Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:44:05 UTC

Update Date

2021-09-26 23:11:00 UTC

HMDB ID

HMDB0255848

Secondary Accession Numbers

None

Metabolite Identification

Common Name

O-Demethylencainide

Description

O-Demethylencainide belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene. Based on a literature review a significant number of articles have been published on O-Demethylencainide. This compound has been identified in human blood as reported by (PMID: 31557052 ). O-demethylencainide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically O-Demethylencainide 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

HMDB0255848
     RDKit          3D
O-Demethylencainide
 51 53  0  0  0  0  0  0  0  0999 V2000
    2.2694   -2.0859    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579   -2.6790   -0.6320 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -4.1029   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -4.6626    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0856   -4.2962    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1344   -3.0944   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933   -2.0620   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -0.7339   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489   -0.1057   -0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821    0.1111    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.6997    1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365   -0.6132    2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    0.3339    3.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549    1.1573    2.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3483    1.0893    1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542    1.9937    0.8144 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    3.0450    0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758    3.7194    1.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903    3.6335   -0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    2.9468   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    3.5876   -2.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488    4.9275   -2.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    5.5317   -3.6194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737    5.6329   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    4.9838   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -2.1733    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2553   -0.9890   -0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -2.5002   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568   -4.4407   -0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404   -4.4732   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -4.1366    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824   -5.7526    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -5.1309   -0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -3.9925    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -3.4333   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -2.7119   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -1.8928    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.9171   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5596   -0.1013   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    0.8415   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096   -0.8003   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -1.4590    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -1.2243    2.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512    0.4176    4.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2472    1.9085    3.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3477    1.6746    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614    1.8880   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    2.9888   -3.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    6.5200   -3.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2025    6.6945   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0171    5.6376    0.3796 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
  5  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
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
  7  2  1  0
 15 10  1  0
 25 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END

  Mrv1652309112117442D          

 25 27  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   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
  3  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255848

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCCCC1CCC1=CC=CC=C1NC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O2/c1-23-15-5-4-7-18(23)12-9-16-6-2-3-8-20(16)22-21(25)17-10-13-19(24)14-11-17/h2-3,6,8,10-11,13-14,18,24H,4-5,7,9,12,15H2,1H3,(H,22,25)

> <INCHI_KEY>
QMHJFCPHRGVEAF-UHFFFAOYSA-N

> <FORMULA>
C21H26N2O2

> <MOLECULAR_WEIGHT>
338.451

> <EXACT_MASS>
338.199428085

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.529491481481415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
3.3235346156216257

