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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014455

Secondary Accession Numbers

HMDB14455

Metabolite Identification

Common Name

Chlorthalidone

Description

Chlorthalidone is only found in individuals that have used or taken this drug. It is a benzenesulfonamide-phthalimidine that tautomerizes to a benzophenones form. It is considered a thiazide-like diuretic. [PubChem]Chlorthalidone inhibits sodium ion transport across the renal tubular epithelium in the cortical diluting segment of the ascending limb of the loop of Henle. By increasing the delivery of sodium to the distal renal tubule, Chlorthalidone indirectly increases potassium excretion via the sodium-potassium exchange mechanism.

Structure

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

HMDB0014455
     RDKit          3D
Chlorthalidone
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.7970    1.8846   -1.8193 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518    0.8711   -0.7336 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.6627    0.0862   -1.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169    1.7601    0.2202 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -0.2342    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -0.2683   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -1.1351    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.1806    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5863   -2.2294    1.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -1.5288   -1.0042 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718   -0.5814   -1.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9439   -0.5398   -2.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.3738   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357    1.4944   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789    2.2484    0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073    1.9128    1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    0.8080    1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067    0.0050    0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333   -2.0036    1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -2.0335    1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1053   -1.1261    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418   -1.1201    1.3202 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    2.2966   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439    2.6822   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    0.4147   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586   -3.0736    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -2.3517   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    1.7531   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1402    3.1245    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    2.5467    2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909    0.5827    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -2.7136    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -2.7250    2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  5  1  0
 18  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 19 32  1  0
 20 33  1  0
M  END

310
  Mrv0541 02231214352D          

 22 24  0  0  1  0            999 V2000
    6.5328    2.0236    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.7024    0.3823    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6061    0.8735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0393    1.1354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3656   -0.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -0.5754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4556    0.0454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279    0.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2810    0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431    1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9493    0.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1114    1.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8645    1.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  2  0  0  0  0
  2  8  1  0  0  0  0
  2 17  1  0  0  0  0
  3  9  1  0  0  0  0
  4 13  2  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  2  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  2  0  0  0  0
 14 17  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 22  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014455

> <DATABASE_NAME>
hmdb

> <SMILES>
NS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)

> <INCHI_KEY>
JIVPVXMEBJLZRO-UHFFFAOYSA-N

> <FORMULA>
C14H11ClN2O4S

> <MOLECULAR_WEIGHT>
338.766

> <EXACT_MASS>
338.012805247

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.230739926305734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)benzene-1-sulfonamide

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
1.6034210690000001

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.223931695226906

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.579575904845667

> <JCHEM_PKA_STRONGEST_BASIC>
-2.632794743888779

> <JCHEM_POLAR_SURFACE_AREA>
109.49

> <JCHEM_REFRACTIVITY>
81.30050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlorthalidone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014455
     RDKit          3D
Chlorthalidone
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.7970    1.8846   -1.8193 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518    0.8711   -0.7336 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.6627    0.0862   -1.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169    1.7601    0.2202 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -0.2342    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -0.2683   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -1.1351    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.1806    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5863   -2.2294    1.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -1.5288   -1.0042 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718   -0.5814   -1.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9439   -0.5398   -2.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.3738   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357    1.4944   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789    2.2484    0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073    1.9128    1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    0.8080    1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067    0.0050    0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333   -2.0036    1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -2.0335    1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1053   -1.1261    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418   -1.1201    1.3202 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    2.2966   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439    2.6822   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    0.4147   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586   -3.0736    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -2.3517   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    1.7531   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1402    3.1245    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    2.5467    2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909    0.5827    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -2.7136    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -2.7250    2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  5  1  0
 18  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 19 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 310                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      12.195   3.777   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      12.511   0.714   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       6.731   1.631   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.683  -3.777   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.140   2.119   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.882  -0.692   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       8.103  -1.074   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      13.917   0.085   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.205   0.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747  -0.304   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.452   1.068   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747  -1.844   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.205  -2.313   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.858   0.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   0.466   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.294   2.600   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.105   1.343   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -2.614   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080  -0.304   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.541   3.503   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.947   2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -1.844   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2    5    6    8   17                                             
CONECT    3    9                                                            
CONECT    4   13                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    9   13                                                       
CONECT    8    2                                                            
CONECT    9    3    7   10   11                                             
CONECT   10    9   12   15                                                  
CONECT   11    9   14   16                                                  
CONECT   12   10   13   18                                                  
CONECT   13    4    7   12                                                  
CONECT   14   11   17                                                       
CONECT   15   10   19                                                       
CONECT   16   11   20                                                       
CONECT   17    2   14   21                                                  
CONECT   18   12   22                                                       
CONECT   19   15   22                                                       
CONECT   20   16   21                                                       
CONECT   21    1   17   20                                                  
CONECT   22   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0014455
HETATM    1  N1  UNL     1       2.797   1.885  -1.819  1.00  0.00           N  
HETATM    2  S1  UNL     1       3.652   0.871  -0.734  1.00  0.00           S  
HETATM    3  O1  UNL     1       4.663   0.086  -1.500  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.417   1.760   0.220  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.596  -0.234   0.105  1.00  0.00           C  
HETATM    6  C2  UNL     1       1.234  -0.268  -0.103  1.00  0.00           C  
HETATM    7  C3  UNL     1       0.380  -1.135   0.551  1.00  0.00           C  
HETATM    8  C4  UNL     1      -1.068  -1.181   0.336  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.586  -2.229   1.145  1.00  0.00           O  
HETATM   10  N2  UNL     1      -1.434  -1.529  -1.004  1.00  0.00           N  
HETATM   11  C5  UNL     1      -2.372  -0.581  -1.458  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.944  -0.540  -2.598  1.00  0.00           O  
HETATM   13  C6  UNL     1      -2.589   0.374  -0.378  1.00  0.00           C  
HETATM   14  C7  UNL     1      -3.436   1.494  -0.362  1.00  0.00           C  
HETATM   15  C8  UNL     1      -3.479   2.248   0.760  1.00  0.00           C  
HETATM   16  C9  UNL     1      -2.707   1.913   1.849  1.00  0.00           C  
HETATM   17  C10 UNL     1      -1.878   0.808   1.820  1.00  0.00           C  
HETATM   18  C11 UNL     1      -1.807   0.005   0.679  1.00  0.00           C  
HETATM   19  C12 UNL     1       0.933  -2.004   1.454  1.00  0.00           C  
HETATM   20  C13 UNL     1       2.302  -2.033   1.722  1.00  0.00           C  
HETATM   21  C14 UNL     1       3.105  -1.126   1.022  1.00  0.00           C  
HETATM   22 CL1  UNL     1       4.842  -1.120   1.320  1.00  0.00          CL  
HETATM   23  H1  UNL     1       1.942   2.297  -1.387  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.444   2.682  -2.070  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.820   0.415  -0.810  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.559  -3.074   0.630  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.074  -2.352  -1.576  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.046   1.753  -1.233  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.140   3.125   0.773  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.782   2.547   2.713  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.291   0.583   2.697  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.338  -2.714   2.008  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.726  -2.725   2.439  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6    6   21
CONECT    6    7   25
CONECT    7    8   19   19
CONECT    8    9   10   18
CONECT    9   26
CONECT   10   11   27
CONECT   11   12   12   13
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   19   20   32
CONECT   20   21   21   33
CONECT   21   22
END

HMDB0014455
     RDKit          3D
Chlorthalidone
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.7970    1.8846   -1.8193 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518    0.8711   -0.7336 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.6627    0.0862   -1.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169    1.7601    0.2202 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -0.2342    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -0.2683   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -1.1351    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.1806    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5863   -2.2294    1.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -1.5288   -1.0042 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718   -0.5814   -1.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9439   -0.5398   -2.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.3738   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357    1.4944   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789    2.2484    0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073    1.9128    1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    0.8080    1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067    0.0050    0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333   -2.0036    1.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -2.0335    1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1053   -1.1261    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418   -1.1201    1.3202 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    2.2966   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4439    2.6822   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    0.4147   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586   -3.0736    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -2.3517   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    1.7531   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1402    3.1245    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7819    2.5467    2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909    0.5827    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -2.7136    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -2.7250    2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  5  1  0
 18  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 19 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Keto-3-(3'-sulfamyl-4'-chlorophenyl)-3-hydroxyisoindoline	ChEBI
1-oxo-3-(3-Sulfamyl-4-chlorophenyl)-3-hydroxyisoindoline	ChEBI
2-Chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulfonamide	ChEBI
2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulfonamide	ChEBI
3-(4'-Chloro-3'-sulfamoylphenyl)-3-hydroxyphthalimidine	ChEBI
3-Hydroxy-3-(4-chloro-3-sulfamylphenyl)phthalimidine	ChEBI
Chlorphthalidolone	ChEBI
Chlortalidone	ChEBI
Phthalamodine	ChEBI
Phthalamudine	ChEBI
Hygroton	Kegg
Thalitone	Kegg
1-Keto-3-(3'-sulphamyl-4'-chlorophenyl)-3-hydroxyisoindoline	Generator
1-oxo-3-(3-Sulphamyl-4-chlorophenyl)-3-hydroxyisoindoline	Generator
2-Chloro-5-(1-hydroxy-3-oxo-1-isoindolinyl)benzenesulphonamide	Generator
2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)benzenesulphonamide	Generator
3-(4'-Chloro-3'-sulphamoylphenyl)-3-hydroxyphthalimidine	Generator
3-Hydroxy-3-(4-chloro-3-sulphamylphenyl)phthalimidine	Generator
Chlorothalidone	HMDB
Chlorphthalidone	HMDB
Chlorthalidon	HMDB
Oxodoline	HMDB

Chemical Formula

C₁₄H₁₁ClN₂O₄S

Average Molecular Weight

338.766

Monoisotopic Molecular Weight

338.012805247

IUPAC Name

2-chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)benzene-1-sulfonamide

Traditional Name

chlorthalidone

CAS Registry Number

77-36-1

SMILES

NS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)

InChI Key

JIVPVXMEBJLZRO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Benzenesulfonamide
Isoindolone
Isoindole
Benzenesulfonyl group
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Organosulfonic acid amide
Benzenoid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Secondary carboxylic acid amide
Carboxamide group
Lactam
Azacycle
Alkanolamine
Carboxylic acid derivative
Organosulfur compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organohalogen compound
Organic nitrogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfonamide (CHEBI:3654 )
monochlorobenzenes (CHEBI:3654 )
isoindoles (CHEBI:3654 )

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: HMDB0014455)

Source

Exogenous

Exogenous (HMDB: HMDB0014455)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Chlorthalidone Action Pathway (PathBank: SMP0000122)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	218 - 264 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.053 g/L	Not Available
LogP	1.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.053 g/L	ALOGPS
logP	1.27	ALOGPS
logP	1.6	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.58	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.49 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.3 m³·mol⁻¹	ChemAxon
Polarizability	31.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	199.276	30932474
DeepCCS	[M+Na]+	174.503	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	169.8	32859911
AllCCS	[M+Na-2H]-	169.4	32859911
AllCCS	[M+HCOO]-	169.0	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.	5.25 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1553 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.21 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	35.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1625.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	265.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	124.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	88.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	308.8 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	453.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	224.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	855.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	384.8 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	1112.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	322.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	208.4 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	181.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlorthalidone	NS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12	4378.9	Standard polar	33892256
Chlorthalidone	NS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12	2799.2	Standard non polar	33892256
Chlorthalidone	NS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12	3326.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chlorthalidone,1TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)NC(=O)C2=CC=CC=C21	3099.9	Semi standard non polar	33892256
Chlorthalidone,1TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3076.0	Semi standard non polar	33892256
Chlorthalidone,1TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(N)(=O)=O)=C1	2959.8	Semi standard non polar	33892256
Chlorthalidone,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3074.9	Semi standard non polar	33892256
Chlorthalidone,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3081.5	Standard non polar	33892256
Chlorthalidone,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3899.2	Standard polar	33892256
Chlorthalidone,2TMS,isomer #2	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C	2944.1	Semi standard non polar	33892256
Chlorthalidone,2TMS,isomer #2	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C	3118.1	Standard non polar	33892256
Chlorthalidone,2TMS,isomer #2	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C	4106.3	Standard polar	33892256
Chlorthalidone,2TMS,isomer #3	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3047.1	Semi standard non polar	33892256
Chlorthalidone,2TMS,isomer #3	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3168.9	Standard non polar	33892256
Chlorthalidone,2TMS,isomer #3	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3855.6	Standard polar	33892256
Chlorthalidone,2TMS,isomer #4	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)C3=CC=CC=C3C(=O)N2[Si](C)(C)C)=CC=C1Cl	2944.3	Semi standard non polar	33892256
Chlorthalidone,2TMS,isomer #4	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)C3=CC=CC=C3C(=O)N2[Si](C)(C)C)=CC=C1Cl	3107.9	Standard non polar	33892256
Chlorthalidone,2TMS,isomer #4	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)C3=CC=CC=C3C(=O)N2[Si](C)(C)C)=CC=C1Cl	3723.9	Standard polar	33892256
Chlorthalidone,3TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)NC(=O)C2=CC=CC=C21	3066.6	Semi standard non polar	33892256
Chlorthalidone,3TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)NC(=O)C2=CC=CC=C21	3253.3	Standard non polar	33892256
Chlorthalidone,3TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)NC(=O)C2=CC=CC=C21	3807.2	Standard polar	33892256
Chlorthalidone,3TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C)C3=CC=CC=C3C(=O)N2[Si](C)(C)C)=CC=C1Cl	2931.2	Semi standard non polar	33892256
Chlorthalidone,3TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C)C3=CC=CC=C3C(=O)N2[Si](C)(C)C)=CC=C1Cl	3231.1	Standard non polar	33892256
Chlorthalidone,3TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C)C3=CC=CC=C3C(=O)N2[Si](C)(C)C)=CC=C1Cl	3522.6	Standard polar	33892256
Chlorthalidone,3TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2964.2	Semi standard non polar	33892256
Chlorthalidone,3TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3284.6	Standard non polar	33892256
Chlorthalidone,3TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3670.5	Standard polar	33892256
Chlorthalidone,4TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C	2973.2	Semi standard non polar	33892256
Chlorthalidone,4TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C	3410.3	Standard non polar	33892256
Chlorthalidone,4TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C	3499.2	Standard polar	33892256
Chlorthalidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)NC(=O)C2=CC=CC=C21	3351.5	Semi standard non polar	33892256
Chlorthalidone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3345.2	Semi standard non polar	33892256
Chlorthalidone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(N)(=O)=O)=C1	3268.9	Semi standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C(C)(C)C)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3555.5	Semi standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C(C)(C)C)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3600.9	Standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C(C)(C)C)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3908.4	Standard polar	33892256
Chlorthalidone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C(C)(C)C	3441.8	Semi standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C(C)(C)C	3573.2	Standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(N)(=O)=O)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C(C)(C)C	4107.3	Standard polar	33892256
Chlorthalidone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3578.8	Semi standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3657.5	Standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(C2(O)NC(=O)C3=CC=CC=C32)=CC=C1Cl	3917.1	Standard polar	33892256
Chlorthalidone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)C3=CC=CC=C3C(=O)N2[Si](C)(C)C(C)(C)C)=CC=C1Cl	3466.0	Semi standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)C3=CC=CC=C3C(=O)N2[Si](C)(C)C(C)(C)C)=CC=C1Cl	3604.7	Standard non polar	33892256
Chlorthalidone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O)C3=CC=CC=C3C(=O)N2[Si](C)(C)C(C)(C)C)=CC=C1Cl	3777.7	Standard polar	33892256
Chlorthalidone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)NC(=O)C2=CC=CC=C21	3775.2	Semi standard non polar	33892256
Chlorthalidone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)NC(=O)C2=CC=CC=C21	3994.2	Standard non polar	33892256
Chlorthalidone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)NC(=O)C2=CC=CC=C21	3886.6	Standard polar	33892256
Chlorthalidone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3C(=O)N2[Si](C)(C)C(C)(C)C)=CC=C1Cl	3590.9	Semi standard non polar	33892256
Chlorthalidone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3C(=O)N2[Si](C)(C)C(C)(C)C)=CC=C1Cl	3988.6	Standard non polar	33892256
Chlorthalidone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(C2(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3C(=O)N2[Si](C)(C)C(C)(C)C)=CC=C1Cl	3660.5	Standard polar	33892256
Chlorthalidone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3704.1	Semi standard non polar	33892256
Chlorthalidone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	4021.4	Standard non polar	33892256
Chlorthalidone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=CC=CC=C2C1(O)C1=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3777.6	Standard polar	33892256
Chlorthalidone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C(C)(C)C	3857.0	Semi standard non polar	33892256
Chlorthalidone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C(C)(C)C	4387.3	Standard non polar	33892256
Chlorthalidone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)C2=CC=CC=C2C(=O)N1[Si](C)(C)C(C)(C)C	3663.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorthalidone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1932000000-80f6e933d5d7eeee2db5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorthalidone GC-MS (1 TMS) - 70eV, Positive	splash10-006t-5933000000-417e307059ffff5b4ad7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorthalidone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-qTof , Positive-QTOF	splash10-00di-0269000000-ea7da059eeece096f30e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-qTof , Positive-QTOF	splash10-0006-2982000000-a0107386ee7e2a9cf40e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , negative-QTOF	splash10-000i-0609000000-faf1d2e7aeaeb67be716	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , negative-QTOF	splash10-000b-1910000000-e0b8fe4609e6388b1ffd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , negative-QTOF	splash10-002b-4910000000-73abcbf2a1d59168b6bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , negative-QTOF	splash10-002b-7900000000-f7d1994811fe2a4e97a7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , negative-QTOF	splash10-004j-9600000000-fa803d15f1d75531f680	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , negative-QTOF	splash10-01ta-9300000000-f8f2617e8f0094998274	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , positive-QTOF	splash10-00di-0009000000-0395bc83917f9fc4af05	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , positive-QTOF	splash10-00di-0029000000-bbee59ce6cba3ba80a24	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , positive-QTOF	splash10-0006-0192000000-8f7aa98268ee9e344849	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , positive-QTOF	splash10-0006-1490000000-7e99919cc132fee88dbf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , positive-QTOF	splash10-0udr-1950000000-4195d981453db67a37b0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone LC-ESI-QFT , positive-QTOF	splash10-0udi-1910000000-27cef04d1420bbc9441e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone , positive-QTOF	splash10-00di-0269000000-ea7da059eeece096f30e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone , positive-QTOF	splash10-0006-2982000000-a0107386ee7e2a9cf40e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone 15V, Positive-QTOF	splash10-00di-0009000000-3ff5bc6538f1dfa17848	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone 30V, Positive-QTOF	splash10-00di-0019000000-c6b20cb28198f7ab7528	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorthalidone 60V, Positive-QTOF	splash10-0006-1490000000-7526156fee26c5ee4f45	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorthalidone 10V, Positive-QTOF	splash10-000i-0009000000-67b53043d132974133f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorthalidone 20V, Positive-QTOF	splash10-000i-0429000000-0efa86c04b2da822a87c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorthalidone 40V, Positive-QTOF	splash10-0007-2951000000-738f0888b8209e7f8848	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorthalidone 10V, Negative-QTOF	splash10-000i-0009000000-98e0e6f03d6613acf34f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorthalidone 20V, Negative-QTOF	splash10-000i-1219000000-3fb4fa6225f52220443b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorthalidone 40V, Negative-QTOF	splash10-004l-9200000000-832e9a5813b0e3609f12	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Chlorthalidone Action Pathway		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 DB00310	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00310	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00310

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2631

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlorthalidone

METLIN ID

Not Available

PubChem Compound

2732

PDB ID

Not Available

ChEBI ID

3654

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

Not Available

Transporters

Enzyme Details

1. Solute carrier family 12 member 1

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption. Plays a vital role in the regulation of ionic balance and cell volume
Gene Name:: SLC12A1
Uniprot ID:: Q13621
Molecular weight:: 121449.1

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Chlorthalidone (HMDB0014455)

MOL for HMDB0014455 (Chlorthalidone)

3D MOL for HMDB0014455 (Chlorthalidone)

3D SDF for HMDB0014455 (Chlorthalidone)

3D-SDF for HMDB0014455 (Chlorthalidone)

PDB for HMDB0014455 (Chlorthalidone)

3D PDB for HMDB0014455 (Chlorthalidone)

SMILES for HMDB0014455 (Chlorthalidone)

INCHI for HMDB0014455 (Chlorthalidone)

Structure for HMDB0014455 (Chlorthalidone)

3D Structure for HMDB0014455 (Chlorthalidone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Transporters

References