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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:39 UTC

Update Date

2021-09-14 15:47:12 UTC

HMDB ID

HMDB0013972

Secondary Accession Numbers

HMDB13972

Metabolite Identification

Common Name

N-Dealkylated tolterodine

Description

N-Dealkylated tolterodine is only found in individuals that have used or taken tolterodine. N-Dealkylated tolterodine is a metabolite of tolterodine. N-Dealkylated tolterodine belongs to the family of Diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 09071311552D          

 21 22  0  0  0  0            999 V2000
   -3.2411    1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    0.2652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0975    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    0.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    1.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  3 14  1  0  0  0  0
  6 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013972

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO/c1-14(2)20-12-11-17(16-7-5-4-6-8-16)18-13-15(3)9-10-19(18)21/h4-10,13-14,17,20-21H,11-12H2,1-3H3/t17-/m1/s1

> <INCHI_KEY>
CPLYUIYTJCFQJD-QGZVFWFLSA-N

> <FORMULA>
C19H25NO

> <MOLECULAR_WEIGHT>
283.4079

> <EXACT_MASS>
283.193614427

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.942842064971416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-2-[(1R)-1-phenyl-3-[(propan-2-yl)amino]propyl]phenol

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
4.0486402706918465

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.848222833087767

> <JCHEM_PKA_STRONGEST_BASIC>
10.160227400103578

> <JCHEM_POLAR_SURFACE_AREA>
32.26

> <JCHEM_REFRACTIVITY>
89.49510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R)-3-(isopropylamino)-1-phenylpropyl]-4-methylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

https://cactus.nci.nih.gov/chemical/structure/CC(C)NCC%5BC@H%5D(C1=CC=CC=C1)C...
 OpenBabel09142113233D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:45})
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.3533   -2.2572   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3355   -1.1655    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    0.1487   -0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -1.5583   -0.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430   -0.9025    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5827   -1.3351   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5308   -0.6520    0.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4032   -0.8673    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -1.1709    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1857   -1.1669   -1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129   -1.6428   -1.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3229   -2.1230   -0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0055   -2.1279    0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -1.6560    1.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662    0.8372    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3965    1.6982    1.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3865    1.2002    2.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3366    3.0688    1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466    3.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4161    2.7120   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4265    3.2642   -2.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4704    1.3457   -0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3353   -1.9658    0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -3.1935    0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995   -2.3901   -1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893   -1.0327    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8075    0.0159   -1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0361    0.9266   -0.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7432    0.4402   -0.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9257   -1.3597   -1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181   -1.1893    1.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    0.1792    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5076   -1.0482   -1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -2.4168   -0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748   -0.7916   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -1.6390   -2.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2820   -2.4942   -1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165   -2.5028    1.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285   -1.6598    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    1.0143    3.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2827    3.7413    2.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003    4.6393   -0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970    3.3485   -2.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9902    2.5948   -3.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943    4.2488   -2.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5247    0.6757   -1.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  4  5  1  0  0  0  0
  4 30  1  0  0  0  0
  5  6  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6  7  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  7 15  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 35  1  0  0  0  0
 11 12  2  0  0  0  0
 11 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 37  1  0  0  0  0
 13 14  2  0  0  0  0
 13 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 16  2  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 40  1  0  0  0  0
 18 19  2  0  0  0  0
 18 41  1  0  0  0  0
 19 20  1  0  0  0  0
 19 42  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 43  1  0  0  0  0
 21 44  1  0  0  0  0
 21 45  1  0  0  0  0
 22 46  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 07-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-13         0                                  
HETATM    1  C   UNK     0      -6.050   3.575   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.384   2.805   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.384   1.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.050   0.495   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.716   1.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.716   2.805   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.383   0.495   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.049   1.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.715   0.495   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.618   1.265   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.952   0.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.286   1.265   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.952  -1.045   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.717   0.495   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.383   3.575   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.383  -1.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.716  -1.815   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.716  -3.355   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.383  -4.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.049  -3.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.049  -1.815   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    1    5   15                                                  
CONECT    7    5    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    3                                                            
CONECT   15    6                                                            
CONECT   16    7   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/CC(C)NCC%5BC@H%5D(C1=CC=CC=C1)C... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  C   UNL     1       5.353  -2.257  -0.215  1.00  0.00           C  
HETATM    2  C   UNL     1       4.335  -1.165   0.122  1.00  0.00           C  
HETATM    3  C   UNL     1       4.761   0.149  -0.536  1.00  0.00           C  
HETATM    4  N   UNL     1       3.012  -1.558  -0.380  1.00  0.00           N  
HETATM    5  C   UNL     1       1.943  -0.902   0.385  1.00  0.00           C  
HETATM    6  C   UNL     1       0.583  -1.335  -0.167  1.00  0.00           C  
HETATM    7  C   UNL     1      -0.531  -0.652   0.630  1.00  0.00           C  
HETATM    8  H   UNL     1      -0.403  -0.867   1.691  1.00  0.00           H  
HETATM    9  C   UNL     1      -1.869  -1.171   0.170  1.00  0.00           C  
HETATM   10  C   UNL     1      -2.186  -1.167  -1.176  1.00  0.00           C  
HETATM   11  C   UNL     1      -3.413  -1.643  -1.598  1.00  0.00           C  
HETATM   12  C   UNL     1      -4.323  -2.123  -0.675  1.00  0.00           C  
HETATM   13  C   UNL     1      -4.005  -2.128   0.670  1.00  0.00           C  
HETATM   14  C   UNL     1      -2.776  -1.656   1.092  1.00  0.00           C  
HETATM   15  C   UNL     1      -0.466   0.837   0.408  1.00  0.00           C  
HETATM   16  C   UNL     1      -0.397   1.698   1.494  1.00  0.00           C  
HETATM   17  O   UNL     1      -0.387   1.200   2.758  1.00  0.00           O  
HETATM   18  C   UNL     1      -0.337   3.069   1.286  1.00  0.00           C  
HETATM   19  C   UNL     1      -0.347   3.572   0.000  1.00  0.00           C  
HETATM   20  C   UNL     1      -0.416   2.712  -1.080  1.00  0.00           C  
HETATM   21  C   UNL     1      -0.426   3.264  -2.482  1.00  0.00           C  
HETATM   22  C   UNL     1      -0.470   1.346  -0.876  1.00  0.00           C  
HETATM   23  H   UNL     1       6.335  -1.966   0.158  1.00  0.00           H  
HETATM   24  H   UNL     1       5.050  -3.193   0.254  1.00  0.00           H  
HETATM   25  H   UNL     1       5.399  -2.390  -1.296  1.00  0.00           H  
HETATM   26  H   UNL     1       4.289  -1.033   1.203  1.00  0.00           H  
HETATM   27  H   UNL     1       4.808   0.016  -1.617  1.00  0.00           H  
HETATM   28  H   UNL     1       4.036   0.927  -0.296  1.00  0.00           H  
HETATM   29  H   UNL     1       5.743   0.440  -0.163  1.00  0.00           H  
HETATM   30  H   UNL     1       2.926  -1.360  -1.366  1.00  0.00           H  
HETATM   31  H   UNL     1       2.018  -1.189   1.433  1.00  0.00           H  
HETATM   32  H   UNL     1       2.044   0.179   0.296  1.00  0.00           H  
HETATM   33  H   UNL     1       0.508  -1.048  -1.215  1.00  0.00           H  
HETATM   34  H   UNL     1       0.482  -2.417  -0.077  1.00  0.00           H  
HETATM   35  H   UNL     1      -1.475  -0.792  -1.897  1.00  0.00           H  
HETATM   36  H   UNL     1      -3.661  -1.639  -2.649  1.00  0.00           H  
HETATM   37  H   UNL     1      -5.282  -2.494  -1.005  1.00  0.00           H  
HETATM   38  H   UNL     1      -4.716  -2.503   1.392  1.00  0.00           H  
HETATM   39  H   UNL     1      -2.529  -1.660   2.143  1.00  0.00           H  
HETATM   40  H   UNL     1       0.498   1.014   3.100  1.00  0.00           H  
HETATM   41  H   UNL     1      -0.283   3.741   2.130  1.00  0.00           H  
HETATM   42  H   UNL     1      -0.300   4.639  -0.162  1.00  0.00           H  
HETATM   43  H   UNL     1       0.597   3.349  -2.848  1.00  0.00           H  
HETATM   44  H   UNL     1      -0.990   2.595  -3.132  1.00  0.00           H  
HETATM   45  H   UNL     1      -0.894   4.249  -2.482  1.00  0.00           H  
HETATM   46  H   UNL     1      -0.525   0.676  -1.722  1.00  0.00           H  
CONECT    1    2   23   24   25                                       
CONECT    2    1    3    4   26                                       
CONECT    3    2   27   28   29                                       
CONECT    4    2    5   30                                            
CONECT    5    4    6   31   32                                       
CONECT    6    5    7   33   34                                       
CONECT    7    6    8    9   15                                       
CONECT    8    7                                                      
CONECT    9    7   10   10   14                                       
CONECT   10    9    9   11   35                                       
CONECT   11   10   12   12   36                                       
CONECT   12   11   11   13   37                                       
CONECT   13   12   14   14   38                                       
CONECT   14   13   13    9   39                                       
CONECT   15    7   16   16   22                                       
CONECT   16   15   15   17   18                                       
CONECT   17   16   40                                                 
CONECT   18   16   19   19   41                                       
CONECT   19   18   18   20   42                                       
CONECT   20   19   21   22   22                                       
CONECT   21   20   43   44   45                                       
CONECT   22   20   20   15   46                                       
CONECT   23    1                                                      
CONECT   24    1                                                      
CONECT   25    1                                                      
CONECT   26    2                                                      
CONECT   27    3                                                      
CONECT   28    3                                                      
CONECT   29    3                                                      
CONECT   30    4                                                      
CONECT   31    5                                                      
CONECT   32    5                                                      
CONECT   33    6                                                      
CONECT   34    6                                                      
CONECT   35   10                                                      
CONECT   36   11                                                      
CONECT   37   12                                                      
CONECT   38   13                                                      
CONECT   39   14                                                      
CONECT   40   17                                                      
CONECT   41   18                                                      
CONECT   42   19                                                      
CONECT   43   21                                                      
CONECT   44   21                                                      
CONECT   45   21                                                      
CONECT   46   22                                                      
MASTER        0    0    0    0    0    0    0    0   46    0   46    0
END