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.981318832457244

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.552389914091412

> <JCHEM_PKA_STRONGEST_BASIC>
9.538423800880564

> <JCHEM_POLAR_SURFACE_AREA>
52.57

> <JCHEM_REFRACTIVITY>
103.2833

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255848
     RDKit          3D
O-Demethylencainide
 51 53  0  0  0  0  0  0  0  0999 V2000
    2.2694   -2.0859    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579   -2.6790   -0.6320 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -4.1029   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -4.6626    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0856   -4.2962    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1344   -3.0944   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933   -2.0620   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -0.7339   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489   -0.1057   -0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821    0.1111    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.6997    1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365   -0.6132    2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    0.3339    3.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549    1.1573    2.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3483    1.0893    1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542    1.9937    0.8144 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    3.0450    0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758    3.7194    1.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903    3.6335   -0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    2.9468   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    3.5876   -2.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488    4.9275   -2.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    5.5317   -3.6194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737    5.6329   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    4.9838   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -2.1733    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2553   -0.9890   -0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -2.5002   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568   -4.4407   -0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404   -4.4732   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -4.1366    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824   -5.7526    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -5.1309   -0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -3.9925    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -3.4333   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -2.7119   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -1.8928    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.9171   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5596   -0.1013   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    0.8415   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096   -0.8003   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -1.4590    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -1.2243    2.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512    0.4176    4.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2472    1.9085    3.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3477    1.6746    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614    1.8880   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    2.9888   -3.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    6.5200   -3.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2025    6.6945   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0171    5.6376    0.3796 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
  5  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
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
  7  2  1  0
 15 10  1  0
 25 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       6.668   2.310   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0255848
HETATM    1  C1  UNL     1       2.269  -2.086   0.029  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.158  -2.679  -0.632  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.207  -4.103  -0.748  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.355  -4.663   0.375  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.086  -4.296   0.049  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.134  -3.094  -0.876  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.093  -2.062  -0.444  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.311  -0.734  -1.105  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.649  -0.106  -0.851  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.982   0.111   0.582  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.947  -0.700   1.143  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.336  -0.613   2.459  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.701   0.334   3.212  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.755   1.157   2.737  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.348   1.089   1.377  1.00  0.00           C  
HETATM   16  N2  UNL     1      -0.554   1.994   0.814  1.00  0.00           N  
HETATM   17  C15 UNL     1       0.308   3.045   0.595  1.00  0.00           C  
HETATM   18  O1  UNL     1       0.576   3.719   1.789  1.00  0.00           O  
HETATM   19  C16 UNL     1       0.990   3.633  -0.517  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.385   2.947  -1.630  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.067   3.588  -2.670  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.349   4.927  -2.576  1.00  0.00           C  
HETATM   23  O2  UNL     1       3.026   5.532  -3.619  1.00  0.00           O  
HETATM   24  C20 UNL     1       1.974   5.633  -1.489  1.00  0.00           C  
HETATM   25  C21 UNL     1       1.275   4.984  -0.419  1.00  0.00           C  
HETATM   26  H1  UNL     1       2.232  -2.173   1.150  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.255  -0.989  -0.178  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.193  -2.500  -0.404  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.257  -4.441  -0.687  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.740  -4.473  -1.712  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.702  -4.137   1.305  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.382  -5.753   0.458  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.561  -5.131  -0.443  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.598  -3.993   0.987  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.937  -3.433  -1.897  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.154  -2.712  -0.850  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.245  -1.893   0.648  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.330  -0.917  -2.249  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.560  -0.101  -0.915  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.738   0.841  -1.436  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.410  -0.800  -1.283  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.439  -1.459   0.520  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.115  -1.224   2.843  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.951   0.418   4.284  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.247   1.908   3.380  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.348   1.675   1.882  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.161   1.888  -1.770  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.374   2.989  -3.525  1.00  0.00           H  
HETATM   49  H24 UNL     1       3.259   6.520  -3.641  1.00  0.00           H  
HETATM   50  H25 UNL     1       2.203   6.694  -1.375  1.00  0.00           H  
HETATM   51  H26 UNL     1       1.017   5.638   0.380  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    7
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   11   15
CONECT   11   12   42
CONECT   12   13   13   43
CONECT   13   14   44
CONECT   14   15   15   45
CONECT   15   16
CONECT   16   17   46
CONECT   17   18   18   19
CONECT   19   20   20   25
CONECT   20   21   47
CONECT   21   22   22   48
CONECT   22   23   24
CONECT   23   49
CONECT   24   25   25   50
CONECT   25   51
END

HMDB0255848
     RDKit          3D
O-Demethylencainide
 51 53  0  0  0  0  0  0  0  0999 V2000
    2.2694   -2.0859    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579   -2.6790   -0.6320 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -4.1029   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -4.6626    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0856   -4.2962    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1344   -3.0944   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933   -2.0620   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -0.7339   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489   -0.1057   -0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821    0.1111    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.6997    1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365   -0.6132    2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    0.3339    3.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549    1.1573    2.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3483    1.0893    1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542    1.9937    0.8144 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    3.0450    0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758    3.7194    1.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903    3.6335   -0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    2.9468   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    3.5876   -2.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488    4.9275   -2.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257    5.5317   -3.6194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737    5.6329   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    4.9838   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -2.1733    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2553   -0.9890   -0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -2.5002   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568   -4.4407   -0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404   -4.4732   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025   -4.1366    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824   -5.7526    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -5.1309   -0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -3.9925    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -3.4333   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -2.7119   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -1.8928    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.9171   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5596   -0.1013   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    0.8415   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096   -0.8003   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -1.4590    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -1.2243    2.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512    0.4176    4.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2472    1.9085    3.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3477    1.6746    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614    1.8880   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    2.9888   -3.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    6.5200   -3.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2025    6.6945   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0171    5.6376    0.3796 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
  5  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
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
  7  2  1  0
 15 10  1  0
 25 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
O-Demethylencainide, (+-)-isomer	HMDB
O-Desmethyl-encainide	HMDB
O-Desmethylencainide	HMDB

Chemical Formula

C₂₁H₂₆N₂O₂

Average Molecular Weight

338.451

Monoisotopic Molecular Weight

338.199428085

IUPAC Name

4-hydroxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide

Traditional Name

4-hydroxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide

CAS Registry Number

Not Available

SMILES

CN1CCCCC1CCC1=CC=CC=C1NC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C21H26N2O2/c1-23-15-5-4-7-18(23)12-9-16-6-2-3-8-20(16)22-21(25)17-10-13-19(24)14-11-17/h2-3,6,8,10-11,13-14,18,24H,4-5,7,9,12,15H2,1H3,(H,22,25)

InChI Key

QMHJFCPHRGVEAF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
Benzamide
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Piperidine
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Amine
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.07	ALOGPS
logP	3.32	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.55	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.57 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.28 m³·mol⁻¹	ChemAxon
Polarizability	38.53 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	183.729	30932474
DeepCCS	[M-H]-	181.371	30932474
DeepCCS	[M-2H]-	214.285	30932474
DeepCCS	[M+Na]+	189.976	30932474
AllCCS	[M+H]+	185.3	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	188.0	32859911
AllCCS	[M+Na]+	188.8	32859911
AllCCS	[M-H]-	184.2	32859911
AllCCS	[M+Na-2H]-	184.4	32859911
AllCCS	[M+HCOO]-	184.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Demethylencainide	CN1CCCCC1CCC1=CC=CC=C1NC(=O)C1=CC=C(O)C=C1	3685.9	Standard polar	33892256
O-Demethylencainide	CN1CCCCC1CCC1=CC=CC=C1NC(=O)C1=CC=C(O)C=C1	3040.5	Standard non polar	33892256
O-Demethylencainide	CN1CCCCC1CCC1=CC=CC=C1NC(=O)C1=CC=C(O)C=C1	3245.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Demethylencainide,2TMS,isomer #1	CN1CCCCC1CCC1=CC=CC=C1N(C(=O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2875.5	Semi standard non polar	33892256
O-Demethylencainide,2TMS,isomer #1	CN1CCCCC1CCC1=CC=CC=C1N(C(=O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2873.4	Standard non polar	33892256
O-Demethylencainide,2TMS,isomer #1	CN1CCCCC1CCC1=CC=CC=C1N(C(=O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3491.1	Standard polar	33892256
O-Demethylencainide,2TBDMS,isomer #1	CN1CCCCC1CCC1=CC=CC=C1N(C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3301.0	Semi standard non polar	33892256
O-Demethylencainide,2TBDMS,isomer #1	CN1CCCCC1CCC1=CC=CC=C1N(C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3311.1	Standard non polar	33892256
O-Demethylencainide,2TBDMS,isomer #1	CN1CCCCC1CCC1=CC=CC=C1N(C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3640.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylencainide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-9411000000-3f12c79a76b41680fc75	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylencainide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylencainide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylencainide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylencainide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylencainide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

49443

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54736

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 O-Demethylencainide (HMDB0255848)

MOL for HMDB0255848 (O-Demethylencainide)

3D MOL for HMDB0255848 (O-Demethylencainide)

3D SDF for HMDB0255848 (O-Demethylencainide)

3D-SDF for HMDB0255848 (O-Demethylencainide)

PDB for HMDB0255848 (O-Demethylencainide)

3D PDB for HMDB0255848 (O-Demethylencainide)

SMILES for HMDB0255848 (O-Demethylencainide)

INCHI for HMDB0255848 (O-Demethylencainide)

Structure for HMDB0255848 (O-Demethylencainide)

3D Structure for HMDB0255848 (O-Demethylencainide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra