS,isomer #2	CC(C)NCCCC1(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2933.1	Standard polar	33892256
Indecainide,3TMS,isomer #1	CC(C)N(CCCC1(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2872.6	Semi standard non polar	33892256
Indecainide,3TMS,isomer #1	CC(C)N(CCCC1(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	3001.9	Standard non polar	33892256
Indecainide,3TMS,isomer #1	CC(C)N(CCCC1(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C	2855.4	Standard polar	33892256
Indecainide,1TBDMS,isomer #1	CC(C)NCCCC1(C(=O)N[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2754.2	Semi standard non polar	33892256
Indecainide,1TBDMS,isomer #1	CC(C)NCCCC1(C(=O)N[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	2923.9	Standard non polar	33892256
Indecainide,1TBDMS,isomer #1	CC(C)NCCCC1(C(=O)N[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	3143.1	Standard polar	33892256
Indecainide,1TBDMS,isomer #2	CC(C)N(CCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3045.7	Semi standard non polar	33892256
Indecainide,1TBDMS,isomer #2	CC(C)N(CCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3002.4	Standard non polar	33892256
Indecainide,1TBDMS,isomer #2	CC(C)N(CCCC1(C(N)=O)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3483.9	Standard polar	33892256
Indecainide,2TBDMS,isomer #1	CC(C)N(CCCC1(C(=O)N[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3208.7	Semi standard non polar	33892256
Indecainide,2TBDMS,isomer #1	CC(C)N(CCCC1(C(=O)N[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3319.7	Standard non polar	33892256
Indecainide,2TBDMS,isomer #1	CC(C)N(CCCC1(C(=O)N[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3154.3	Standard polar	33892256
Indecainide,2TBDMS,isomer #2	CC(C)NCCCC1(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	3098.6	Semi standard non polar	33892256
Indecainide,2TBDMS,isomer #2	CC(C)NCCCC1(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	3266.0	Standard non polar	33892256
Indecainide,2TBDMS,isomer #2	CC(C)NCCCC1(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21	3067.6	Standard polar	33892256
Indecainide,3TBDMS,isomer #1	CC(C)N(CCCC1(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3544.7	Semi standard non polar	33892256
Indecainide,3TBDMS,isomer #1	CC(C)N(CCCC1(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3608.7	Standard non polar	33892256
Indecainide,3TBDMS,isomer #1	CC(C)N(CCCC1(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3082.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Indecainide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9050000000-db950638d7d29670ba20	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indecainide 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 - Indecainide 10V, Positive-QTOF	splash10-0a4i-0097000000-e32e5cd63606a048f6a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 20V, Positive-QTOF	splash10-0udl-0090000000-f98d11abb5179d17d847	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 40V, Positive-QTOF	splash10-052f-9130000000-392bd0f5b66da6e104aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 10V, Negative-QTOF	splash10-0a4i-0019000000-291a4ed87d22ee4d2eae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 20V, Negative-QTOF	splash10-0a4i-4097000000-58e95d035724a140ed6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 40V, Negative-QTOF	splash10-0006-9010000000-cb7c81bf4feffefc75dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 10V, Positive-QTOF	splash10-0a4i-0059000000-f9ce8ad3e2092a5c1dac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 20V, Positive-QTOF	splash10-0a4i-0494000000-440be10bacbf5748c9f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 40V, Positive-QTOF	splash10-002b-4920000000-6a4d2018e5a92016840b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 10V, Negative-QTOF	splash10-0a4i-0009000000-229b7f1e3c92833e7c33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 20V, Negative-QTOF	splash10-08fs-0190000000-72e560ee1bb9a114291b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indecainide 40V, Negative-QTOF	splash10-0007-1920000000-34d197d17de2c3398659	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB00192	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00192	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00192

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

47194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Indecainide

METLIN ID

Not Available

PubChem Compound

52195

PDB ID

Not Available

ChEBI ID

775193

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

Giardina EV, Saroff AL, Schneider M: Effect of indecainide in patients with left ventricular dysfunction. Clin Pharmacol Ther. 1990 Nov;48(5):582-9. [PubMed:2225716 ]

Enzymes

Enzyme Details

1. 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

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Jaillon P, Drici M: Recent antiarrhythmic drugs. Am J Cardiol. 1989 Dec 5;64(20):65J-69J. [PubMed:2688391 ]
Holland DR, Lacefield WB, Gonzales CR, Johnston SR, Turk JA: Indecainide: effects on arrhythmias, electrophysiology, and cardiovascular dynamics. J Cardiovasc Pharmacol. 1989 Sep;14(3):454-61. [PubMed:2476626 ]
Steinberg MI, Wiest SA: Electrophysiological studies of indecainide hydrochloride, a new antiarrhythmic agent, in canine cardiac tissues. J Cardiovasc Pharmacol. 1984 Jul-Aug;6(4):614-21. [PubMed:6206315 ]

Showing metabocard for Indecainide (HMDB0014338)

MOL for HMDB0014338 (Indecainide)

3D MOL for HMDB0014338 (Indecainide)

3D SDF for HMDB0014338 (Indecainide)

3D-SDF for HMDB0014338 (Indecainide)

PDB for HMDB0014338 (Indecainide)

3D PDB for HMDB0014338 (Indecainide)

SMILES for HMDB0014338 (Indecainide)

INCHI for HMDB0014338 (Indecainide)

Structure for HMDB0014338 (Indecainide)

3D Structure for HMDB0014338 (Indecainide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References