https://cactus.nci.nih.gov/chemical/structure/CC(C)NCC%5BC@H%5D(C1=CC=CC=C1)C...
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M  END
$$$$

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO

Average Molecular Weight

283.4079

Monoisotopic Molecular Weight

283.193614427

IUPAC Name

4-methyl-2-[(1R)-1-phenyl-3-[(propan-2-yl)amino]propyl]phenol

Traditional Name

2-[(1R)-3-(isopropylamino)-1-phenylpropyl]-4-methylphenol

CAS Registry Number

Not Available

SMILES

CC(C)NCC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1

InChI Identifier

InChI=1S/C19H25NO/c1-14(2)20-12-11-17(16-7-5-4-6-8-16)18-13-15(3)9-10-19(18)21/h4-10,13-14,17,20-21H,11-12H2,1-3H3/t17-/m1/s1

InChI Key

CPLYUIYTJCFQJD-QGZVFWFLSA-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
P-cresol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Toluene
Secondary aliphatic amine
Secondary amine
Amine
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Endogenous

Biological location:

Organ and components:

Cell and elements:

Extracellular

Biofluid and excreta:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

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

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0054 g/L	ALOGPS
logP	3.89	ALOGPS
logP	4.05	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	10.85	ChemAxon
pKa (Strongest Basic)	10.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	32.26 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.5 m³·mol⁻¹	ChemAxon
Polarizability	33.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Collision Cross Sections

Name	Adduct	Type	Data Source	Value	Reference
DarkChem	[M+H]+	Predicted	Not Available	171.48	31661259
DarkChem	[M-H]-	Predicted	Not Available	170.403	31661259

Retention Indices

Underivatized

Not Available

Derivatized

Derivative	Value	Reference
N-Dealkylated tolterodine,1TMS,#1	2216.8474	https://arxiv.org/abs/1905.12712
N-Dealkylated tolterodine,1TMS,#2	2272.5598	https://arxiv.org/abs/1905.12712
N-Dealkylated tolterodine,1TBDMS,#1	2453.0447	https://arxiv.org/abs/1905.12712
N-Dealkylated tolterodine,1TBDMS,#2	2544.1433	https://arxiv.org/abs/1905.12712

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9730000000-737918665bed84f79560	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-006x-9743000000-1e9c7cd4012435ed24b0	2017-10-06	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-39b6b31bb80672632dac	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-005c-1290000000-86da147a2a31652d5bc0	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00nf-3930000000-a7d306c11756f28037b9	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-d9b3f7cb30d144d8aa7c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1390000000-edde5f16a93060eed1bc	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9620000000-44078558f8c6995d9231	2017-09-01	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/Pathwhiz	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	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9857016

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Postlind H, DanielsonA, Lindgren A, Andersson SH: Tolterodine, a new muscarinic receptor antagonist, is metabolized by cytochromes P450 2D6 and 3A in human liver microsomes. Drug Metab Dispos. 1998 Apr;26(4):289-93. [PubMed:9531513 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2D6

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

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Muscarinic acetylcholine receptor M3

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM3
Uniprot ID:: P20309
Molecular weight:: 66127.4

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Schneider T, Fetscher C, Krege S, Michel MC: Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53. Epub 2004 Feb 9. [PubMed:14769832 ]
McNamara A, Pulido-Rios MT, Sweazey S, Obedencio GP, Thibodeaux H, Renner T, Armstrong SR, Steinfeld T, Hughes AD, Wilson RD, Jasper JR, Mammen M, Hegde SS: Pharmacological properties of TD-6301, a novel bladder selective muscarinic receptor antagonist. Eur J Pharmacol. 2009 Mar 1;605(1-3):145-52. doi: 10.1016/j.ejphar.2008.12.043. Epub 2009 Jan 10. [PubMed:19168050 ]
Sellers DJ, Yamanishi T, Chapple CR, Couldwell C, Yasuda K, Chess-Williams R: M3 muscarinic receptors but not M2 mediate contraction of the porcine detrusor muscle in vitro. J Auton Pharmacol. 2000 Jun;20(3):171-6. [PubMed:11193006 ]

Enzyme Details

6. Muscarinic acetylcholine receptor M1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM1
Uniprot ID:: P11229
Molecular weight:: 51420.4

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 ]
Schneider T, Fetscher C, Krege S, Michel MC: Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53. Epub 2004 Feb 9. [PubMed:14769832 ]

Enzyme Details

7. Muscarinic acetylcholine receptor M2

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is adenylate cyclase inhibition
Gene Name:: CHRM2
Uniprot ID:: P08172
Molecular weight:: 51714.6

References

Nelson CP, Nahorski SR, Challiss RA: Constitutive activity and inverse agonism at the M2 muscarinic acetylcholine receptor. J Pharmacol Exp Ther. 2006 Jan;316(1):279-88. Epub 2005 Sep 27. [PubMed:16188951 ]
Schneider T, Fetscher C, Krege S, Michel MC: Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53. Epub 2004 Feb 9. [PubMed:14769832 ]
McNamara A, Pulido-Rios MT, Sweazey S, Obedencio GP, Thibodeaux H, Renner T, Armstrong SR, Steinfeld T, Hughes AD, Wilson RD, Jasper JR, Mammen M, Hegde SS: Pharmacological properties of TD-6301, a novel bladder selective muscarinic receptor antagonist. Eur J Pharmacol. 2009 Mar 1;605(1-3):145-52. doi: 10.1016/j.ejphar.2008.12.043. Epub 2009 Jan 10. [PubMed:19168050 ]
Sellers DJ, Yamanishi T, Chapple CR, Couldwell C, Yasuda K, Chess-Williams R: M3 muscarinic receptors but not M2 mediate contraction of the porcine detrusor muscle in vitro. J Auton Pharmacol. 2000 Jun;20(3):171-6. [PubMed:11193006 ]

Enzyme Details

8. Muscarinic acetylcholine receptor M4

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is inhibition of adenylate cyclase
Gene Name:: CHRM4
Uniprot ID:: P08173
Molecular weight:: 53048.7

References

Maruyama S, Oki T, Otsuka A, Shinbo H, Ozono S, Kageyama S, Mikami Y, Araki I, Takeda M, Masuyama K, Yamada S: Human muscarinic receptor binding characteristics of antimuscarinic agents to treat overactive bladder. J Urol. 2006 Jan;175(1):365-9. [PubMed:16406943 ]

Enzyme Details

9. Muscarinic acetylcholine receptor M5

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM5
Uniprot ID:: P08912
Molecular weight:: 60073.2

References

Maruyama S, Oki T, Otsuka A, Shinbo H, Ozono S, Kageyama S, Mikami Y, Araki I, Takeda M, Masuyama K, Yamada S: Human muscarinic receptor binding characteristics of antimuscarinic agents to treat overactive bladder. J Urol. 2006 Jan;175(1):365-9. [PubMed:16406943 ]

Showing metabocard for N-Dealkylated tolterodine (HMDB0013972)

MOL for HMDB0013972 (N-Dealkylated tolterodine)

3D MOL for HMDB0013972 (N-Dealkylated tolterodine)

3D SDF for HMDB0013972 (N-Dealkylated tolterodine)

3D-SDF for HMDB0013972 (N-Dealkylated tolterodine)

PDB for HMDB0013972 (N-Dealkylated tolterodine)

3D PDB for HMDB0013972 (N-Dealkylated tolterodine)

SMILES for HMDB0013972 (N-Dealkylated tolterodine)

INCHI for HMDB0013972 (N-Dealkylated tolterodine)

Structure for HMDB0013972 (N-Dealkylated tolterodine)

3D Structure for HMDB0013972 (N-Dealkylated tolterodine)

Collision Cross Sections

Retention Indices

Underivatized

Derivatized

GC-MS

LC-MS/MS

Enzymes

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