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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014665

Secondary Accession Numbers

HMDB14665

Metabolite Identification

Common Name

Metolazone

Description

Metolazone is only found in individuals that have used or taken this drug. It is a quinazoline-sulfonamide that is considered a thiazide-like diuretic which is long-acting so useful in chronic renal failure. It also tends to lower blood pressure and increase potassium loss. [PubChem]The actions of metolazone result from interference with the renal tubular mechanism of electrolyte reabsorption. Metolazone acts primarily to inhibit sodium reabsorption at the cortical diluting site and to a lesser extent in the proximal convoluted tubule. Sodium and chloride ions are excreted in approximately equivalent amounts. The increased delivery of sodium to the distal tubular exchange site results in increased potassium excretion. Metolazone does not inhibit carbonic anhydrase. The antihypertensive mechanism of action of metolazone is not fully understood but is presumed to be related to its saluretic and diuretic properties.

Structure

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

HMDB0014665
     RDKit          3D
Metolazone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.4253    2.0515    1.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473    1.4149    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308    1.8819   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    1.2936   -1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140    0.2540   -1.9253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -0.2073   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346    0.3833   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368   -0.0238    0.3823 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932    0.4658   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    1.4959   -0.8175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -0.2388    0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386    0.2256   -0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920   -0.4527    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3704    0.0428   -0.5068 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3249    1.4594   -1.4545 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -1.0814   -1.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2775    0.1284    0.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -1.5880    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346   -2.5186    1.2492 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4974   -2.0604    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458   -1.3800    0.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812   -1.8471    1.4633 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -0.9484    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -1.7705    1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.7353    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620    1.8977    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5900    3.1626    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856    2.6916    0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    1.6269   -1.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074   -0.1892   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1487   -1.0154   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7123    1.1094   -0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    1.9591   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268    2.0977   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4217   -2.9521    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509   -2.8239    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416   -0.3614    2.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -1.2741    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315   -2.7800    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6821   -1.8647    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  7  2  1  0
 23  8  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 20 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
M  END

524
  Mrv0541 02231214452D          

 24 26  0  0  1  0            999 V2000
    7.4202    1.2079    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4202   -0.4819    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -1.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8355    0.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0050   -1.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.1880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1331   -0.8972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9599   -0.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9599    1.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073    0.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  8  1  0  0  0  0
  2 17  1  0  0  0  0
  3 12  2  0  0  0  0
  6  9  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  2  0  0  0  0
 11 12  1  0  0  0  0
 11 15  2  0  0  0  0
 13 18  1  0  0  0  0
 13 20  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 19  2  0  0  0  0
 18 21  2  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014665

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12(17)15(24(18,22)23)7-11(13)16(20)21/h3-8,10,19H,1-2H3,(H2,18,22,23)

> <INCHI_KEY>
AQCHWTWZEMGIFD-UHFFFAOYSA-N

> <FORMULA>
C16H16ClN3O3S

> <MOLECULAR_WEIGHT>
365.835

> <EXACT_MASS>
365.06008979

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.3821730155392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
2.9435805356666664

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.229213202194755

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.53575874518391

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6406409475674728

> <JCHEM_POLAR_SURFACE_AREA>
92.5

> <JCHEM_REFRACTIVITY>
94.5879

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metolazone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014665
     RDKit          3D
Metolazone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.4253    2.0515    1.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473    1.4149    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308    1.8819   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    1.2936   -1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140    0.2540   -1.9253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -0.2073   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346    0.3833   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368   -0.0238    0.3823 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932    0.4658   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    1.4959   -0.8175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -0.2388    0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386    0.2256   -0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920   -0.4527    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3704    0.0428   -0.5068 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3249    1.4594   -1.4545 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -1.0814   -1.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2775    0.1284    0.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -1.5880    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346   -2.5186    1.2492 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4974   -2.0604    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458   -1.3800    0.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812   -1.8471    1.4633 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -0.9484    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -1.7705    1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.7353    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620    1.8977    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5900    3.1626    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856    2.6916    0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    1.6269   -1.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074   -0.1892   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1487   -1.0154   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7123    1.1094   -0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    1.9591   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268    2.0977   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4217   -2.9521    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509   -2.8239    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416   -0.3614    2.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -1.2741    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315   -2.7800    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6821   -1.8647    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  7  2  1  0
 23  8  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 20 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 524                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      13.851   2.255   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      13.851  -0.900   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       8.415  -2.402   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      14.626   0.431   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.076  -2.230   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.081  -0.092   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       8.415   2.218   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      15.182  -1.675   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.081   1.448   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   1.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -0.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -0.862   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747  -0.862   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.747   2.218   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.125  -0.916   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.125   2.271   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.520  -0.125   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -0.092   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.520   1.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747  -2.402   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080  -0.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414   1.448   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414  -3.172   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080  -2.402   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2    4    5    8   17                                             
CONECT    3   12                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    9   12   13                                                  
CONECT    7    9   10                                                       
CONECT    8    2                                                            
CONECT    9    6    7   14                                                  
CONECT   10    7   11   16                                                  
CONECT   11   10   12   15                                                  
CONECT   12    3    6   11                                                  
CONECT   13    6   18   20                                                  
CONECT   14    9                                                            
CONECT   15   11   17                                                       
CONECT   16   10   19                                                       
CONECT   17    2   15   19                                                  
CONECT   18   13   21   22                                                  
CONECT   19    1   16   17                                                  
CONECT   20   13   23                                                       
CONECT   21   18   24                                                       
CONECT   22   18                                                            
CONECT   23   20   24                                                       
CONECT   24   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0014665
HETATM    1  C1  UNL     1      -2.425   2.051   1.576  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.947   1.415   0.341  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.131   1.882  -0.189  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.625   1.294  -1.342  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.914   0.254  -1.925  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.717  -0.207  -1.376  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.235   0.383  -0.231  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.037  -0.024   0.382  1.00  0.00           N  
HETATM    9  C8  UNL     1       0.193   0.466  -0.110  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.295   1.496  -0.818  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.436  -0.239   0.200  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.639   0.226  -0.271  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.792  -0.453   0.035  1.00  0.00           C  
HETATM   14  S1  UNL     1       5.370   0.043  -0.507  1.00  0.00           S  
HETATM   15  N2  UNL     1       5.325   1.459  -1.454  1.00  0.00           N  
HETATM   16  O2  UNL     1       5.901  -1.081  -1.382  1.00  0.00           O  
HETATM   17  O3  UNL     1       6.277   0.128   0.672  1.00  0.00           O  
HETATM   18  C12 UNL     1       3.702  -1.588   0.812  1.00  0.00           C  
HETATM   19 CL1  UNL     1       5.135  -2.519   1.249  1.00  0.00          CL  
HETATM   20  C13 UNL     1       2.497  -2.060   1.289  1.00  0.00           C  
HETATM   21  C14 UNL     1       1.346  -1.380   0.981  1.00  0.00           C  
HETATM   22  N3  UNL     1       0.081  -1.847   1.463  1.00  0.00           N  
HETATM   23  C15 UNL     1      -1.052  -0.948   1.525  1.00  0.00           C  
HETATM   24  C16 UNL     1      -2.312  -1.770   1.549  1.00  0.00           C  
HETATM   25  H1  UNL     1      -3.014   1.735   2.470  1.00  0.00           H  
HETATM   26  H2  UNL     1      -1.362   1.898   1.741  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.590   3.163   1.502  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.686   2.692   0.262  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.550   1.627  -1.795  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.307  -0.189  -2.813  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.149  -1.015  -1.815  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.712   1.109  -0.876  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.245   1.959  -1.340  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.527   2.098  -1.186  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.422  -2.952   1.900  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.051  -2.824   1.775  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.942  -0.361   2.469  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.037  -1.274   2.231  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.131  -2.780   1.986  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.682  -1.865   0.511  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    7
CONECT    3    4   28
CONECT    4    5    5   29
CONECT    5    6   30
CONECT    6    7    7   31
CONECT    7    8
CONECT    8    9   23
CONECT    9   10   10   11
CONECT   11   12   12   21
CONECT   12   13   32
CONECT   13   14   18   18
CONECT   14   15   16   16   17
CONECT   14   17
CONECT   15   33   34
CONECT   18   19   20
CONECT   20   21   21   35
CONECT   21   22
CONECT   22   23   36
CONECT   23   24   37
CONECT   24   38   39   40
END

HMDB0014665
     RDKit          3D
Metolazone
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.4253    2.0515    1.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473    1.4149    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308    1.8819   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    1.2936   -1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140    0.2540   -1.9253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -0.2073   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346    0.3833   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368   -0.0238    0.3823 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932    0.4658   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    1.4959   -0.8175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -0.2388    0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386    0.2256   -0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920   -0.4527    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3704    0.0428   -0.5068 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3249    1.4594   -1.4545 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -1.0814   -1.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2775    0.1284    0.6724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023   -1.5880    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346   -2.5186    1.2492 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4974   -2.0604    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458   -1.3800    0.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812   -1.8471    1.4633 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -0.9484    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -1.7705    1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.7353    2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620    1.8977    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5900    3.1626    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856    2.6916    0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    1.6269   -1.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074   -0.1892   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1487   -1.0154   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7123    1.1094   -0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    1.9591   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268    2.0977   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4217   -2.9521    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509   -2.8239    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416   -0.3614    2.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -1.2741    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315   -2.7800    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6821   -1.8647    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  7  2  1  0
 23  8  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 20 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-3-O-tolyl-6-sulfamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinone	ChEBI
7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide	ChEBI
7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-O-tolyl-6-quinazolinesulfonamide	ChEBI
Metolazona	ChEBI
Metolazonum	ChEBI
Zaroxolyn	ChEBI
2-Methyl-3-O-tolyl-6-sulphamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinone	Generator
7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulphonamide	Generator
7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-O-tolyl-6-quinazolinesulphonamide	Generator
Microx	HMDB
Mykrox	HMDB
Celltech pharmaceuticals brand OF metolzone	HMDB
Diulo	HMDB
UCB pharma brand OF metolazone	HMDB

Chemical Formula

C₁₆H₁₆ClN₃O₃S

Average Molecular Weight

365.835

Monoisotopic Molecular Weight

365.06008979

IUPAC Name

7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

Traditional Name

metolazone

CAS Registry Number

17560-51-9

SMILES

CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O

InChI Identifier

InChI=1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12(17)15(24(18,22)23)7-11(13)16(20)21/h3-8,10,19H,1-2H3,(H2,18,22,23)

InChI Key

AQCHWTWZEMGIFD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Secondary aliphatic/aromatic amine
Toluene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Vinylogous amide
Aminosulfonyl compound
Tertiary carboxylic acid amide
Sulfonyl
Organosulfonic acid or derivatives
Amino acid or derivatives
Carboxamide group
Lactam
Carboxylic acid derivative
Secondary amine
Azacycle
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfonamide (CHEBI:64354 )
organochlorine compound (CHEBI:64354 )
quinazolines (CHEBI:64354 )

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: HMDB0014665)

Source

Exogenous

Exogenous (HMDB: HMDB0014665)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Metolazone Action Pathway (PathBank: SMP0000105)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.041 g/L	Not Available
LogP	2.5	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	181.235	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001108

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	3.21	ALOGPS
logP	2.94	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.54	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.59 m³·mol⁻¹	ChemAxon
Polarizability	36.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	179.528	30932474
DeepCCS	[M-H]-	177.17	30932474
DeepCCS	[M-2H]-	210.201	30932474
DeepCCS	[M+Na]+	185.621	30932474
AllCCS	[M+H]+	181.5	32859911
AllCCS	[M+H-H2O]+	178.6	32859911
AllCCS	[M+NH4]+	184.2	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	178.1	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	177.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metolazone	CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O	4482.6	Standard polar	33892256
Metolazone	CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O	2895.3	Standard non polar	33892256
Metolazone	CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O	3250.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Metolazone,1TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2NC1C	3130.8	Semi standard non polar	33892256
Metolazone,1TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2NC1C	3198.8	Standard non polar	33892256
Metolazone,1TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2NC1C	4229.7	Standard polar	33892256
Metolazone,1TMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N([Si](C)(C)C)C1C	2979.5	Semi standard non polar	33892256
Metolazone,1TMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N([Si](C)(C)C)C1C	3270.2	Standard non polar	33892256
Metolazone,1TMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N([Si](C)(C)C)C1C	4426.1	Standard polar	33892256
Metolazone,2TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2NC1C	3046.3	Semi standard non polar	33892256
Metolazone,2TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2NC1C	3346.0	Standard non polar	33892256
Metolazone,2TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2NC1C	4123.1	Standard polar	33892256
Metolazone,2TMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N([Si](C)(C)C)C1C	2963.9	Semi standard non polar	33892256
Metolazone,2TMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N([Si](C)(C)C)C1C	3329.3	Standard non polar	33892256
Metolazone,2TMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N([Si](C)(C)C)C1C	3823.9	Standard polar	33892256
Metolazone,3TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N([Si](C)(C)C)C1C	2995.4	Semi standard non polar	33892256
Metolazone,3TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N([Si](C)(C)C)C1C	3494.3	Standard non polar	33892256
Metolazone,3TMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N([Si](C)(C)C)C1C	3776.4	Standard polar	33892256
Metolazone,1TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2NC1C	3343.3	Semi standard non polar	33892256
Metolazone,1TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2NC1C	3440.9	Standard non polar	33892256
Metolazone,1TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2NC1C	4217.3	Standard polar	33892256
Metolazone,1TBDMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3248.6	Semi standard non polar	33892256
Metolazone,1TBDMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3475.5	Standard non polar	33892256
Metolazone,1TBDMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	4481.6	Standard polar	33892256
Metolazone,2TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2NC1C	3524.7	Semi standard non polar	33892256
Metolazone,2TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2NC1C	3828.2	Standard non polar	33892256
Metolazone,2TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2NC1C	4120.2	Standard polar	33892256
Metolazone,2TBDMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3410.1	Semi standard non polar	33892256
Metolazone,2TBDMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3814.2	Standard non polar	33892256
Metolazone,2TBDMS,isomer #2	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3915.4	Standard polar	33892256
Metolazone,3TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3656.1	Semi standard non polar	33892256
Metolazone,3TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	4204.7	Standard non polar	33892256
Metolazone,3TBDMS,isomer #1	CC1=CC=CC=C1N1C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N([Si](C)(C)C(C)(C)C)C1C	3906.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Metolazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f8j-3597000000-ad3d0d3d7130fb037587	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metolazone 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 - Metolazone LC-ESI-qTof , Positive-QTOF	splash10-0aor-1494000000-aae5f0a5c86e9d0828e2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metolazone LC-ESI-qTof , Positive-QTOF	splash10-0bvi-2960000000-1eed022b28a6bb140f60	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metolazone , positive-QTOF	splash10-0aor-1494000000-aae5f0a5c86e9d0828e2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metolazone , positive-QTOF	splash10-0bvi-2960000000-1eed022b28a6bb140f60	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 10V, Positive-QTOF	splash10-014i-0009000000-a2ec696223204fee136f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 20V, Positive-QTOF	splash10-014i-0279000000-4b5932a93a7777aa9293	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 40V, Positive-QTOF	splash10-0zfr-2492000000-e56f6f011b99c12fe90e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 10V, Negative-QTOF	splash10-03di-0009000000-c969b7886e22277846ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 20V, Negative-QTOF	splash10-01t9-8119000000-fb2264110d55cdd31ad4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 40V, Negative-QTOF	splash10-004i-9110000000-7cb0633c91fcbb9b8881	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 10V, Negative-QTOF	splash10-03di-0009000000-1e4f596ff037e4c41189	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 20V, Negative-QTOF	splash10-03di-2009000000-2d6cdb71493d37e99073	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 40V, Negative-QTOF	splash10-003r-9321000000-3e5878b7c7d017a45529	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 10V, Positive-QTOF	splash10-014i-0009000000-6789fa47262c2e6bd71a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 20V, Positive-QTOF	splash10-014i-0009000000-eb6980c64348c1d78ad9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metolazone 40V, Positive-QTOF	splash10-0kai-4892000000-6b2c2e53c19f2fd5f60d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Metolazone 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 DB00524	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00524	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00524

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4026

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metolazone

METLIN ID

Not Available

PubChem Compound

4170

PDB ID

Not Available

ChEBI ID

64354

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

Rosenberg J, Gustafsson F, Galatius S, Hildebrandt PR: Combination therapy with metolazone and loop diuretics in outpatients with refractory heart failure: an observational study and review of the literature. Cardiovasc Drugs Ther. 2005 Aug;19(4):301-6. [PubMed:16189620 ]

Enzymes

Enzyme Details

1. Solute carrier family 12 member 3

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption
Gene Name:: SLC12A3
Uniprot ID:: P55017
Molecular weight:: 113124.0

References

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 Metolazone (HMDB0014665)

MOL for HMDB0014665 (Metolazone)

3D MOL for HMDB0014665 (Metolazone)

3D SDF for HMDB0014665 (Metolazone)

3D-SDF for HMDB0014665 (Metolazone)

PDB for HMDB0014665 (Metolazone)

3D PDB for HMDB0014665 (Metolazone)

SMILES for HMDB0014665 (Metolazone)

INCHI for HMDB0014665 (Metolazone)

Structure for HMDB0014665 (Metolazone)

3D Structure for HMDB0014665 (Metolazone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References