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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:28:40 UTC

Update Date

2021-09-26 23:00:43 UTC

HMDB ID

HMDB0249688

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Carprazidil

Description

methyl N-[2-oxo-5-(1,2,3,6-tetrahydropyridin-1-yl)-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. Based on a literature review very few articles have been published on methyl N-[2-oxo-5-(1,2,3,6-tetrahydropyridin-1-yl)-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Carprazidil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Carprazidil is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249688
     RDKit          3D
Carprazidil
 34 36  0  0  0  0  0  0  0  0999 V2000
    6.1349   -0.0495   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447   -0.2593   -1.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.0125   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302    0.4355    0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -0.2193   -0.7495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3552   -0.0368    0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -0.3370   -0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.1716    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3432   -0.4698   -0.0506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7008   -0.9782   -1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560    0.0653   -1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5438    0.5568   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455    0.0618    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4725   -0.2447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461    0.2860    1.6359 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670    0.5891    2.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    1.0547    3.3253 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.1777    3.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090    1.5898    4.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492    0.7941    2.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4535    0.4260    1.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3518    0.5085   -0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010    0.5852   -2.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121   -0.9940   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -0.5930   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.7099   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -1.3165   -1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4111   -1.8378   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3976    0.4143   -2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2043    1.3197   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968    0.8352    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961   -0.8614    0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    0.6032    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5524   -1.2023    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21  6  1  0
 14  9  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv1652309112108292D          

 21 23  0  0  0  0            999 V2000
    1.8500    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 10 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249688

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)NC1=CC(=NC2=NC(=O)ON12)N1CCC=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N5O4/c1-20-11(18)14-9-7-8(16-5-3-2-4-6-16)13-10-15-12(19)21-17(9)10/h2-3,7H,4-6H2,1H3,(H,14,18)

> <INCHI_KEY>
LIQCCUFOYBAGQT-UHFFFAOYSA-N

> <FORMULA>
C12H13N5O4

> <MOLECULAR_WEIGHT>
291.267

> <EXACT_MASS>
291.096753919

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.065086738859097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl N-[2-oxo-5-(1,2,3,6-tetrahydropyridin-1-yl)-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate

