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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:41:20 UTC

Update Date

2021-09-26 23:09:41 UTC

HMDB ID

HMDB0255118

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-desmethyl loperamide

Description

desmethyl loperamide belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. desmethyl loperamide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on desmethyl loperamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-desmethyl loperamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-desmethyl loperamide 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


  Mrv1652306031609512D          

 33 36  0  0  0  0            999 V2000
    2.9388   -0.3020    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
    7.4763    0.4125    0.0000 C   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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367    5.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750    4.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494    6.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877    5.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    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    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995    4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249    6.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376    7.0387    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7638   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741    4.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
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 14 12  1  0  0  0  0
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 30  1  1  4  0  0  0
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 31 19  1  0  0  0  0
 31 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 26  1  0  0  0  0
 33 27  1  0  0  0  0
M  END

HMDB0255118
     RDKit          3D
N-desmethyl loperamide
 64 67  0  0  0  0  0  0  0  0999 V2000
   -3.3464   -2.7458    2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821   -1.7840    1.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -0.7567    1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -0.3606    2.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928    0.0804    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947    0.0538   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2982   -1.2464   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811   -1.1152   -0.8460 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -0.9921    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603    0.1618    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728    0.5070   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    1.9208   -0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    0.0180   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346    0.8855    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2105    0.4693    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5992   -0.8412    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -1.4213    0.7209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6483   -1.7063   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -1.2776   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411    0.0624   -1.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102    0.0077   -1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882   -0.4384   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -1.7109   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049   -2.2097   -1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6225   -1.4407   -2.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6424   -0.1761   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552    0.3046   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    1.5175    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    2.3750   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    3.7191   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    4.2618    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1710    3.3921    1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9319    2.0403    1.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6537    2.2859    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6583    1.9156    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9500    1.1533    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9669   -2.7400   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -1.9770   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787    0.8273   -2.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4559   -0.8866   -2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008    0.9854   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -0.1811   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5638   -2.4119   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4707   -3.2054   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5091   -1.8178   -2.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5477    0.4030   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6183    1.2988   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2415    2.0024   -1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4470    3.8365    2.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    1.4051    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
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  5 28  1  0
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 21  8  1  0
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  4 37  1  0
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 30 61  1  0
 31 62  1  0
 32 63  1  0
 33 64  1  0
M  END


  Mrv1652306031609512D          

 33 36  0  0  0  0            999 V2000
    2.9388   -0.3020    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
    7.4763    0.4125    0.0000 C   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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367    5.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750    4.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494    6.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877    5.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    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    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995    4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249    6.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376    7.0387    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7638   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741    4.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
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  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
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 30  1  1  4  0  0  0
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 31 19  1  0  0  0  0
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 32 26  1  0  0  0  0
 33 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255118

> <DATABASE_NAME>
hmdb

> <SMILES>
CN=C(O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H31ClN2O2/c1-30-26(32)28(23-8-4-2-5-9-23,24-10-6-3-7-11-24)18-21-31-19-16-27(33,17-20-31)22-12-14-25(29)15-13-22/h2-15,33H,16-21H2,1H3,(H,30,32)

> <INCHI_KEY>
ZMOPTLXEYOVARP-UHFFFAOYSA-N

> <FORMULA>
C28H31ClN2O2

> <MOLECULAR_WEIGHT>
463.02

> <EXACT_MASS>
462.2074059

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.1365133739433

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N-methyl-2,2-diphenylbutanimidic acid

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
2.685982703278629

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.984751619760004

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.955356401372252

> <JCHEM_PKA_STRONGEST_BASIC>
12.615335240068603

> <JCHEM_POLAR_SURFACE_AREA>
56.06

> <JCHEM_REFRACTIVITY>
145.55889999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N-methyl-2,2-diphenylbutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255118
     RDKit          3D
N-desmethyl loperamide
 64 67  0  0  0  0  0  0  0  0999 V2000
   -3.3464   -2.7458    2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821   -1.7840    1.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -0.7567    1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -0.3606    2.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928    0.0804    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947    0.0538   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2982   -1.2464   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811   -1.1152   -0.8460 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -0.9921    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603    0.1618    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728    0.5070   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    1.9208   -0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    0.0180   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346    0.8855    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2105    0.4693    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5992   -0.8412    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -1.4213    0.7209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6483   -1.7063   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -1.2776   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411    0.0624   -1.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102    0.0077   -1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882   -0.4384   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -1.7109   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049   -2.2097   -1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6225   -1.4407   -2.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6424   -0.1761   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552    0.3046   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    1.5175    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    2.3750   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    3.7191   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    4.2618    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1710    3.3921    1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9319    2.0403    1.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4475   -2.6853    2.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763   -2.5064    3.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1332   -3.7956    2.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759   -0.9223    3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    0.4807    0.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048    0.7971   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -1.4405   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4919   -2.0721   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -0.9763    1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352   -1.9619    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0179    1.0469    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3302   -0.0744    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537    2.2859    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6583    1.9156    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9500    1.1533    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9669   -2.7400   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -1.9770   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787    0.8273   -2.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4559   -0.8866   -2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008    0.9854   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -0.1811   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5638   -2.4119   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4707   -3.2054   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5091   -1.8178   -2.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5477    0.4030   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6183    1.2988   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2415    2.0024   -1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320    4.3534   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2585    5.3091    0.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    3.8365    2.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    1.4051    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  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  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  5 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 21  8  1  0
 27 22  1  0
 33 28  1  0
 19 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
 33 64  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       5.486  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.956   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.186   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.186  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.646  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.095  10.366   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.740   9.113   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.372  11.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.017  10.473   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.279   9.060   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.833  11.779   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.796   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   29 Cl   UNK     0       5.110  13.139   0.000  0.00  0.00          Cl+0
HETATM   30  N   UNK     0       7.026  -0.564   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       7.026   2.104   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.725   9.060   0.000  0.00  0.00           O+0
CONECT    1   30                                                            
CONECT    2    4    5                                                       
CONECT    3    6    7                                                       
CONECT    4    2    8                                                       
CONECT    5    2    9                                                       
CONECT    6    3   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   23                                                       
CONECT    9    5   23                                                       
CONECT   10    6   24                                                       
CONECT   11    7   24                                                       
CONECT   12   14   22                                                       
CONECT   13   15   22                                                       
CONECT   14   12   25                                                       
CONECT   15   13   25                                                       
CONECT   16   19   27                                                       
CONECT   17   20   27                                                       
CONECT   18   21   28                                                       
CONECT   19   16   31                                                       
CONECT   20   17   31                                                       
CONECT   21   18   31                                                       
CONECT   22   12   13   27                                                  
CONECT   23    8    9   28                                                  
CONECT   24   10   11   28                                                  
CONECT   25   14   15   29                                                  
CONECT   26   28   30   32                                                  
CONECT   27   16   17   22   33                                             
CONECT   28   18   23   24   26                                             
CONECT   29   25                                                            
CONECT   30    1   26                                                       
CONECT   31   19   20   21                                                  
CONECT   32   26                                                            
CONECT   33   27                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0255118
HETATM    1  C1  UNL     1      -3.346  -2.746   2.506  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.082  -1.784   1.502  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.362  -0.757   1.483  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.631  -0.361   2.576  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.293   0.080   0.202  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.895   0.054  -0.287  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.298  -1.246  -0.668  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.181  -1.115  -0.846  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.765  -0.992   0.483  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.660   0.162   0.703  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.573   0.507  -0.428  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.661   1.921  -0.478  1.00  0.00           O  
HETATM   13  C9  UNL     1       4.963   0.018  -0.167  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.935   0.885   0.349  1.00  0.00           C  
HETATM   15  C11 UNL     1       7.210   0.469   0.614  1.00  0.00           C  
HETATM   16  C12 UNL     1       7.599  -0.841   0.382  1.00  0.00           C  
HETATM   17 CL1  UNL     1       9.219  -1.421   0.721  1.00  0.00          CL  
HETATM   18  C13 UNL     1       6.648  -1.706  -0.126  1.00  0.00           C  
HETATM   19  C14 UNL     1       5.377  -1.278  -0.388  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.041   0.062  -1.768  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.510   0.008  -1.677  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.388  -0.438  -0.625  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.396  -1.711  -1.163  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.505  -2.210  -1.868  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.623  -1.441  -2.045  1.00  0.00           C  
HETATM   26  C21 UNL     1      -5.642  -0.176  -1.523  1.00  0.00           C  
HETATM   27  C22 UNL     1      -4.555   0.305  -0.835  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.588   1.517   0.476  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.490   2.375  -0.609  1.00  0.00           C  
HETATM   30  C25 UNL     1      -2.729   3.719  -0.477  1.00  0.00           C  
HETATM   31  C26 UNL     1      -3.073   4.262   0.726  1.00  0.00           C  
HETATM   32  C27 UNL     1      -3.171   3.392   1.807  1.00  0.00           C  
HETATM   33  C28 UNL     1      -2.932   2.040   1.683  1.00  0.00           C  
HETATM   34  H1  UNL     1      -4.448  -2.685   2.749  1.00  0.00           H  
HETATM   35  H2  UNL     1      -2.776  -2.506   3.423  1.00  0.00           H  
HETATM   36  H3  UNL     1      -3.133  -3.796   2.182  1.00  0.00           H  
HETATM   37  H4  UNL     1      -1.076  -0.922   3.178  1.00  0.00           H  
HETATM   38  H5  UNL     1      -0.268   0.481   0.546  1.00  0.00           H  
HETATM   39  H6  UNL     1      -0.805   0.797  -1.147  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.605  -1.440  -1.750  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.492  -2.072  -0.002  1.00  0.00           H  
HETATM   42  H9  UNL     1       0.949  -0.976   1.225  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.335  -1.962   0.631  1.00  0.00           H  
HETATM   44  H11 UNL     1       2.018   1.047   0.939  1.00  0.00           H  
HETATM   45  H12 UNL     1       3.330  -0.074   1.577  1.00  0.00           H  
HETATM   46  H13 UNL     1       3.654   2.286   0.457  1.00  0.00           H  
HETATM   47  H14 UNL     1       5.658   1.916   0.540  1.00  0.00           H  
HETATM   48  H15 UNL     1       7.950   1.153   1.011  1.00  0.00           H  
HETATM   49  H16 UNL     1       6.967  -2.740  -0.305  1.00  0.00           H  
HETATM   50  H17 UNL     1       4.643  -1.977  -0.794  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.279   0.827  -2.566  1.00  0.00           H  
HETATM   52  H19 UNL     1       3.456  -0.887  -2.097  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.201   0.985  -1.270  1.00  0.00           H  
HETATM   54  H21 UNL     1       1.130  -0.181  -2.693  1.00  0.00           H  
HETATM   55  H22 UNL     1      -2.564  -2.412  -1.064  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.471  -3.205  -2.278  1.00  0.00           H  
HETATM   57  H24 UNL     1      -6.509  -1.818  -2.585  1.00  0.00           H  
HETATM   58  H25 UNL     1      -6.548   0.403  -1.679  1.00  0.00           H  
HETATM   59  H26 UNL     1      -4.618   1.299  -0.432  1.00  0.00           H  
HETATM   60  H27 UNL     1      -2.241   2.002  -1.584  1.00  0.00           H  
HETATM   61  H28 UNL     1      -2.632   4.353  -1.356  1.00  0.00           H  
HETATM   62  H29 UNL     1      -3.259   5.309   0.800  1.00  0.00           H  
HETATM   63  H30 UNL     1      -3.447   3.837   2.748  1.00  0.00           H  
HETATM   64  H31 UNL     1      -3.021   1.405   2.536  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3
CONECT    3    4    5
CONECT    4   37
CONECT    5    6   22   28
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   21
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   13   20
CONECT   12   46
CONECT   13   14   14   19
CONECT   14   15   47
CONECT   15   16   16   48
CONECT   16   17   18
CONECT   18   19   19   49
CONECT   19   50
CONECT   20   21   51   52
CONECT   21   53   54
CONECT   22   23   23   27
CONECT   23   24   55
CONECT   24   25   25   56
CONECT   25   26   57
CONECT   26   27   27   58
CONECT   27   59
CONECT   28   29   29   33
CONECT   29   30   60
CONECT   30   31   31   61
CONECT   31   32   62
CONECT   32   33   33   63
CONECT   33   64
END

HMDB0255118
     RDKit          3D
N-desmethyl loperamide
 64 67  0  0  0  0  0  0  0  0999 V2000
   -3.3464   -2.7458    2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821   -1.7840    1.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -0.7567    1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -0.3606    2.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928    0.0804    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947    0.0538   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2982   -1.2464   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811   -1.1152   -0.8460 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -0.9921    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603    0.1618    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728    0.5070   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    1.9208   -0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    0.0180   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346    0.8855    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2105    0.4693    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5992   -0.8412    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -1.4213    0.7209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6483   -1.7063   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -1.2776   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411    0.0624   -1.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102    0.0077   -1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882   -0.4384   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -1.7109   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049   -2.2097   -1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6225   -1.4407   -2.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6424   -0.1761   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552    0.3046   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    1.5175    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    2.3750   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    3.7191   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    4.2618    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1710    3.3921    1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9319    2.0403    1.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4475   -2.6853    2.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763   -2.5064    3.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1332   -3.7956    2.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759   -0.9223    3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    0.4807    0.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048    0.7971   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -1.4405   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4919   -2.0721   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -0.9763    1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352   -1.9619    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0179    1.0469    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3302   -0.0744    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537    2.2859    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6583    1.9156    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9500    1.1533    1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9669   -2.7400   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -1.9770   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787    0.8273   -2.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4559   -0.8866   -2.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008    0.9854   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -0.1811   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5638   -2.4119   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4707   -3.2054   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5091   -1.8178   -2.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5477    0.4030   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6183    1.2988   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2415    2.0024   -1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320    4.3534   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2585    5.3091    0.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4470    3.8365    2.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    1.4051    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  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  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  5 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 21  8  1  0
 27 22  1  0
 33 28  1  0
 19 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
 33 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Monodesmethyl loperamide	ChEBI
N-Desmethyl loperamide	ChEBI
(11C)N-Desmethyl-loperamide	MeSH
(N-Methyl-11C)-desmethyl-loperamide	MeSH
N-Demethyl-loperamide	MeSH
N-Demethylloperamide	MeSH
N-Desmethyl-loperamide	MeSH
N-Desmethylloperamide	MeSH

Chemical Formula

C₂₈H₃₁ClN₂O₂

Average Molecular Weight

463.02

Monoisotopic Molecular Weight

462.2074059

IUPAC Name

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N-methyl-2,2-diphenylbutanimidic acid

Traditional Name

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N-methyl-2,2-diphenylbutanimidic acid

CAS Registry Number

Not Available

SMILES

CN=C(O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C28H31ClN2O2/c1-30-26(32)28(23-8-4-2-5-9-23,24-10-6-3-7-11-24)18-21-31-19-16-27(33,17-20-31)22-12-14-25(29)15-13-22/h2-15,33H,16-21H2,1H3,(H,30,32)

InChI Key

ZMOPTLXEYOVARP-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenylpiperidine
Phenylacetamide
Halobenzene
Aralkylamine
Chlorobenzene
N-acyl-amine
Aryl chloride
Piperidine
Aryl halide
Fatty amide
Fatty acyl
Tertiary alcohol
Tertiary amine
Tertiary aliphatic amine
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organohalogen compound
Organochloride
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:64043 )
tertiary alcohol (CHEBI:64043 )
monocarboxylic acid amide (CHEBI:64043 )
monochlorobenzenes (CHEBI:64043 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	4.93	ALOGPS
logP	2.69	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	-3	ChemAxon
pKa (Strongest Basic)	12.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	56.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	145.56 m³·mol⁻¹	ChemAxon
Polarizability	51.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	201.953	30932474
DeepCCS	[M-H]-	199.595	30932474
DeepCCS	[M-2H]-	232.48	30932474
DeepCCS	[M+Na]+	208.127	30932474
AllCCS	[M+H]+	211.5	32859911
AllCCS	[M+H-H2O]+	209.6	32859911
AllCCS	[M+NH4]+	213.3	32859911
AllCCS	[M+Na]+	213.8	32859911
AllCCS	[M-H]-	204.4	32859911
AllCCS	[M+Na-2H]-	204.9	32859911
AllCCS	[M+HCOO]-	205.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-desmethyl loperamide	CN=C(O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1	4544.6	Standard polar	33892256
N-desmethyl loperamide	CN=C(O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1	3542.8	Standard non polar	33892256
N-desmethyl loperamide	CN=C(O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1	3566.2	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 - N-desmethyl loperamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukc-4592600000-5110bdb220d9aca22d77	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-desmethyl loperamide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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 - N-desmethyl loperamide 10V, Positive-QTOF	splash10-03dj-0000900000-85783572a6e1d2fb7657	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethyl loperamide 20V, Positive-QTOF	splash10-0gvk-0041900000-edb848068e30b129fddf	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethyl loperamide 40V, Positive-QTOF	splash10-000l-0987300000-de4d736a445201716744	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethyl loperamide 10V, Negative-QTOF	splash10-03di-0000900000-f65f01b38ae415ad2ce7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethyl loperamide 20V, Negative-QTOF	splash10-03di-1102900000-ec5f39f9eea8966b0435	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desmethyl loperamide 40V, Negative-QTOF	splash10-08fr-6941100000-da9b5b5c661727ac6f9e	2019-02-23	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

7981704

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9805944

PDB ID

Not Available

ChEBI ID

64043

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 N-desmethyl loperamide (HMDB0255118)

MOL for HMDB0255118 (N-desmethyl loperamide)

3D MOL for HMDB0255118 (N-desmethyl loperamide)

3D SDF for HMDB0255118 (N-desmethyl loperamide)

3D-SDF for HMDB0255118 (N-desmethyl loperamide)

PDB for HMDB0255118 (N-desmethyl loperamide)

3D PDB for HMDB0255118 (N-desmethyl loperamide)

SMILES for HMDB0255118 (N-desmethyl loperamide)

INCHI for HMDB0255118 (N-desmethyl loperamide)

Structure for HMDB0255118 (N-desmethyl loperamide)

3D Structure for HMDB0255118 (N-desmethyl loperamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra