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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:05 UTC

HMDB ID

HMDB0015692

Secondary Accession Numbers

HMDB15692

Metabolite Identification

Common Name

Isothipendyl

Description

Isothipendyl, also known as actapront or andanton, belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group. Isothipendyl is a drug which is used for the topical treatment of itching associated with allergic reactions. In humans, isothipendyl is involved in the isothipendyl h1-antihistamine action pathway. Isothipendyl is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Isothipendyl.

Structure

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

HMDB0015692
     RDKit          3D
Isothipendyl
 39 41  0  0  0  0  0  0  0  0999 V2000
    1.6254   -0.6721   -1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5253    0.3119   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325    0.0987    0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593    0.0307    0.4650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230   -1.2072    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483   -2.3650    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456   -3.6056   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4095   -3.7720   -0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -2.6452   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -1.4065   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.0356   -0.6931 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.4258   -0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878    2.6527   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903    3.7801    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.6119    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    2.3805    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.2652    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    0.6254    0.4592 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549   -0.4872    1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    1.2101   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6516   -0.7658   -1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207   -1.6377   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144   -0.2148   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    1.2948   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    1.0405    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -0.6753    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372   -2.2481    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -4.4824    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945   -4.7476   -0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872   -2.6938   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3967    2.7772   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    4.7683    0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356    4.4752    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -0.0544    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158   -1.1135    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.0835    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952    1.6962   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496    1.9563    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4271    0.4405   -0.8639 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 18 20  1  0
 17  4  1  0
 10  5  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
M  END

3781
  Mrv0541 02241214202D          

 20 22  0  0  1  0            999 V2000
    3.6959   -1.9666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -0.3823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    1.5979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900   -0.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -0.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820   -0.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -1.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820   -1.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900   -1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842   -0.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842   -1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -0.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  3 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4  9  1  0  0  0  0
  4 19  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  2  0  0  0  0
  9 11  2  0  0  0  0
 10 15  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 20  2  0  0  0  0
 17 18  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015692

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3S/c1-12(18(2)3)11-19-13-7-4-5-8-14(13)20-15-9-6-10-17-16(15)19/h4-10,12H,11H2,1-3H3

> <INCHI_KEY>
OQJBSDFFQWMKBQ-UHFFFAOYSA-N

> <FORMULA>
C16H19N3S

> <MOLECULAR_WEIGHT>
285.407

> <EXACT_MASS>
285.129968313

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.90460941792215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
dimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0³,⁸]tetradeca-1(14),3(8),4,6,10,12-hexaen-2-yl}propan-2-yl)amine

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.664355954666666

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.911522333566891

> <JCHEM_POLAR_SURFACE_AREA>
19.37

> <JCHEM_REFRACTIVITY>
86.66150000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isothipendyl

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015692
     RDKit          3D
Isothipendyl
 39 41  0  0  0  0  0  0  0  0999 V2000
    1.6254   -0.6721   -1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5253    0.3119   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325    0.0987    0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593    0.0307    0.4650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230   -1.2072    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483   -2.3650    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456   -3.6056   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4095   -3.7720   -0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -2.6452   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -1.4065   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.0356   -0.6931 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.4258   -0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878    2.6527   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903    3.7801    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.6119    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    2.3805    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.2652    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    0.6254    0.4592 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549   -0.4872    1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    1.2101   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6516   -0.7658   -1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207   -1.6377   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144   -0.2148   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    1.2948   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    1.0405    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -0.6753    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372   -2.2481    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -4.4824    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945   -4.7476   -0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872   -2.6938   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3967    2.7772   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    4.7683    0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356    4.4752    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -0.0544    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158   -1.1135    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.0835    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952    1.6962   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496    1.9563    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4271    0.4405   -0.8639 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 18 20  1  0
 17  4  1  0
 10  5  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3781                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  S   UNK     0       6.899  -3.671   0.000  0.00  0.00           S+0
HETATM    2  N   UNK     0       6.899  -0.714   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       8.180   2.983   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       9.501  -0.662   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.180   1.504   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.899   0.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.619  -1.453   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.460   0.765   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.180  -1.453   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.619  -2.932   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.180  -2.932   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.460   3.722   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.899   3.722   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.297  -0.662   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.297  -3.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.501  -3.722   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.957  -1.422   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.957  -2.962   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.841  -1.422   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.841  -2.962   0.000  0.00  0.00           C+0
CONECT    1   10   11                                                       
CONECT    2    6    7    9                                                  
CONECT    3    5   12   13                                                  
CONECT    4    9   19                                                       
CONECT    5    3    6    8                                                  
CONECT    6    2    5                                                       
CONECT    7    2   10   14                                                  
CONECT    8    5                                                            
CONECT    9    2    4   11                                                  
CONECT   10    1    7   15                                                  
CONECT   11    1    9   16                                                  
CONECT   12    3                                                            
CONECT   13    3                                                            
CONECT   14    7   17                                                       
CONECT   15   10   18                                                       
CONECT   16   11   20                                                       
CONECT   17   14   18                                                       
CONECT   18   15   17                                                       
CONECT   19    4   20                                                       
CONECT   20   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0015692
HETATM    1  C1  UNL     1       1.625  -0.672  -1.241  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.525   0.312  -0.147  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.533   0.099   0.931  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.859   0.031   0.465  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.423  -1.207   0.070  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.648  -2.365   0.248  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.146  -3.606  -0.090  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.409  -3.772  -0.612  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.169  -2.645  -0.786  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.675  -1.406  -0.450  1.00  0.00           C  
HETATM   11  S1  UNL     1      -3.725   0.036  -0.693  1.00  0.00           S  
HETATM   12  C10 UNL     1      -2.834   1.426  -0.108  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.388   2.653  -0.134  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.690   3.780   0.315  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.413   3.612   0.791  1.00  0.00           C  
HETATM   16  N2  UNL     1      -0.892   2.381   0.804  1.00  0.00           N  
HETATM   17  C14 UNL     1      -1.560   1.265   0.368  1.00  0.00           C  
HETATM   18  N3  UNL     1       2.811   0.625   0.459  1.00  0.00           N  
HETATM   19  C15 UNL     1       3.455  -0.487   1.082  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.726   1.210  -0.497  1.00  0.00           C  
HETATM   21  H1  UNL     1       0.652  -0.766  -1.753  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.021  -1.638  -0.889  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.314  -0.215  -2.017  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.232   1.295  -0.651  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.589   1.041   1.567  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.779  -0.675   1.683  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.337  -2.248   0.670  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.541  -4.482   0.050  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.794  -4.748  -0.875  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.187  -2.694  -1.196  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.397   2.777  -0.512  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.098   4.768   0.309  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.836   4.475   1.153  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.240  -0.054   1.771  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.816  -1.114   1.716  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.058  -1.083   0.342  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.195   1.696  -1.341  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.350   1.956   0.062  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.427   0.441  -0.864  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   18   24
CONECT    3    4   25   26
CONECT    4    5   17
CONECT    5    6    6   10
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11
CONECT   11   12
CONECT   12   13   13   17
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17
CONECT   18   19   20
CONECT   19   34   35   36
CONECT   20   37   38   39
END

HMDB0015692
     RDKit          3D
Isothipendyl
 39 41  0  0  0  0  0  0  0  0999 V2000
    1.6254   -0.6721   -1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5253    0.3119   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325    0.0987    0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593    0.0307    0.4650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230   -1.2072    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483   -2.3650    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456   -3.6056   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4095   -3.7720   -0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -2.6452   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -1.4065   -0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.0356   -0.6931 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.4258   -0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878    2.6527   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903    3.7801    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.6119    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    2.3805    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.2652    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    0.6254    0.4592 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549   -0.4872    1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    1.2101   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6516   -0.7658   -1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207   -1.6377   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144   -0.2148   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    1.2948   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    1.0405    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -0.6753    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372   -2.2481    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -4.4824    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945   -4.7476   -0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872   -2.6938   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3967    2.7772   -0.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    4.7683    0.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356    4.4752    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -0.0544    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158   -1.1135    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.0835    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952    1.6962   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496    1.9563    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4271    0.4405   -0.8639 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 18 20  1  0
 17  4  1  0
 10  5  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Actapront	Kegg
Isothipendylum	HMDB
10-(2-Dimethylamino-2-methylethyl)-10H-pyrido(3,2- b)(1,4)benzothiazine	HMDB
Andanton	HMDB
Estamyl	HMDB
Sedermyl	HMDB
Isothipendyl hydrochloride	HMDB
Andantol	HMDB

Chemical Formula

C₁₆H₁₉N₃S

Average Molecular Weight

285.407

Monoisotopic Molecular Weight

285.129968313

IUPAC Name

dimethyl(1-{9-thia-2,4-diazatricyclo[8.4.0.0³,⁸]tetradeca-1(14),3(8),4,6,10,12-hexaen-2-yl}propan-2-yl)amine

Traditional Name

isothipendyl

CAS Registry Number

482-15-5

SMILES

CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C

InChI Identifier

InChI=1S/C16H19N3S/c1-12(18(2)3)11-19-13-7-4-5-8-14(13)20-15-9-6-10-17-16(15)19/h4-10,12H,11H2,1-3H3

InChI Key

OQJBSDFFQWMKBQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Alkyldiarylamines

Alternative Parents

Substituents

Alkyldiarylamine
Diarylthioether
Benzothiazine
Aryl thioether
Para-thiazine
Pyridine
Benzenoid
Imidolactam
Heteroaromatic compound
Tertiary aliphatic amine
Azacycle
Thioether
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015692)

Source

Exogenous

Exogenous (HMDB: HMDB0015692)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Isothipendyl H1-Antihistamine Action (PathBank: SMP0059716)

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.14 g/L	ALOGPS
logP	3.45	ALOGPS
logP	3.66	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	19.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	86.66 m³·mol⁻¹	ChemAxon
Polarizability	31.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.761	31661259
DarkChem	[M-H]-	164.133	31661259
DeepCCS	[M+H]+	160.644	30932474
DeepCCS	[M-H]-	158.286	30932474
DeepCCS	[M-2H]-	191.172	30932474
DeepCCS	[M+Na]+	166.738	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	170.4	32859911
AllCCS	[M+Na-2H]-	170.0	32859911
AllCCS	[M+HCOO]-	169.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.16 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2208 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	72.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	753.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	231.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	296.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	352.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	692.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	783.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	64.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	783.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	435.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	405.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	36.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isothipendyl	CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C	3241.3	Standard polar	33892256
Isothipendyl	CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C	2250.5	Standard non polar	33892256
Isothipendyl	CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C	2289.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Isothipendyl EI-B (Non-derivatized)	splash10-00di-9000000000-fcb41271c0640c5ac2b5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isothipendyl CI-B (Non-derivatized)	splash10-000i-7090000000-32a33b7c7fcd9798b725	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isothipendyl EI-B (Non-derivatized)	splash10-00di-9000000000-fcb41271c0640c5ac2b5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isothipendyl CI-B (Non-derivatized)	splash10-000i-7090000000-32a33b7c7fcd9798b725	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isothipendyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9160000000-a37bf72e71b3109aec43	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isothipendyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isothipendyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 10V, Positive-QTOF	splash10-000i-4190000000-f58e47b46c6bbf610c9b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 20V, Positive-QTOF	splash10-000f-5090000000-d5105ccb8a44c64cd493	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 40V, Positive-QTOF	splash10-00dr-9210000000-28d900388be36b5d42c7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 10V, Negative-QTOF	splash10-001i-0090000000-44e4f4982ec52f3e264f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 20V, Negative-QTOF	splash10-00di-1900000000-bf7b272e20374ede2044	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 40V, Negative-QTOF	splash10-01ot-3900000000-044f63c6f9f36c443256	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 10V, Positive-QTOF	splash10-000i-1090000000-0dc733f23897b903cdc6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 20V, Positive-QTOF	splash10-000i-6090000000-6b8cdeb3b3c8ce9bba38	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 40V, Positive-QTOF	splash10-01p2-7940000000-87e5d0e6962060c338e5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 10V, Negative-QTOF	splash10-001i-0090000000-a5919dffa6c443eb1b4a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 20V, Negative-QTOF	splash10-000t-5890000000-0dfe57d4ed78f0f6df9a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothipendyl 40V, Negative-QTOF	splash10-0002-0920000000-f868d2f8840da16c4176	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Isothipendyl H1-Antihistamine Action		Not Available

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 DB08802	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08802	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08802

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3649

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isothipendyl

METLIN ID

Not Available

PubChem Compound

3781

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

Moreau A, Dompmartin A, Dubreuil A, Leroy D: Phototoxic and photoprotective effects of topical isothipendyl. Photodermatol Photoimmunol Photomed. 1995 Apr;11(2):50-4. [PubMed:8546983 ]

Enzymes

Enzyme Details

1. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Moreau A, Dompmartin A, Dubreuil A, Leroy D: Phototoxic and photoprotective effects of topical isothipendyl. Photodermatol Photoimmunol Photomed. 1995 Apr;11(2):50-4. [PubMed:8546983 ]

Showing metabocard for Isothipendyl (HMDB0015692)

MOL for HMDB0015692 (Isothipendyl)

3D MOL for HMDB0015692 (Isothipendyl)

3D SDF for HMDB0015692 (Isothipendyl)

3D-SDF for HMDB0015692 (Isothipendyl)

PDB for HMDB0015692 (Isothipendyl)

3D PDB for HMDB0015692 (Isothipendyl)

SMILES for HMDB0015692 (Isothipendyl)

INCHI for HMDB0015692 (Isothipendyl)

Structure for HMDB0015692 (Isothipendyl)

3D Structure for HMDB0015692 (Isothipendyl)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References