> <ALOGPS_LOGP>
0.87

> <JCHEM_LOGP>
0.33523017833333335

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.66861202372864

> <JCHEM_PKA_STRONGEST_BASIC>
-0.700833423065318

> <JCHEM_POLAR_SURFACE_AREA>
95.83

> <JCHEM_REFRACTIVITY>
81.87570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl N-[5-(3,6-dihydro-2H-pyridin-1-yl)-2-oxo-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249688
     RDKit          3D
Carprazidil
 34 36  0  0  0  0  0  0  0  0999 V2000
    6.1349   -0.0495   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447   -0.2593   -1.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.0125   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302    0.4355    0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -0.2193   -0.7495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3552   -0.0368    0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -0.3370   -0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.1716    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3432   -0.4698   -0.0506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7008   -0.9782   -1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560    0.0653   -1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5438    0.5568   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455    0.0618    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4725   -0.2447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461    0.2860    1.6359 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670    0.5891    2.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    1.0547    3.3253 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.1777    3.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090    1.5898    4.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492    0.7941    2.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4535    0.4260    1.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3518    0.5085   -0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010    0.5852   -2.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121   -0.9940   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -0.5930   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.7099   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -1.3165   -1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4111   -1.8378   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3976    0.4143   -2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2043    1.3197   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968    0.8352    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961   -0.8614    0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    0.6032    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5524   -1.2023    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21  6  1  0
 14  9  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       3.453   6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.787   6.160   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.453   3.850   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       6.121   3.850   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       4.787   1.540   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       8.788  -0.770   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.455  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    6   10                                                  
CONECT   16    8   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0249688
HETATM    1  C1  UNL     1       6.135  -0.050  -1.345  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.745  -0.259  -1.529  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.817   0.013  -0.494  1.00  0.00           C  
HETATM    4  O2  UNL     1       4.330   0.435   0.545  1.00  0.00           O  
HETATM    5  N1  UNL     1       2.459  -0.219  -0.750  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.355  -0.037   0.086  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.068  -0.337  -0.382  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.037  -0.172   0.405  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.343  -0.470  -0.051  1.00  0.00           N  
HETATM   10  C6  UNL     1      -2.701  -0.978  -1.336  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.556   0.065  -1.986  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.544   0.557  -1.247  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.745   0.062   0.146  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.473  -0.245   0.866  1.00  0.00           C  
HETATM   15  N3  UNL     1      -0.846   0.286   1.636  1.00  0.00           N  
HETATM   16  C11 UNL     1       0.367   0.589   2.134  1.00  0.00           C  
HETATM   17  N4  UNL     1       0.772   1.055   3.325  1.00  0.00           N  
HETATM   18  C12 UNL     1       2.101   1.178   3.283  1.00  0.00           C  
HETATM   19  O3  UNL     1       2.809   1.590   4.235  1.00  0.00           O  
HETATM   20  O4  UNL     1       2.449   0.794   2.103  1.00  0.00           O  
HETATM   21  N5  UNL     1       1.454   0.426   1.359  1.00  0.00           N  
HETATM   22  H1  UNL     1       6.352   0.509  -0.402  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.501   0.585  -2.176  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.712  -0.994  -1.351  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.219  -0.593  -1.730  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.057  -0.710  -1.396  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.895  -1.316  -1.979  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.411  -1.838  -1.144  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.398   0.414  -2.997  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.204   1.320  -1.659  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.297   0.835   0.734  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.396  -0.861   0.147  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.190   0.603   1.499  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.552  -1.202   1.449  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   25
CONECT    6    7    7   21
CONECT    7    8   26
CONECT    8    9   15   15
CONECT    9   10   14
CONECT   10   11   27   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   31   32
CONECT   14   33   34
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
END

HMDB0249688
     RDKit          3D
Carprazidil
 34 36  0  0  0  0  0  0  0  0999 V2000
    6.1349   -0.0495   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7447   -0.2593   -1.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.0125   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302    0.4355    0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -0.2193   -0.7495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3552   -0.0368    0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -0.3370   -0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.1716    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3432   -0.4698   -0.0506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7008   -0.9782   -1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560    0.0653   -1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5438    0.5568   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455    0.0618    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4725   -0.2447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461    0.2860    1.6359 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670    0.5891    2.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    1.0547    3.3253 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.1777    3.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090    1.5898    4.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492    0.7941    2.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4535    0.4260    1.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3518    0.5085   -0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010    0.5852   -2.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121   -0.9940   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -0.5930   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.7099   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -1.3165   -1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4111   -1.8378   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3976    0.4143   -2.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2043    1.3197   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968    0.8352    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961   -0.8614    0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    0.6032    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5524   -1.2023    1.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21  6  1  0
 14  9  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl N-[2-oxo-5-(1,2,3,6-tetrahydropyridin-1-yl)-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamic acid	Generator
Carbamic acid, (5-(3,6-dihydro-1(2H)-pyridinyl)-3,3a-dihydro-2-oxo-2H-(1,2,4)oxadiazolo(2,3-a)pyrimidin-7-yl)-, methyl ester	MeSH
Methyl 5-(3,6-dihydro-1(2H)-pyridyl)-2-oxo-2H-(1,2,4)oxadiazolo-2,3a-pyrimidine-7-carbamate	MeSH

Chemical Formula

C₁₂H₁₃N₅O₄

Average Molecular Weight

291.267

Monoisotopic Molecular Weight

291.096753919

IUPAC Name

methyl N-[2-oxo-5-(1,2,3,6-tetrahydropyridin-1-yl)-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate

Traditional Name

methyl N-[5-(3,6-dihydro-2H-pyridin-1-yl)-2-oxo-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate

CAS Registry Number

Not Available

SMILES

COC(=O)NC1=CC(=NC2=NC(=O)ON12)N1CCC=CC1

InChI Identifier

InChI=1S/C12H13N5O4/c1-20-11(18)14-9-7-8(16-5-3-2-4-6-16)13-10-15-12(19)21-17(9)10/h2-3,7H,4-6H2,1H3,(H,14,18)

InChI Key

LIQCCUFOYBAGQT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylarylamines

Alternative Parents

Substituents

Dialkylarylamine
Aminopyrimidine
Hydropyridine
Pyrimidine
Imidolactam
1,2,4-oxadiazole
Azole
Oxadiazole
Carbamic acid ester
Heteroaromatic compound
Carbonic acid derivative
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
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: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.87	ALOGPS
logP	0.34	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	-0.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	95.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.88 m³·mol⁻¹	ChemAxon
Polarizability	28.07 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]-	192.189	30932474
DeepCCS	[M+Na]+	167.73	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carprazidil	COC(=O)NC1=CC(=NC2=NC(=O)ON12)N1CCC=CC1	3372.9	Standard polar	33892256
Carprazidil	COC(=O)NC1=CC(=NC2=NC(=O)ON12)N1CCC=CC1	2640.9	Standard non polar	33892256
Carprazidil	COC(=O)NC1=CC(=NC2=NC(=O)ON12)N1CCC=CC1	3051.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carprazidil,1TMS,isomer #1	COC(=O)N(C1=CC(N2CC=CCC2)=NC2=NC(=O)ON12)[Si](C)(C)C	2670.3	Semi standard non polar	33892256
Carprazidil,1TMS,isomer #1	COC(=O)N(C1=CC(N2CC=CCC2)=NC2=NC(=O)ON12)[Si](C)(C)C	2506.8	Standard non polar	33892256
Carprazidil,1TMS,isomer #1	COC(=O)N(C1=CC(N2CC=CCC2)=NC2=NC(=O)ON12)[Si](C)(C)C	3780.3	Standard polar	33892256
Carprazidil,1TBDMS,isomer #1	COC(=O)N(C1=CC(N2CC=CCC2)=NC2=NC(=O)ON12)[Si](C)(C)C(C)(C)C	2822.4	Semi standard non polar	33892256
Carprazidil,1TBDMS,isomer #1	COC(=O)N(C1=CC(N2CC=CCC2)=NC2=NC(=O)ON12)[Si](C)(C)C(C)(C)C	2677.5	Standard non polar	33892256
Carprazidil,1TBDMS,isomer #1	COC(=O)N(C1=CC(N2CC=CCC2)=NC2=NC(=O)ON12)[Si](C)(C)C(C)(C)C	3886.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carprazidil GC-MS (Non-derivatized) - 70eV, Positive	splash10-03gj-4090000000-a474fa5c498aa2725c98	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carprazidil 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 - Carprazidil 10V, Positive-QTOF	splash10-0006-0090000000-aa59258f956742d1f2fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carprazidil 20V, Positive-QTOF	splash10-000x-0090000000-15ccf5af31cf7750a355	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carprazidil 40V, Positive-QTOF	splash10-0002-0290000000-9c3a2e0a11616489bef3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carprazidil 10V, Negative-QTOF	splash10-0006-0090000000-91a8c00a9311a05e7eb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carprazidil 20V, Negative-QTOF	splash10-0a4i-0090000000-5f0144e00287b45a5041	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carprazidil 40V, Negative-QTOF	splash10-0006-3970000000-af4f396d90da1b532bcc	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62107

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Carprazidil (HMDB0249688)

MOL for HMDB0249688 (Carprazidil)

3D MOL for HMDB0249688 (Carprazidil)

3D SDF for HMDB0249688 (Carprazidil)

3D-SDF for HMDB0249688 (Carprazidil)

PDB for HMDB0249688 (Carprazidil)

3D PDB for HMDB0249688 (Carprazidil)

SMILES for HMDB0249688 (Carprazidil)

INCHI for HMDB0249688 (Carprazidil)

Structure for HMDB0249688 (Carprazidil)

3D Structure for HMDB0249688 (Carprazidil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra